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Get Inspired

Get the travel guide, become an insider, 12 cruises, boat rentals, tours & more for experiencing long island boating.

With hundreds of miles of captivating coastline, it goes without saying that boating on Long Island is a huge commodity. Whether you’re a boat owner or not, there are endless opportunities to set sail or tie up and enjoy this favorite Long Island pastime.

Set sail from Bay Shore Marina on relaxed sunset dinner cruises, or cruise around our famed lighthouses aboard a turn-of-the-century style riverboat. Sail into the sunset in Gold Coast style aboard a yacht charter.

Try the Moon Chaser Cruise that launches from Captree State Park, or a day at anchor with Over The Top Water Sports in quaint Northport Harbor. If you’re in the mood for an adventure, book a spot on a whale or seal watching cruise or a wetland exploration outing. Long Island is a boater’s paradise.

Long Island Boat Rentals (Port Washington, NY)

Long Island Boat Rentals

A fantastic way to experience the water with sweeping views of Long Island’s rocky Gold Coast is with Long Island Boat Rentals in Port Washington. Experience luxury when you charter a yacht and explore the North Shore with views of the Statue of Liberty or host your own “flarty” party (float party) for a celebration your guests will rave about for years to come. Long Island Boat Rentals also offers private training classes and adventure tours complete with wakeboards and other water-sporting accessories. It’s your one-stop-shop for nonstop fun on the water!

Insider’s tip: Visitors who purchase a 5-pack rental package will also receive 15% off on all rentals.

Viking Fleet (Montauk, NY)

Viking Fleet

Located in Montauk Harbor, Viking Fleet is your destination for year-round fishing trips, seasonal fast ferry service, excursions, and private charters. With a variety of trips to choose from, you can set sail on a Whale Watching Tour where you’ll cruise by the Montauk Lighthouse and see majestic marine wildlife or hop on a Sunset Cruise which takes you through the scenic waters of the East End and offers a selection of alcoholic beverages at the bar. Book a trip today for the upcoming summer season!

Never Ends Charters + Montauk Distilling Company (Montauk, NY)

Never Ends

Sponsored by Montauk Distilling Co., Never Ends Charters offers private boat cruises in Montauk for your next on-the-water outing. Choose from packages that include delicious picnics, stops at restaurants like Duryea’s, Navy Beach, Inlet Seafoods, and Montauk Yacht Club, guided meditations with a relaxing sound bath, and so much more. Cruise in luxury as you explore Lake Montauk, Fort Pond Bay, and Block Island exclusively with Never Ends Charters.

Peconic Star Fishing (Greenport, NY)

Peconic Star Fishing

Come set sail on a local fishing adventure with Peconic Star Fishing . On Peconic Star III, you can sail all day long fishing for porgies on the tip of Long Island’s North Fork or reserve the Peconic Star IV which offers weekend half-day options and weekday charters where you can reel in porgies, sea bass, weakfish, fluke, stripers, and more! All open boats feature heated cabins with dinettes and huge upper-level sundecks so the whole family can sail in comfort, as well as providing rods, bait, and tackle for the optimal fishing experience.

East End Charters (Greenport, NY)

East End Charters

On the other end of Long Island, sail in style and comfort on the beautiful waters of Greenport Harbor when you book with East End Charters . Board the Surprise , a private six-guest custom-built wooden ketch with stable, easy motion and elegant form. Surprise 's bright and spacious interior, large cockpit, and copious deck space offer plenty of room to relax, socialize, and enjoy the peacefulness of being on the water. With options from relaxing morning sails to luxurious overnight stays, East End Charters is the premier destination for luxury sailing.

Over The Top Charters (Northport, NY)

Over the Top Water Sports

Credit: Kevin Cryer-Hassett

Whether your vibe is ripping through some waves, a day at anchor, or capturing photos of sprawling hillside Victorian estates, you’ll have a blast while experiencing terrific views of Northport Harbor. In addition to offering water sports such as wakeboarding, wakesurfing and waterskiing, Over The Top Watersports also offers sunrise, sunset, and dinner cruises! Visit them now for an over-the-top experience you won’t forget.

The Moon Chaser Cruises (Babylon, NY)

Moon Chaser

Departing from Captree State Park on Long Island’s South Shore and adjacent to Robert Moses State Park, board this impressive 200-passenger charter for an unforgettable night of great music and delicious food at an iconic waterfront eatery. On the Moon Chaser , you can soak up the sea air, sway to the music, and enjoy the party atmosphere as you dance to a cover band on the Bay Jam Cruise . Alternatively, board the Fire Island route on Flynn’s Dinner Cruise and observe fantastic views of the iconic Fire Island Lighthouse on your way to dinner at Flynn’s , Fire Island’s most famous restaurant! The Moon Chaser also offers four-hour packages for private parties, perfect for your next on-the-water celebration.

Cross Sound Cruises (Orient Point, NY)

Cross Sound Cruises

Cruise in style when you go sightseeing with Cross Sound Cruises . Departing from the Orient Point dock, the two-hour Long Island Lights Cruise shows you breathtaking sights on the coastal tip of Long Island’s North Fork wine region and takes you directly to the local lights of stunning landmarks, including Gardiners Point Island and the Orient Point Lighthouse, and also boasts views of nearby New London, CT. For only $33 per adult passenger on the Long Island Lights Cruise, Cross Island Cruise’s comfortable, climate-controlled high-speed vessels will make your summer bucket list a reality.

Captree Fleet at Captree State Park (Babylon, NY)

Captree Fleet

Located on the easternmost tip of Jones Beach Island, Captree Fleet offers plenty of opportunities for your ideal maritime adventure. Whether you seek to host the party of a lifetime with one of their private charters or are looking for an open boat to fish for the day, Captree has it all. There are also charter rentals available to rent for your next corporate party, field trip, or family celebration. Choose from a variety of boats and Captree will accommodate your party size and/or fishing needs – all at a great price!

Long Island Aquarium’s Atlantis Explorer Tour Boat

Get ready for an interactive and educational 2-hour adventure aboard the Atlantis Explorer Tour Boat . The Atlantis Explorer takes you down the Peconic River and into Flanders Bay and offers plenty of opportunity for hands-on exploration with local wildlife. Group tours are available daily, and no aquarium admission is required to ride the tour boat. Check out their website for more details on this exciting excursion.

Discovery Wetlands Cruise (Stony Brook, NY)

This summer, let the Discovery take you through the historic hamlet of Stony Brook. This 27-passenger vessel cruises through the Ward Melville Heritage Organization’s 88-acre preserve for a tour through the wetlands. While on board, an expert narrates the wildlife that passengers observe and the natural history of the area, all in a one-and-a-half-hour trip. Experience Stony Brook Harbor like never before with the Discovery Wetlands Cruise !

Freeport Water Taxi and Tours (Freeport, NY)

Experience the South Shore like never before with Freeport Water Taxi and Tours . Book a classic one-hour Long Island cruise where you’ll voyage through the Woodcleft Canal and explore the wonderful inlets and bays of Long Island’s South Shore on this fun and relaxing boating experience. Other popular cruises include their Happy Hour Cruise, Sunset Cruise, and Seal Watching Cruise. Come explore the waters of Long Island on a boat tour today!

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Windward Sailing Charters

[email protected]

516.628.7156

Long Island Sunset Charter

PRIVATE SAILING CHARTERS, SUNSET CRUISES & SAILING LESSONS IN OYSTER BAY, NY

Experience the beauty of long island's historic gold coast.

 Situated in the heart of Long Island's Gold Coast, just 30 miles from Manhattan, Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and the impressive estates that line the bay. 

In 2024, Oyster Bay Harbor was designated as ‘Best Harbor’ winner for the Mid-Atlantic region by the US Harbors organization! 

Home to former U.S. President Teddy Roosevelt, Oyster Bay is the only source of traditionally farmed oysters from Long Island providing up to 90% of all the oysters harvested in New York State!

