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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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{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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Top Southold, NY boating charters in Summer 2025, from US $50 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 $300 (Summer 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

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

Experience timeless elegance and adventure aboard Montauk Venture Charters, a beautifully restored 1961 Hatteras Sportfish Motor Yacht, fully refreshed in 2020. 

Montauk Venture Charters

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

Crunch Time Sport Fishing

VitaminSea Voyages is a 2011 Steiger Craft Miami Cuddy cabin based out of Montauk. 

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. 

Four C's

Step aboard Rising Tide, a sleek 2017 Mako 21 LTS Center Console, perfect for an unforgettable day on the water. 

Rising Tide

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

Southold Boat Tours

Top Boat Tours in Southold

Southold: 10 boats available

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Price per Day

North Fork Adventures Charters

North Fork Adventures Charters

One More Drift Charters

One More Drift Charters

Montauk Venture Charters

Montauk Venture Charters

Crunch Time Sport Fishing

Crunch Time Sport Fishing

VitaminSea Voyages

VitaminSea Voyages

Montauk Charterboat CUJO

Montauk Charterboat CUJO

Nightjack

Nightjack

Four C's

Four C's

Rising Tide

Rising Tide

D.C. OUTDOOR ADVENTURES

D.C. OUTDOOR ADVENTURES

Frequently Asked Questions about Boat Tours in Southold

Featured photos from Southold

What people said about boating in Southold

Nearby Boating Destinations

Top Activities in Southold

Top Boat Types in Southold