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Popular Sunset & Dinner Cruises Charters in Oyster Bay  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Oyster Bay, NY- BoatBooker

Oyster Bay

Oyster Bay, United States

oyster-bay

See all the sights New York Harbor has to offer and watch the sunset at the Statue of Liberty.

United States

Siren – 60' Iconic Luxury Yacht

New York City

Custom-built for a renowned billionaire and celebrated by The Washington Post for its opulence, Siren has hosted world leaders, celebrities, and appeared on the silver screen. Hailed as a &ldquo;contemporary legend&rdquo; and likened to a Rolls Royce meet

Drift into a breathtaking afternoon cruise, where golden hues paint the sky and the sun melts into the horizon, creating an unforgettable sunset on the water.

Rockaway Charters

Set sail on a luxurious and unforgettable adventure with Rockaway Charters, a 1999 Luhrs 36 Open Sportfishing boat that has been meticulously restored in 2024 for your comfort and enjoyment. Based out of vibrant New York City, this sleek vessel accommodat

The Seaspray is the perfect mid-sized party boat, ideal for family gatherings, bachelor and bachelorette parties, birthdays, gender reveal celebrations, and even sea burials. You’re welcome to bring your own food, or we can handle catering for you.
We also offer a pet-friendly experience, so feel free to bring your furry friends along! Enjoy the vibe with our Bluetooth stereo system, ensuring great tunes for every occasion.

Seaspray

Freeport

Step aboard Seaspray, a beautifully restored 1992 SULLIVAN Chesapeake Deck boat, now updated in 2021 to ensure an exceptional cruising experience. Based in Freeport, this spacious vessel accommodates up to 30 guests, making it the perfect choice for group

Enjoy a 3-hour cruise around Coney Island and lower New York Bay leading up to sunset. Fishing equipment will be available if you decide to make a few casts as well.

Austin Outfitters

Set sail from New York City aboard the versatile 2004 Maritime Skiff 20D, a sleek center console perfect for up to four guests. Powered by a reliable 115 HP Yamaha outboard engine, this boat reaches speeds of up to 30 knots, offering an exhilarating yet s

We offer three time slots each day, each lasting 3 hours. I've included everything you need. We bring along a great selection of water toys for your group to enjoy—stand-up paddleboards, kayaks, a small speedboat for tubing or waterskiing, plus large 15-foot inflatable docks and floats for lounging and swimming.
We typically meet in Oyster Bay and cruise the local waters before anchoring to enjoy swimming, relaxing, and a variety of water sports.

Long Island Yacht Rentals – Tranquility

Yacht rental includes watersports. Step aboard Long Island Yacht Rentals, a luxurious 2001 Carver 466 Motor Yacht, beautifully restored in 2025 and based in scenic Oyster Bay. With room for up to 12 guests, this spacious vessel is perfect for unforgettabl

Enjoy a smooth and relaxing cruise through the calm, protected waters of Jones Inlet as you take in another breathtaking sunset. It's the perfect way to unwind and soak in the beauty of the evening.

Carolann P Fishing Charters

Carolann P Fishing Charters is a beautifully restored 1998 Luhrs 31 Sportfishing vessel (restored in 2025), based in Freeport, offering an unforgettable maritime experience for up to six guests. Powered by twin 315 HP Yanmar diesel inboard engines, this b

Experience the magic of Northport Harbor with our 2-Hour Sunset Cruise, the perfect way to unwind as the sun dips below the horizon. Enjoy stunning coastal views, peaceful waters, and local landmarks on this unforgettable sunset cruise and sightseeing adventure.

Sea Dog Cruising

Northport

Experience unforgettable adventures aboard Sea Dog Cruising, a beautifully maintained 2006 Atlantic Boat Company Duffy 35 Downeast, proudly based in Northport. Perfectly designed for up to six guests, this elegant vessel combines classic charm with modern

Sail Long Island's Gold Coast on WINDSWEPT, a beautifully kept Jeanneau 36i! Private sailing charters can accommodate up to 6 guests. Departure times are flexible - select a start time that works best for your group!

Two-hour charters allow enough time to sail to the mouth of Oyster Bay Harbor and back. Perfect for catching a sunset or for touring the harbor, you'll have great views of the sandy bluffs and waterfront mansions that line the bay.

Windward Sailing Charters

Sail Long Island&#039;s Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i. Moored in Oyster Bay Harbor, she features a large shaded cockpit with ample room for 6, a secured deck with double lifelines and USCG-approved safety gear. T

Set sail on a 3-hour sunset tour and watch New York transform as day turns to night. Glide across the harbor past the Statue of Liberty and beneath the city skyline, glowing in golden light. Sip your favorite drink, feel the evening breeze, and take in panoramic views of iconic landmarks as the sun sets over the water — a perfect mix of relaxation, romance, and unforgettable scenery.

Karen Ann Charters

Karen Ann Charters offers an unforgettable on-the-water experience aboard a well-maintained 2000 Parker 28 Center Console, departing from the heart of New York City. Designed for comfort and performance, this spacious vessel accommodates up to six guests 

Enjoy a luxurious 4-hour yacht escape in Stamford, CT, complete with a private chef and a customizable menu you choose before your trip. Sit back, cruise in style, and savor a freshly prepared meal while taking in the scenic coastline.

Gypsy Rose Yacht – Dinner on a Yacht

Stamford

Step aboard Gypsy Rose Yacht, a beautifully restored 1981 Cruisers Yachts VillaVee 288 Cruiser (refit in 2025), and experience the best of Stamford from the water. Designed for intimate outings of up to six guests, this classic cruiser blends timeless sty

Sunset & Dinner Cruises in Oyster Bay

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