NYC Sunset Sail

SAIL IN COMFORT

You'll sail aboard  WINDSWEPT , a meticulously kept Jeanneau Sun Odyssey 36i featuring a spacious shaded cockpit and a secured deck. WINDSWEPT is professionally maintained and equipped with modern electronics and USCG approved safety gear. Whether you are celebrating a special occasion , interested in learning to sail, or planning a client outing, your time aboard WINDSWEPT will be both memorable and enjoyable!

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S/V  W I N D S W E P T

2012 Jeanneau 36i

Long Island Boat Rental

2-Hour Sailing Charter

Private sailing charter for up to 6 guests

Private Sailing Lessons - Long Island

3-Hour Sailing Charter

Long Island Yacht Rental

Half Day Sailing Charter

Long Island Sailing Charter

Full Day Sailing Charter

Popular charter experiences.

Sunset Charter Oyster Bay

SUNSET CHARTERS

Sail into the sunset and enjoy one of the best shows on earth! View our photo gallery for some of our favorite Oyster Bay sunset photos!

Oyster Bay Harbor Sightseeing Tour

SIGHTSEEING HARBOR TOURS

Learn about historic Oyster Bay Harbor while taking in the diverse wildlife and spectacular views of the sandy bluffs and mansions that line the bay!

Sail & Swim Charter - Oyster Bay

SAIL & SWIM CHARTERS

Cool off and go for a refreshing swim before or after your sail! Water temperatures in Oyster Bay Harbor can reach nearly 80 degrees in August! WINDSWEPT is equipped with floats for everyone to enjoy!

Sailing Lessons - Oyster Bay

SAILING LESSONS

Learn the basics of sailing a modern monohull. Private lessons cover everything from sail handling techniques, to sailing terminology, and the various points of sail!

Engagement Photoshoot - Windward Sailing Charters

PHOTOSHOOTS

Have professional photos taken with Oyster Bay and WINDSWEPT as your backdrop! Book time an hour before sunset for the best natural lighting!

Team Building - Long Island

TEAM BUILDING EXERCISES

Teamwork and effective communication are required to sail a boat well! Develop new skills while working together! Contact us to discuss your objectives and we'll create a great experience for your team! 

Client Outings - Windward Sailing Charters

CLIENT OUTINGS

Take your client relationships to the next level with a memorable sailing experience aboard WINDSWEPT! Weekday sunset cruises are ideal for entertaining clients!

Dock & Dine - Windward Sailing Charters

DOCK & DINE CHARTERS

Book a full day charter and sail to a nearby harbor! Head into town to try a new restaurant, indulge in a cocktail or check out an antique store! Finish the day with a relaxing sail back to Oyster Bay Harbor. 

Long Island Private Sunset Charter

GETTING TO THE BOAT

WINDSWEPT is moored in Oyster Bay Harbor, on the North Shore of Long Island. Upon booking, directions to the boat will provided in your confirmation e-mail. For those traveling from New York City, the marina is steps away from the Oyster Bay LIRR station or a 20-minute Uber ride from the Hicksville LIRR station. 

Oyster Bay has quite a few local attractions , restaurants, and bars that  you may want to consider before or after your charter, many of which are in walking distance of the marina! 

CAPTAIN JONATHAN

Owner/operator, uscg licensed oupv captain.

Jonathan is a lifelong sailor and U.S. Coast Guard licensed charter boat captain with decades of cruising, offshore and racing experience.  A Long Island native, Jonathan was taught to sail at an early age by his parents, who were avid sailors. Growing up, his summers were spent on the water sailing harbor to harbor on Long Island Sound.

Sailing Lessons Long Island

FREQUENTLY ASKED QUESTIONS

What is the maximum number of people allowed per charter.

Your party can include up to 6 guests. Children are included in this limit, which is set by the U.S. Coast Guard for this type of charter and strictly enforced.

WHAT SHOULD WE BRING ON THE BOAT?

Your charter includes bottled water and a variety of soft drinks. You are welcome to bring your own food and beverages, including alcohol. We also encourage you to bring sunscreen. Shoes with non-marking soles are permitted (no shoes are preferred). Pack a bathing suit and towel if you'd like to go for a swim!

CAN WE CUSTOMIZE OUR EXPERIENCE?

Absolutely - in fact we would encourage you to! Call us to discuss the experience you envision and we will do our absolute best to accommodate! 

WHAT ARE THE SAILING CREDENTIALS OF YOUR CAPTAINS?

All of our Captains are licensed by the U.S. Coast Guard to operate sailing vessels up to 100 gross tons and have years of sailing experience.

I TEND TO GET SEASICK - SHOULD I BE WORRIED?

Oyster Bay is protected and typically very calm, even on windy days! That said, seasickness medication is carried onboard and can be taken proactively if you are concerned about getting seasick.

WHAT HAPPENS IF THERE IS BAD WEATHER?

Summer weather on Long Island can be uncooperative at times. While we cannot guarantee perfect weather for every charter, you are able to reschedule your charter at no cost if the forecast is calling for >40% of rain during the hours of your charter, heavy winds or lightning. In the event that we cannot find a date that works for your group, we will gladly issue a full refund.

WHAT IS YOUR CANCELLATION POLICY?

You may cancel or reschedule your charter at no cost up to 10 days prior to the scheduled date. If you cancel within 10 days and are unable to reschedule, you will receive a full refund minus your initial deposit.

CAN WE BRING A COOLER?

Absolutely, as long as it is a soft cooler!  Hard coolers can damage the deck when they are moved. WINDSWEPT is equipped with a YETI soft cooler that you are welcome to use. The boat also has onboard  refrigeration.

sailboat cruises long island

TESTIMONIALS

“Me and my husband booked a 3-hour sunset charter and were blown away by the natural beauty of Oyster Bay Harbor. Captain Jonathan was attentive and welcoming and the boat was beautiful! This experience was the highlight of our vacation and we would not hesitate to book again! 

- G. Moreira

Weekend Private Charter Long Island Oyster Bay

Thanks for your inquiry! We will respond shortly!

2024 SAILING SEASON & HOURS

All hours subject to weather, april 27th - may 31st monday - friday: 5:30 pm -  9 pm saturday - sunday: 9 am - 9 pm june - august  monday - friday: 5:30 pm - 12 am  saturday - sunday: 9 am - 12 am september tuesday - friday: 5:30 pm - 10 pm saturday - sunday: 9 am - 10 pm october tuesday - friday: 5:30 pm - 10 pm  saturday - sunday: 9 am - 8 pm, subscribe for updates & promotions.

©2024 Windward Sailing Charters, All Rights Reserved.

Nautical Miles Cruises Logo

At Nautical Mile Cruises, we provide an enchanting selection of cruises during the summer season on beautiful Long Island. Take a look at just a few of the captivating experiences we offer!

sailboat cruises long island

Sunset Cruises

Join us as we set sail on a 2-hour sunset cruise through Baldwin Harbor, Mansion Harbor, Randall Bay, and Parsonage Cove. Picturesque sunsets, gentle bay breezes, and calm, sheltered waters, along with a Cash Bar, DJ, and dancing, make this a must-do this summer.

All tickets purchased have VIP access to The Bayview on the Water , entitling you to 15% off your total bill. Offer good through 2024.

Sunset Cruises sail aboard The Captain Lou Fleets 2-level 100ft Atlantic Pearl.

Available Dates Sunset Cruises Full Cruise Schedule

sailboat cruises long island

Weeknight Special Sunset Cruise

Sunset, moonlight, and Scenic cruises aboard The Captain Lou's beautiful Fleet of boats, running from spring through fall. Located right on Freeport's famous Nautical Mile.

sailboat cruises long island

Doggie Sunset Cruises

Join us and bring your pupper along for the ride as we set sail on a 2-hour Sunset Cruise through Baldwin Harbor, Mansion Harbor, Randall Bay, and Parsonage Cove. Picturesque sunsets, gentle bay breezes, and calm sheltered waters make for a memorable experience for you and your doggo.

Dogs ride free, and all dogs must be leashed.

Doggie Sunset Cruises sail aboard The Captain Lou Fleets 2-level 100ft Starstream VIII.

Available Dates for Doggie Sunset Cruises Full Cruise Schedule

lauren kristy logo

BOOK A CRUISE 

Book online here, directions to the bay shore marina and the lauren kristy.

