Southold Boat Tours
9 boats available
The best out of 9 boat tours in Southold - enter dates to check availability
Top Boat Tours in Southold
Southold: 9 boats available
North Fork Adventures Charters
Southold • 25 ft • 6 persons
Set sail with North Fork Adventures Charters, a 2001 Parker 2510 Pilothouse offering unforgettable boating experiences from Southold!
trips fromUS $500
One More Drift Charters
Clinton • 35 ft • 6 persons
Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton.
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trips fromUS $795
MONTAUK VENTURE CHARTERS
Montauk • 41 ft • 6 persons
MONTAUK VENTURE CHARTERS is a 1961 Hatteras Sportfish Motor yacht (restored in 2020), based out of Montauk.
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trips fromUS $300
Crunch Time Sport Fishing
Montauk • 50 ft • 27 persons
Step aboard CrunchTime Sport Fishing, a fully restored 1978 Rose Brothers Custom Charter Headboat, designed for comfort and performance.
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trips fromUS $750
Nightjack
Stonington • 32 ft • 6 persons
Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Stonington.
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trips fromUS $900
Montauk charterboat Cujo
Montauk • 46 ft • 6 persons
Montauk charterboat Cujo is a 1977 Bertram Sportfish Sportfishing (restored in 2025), based out of Montauk.
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trips fromUS $1,600
Four C's
Montauk • 30 ft • 6 persons
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.
trips fromUS $350
D.C. OUTDOOR ADVENTURES
Mastic • 28 ft • 6 persons
D.C. OUTDOOR ADVENTURES is a 2022 Parker 2820 Pilothouse based out of Mastic.
trips fromUS $600
Rising Tide
Stratford • 21 ft • 3 persons
Step aboard Rising Tide, a sleek 2017 Mako 21 LTS Center Console, perfect for an unforgettable day on the water.
trips fromUS $200
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