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{1}The most popular fish species you can target is %fish1%.|{2}The most popular fish species you can target are %fish1% and %fish2%.|{3}The most popular fish species you can target are %fish1%, %fish2%, and %fish3%.

{1}%tt1% boat tours is commonly offered by local guides.|{2}%tt1% boat tours and %tt2% boat tours are commonly offered by local guides.|{3}%tt1% boat tours, %tt2% boat tours, and %tt3% boat tours are commonly offered by local guides.

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To give you an idea of how much a boat tour in %destinationName% costs, the average price for an 8 hour private trip is %avg_price_full%.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%.

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{1}Top fishing technique is %t1%.|{2}Top fishing techniques include %t1% and %t2%.|{3}Top fishing techniques include %t1%, %t2%, and %t3%.

{1}If you’re looking to fish around %destinationName%, top nearby destinations include  %n1%.|{2}IIf you’re looking to fish around %destinationName%, top nearby destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top nearby destinations include %n1%, %n2%, and %n3%.

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{1}If you’re looking to fish around %destinationName%, top destinations include  %n1%.|{2}If you’re looking to fish around  %destinationName%, top destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top destinations include %n1%, %n2%, and %n3%.

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{1} %dest%: %chartersCount% boat available|[2,Inf] %dest%: %chartersCount% boats available

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Top Southold, NY boating charters in Fall 2025, from US $75 p/p. Best price guaranteed, verified reviews, and secure online booking. 4-12 hour boating trips for family and friends.

The 10 BEST Boat Tours in Southold, NY from US $150 (Fall 2025)

Southold

southold

Southold, United States

Price per Day

Set sail with North Fork Adventures Charters, a 2001 Parker 2510 Pilothouse offering unforgettable boating experiences from Southold! 

North Fork Adventures Charters

Step aboard The Blue Fin IV, a beautifully restored 1968 Custom Ray Chi Chi 41 Sportfish, expertly refurbished in 2019 and based in scenic Greenport. 

Blue Fin IV Lighthouse Cruises and Eco Tours

Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton. 

One More Drift Charters

Come Sail with Captain Joy! 

Looking for an unforgettable experience on the water? 

Joyride Charters

Sea Lover – Galeon 510 Sky Deck is a stunning 2019 Galeon 510 Sky Deck Motor Yacht (restored in 2025), available for unforgettable private charters from Sag Harbor. 

Sea Lover – Galeon 510 Sky Deck

Step aboard CrunchTime Sport Fishing, a fully restored 1978 Rose Brothers Custom Charter Headboat, designed for comfort and performance. 

Crunch Time Sport Fishing

Set sail with VitaminSea Voyages, a premium boating experience departing from the scenic shores of Montauk aboard a 2011 Steiger Craft Miami Cuddy Cabin. 

VitaminSea Voyages

Step aboard the legendary CUJO, a beautifully restored 1977 Bertram Sportfish Sportfishing yacht, now better than ever after a full 2025 refit. 

Montauk Charterboat CUJO

Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Stonington. 

Nightjack

Step aboard Four C's, a well-appointed 2002 Pursuit 3000 Offshore Sportfishing vessel based in Montauk, and get ready for an unforgettable day on the water. 

Southold Boat Tours

Top Boat Tours in Southold

Southold: 14 boats available

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