  • From The West: Go Right at the YMCA on the corner. (St Patrick's School will be on the left). Go 1 mile to Bay Shore Marina.
  • From The East: Go Left at the YMCA on the corner. (St Patrick's School will be on the right). Go 1 mile to Bay Shore Marina.
  • Exit #43 South, (Fifth Avenue). Proceed 2 miles on Fifth Avenue to the Bay Shore Marina.
  • Exit #42 south, (Fifth Avenue). Proceed 3 miles on Fifth Avenue to the Bay Shore Marina.
  • Exit #53 south, (Sagtikos Parkway) Proceed approximately 2 miles to end. Bear left at fork, following the signs to Heckscher State Parkway and go to Exit 42 South (Fifth Avenue). Proceed 3 miles on Fifth Avenue to the Bay Shore Marina.

Great South Bay Cruises

Explore the bay aboard Running Wild, our 52ft, 44 passenger luxury cruising yacht.

sailboat cruises long island

Private Cruises

For an unforgettable experience bring your friends and family aboard a Shoreline cruising yacht. Grab a drink and relax while we cruise through the calming Great South Bay off the coast of Long Island.

sailboat cruises long island

Daily Cruises

Come aboard the Running Wild and enjoy one of our daily cruises. Take a sightseeing cruise to explore the historical sights of the bay, or a sunset cruise to unwind. We have something for everyone. Trips depart from the Bay Shore Marina.

sailboat cruises long island

Special Events

Celebrate your special day out on the Great South Bay with Shoreline Trading Co. We can accommodate up to 44 guests to make your event a one-of-a-kind day to remember years to come.

sailboat cruises long island

Our flagship vessel is the 52 foot Running Wild. She is a beautiful single deck wooden yacht built from teak, mahogany, and pine. Running Wild can host up to 44 guests with a bar on board and hosts 360 degree views of the Great South Bay.

She gets her name from one of the infamous rumrunners found in the Great South Bay during the prohibition era.

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Harbor Sailing Charters, Inc.

P.O. Box 301, Port Jefferson, NY 11777     631.473.4500                                   www.harborsailingcharters.com [email protected]

sailboat cruises long island

Harbor Sailing Charters  Port Jefferson

Sailing Cruises in Port Jefferson Harbor and Long Island Sound

At the Village Dock, Harborfront Park, Port Jeff

Sailboat Deck

Our passion is bringing traditional schooner sailing back to Long Island!  Port Jefferson built over 500 traditional sailing schooners in its boat-building heyday, and we are dedicated to honoring our rich maritime tradition by taking you out to enjoy a cruise in the harbor or sound!  Come sail with us!

sailboat cruises long island

Daily Afternoon and Sunset Cruises

Harbor Sailing offers three cruises per day aboard the storied traditional

gaff-rigged Schooner Elizabeth leaving from the Village Dock at Port Jeff!

Early Afternoon Cruise

1:00 - 2:45pm

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Late Afternoon Cruise

3:00 - 4:45pm

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Sunset Cruises

5:30 - 7:15pm

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Private Charters

Exceeding Expectations

Sailing Race

Sailing Lessons

Personalized Approach

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Special Events and Overnight Trips

Everything You Need

Upcoming Events

Village Cup Regatta

P.O. Box 301

Village Dock, Harborfront Park Port Jefferson, NY 11777

[email protected]

631.473.4500

Thanks for submitting!

sailboat cruises long island

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Five Sailing Excursions to Take on Long Island

Sports & Recreation , Travel & Local Attractions

By Lon Cohen Published: June 22 2021

sailboat cruises long island

Book a fun day on a sailboat on the waters around Long Island.

sailboat cruises long island

The Ginny Marie Schooner. Photo: The Ginny Marie Schooner Facebook page.

Most people think of sailing excursions when they’re vacationing on a tropical island somewhere but there are plenty of places to hop aboard a sailboat to enjoy a day on the water right here on Long Island. Below we found just five of the many sailing charters you can book close to home.

Nautical Dreamer Sailing Charters - The Nautical Dreamer II is a Beneteau 50 sailing yacht that leaves out of Greenport Harbor. Choose from full day to 2-hour cruises. Overnight stays, weekends, and custom trips are also available. Location: Brewer Yacht Yard, Greenport Harbor, (631)767-0149.

Sailacat - A catamaran, Sailacat's charter boat offers private sail charters, sunset sails and boat tours in Historic Sag Harbor. Available for 4-hour sails with a beach break and swim time on weekends. They offer 2-4 hour sails midweek. Location: Sag Harbor, (631) 682-8288.

The Ginny Marie Schooner - The Ginny Marie is a 38’ wooden schooner that goes out of Port Jefferson Harbor. It’s historic, old world sailing that is a little romantic and a lot of fun. She can take up to 6 people on private charters that run 10am, 1pm, 4pm, and 6pm daily. Location: Harborfront Park, Port Jefferson, (631) 223-9180.

MTK Cruises - Offering three different vessels, MTK Cruises has Tomoka, a 40’ pontoon boat and two 27’ sailing catamarans, the Eleanor’s Pearl and the Calvin John. The pontoon can accommodate up to 33 people and the catamarans up to six. Each vessel can go to their 20’ water trampoline for a private gathering on the water or just cruise and relax. Location: 59 Star Island Road, Montauk, (631) 668-8079.

Layla Sailing - A 45’ sailing yacht available to take private charters of up to six people at a time. They offer morning, half-day, full-day, and sunset sails. The Layla is female owned and operated by Captain Liz. Location: 1410 Manhanset Ave, Dock H4, Greenport, (631) 319-0161.

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Captain Steve's Sailing Charter

Captain Steve offers private sailing charters aboard Sales Call,  a 34 Foot Beneteau Oceanis for up to 6 guests. Customizable to whatever type of sailing adventure you are interested in, we are here to help. Sit back, relax and soak up the sun, we got you covered! Take the helm, unfurl the sails, the boat is yours to command. Drop the anchor, go for a swim, uncork the wine, no problem. Whatever the request, just ask!

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Available for Any Special Event

Romantic Getaway

Watch the Sunset

Family Time

Proposals, Engagements and Weddings

Private and Group Sailing Lessons

See Historic Lighthouses

Perfect location for Social Media & Photo Shoots

Dock and Dine

Anchor, Swim and Chill

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Why Choose Us

Highly experienced and U.S. Coast Guard Certified 

Top notch vessel and equipment

"Beyond the ordinary" customer service

Location, Location, Location

Create memorable experiences

Our Gallery

sailboat cruises long island

What to Expect on Board

Captain Steve sails out of Manhasset Bay in Port Washington. Come see the mansions of the Gold Coast of Long Island, sail under the Whitestone and Throgs Neck Bridges. Cruise to City Island for a Dock N Dine experience like no other. Drop the anchor by Half Moon Beach in Sands Point, go for a swim, chill, watch the sunset.

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Do you have any questions?

Our most popular excursions.

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Sailing Lessons

             Private Sailing Lesson

If you want to learn how to sail or brush up on your skills. I offer hands on sailing instruction and practice for beginners and experienced sailors.

$150 per hour Monday - Friday

2 hour minimum per session  

Limited to 3 participants per session

WhatsApp Image 2021-03-10 at 6.09.31 AM.

Sunset Sail

3 hour private charter weedays

Set sail on the coast of the Long Island Sound to see the magnificent sunset over the NYC skyline. Perfect for families, proposals, anniversaries, birthdays and celebrations!

Sunset Sail. 6 Guests Maximum

3 hrs for $650  Weekdays

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1/2 Day Sail

              4 Hour private charter 

Enough time to sail under the Throgs Neck and Whitestone Bridges or head East to the Execution Rocks Lighthouse, see the Mansions of the Gold Coast, drop the anchor. 6 Guests Maximum

4 hrs for $775  Weekdays

Our Reviews

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My family and I had a great day on the water with Captain Steve, who made the experience fun, as we cruised the Long Island sound, with a solid 10-15 knots worth of wind. The highlight was when my daughter took the 'wheel' and steered the boat, and felt the wind in the sails...she's hooked.

