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The top boating charters in Oyster Bay

Oyster Bay

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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. 

Siren – 60' Iconic Luxury Yacht

Experience luxury and adventure aboard Encore Water Ways Inc.,

Encore Water Ways Inc.

Step aboard Seaspray, a beautifully restored 1992 SULLIVAN Chesapeake Deck boat, now updated in 2021 to ensure an exceptional cruising experience. 

Seaspray

Experience the ultimate day on the water with Fire Island Fishing Charters, a sleek and reliable 2017 Robalo 242 Center Console based in picturesque Ocean Beach. 

Fire Island Fishing Charters

Experience unforgettable adventures aboard Sea Dog Cruising, a beautifully maintained 2006 Atlantic Boat Company Duffy 35 Downeast, proudly based in Northport. 

Sea Dog Cruising

D.C. OUTDOOR ADVENTURES is a 2022 Parker 2820 Pilothouse based out of Mastic. 

D.C. OUTDOOR ADVENTURES

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. 

Rockaway Charters

Sail Long Island's Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36 I. 

Windward Sailing 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. 

Carolann P Fishing Charters

Step aboard Salt Line Boat Tours, a sleek and powerful 2008 Boston Whaler Center Console, and get ready to explore the stunning waters of Highlands like never before. 

Oyster Bay: 16 boats available

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Oyster Bay: 16 boats available