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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

MONTAUK VENTURE CHARTERS is a 1961 Hatteras Sportfish Motor yacht (restored in 2020), based out of Montauk. 

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

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

Nightjack

Montauk charterboat Cujo is a 1977 Bertram Sportfish Sportfishing (restored in 2025), based out of Montauk. 

Montauk charterboat Cujo

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

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

D.C. OUTDOOR ADVENTURES

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

Southold Boat Tours

Top Boat Tours in Southold

Southold: 9 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

Nightjack

Nightjack

Montauk charterboat Cujo

Montauk charterboat Cujo

Four C's

Four C's

D.C. OUTDOOR ADVENTURES

D.C. OUTDOOR ADVENTURES

Rising Tide

Rising Tide

Frequently Asked Questions about Boat Tours in Southold

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