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  • What are your rates? All Charters are customizable to suit your needs. Tell Captain Steve exactly what you are interested in and he will curate a charter to meet your needs and exceed your expectations. Rates - 2 hour minimum, includes up to 6 passengers and USCG certified Captain $200 per hour Weekdays $250 per hour Weekends $300 per hour Holidays Sailing Lessons Monday - Friday 8 am- 4 PM only - 3 participants maximum - $150 per hour - 3 hour minimum
  • What to expect onboard? Please arrive 15 minutes prior to your scheduled start time. Please also allow time to park, as there is no parking for Marina guest on the Hotel property. Once aboard, you will be briefed on safety procedures and discuss our sail plan. Sailing is an active sport, winds and sea state can change at anytime. A sailboat when under sail will heel (tipping to one side or the other caused by the force of the wind on the sails) That being said, it's nothing to worry about, the heeling effect can be controlled by the Captain and this sailboat will not tip over. You will also have the option to motor around (without unfurling the sails) or drop anchor for a more stable experience, giving you the opportunity to swim, dine, sun and chill on deck. The 2007, 34 foot Beneteau Oceanis 343 Sailing Yacht is equipped with a roller furling main and head sail for quick and easy departure and return. A large cockpit area that will comfortably seat 6 passengers. If interested, you will have the opportunity to take the helm, trim the sail and pilot the boat. There is a Bluetooth Stereo, TV, Head (bathroom), full kitchen ( refrigerator, microwave, stove and oven). There is swim ladder and platform with outdoor shower. There is also a collapsible Bimini top for shade. Please bring food, beverages, sun screen, hats, towels, sun glasses. Life jackets for children under 13. I have several available, if needed. Sorry, no Extra-Large hard sided coolers are allowed on board. All personal items must be secured for sailing in windy conditions. Barefoot on the boat is preferred, if not, please wear soft soled shoes. No shoes with heels are permitted on board. If winds are forecast to exceed 20 knots or thunderstorms are in the area, the Captain reserves the right to delay or postpone the sail for another date. Safety is top priority!
  • What are the features of your boat? Bluetooth Stereo Bimini top for shade - collapsible for full sun Full Kitchen - microwave, oven, stove, refrigerator Head (Bathroom) with Shower Transom (back of boat) Swim platform with Shower Interior cabin with table Television Swim noodles Life jackets are available for everyone on board. You are welcome to bring food and beverages, including alcohol. Just a quick reminder to drink responsibly, the Captain has the right to terminate a charter due to intoxication. Note it is cooler out on the water, so bring extra clothes, especially for an evening cruise. Bathing suit and towel if you plan to swim. **Please note, no large hard sided coolers with wheels are allowed on the boat. You are welcome to bring to to them to the dock and items will be transferred to the refrigerator and smaller cooler on board.
  • Whats your cancellation policy? We offer a full refund up to 7 days prior. 50% refund up to 3 days prior. Reschedule due to bad weather, it's the Captains Call. Saftey is our #1 priority!
  • How many guests can I bring? U.S. Coast Guard requlations require that the # of guests be limited to 6 people regardless of age. Sorry no dogs or pets are allowed on board.
  • Are Children allowed? Yes, but note this is not recommended for children under the age of 3. All children under 13 are required to wear a life jacket at all times when on deck. I have a several life jackets available, but for best fit, bring your own if available.
  • Do you offer gift certificates? Yes, you can buy a Gift Card for any amount and apply it towards any sailing experience. Please find the link to Gift Cards below and in the main menu. https://www.captainstevesailing.com/gift-card
  • Where do I get on board? Call or text Captain Steve for detailed directions 516-902-9099
  • Where can I park my car? Please note that there is no parking available on the Hotel property for Marina guests. Metered parking is available on Main Street & the 'Passport Parking' app can be used to refill your meter remotely. Parking is also available across the street from the Hotel in the residential neighborhood or at the Port Washington Town Dock parking lot at 347 Main Street in Port Washington.
  • What is the deal with inclement weather? We reschedule due to inclement weather. If the winds and seas are too rough for sailing we reschedule. If it's raining or lightning storms are tracking toward our area we reschedule. Sustained winds over 20 knots will warrant rescheduling. Note, many weather forecasts are for the Tri-State area, we generally sail within a 10 mile radius, and keep a close eye on the local weather.
  • Is there a bathroom on board? Yes, there is a fully functioning bathroom on board. Toilet paper is located in the cabinet under the sink. To flush the toilet, you can move the lever to the left ( wet side) this will allow water to enter the toilet bowl when pumping up and down. To empty the toilet bowl, move the lever to the right and pump up and down until rempty. Please do not put anything inside the bowl aside from human waste or toilet paper. Paper towels of any kind will clog the plumbing system. There is a waste water holding tank that holds the waste and is pumped out once each week. There is no access to a public bathroom at the Fathoms Hotel for marina guests.
  • What is a Community Sail? A Community Sail is a semi private sail where each seat is sold individually. There is a maximum of 6 guests. You can purchase 1-6 seats for a Community Sail based on availability for that date.
  • Do you offer sailing lessons? Yes, I offer hands on sailing lessons. Monday to Friday only 8 am - 4 PM Private lessons only, limited to 3 participants per session. $150 per hour, 2 hour minimum per session

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The Best Long Island Dinner Cruises

If you're visiting the New York City area and want to escape the noise of Manhattan for a quiet dinner on the water, Long Islandis a great place to take a brunch or dinner cruise.

Located to the east of Queens and stretching 118 miles along the ocean, Long Island is a popular destination for outdoor and beach enthusiasts alike, but after a day exploring the many area attractions, there's no better way to experience some local cuisine than out on the water.

While sailing through calm waters, there's often a pleasant breeze even in the hottest months of summer, allowing you to relax and enjoy the lovely landscape of Long Island.

Lady Liberty Cruises

 Lady Liberty Cruises

Sit back and relax on a four-hour cruise to the Statue of Liberty from the Manhasset Bay Marina at 10 Matinecock Avenue in Port Washington. From May through the middle of October, the M/V Sterling cruises past Long Island's Gold Coast and Millionaires' Row in Kings Point and Sands Point on its way to Liberty Island.

Dinner on Lady Liberty Cruises features an assortment of hors-d'oeuvres to whet your appetite and a buffet-style meal with entrees including prime rib of beef, breast of chicken, and salmon filet as well as a vegetarian pasta dishes.

An open bar for the first three hours of cruises features brands like Finlandia vodka, Seagram's 7 Crown Rye, and much more as well as draft beers and wines like Chardonnay, Zinfandel, and Merlot.

Lady Liberty Cruises offer a variety of options to meet your particular needs—including wheelchair and children's accommodations. You can choose from an evening harbor cruise to Lady Liberty, a Sunday brunch cruise, senior citizens' afternoon cruise, Father's Day harbor cruise, or even an elementary graduation cruise for the kids.

Skyline Cruises: Sound Lighthouse Dinner Cruises

 Skyline Cruises

Sailing from the World's Fair Marina in Flushing Meadows , New York, you can enjoy the view of the sights of Long Island while enjoying dinner onboard one of Skyline Cruises.

Enjoy a Long Island Lighthouse brunch and sightseeing cruise on the Skyline Princess as it sails past Fort Schuyler and Fort Totten, Sands Point, the Kings Point Merchant Marine Academy, Hart Island, the Throgs Neck and Whitestone Bridges, and the North Shore mansions.

Skyline Cruises also offers special holiday party cruises as well as standard sightseeing tours that don't feature a meal, but if you want to book a romantic evening or a group brunch out on the water, check out the full schedule on the company's website.

Flynn's Fire Island Dinner Cruises

 Moon Chaser Bay Tours

Although there are plenty of ferries that provide access to this summer hotspot, booking a reservation on Flynn's Fire Island Dinner Cruises is a great way to enjoy a meal while you travel across the ocean.

Flynn's Dinner Cruises on the Moonchaser depart from Captree State Park at 7 p.m. on Tuesday, Wednesday, and Thursday evenings in July and August, and reservations are required for the 40-minute ride to Flynn's at Ocean Bay Park in Fire Island, NY.

The boat features a cash bar and you'll enjoy live music when you arrive at Flynn's. Dinner includes baked clams, shrimp, marinated mussels, paella, BBQ ribs, and a number of specialty desserts and appetizers.

South Bay Cruises on the Lauren Kristy Riverboat

 Lauren Kristy Paddlewheeler

The Lauren Kristy is a turn of the century-style riverboat that sails from the Bay Shore Marina and offers sight-seeing tours, private charters, and brunch and dinner cruises. 

South Bay Cruises offers charter services for private events as well as early afternoon and evening public cruises that includes a buffet dinner, live entertainment, and a cash bar. Reservations are required on all cruises, and guests are asked to arrive at least 30 minutes before the scheduled departure for boarding.

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Freeport Water Taxi & Tours

Freeport, NY, Boat Cruises

Discover the south shore of long island on a cruise.

If you’re looking for a fun and memorable time among the bays of Long Island’s South Shore, nothing beats one of Freeport Water Taxi & Tours fantastic cruises! Want to enjoy a relaxing sunset cruise or sip some cocktails while floating along? Not only do we have both, but we also have a happy hour sunset cruise! Guests also love our fun trivia cruises and our informative seal watching and eco-tour. We also offer great seasonal cruises that you don’t want to miss! This is the best way to experience Freeport! Book your cruise today.

PLEASE NOTE: WHEN MAKING A RESERVATION, PLEASE MAKE SURE TO ADD EVERY GUEST REGARDLESS OF AGE – THE UNITED STATES COAST GUARD CONSIDERS EVERY GUEST A “PERSON” WITH REGARD TO THE CAPACITY ON OUR BOAT. IF YOU HAVE ANY QUESTIONS, PLEASE CALL US, 516-521-7744

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Bird Watching Eco Tour

The bays of Long Island are home to an endless amount of wildlife!The variety of bird life in our area is tremendous!!! Ospreys, Oyster Catchers, Egrets, Terns and Swans are just the tip of the iceberg on this wonderful two hour tour. Don’t forget to bring you binoculars and cameras!!!

  • Hour Glass 1.5 hours

Karaoke Sunset Cruise

Love Karaoke, Love Sunset Cruises – Well, we just combined the two!!! Come and grab the mic and sing your heart out!!!

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One-Hour Long Island Cruise

Discover the wonderful bays of Long Island’s South Shores with this fun and relaxing one-hour cruise!

Private Two-Hour Cruise

Spend a wonderful time with friends and family cruising along the bays of Long Island’s South Shores!

  • Friday, Saturday, & Sunday
  • Users Ages 10+

Sunset Cruise Freeport, NY

Enjoy a breathtaking sunset with this tour that circles Jones Beach on the southern coast of Long Island! You can also enjoy some delicious cocktails!

  • Users Ages 5+
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Holiday Fireworks Cruises

Enjoy unforgettable holiday fireworks while floating on the waters of the Nautical Mile!

Happy Hour Cruise

Spend a perfect evening enjoying delicious drinks and great Calypso music on the Nautical Mile! Pets are also welcome!

Seal Watching Cruise Long Island

Get up close and personal with the harbor seals of Long Island’s South Shore with this seal watching tour!

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Season Pass

Buy a season pass and save money on Freeport Water Taxis & Tours’ fantastic cruises!

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Memorial Day Weekend Air Show Cruise

Have a Memorial Day Weekend you’ll remember for a lifetime with this cruise that includes the air show and dazzling fireworks display!

Frequently Asked Questions

  • Chevron down What is your cancellation policy?

Please note that credit cards are processed upon booking, and there are no refunds if a guest does not notify us of cancellation within 24 hours of their reserved cruise or tour.

For our cancellation policy on groups of 10 guests or more, there is a non-refundable deposit of 50% unless the captain cancels due to inclement weather.

If a cruise is cancelled by you captain, a full refund will be processed.

  • Chevron down Do you provide special offers?

Yes! However, please note that special offers are not valid on special event cruises or weekends in July and August.

  • Chevron down Is there a minimum occupancy to set sail?

Yes, all tours require at least six passengers to sail.

  • Chevron down What should I bring?

For most of our tours, you need the following:

  • Comfortable clothing
  • Valid I.D. if you plan to enjoy a cocktail on your cruise

Please note that we are not responsible for lost or damaged items during your cruise.

  • Scottish Island Cruises on Hebridean Princess
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The Call of the Long Isle Cruise Log

Tuesday 3rd to tuesday 10th september 2024.

Sail across The Minch to the Outer Hebrides. Bathed in an ethereal, ever-changing beauty, their attraction is timeless and elemental whatever the season. Travel to the heartland of ancient Gaelic and Viking cultures and experience their uniqueness on a tantalising adventure in the inimitable style of Hebridean Princess.

Tuesday 3rd September

This afternoon guests embarked in Oban ahead of an early evening sail to our overnight anchorage in Ardalanish Bay.

Wednesday 4th September

Our first port of call was the traffic-free haven of the Isle of Ulva for peaceful morning walks ashore.

sailboat cruises long island

We spent the afternoon cruising the Treshnish Isles, the Sound of Sleat, Kyle Rhea Narrows and under the Skye Bridge on passage towards our overnight anchorage off Plockton in Loch Carron.

sailboat cruises long island

Thursday 5th September

After breakfast, guests were tendered ashore at Plockton to explore this pretty conservation village on foot.

sailboat cruises long island

Steaming northwards over lunch, our afternoon port of call was Gairloch to visit the Gairloch Museum which is located in a nuclear bunker and showcases the local history, culture and natural history.

sailboat cruises long island

We arrived and berthed alongside in Stornoway, Isle of Lewis, late tonight, where we remained overnight.

Friday 6th September

We spent today in Stornoway where guests enjoyed morning visits to the Callanish Standing Stones, Carloway Broch and the Gearrannan Black House Village.

sailboat cruises long island

During the afternoon, there was the opportunity to discover local history and heritage at the Lews Castle Museum and listen to the islanders tales of life on the edge of Britain, before cruising the coast of Lewis to our overnight anchorage in East Loch Tarbert off Harris.

sailboat cruises long island

Saturday 7th September

From Tarbert guests embarked on an island tour of the Isle of Harris tomorrow which included a tweed weaving demonstration at the Tweeders and a visit to Seallam! Visitor Centre which has exhibitions about the history and people of the islands.

sailboat cruises long island

After lunch on board, guests took a tour and tasting at the Isle of Harris Distillery and had the opportunity to explore the village of Tarbert independently.

sailboat cruises long island

We anchored overnight off Lochmaddy, North Uist.

Sunday 8th September

A tour of the island of North Uist highlighted the diversity of this paradise for wildlife lovers, steeped in history and surrounded by stunning beaches. The tour included the Neolithic chambered burial cairn of Barpa Langass and the Pobhull Finn stone circle.

Guests also discovered the sculpture of Hercules the bear in Langass wood. In 1980, Hercules, a grizzly bear, escaped whilst filming an advert for Andrex in Benbecula and went on the run for just over 3 weeks! He was eventually found in North Uist – 20 miles from where he went missing – by a crofter.

He captured the imagination of the world as people followed the story with interest. The search for Hercules included the army and the navy and was followed by the world’s media. Following his capture, he went on to appear in the film Octupussy, the James Bond film.

sailboat cruises long island

We spent the afternoon cruising the Sea of the Hebrides on passage towards our overnight anchorage in Gott Bay off the Isle of Tiree.

Monday 9th September

Ashore on Tiree, guests learnt the hazardous tale of the construction of the Skerryvore Lighthouse at the museum housed in the old signal tower at Hynish.

sailboat cruises long island

Our final port of call was the Isle of Mull for an afternoon visit to Tobermory for walks and a little retail therapy.

sailboat cruises long island

We berthed alongside in Oban this evening where we remained overnight.

Tuesday 10th September

After breakfast, guests disembarked in Oban and we wish them a safe journey home.

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Russian River Cruises

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  • Moscow — St. Petersburg
  • Moscow — Astrakhan
  • Astrakhan — St. Petersburg
  • St. Petersburg
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Russia is again welcoming travelers!

  • A negative PCR test is all that's needed to enter Russia
  • Regular flights are now operating to / from Russia
  • Visas can be issues quickly (Volga Dream provides your invitation)
  • All Volga Dream personnel and guides are fully vacinated
  • Bookings are transferable without penalty for 12 months
  • Volga Dream arranges PCR-tests if needed for your outbound flight

Check our COVID-19 Policy page to learn more.

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Luxurious river cruises in russia.

Explore authentic Russian cities. Enjoy premium service and engaging activities as you sail the Volga River.

Moscow. Red Square. St. Basil Cathedral

2022 Cruise Season

Join our signature small group journeys and cruise in luxury along the Russian Volga river!

St. Petersburg. Palace bridge

The Russian Odyssey

An extended 'South to North' view of Russia from Astrakhan to St. Petersburg through Moscow.

Kizhi Island

Explore Moscow, St. Petersburg and Russia’s Golden Ring in greater depth. Stay at gorgeous Four Seasons hotels. Enjoy special access to iconic cultural sites.

Moscow. Red Square

Lower Volga

Treat yourself to an unforgettable experience cruising the Volga river from Moscow to Astrakhan. The tour includes 2 nights in Moscow.

Yaroslavl. Local Church

Find Your Cruise

Select destination Moscow — St. Petersburg Moscow — Astrakhan Astrakhan — St. Petersburg

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A Volga river cruise is more than a geographical voyage; it’s also a journey through Russia’s rich and captivating history. No other experience takes you so completely to another place and time. The Volga is Europe’s longest and largest river; it meanders through the stories of Ivan the Terrible and his rise to power, the two historic ‘Greats’ Peter and Catherine, and then on into today. It’s a unique opportunity to see modern Russia in the context of its intriguing history, ably assisted by friendly and professional academics and tour guides. A Volga Dream Russian river tour promises to leave you with an unforgettable afterglow of fond memories.

St. Petersburg. Petehof

Moscow to St. Petersburg River Cruise

Moscow and St. Petersburg are Russia’s best-known cities, but the towns of Russia’s historic Golden Ring are delightful too. The luxurious Volga Dream offers a unique opportunity to visit these Russian gems by sailing gently along the Volga River on an unforgettable cruising experience. In small, exclusive groups you’ll enjoy preferential access to some of Russia’s most significant cultural sites.

Volgogard. Mamaev Hill

Moscow to Astrakhan River Cruise

Your River Cruise on the luxurious MS Volga Dream takes you from Moscow along Russia’s grand Volga River to the legend that is Volgograd (formerly Stalingrad) and Astrakhan on the Caspian Sea. Along the way, you’ll discover the treasures of Yaroslavl, the oldest city on the Volga, medieval Nizhniy Novgorod and beautiful Kazan, the ancient Tatar capital. We plan our tour carefully to combine the very best of Moscow with a world-class Volga River cruise.

Discover Russia with MS Volga Dream - Click-through map

sailboat cruises long island

We love hearing from guests about their time in Russia and one comment often hear is how surprised people are by the Russian capital. We can’t say for certain what people expected but we do know that it’s always far removed from what they imagined! It’s been called a modern metropolis, a cosmopolitan city, an historic gem, an architectural treasure and a cultural powerhouse, among other descriptions. Majestic Moscow has always surprised our guests and left them with lasting and fond memories.

Russia’s famous Golden Ring is an archipelago of historic towns surrounding Moscow. Uglich is one of the oldest and was founded under Igor, the last Varangian prince. It once resisted the Mongol invasion and its ancient walls saw the grisly murder of young Dmitri, son of Ivan the Terrible. The impressive Church of St. Dmitri on the Blood, with its classic onion domes and blood red walls, is a fine example of classic Russian architecture. The tour ends with an enchanting choral concert.

This, the oldest city on the Volga River, and now a UNESCO World Heritage site, boasts a wealth of ancient orthodox treasures. The impressive Transfiguration of the Savior, adorned with murals depicting St. John’s apocalyptic visions can be seen in the Spassky Monastery. The Church of St. Elijah the Prophet is decorated with an awe-inspiring selection of rich frescoes. For a real taste of pre-revolutionary Russia, visitors are entertained by a costumed reception at the Governor’s House.

Close to the shores of White Lake once were the ‘tsar’s fishing grounds’. It lies in a place so serene that ancient monks chose to build no fewer than three holy sites here, including the Ferapontov Monastery. Listed as a UNESCO World Heritage site, its chapels boast magnificent frescoes by Dionysius, one of Russia’s most renowned icon painters. The Kirillo-Belozersky Monastery was a refuge for many nobles during tumultuous times and later a fortress that successfully repelled invading armies.

The Karelia region is a vast and naturally beautiful wilderness that spreads all the way from St. Petersburg to the Arctic Circle. The glorious island village of Kizhi consists almost entirely of the traditionally styled wooden buildings of ‘Old Russia’. Among them is the famous Transfiguration Church built in 1714. Remarkably, and in testament to the craftsmen of the time, not a single nail was used in its construction! Kizhi is one of the favorite stops on the river cruise to St. Petersburg.

A typical rural hamlet brought to life by warm and welcoming villagers. Volga Dream guests are invited into local homes to enjoy classic Russian fare, tea with jam and ‘pirozhki’ (pies). Enthusiastic hosts share Russian traditions and the appeal of village life while proudly showing off their scrupulously kept homes and kitchen gardens. The tour continues with a brief bus ride to see a unique World War II memorial and then, for a real glimpse of Russian life, a visit to a local primary school.

Nizhny Novgorod

This was once a wealthy city thanks to its proximity to rich eastern trading routes. During the Soviet era, the city was closed to outsiders because of its military importance. It’s also where many political prisoners were sent to live out their days in exile. The 16th-century Kremlin ramparts offer spectacular views and the city is known for its elaborately decorated churches. For Volga Dream cruise guests, the highlight of the day is an evening folk concert performed by local children.

Sailing along the Volga river, the riverbank gradually ceases to be dominated by Orthodox churches. Instead, beautiful mosques appear as the river crosses into Tatarstan where the first stop is scenic Kazan, the region’s capital. Inside the white walls of the citadel, the famous Kul Sharif mosque and the old Cathedral of Peter and Paul stand side-by-side symbolizing the two faiths’ long and peaceful coexistence in the region. A concert of traditional Tatar music ends the Volga Dream tour in Kazan.

Passing the Zhigulevskie Mountains offers wonderful views from the sundeck before touring the city. One of the key attractions is the fascinating Space Museum, which offers a revealing glimpse of how the Soviet Union pursued its ambitious journey to the cosmos. The town is also noted for its beautiful esplanade, perfect for a relaxed stroll beside the Volga river. This in turn leads to the Samara State Art Museum. Founded in 1897, it is home to a collection of more than 16,000 works of art.

This city is best known for its close associations with cosmonaut, Yuri Gagarin. The Russian hero who achieved worldwide fame as the first man in space lived and studied here. Saratov used to be home to a large German community, a heritage that can still be seen in the local architecture. The Volga Dream tour visits the Radishchev State Art Museum, the first picture gallery in Russia outside Moscow and St. Petersburg.

Originally called Tsaritsyn, the city was renamed Stalingrad from 1925 to 1961 in honor of the USSR’s leader. During World War II, the city’s residents put up a heroic defense, repelling an advancing Nazi invasion. The battle for Stalingrad has gone down in history as a pivotal moment in the bloody conflict on the eastern front. The most ferocious and deadly fighting took place on Mamayev Hill, where an imposing memorial now stands close to the excellent Battle of Stalingrad Panorama Museum.

Saint Petersburg

If Moscow surprises, then St Petersburg delights. Peter the Great founded the city to showcase Russia’s newfound enlightenment. He wanted to show the modern world a cultured and advanced society. In short, he built the city to impress and in that he succeeded splendidly! The striking buildings were designed by some of the finest architects Europe had to offer and even now, the ‘Venice of the North’ never fails to enchant with its spectacular buildings and impressive canal network. It is a city of true grandeur.

Cocktails with the Captain

Commanding any ship is a complex role that calls for a long list of skills. Captains know their vessels inside out as well as well as the routes they sail and when things don’t go to plan, they have to make instant decisions. Above all though, the most important part of the job, underpinning everything they do, is to keep the ship and everyone aboard safe. The Captain’s cocktail party is a great and a wonderful opportunity for passengers and crew to get acquainted as the gets underway.

Matryoshka doll painting

There is nothing more typically Russian than a Matryoshka. It embodies the fact that there’s always something deeper to be found in every aspect of Russian life. Learning the traditional designs and techniques used to decorate these iconic dolls offers a pleasant diversion and some cathartic creativity!

Superb Service & Dining

Our restaurant serves the highest standard of international cuisine, freshly made by our Cordon Bleu Chef. Choose either a sumptuous buffet or set menu for lunch while dinner is always four or five courses with full service. High praise for the exquisite quality of meals is yet another constantly recurring feature in feedback from our guests.

Meet the Professor

From the Mongol hordes to Soviet times, Russia’s history is, like all of Europe’s, a complex web of political intrigue, war and peace, trade and treaties, as well as heroes and villains. Academics devote whole lifetimes to studying Russia’s long past and one of them presents a series of lectures shedding light on everything from Gorbachev to Chekhov, Khrushchev to Ivan the Terrible and of course, contemporary Russia. Our Professor is on board throughout the river cruise for informal conversation.

Beginner’s Russian

The Russian language can be rather beautiful and poetic and we know that many seasoned travelers enjoy trying their hand at different languages. Our onboard teachers provide an introduction to the riches of Russian, so guests can try out a few useful words and phrases on real Russians during the exciting river tours from Moscow to St. Petersburg or from Moscow to Volgograd!

Russian tea tasting

The drink we tend to associate with Russia is vodka, but tea, in fact, is the much more universal beverage of choice throughout the country. Guests will get acquainted with the Russian tea etiquette, a fundamental component of the country's social culture, and enjoy the traditional tea ceremony while cruising from St. Petersburg to Moscow or taking a Grand Volga river tour.

Russian Dinner & Vodka Tasting

All our dining is international but for Russian Dining night, the Chef includes a selection of traditional Russian dishes: Chicken Kiev, Kulebyaka and no Russian table is complete without Borsch. To add to the ‘Taste of Russia’ optional Russian dress, or at least a touch of Russian style, is provided along with enthusiastic help from our staff!

Russian Cooking Class

A plate of pelmeni might not look like much to the untrained eye, but it forms the heart of Russian cuisine and culture. Basically, it's a type of dumpling: small portions of meat and onion wrapped in a thin sheet of unleavened dough and boiled, a little like ravioli. Guests can join a Russian cooking class onboard the MS Volga Dream to learn how to cook this delicious Russian dish.

Tchaikovsky and Rachmaninov Piano Recital

Some of the greatest classical music ever written comes from Russia. It’s hard to imagine a more fitting stage for a virtuoso solo recital by our resident concert pianist than the mighty Volga or a better backdrop than the heart of Tchaikovsky and Rachmaninov’s own serene homeland.

Russian River Cruise Aboard Volga Dream

Moscow to St. Petersburg

Why Volga Dream

Kizhi Island

Family Owned & Operated

MS Volga Dream is Russia’s only family-owned river cruise ship. She can accommodate up to 100 guests, far fewer than most other cruise ships on the river making for a uniquely friendly and intimate atmosphere aboard.

Moscow. Four Seasons view

Five-Star Central Hotels

We at Volga Dream are completely convinced that, our guests should stay in great 5-star hotels in Moscow and St. Petersburg within comfortable walking distance of all the major attractions, theaters and restaurants, rather than having to waste time in traffic.

MS Volga Dream. Owner's Suite

Luxurious Accommodation

The MS Volga Dream is the most intimate and elegant 5-star cruise vessel in Russia. She boasts 56 cabins, all river facing, ranging from comfortable Standard Cabins to spacious Junior Suites and the luxurious forward facing Owner's Suite.

Yaroslavl. Local Church

Russian Cultural Experience

Explore Russia's past with the help of professional tour guides. Our on-board program includes fascinating talks on Russian history and politics, Russian language lessons, a festival of Russian cuisine (including vodka tasting!), and much more.

MS Volga Dream cuisine

Gourmet Dining

Our on board restaurant serves international cuisine to the highest standard, all freshly made by our Cordon Bleu Chef. For Russian Dining night, he prepares a selection of traditional Russian dishes: Chicken Kiev, Kulebyaka and Borsch.

MS Volga Dream bartenders

Tailored Service

All our service crew members are native Russians who are fluent in English and handpicked by the Owner. Proudly, the Volga Dream is famous for her hard working and very hospitable personnel who take care of every aspect of your life aboard.

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It's never been easier to plan your next holiday in Russia. Download our free brochure to learn more about authentic Russian river cruises.

Volga Dream Brochure

Escape the hassle and bustle and add a satisfyingly informative element to your trip and bring together a colorful mosaic of people, history, traditions,  religion, music and art. These are the many strands that time has woven into what is known today as Russia.

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Russian Tours and Cruises from Express to Russia

  • Moscow St. Petersburg Cruise

Moscow Cruise Route

Frequently asked questions from our travelers, what is the best time of the year to go on a moscow - st. petersburg river cruise.

The cruises are operated from the month of May until the beginning of fall. The best weather conditions during this period are usually from June through late July, but if you are looking for a trip at a more relaxed pace with less tourists in the cities on the route, we highly recommend to take a look at the months of May and September.  For more info, please see our useful tips .

Which cities and towns will I visit on a Moscow - St. Petersburg cruise?

The cruise itinerary covers all the main and the most important locations on the route. During the cruise you will have a chance to get acquainted not only with Moscow and St. Petersburg, but also with smaller towns and villages like Goritsy, Kizhi, Yaroslavl, Mandrogui. The number of cities and towns to be visited and the exact itinerary vary depending on the duration of the cruise.

Is it better to start the cruise in Moscow or in St. Petersburg?

The starting point of the cruise is totally up to you. You won’t miss any important sights whether you start the cruise in Moscow or in St. Petersburg. We always recommend checking the flight schedules from your city first in order to decide whether it is more convenient for you to fly into Moscow or St Petersburg.

A Russian Land Tour or a River cruise - which is better?

This decision completely depends on your preferred way of travelling. During the Russian river cruise you will not only visit the two largest cities of Russia, but also small towns and villages along the route and you will have a chance to participate in master classes, learn a little Russian language and dive into local Russian culture and hospitality. For those who prefer custom-made programs and more free time in the cities of their choice we recommend a land tour, both are excellent options. To find out more about the differences click here .

Do I need a visa for a Russian River Cruise?

If your citizenship is not on the list of countries with visa-free access to Russia, you will need a valid Russian visa. Please make sure to start the process in a timely manner, so as to avoid any last-minute pressure. More details on Russian Visas can be found here .

Our travel brands include

russianrail.com

Express to Russia

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IMAGES

  1. Sunset Sailing Cruise NYC Long Island Sound (New York City)

    sailboat cruises long island

  2. Sailboat Long Island New York Photograph by Susan Jensen

    sailboat cruises long island

  3. Sunset Sailing Cruise NYC Long Island Sound (New York City)

    sailboat cruises long island

  4. Long Island sailing and boat tours in Greenport, Oyster Bay, Oakdale

    sailboat cruises long island

  5. Sailboat LONG ISLAND NY

    sailboat cruises long island

  6. Sunset Sailing Cruise NYC Long Island Sound (New York City)

    sailboat cruises long island

VIDEO

  1. 1000 ISLANDS

  2. Abandoned Sailboat

  3. Transform Your Boat with DeKit Marine Flooring

  4. April 12, 2008 Allatoona Sailboat Race

  5. Pride of Auckland

  6. Catboat "Hope" Cruising Nantucket Sound on a Blissful Sunday Afternoon

COMMENTS

  1. Ginny Marie Schooner

    2 Hour Cruises Sailing Daily. May 1st through August 14th: 10am, 1pm, 4pm, & 6:00pm sunset sail. ... and provides passengers with an unforgettable sailing experience on the Long Island Sound. Ginny Marie Schooner. Harborfront Park x Port Jefferson, New York [email protected] (631) 223-9180. Stay in the loop.

  2. THE 5 BEST Long Island Boat Rides & Cruises

    Straight from the Amalfi Coast in Italy we debut our 16' 2024 Fiat 500. This fun, head-turning boat is inspired by the iconic…. Free cancellation. from. $549. per group. 2. Captain Steve's Sailing Experience on Long Island. 3.

  3. Nautical Mile Cruises

    Join us on our Sunset, Moonlight, and Themed Cruises aboard The Captain Lou's beautiful Fleet of boats, running from spring through fall. Located right on Freeport's famous Nautical Mile. (516) 544-6698 | 31 Woodcleft Ave. Freeport NY, 11520

  4. 12 Premier Destinations on Long Island for ...

    Sponsored by Montauk Distilling Co., Never Ends Charters offers private boat cruises in Montauk for your next on-the-water outing. Choose from packages that include delicious picnics, stops at restaurants like Duryea's, Navy Beach, Inlet Seafoods, and Montauk Yacht Club, guided meditations with a relaxing sound bath, and so much more.

  5. Sailing Charters & Sunset Cruises

    2024 SAILING SEASON & HOURS. Windward Sailing Charters offers daily sunset cruises and private charters aboard WINDSWEPT, a beautifully kept Jeanneau 36i. Experience Long Island's Gold Coast and enjoy one of the best day trips from NYC! Take the LIRR directly to the marina!

  6. Cruises

    At Nautical Mile Cruises, we provide an enchanting selection of cruises during the summer season on beautiful Long Island. Take a look at just a few of the captivating experiences we offer! ... Sunset Cruises. Join us as we set sail on a 2-hour sunset cruise through Baldwin Harbor, Mansion Harbor, Randall Bay, and Parsonage Cove. Picturesque ...

  7. Schedule

    Bear left at fork, following the signs to Heckscher State Parkway and go to Exit 42 South (Fifth Avenue). Proceed 3 miles on Fifth Avenue to the Bay Shore Marina. View our schedule to see when we are sailing. A 65 foot turn-of-the-century style riverboat. We sail from the Bay Shore Marina located at the end of Clinton Ave in Bay Shore.

  8. Shoreline Trading Company

    Celebrate your special day out on the Great South Bay with Shoreline Trading Co. We can accommodate up to 44 guests to make your event a one-of-a-kind day to remember years to come. Celebrate on the Bay. Our flagship vessel is the 52 foot Running Wild. She is a beautiful single deck wooden yacht built from teak, mahogany, and pine.

  9. Home

    Our passion is bringing traditional schooner sailing back to Long Island! Port Jefferson built over 500 traditional sailing schooners in its boat-building heyday, and we are dedicated to honoring our rich maritime tradition by taking you out to enjoy a cruise in the harbor or sound! ... Daily Afternoon and Sunset Cruises. Harbor Sailing offers ...

  10. Freeport Water Taxi & Tours

    We are a cruise company that offers a wide range of boat tours and cruises on the South Shore of Long Island, NY. Some of our most popular Freeport Cruises include Sunset Cruises, Happy Hour Cruises, Daytime Bay Cruises, Seal Watching and Long Island Eco-Tours, Freeport party boats, boat rides around Long Island and much more! We also offer a shuttle service to and from Freeport & Point Lookout.

  11. Onda Bella Cruises

    Discover the ultimate Long Island experience with Onda Bella Cruises in Northport Village, New York. Immerse yourself in European-inspired luxury as you set sail along the picturesque Northport Harbor. Enjoy breathtaking views, gourmet dining, local Long Island wine and beer, and unparalleled hospitality aboard our elegant, electric yacht.

  12. Five Sailing Adventures to Take on Long Island

    Location: 59 Star Island Road, Montauk, (631) 668-8079. Layla Sailing - A 45' sailing yacht available to take private charters of up to six people at a time. They offer morning, half-day, full ...

  13. HOME

    Captain Steve Sailing will take you on an unforgetable cruise touring Manhasset Bay and the Long Island Sound. This boat is available for charter with a USCG licensed Captain. Perfect for birthdays, family time, get together with friends, marriage proposals, sunsets, bachelorette parties, photoshoot

  14. The Best Long Island Dinner Cruises

    Skyline Cruises: Sound Lighthouse Dinner Cruises. Skyline Cruises. Address. 1 Marina Rd, Corona, NY 11368, USA. Get directions. Phone +1 718-898-1200. Visit website. Sailing from the World's Fair Marina in Flushing Meadows, New York, you can enjoy the view of the sights of Long Island while enjoying dinner onboard one of Skyline Cruises.

  15. Nautical Dreamer Sailing Charters

    Join Captain Ron aboard Nautical Dreamer II a Beneteau 50 sailing yacht, leaving out of Brewer Yacht Yard Greenport Harbor on the North Fork of Long Island NY, for one of many choices of sailing cruises. Whether you choose to spend a full day, charter a half day, sunset cruise overnight, custom charter or entertain valued clients, your experience is certain to leave you with lasting memories.

  16. Lighthouse Cruises

    Lighthouse Cruises. Enjoy ice cold cocktails, delicious snacks, and other amazing amenities aboard our comfortable catamarans. Our tours run for approximately 2 hours and are great for kids, friends, and family alike! Each cruise is narrated by an experienced tour guide ready to regale you with tales of seafaring legends as well as the history ...

  17. Top Long Island Cruises & Sailing

    You can experience the thrill of sailing on the open water and explore new places. 2 hours. Free Cancellation. from. $475.00. per group. Private Long Island Sound Sailing Experience. Sail the Long Island Sound on this private charter. Tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point, and spot the ...

  18. Long Island Cruises

    Private Two-Hour Cruise. Spend a wonderful time with friends and family cruising along the bays of Long Island's South Shores! Learn More. Friday, Saturday, & Sunday. From $35. 1.5 hours. Ages 10+.

  19. Dine and Sail

    Weekend Brunch and SailSat/Sun 11:00am - 2:00pm. Enjoy a weekend outing with a leisurely cruise and a lavish brunch. Every Day. 5:00pm - 8:00pm (based on the sunset) Settle back and unwind on this evening cruise. Begin with 4 course gourmet dinner and then sit back and take in the beauty of an evening on the Long Island Sound.

  20. The Call of the Long Isle Cruise Log

    Tuesday 3rd to Tuesday 10th September 2024 Sail across The Minch to the Outer Hebrides. Bathed in an ethereal, ever-changing beauty, their attraction is timeless and elemental whatever the season. Travel to the heartland of ancient Gaelic and Viking cultures and experience their uniqueness on a tantalising adventure in the inimitable style of Hebridean Princess. […]

  21. St. Petersburg

    8 days and 7 nights. This is a great Russian river cruise on a comfortable 4-star ship that will take you to St. Petersburg and Moscow and the most significant places between these 2 cities: Mandrogui village, Kizhi island with its amazing wooden architecture and Uglich and Goritsy with their tranquil atmosphere. $ 930 From/Per person.

  22. Russian River Cruises aboard the Volga Dream

    Moscow to Astrakhan River Cruise. Your River Cruise on the luxurious MS Volga Dream takes you from Moscow along Russia's grand Volga River to the legend that is Volgograd (formerly Stalingrad) and Astrakhan on the Caspian Sea. Along the way, you'll discover the treasures of Yaroslavl, the oldest city on the Volga, medieval Nizhniy Novgorod ...

  23. Moscow St. Petersburg Cruise

    8 days and 7 nights. Enjoy a short Russian river cruise on a comfortable 4-star ship. Our program includes all the most important sights on the Moscow to St. Petersburg route. Besides the Two Capitals, you will visit the ancient towns of Uglich, Goritsy, the island of Kizhi, and Mandrogui village. $ 811 From/Per person.

  24. Flotilla Radisson Royal

    Flotilla Radisson Royal: Cruises and excursions on Moscow River on river yachts and trams, official website. Cruises all year round, in summer and winter! > Purchase tickets online