Madison Boat Tours
The best out of 16 boat tours in Madison - enter dates to check availability
35 ft
Up to 6 people
One More Drift Charters
5.0
/5
(211 external reviews)
Clinton (3.0 miles from Madison)
Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton.
trips from
US $795
36 ft
Up to 6 people
Joyride Charters
5.0
/5
(1 review)
Westbrook (5.7 miles from Madison)
Come Sail with Captain Joy! Looking for an unforgettable experience on the water? Step aboard with Captain Joy — a USCG Master Captain with 40+ years of sailing adventures across the globe.
"Joy was an incredible captain for our fathers day evening sail." — Amy,
"Joy was an incredible captain for our fathers day evening sail." — Amy,
trips from
US $540
32 ft
Up to 6 people
Nightjack
Branford (12.4 miles from Madison)
Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Branford. This beautiful vessel offers ample space for up to six guests, making it an ideal choice for a day out with friends or family.
+1
trips from
US $550
41 ft
Up to 6 people
Blue Fin IV Lighthouse Cruises and Eco Tours
4.7
/5
(2 reviews)
•
12 external reviews
Greenport (17.5 miles from Madison)
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.
"Sometimes the simplest adventures are the best. 🌊 We had such a lovely time on this no-frills boat ride, soaking in the panoramic views of the Sound." — Doris,
"Sometimes the simplest adventures are the best. 🌊 We had such a lovely time on this no-frills boat ride, soaking in the panoramic views of the Sound." — Doris,
trips from
US $750
41 ft
Up to 6 people
Montauk Venture Charters
Montauk (36.7 miles from Madison)
Experience timeless elegance and adventure aboard Montauk Venture Charters, a beautifully restored 1961 Hatteras Sportfish Motor Yacht, fully refreshed in 2020.
trips from
US $300
35 ft
Up to 6 people
FV Kelly Marie Boat Cruises
New
Groton (30.2 miles from Madison)
FV Kelly Marie Boat Cruises is a classic 2004 Terry Jason Lobster Downeast vessel, beautifully suited for comfortable and intimate private charters departing from Groton, Connecticut.
+2
trips from
US $400
30 ft
Up to 6 people
Kopis Charters
New
5.0
/5
(19 external reviews)
Montauk (36.6 miles from Madison)
Experience Montauk from the water with a Grady-White 30 and enjoy a private charter designed entirely around your group.
trips from
US $600
28 ft
Up to 6 people
VitaminSea Voyages
5.0
/5
(36 external reviews)
Montauk (37.0 miles from Madison)
Set sail with VitaminSea Voyages, a premium boating experience departing from the scenic shores of Montauk aboard a 2011 Steiger Craft Miami Cuddy Cabin.
trips from
US $450
50 ft
Up to 27 people
Crunch Time Sport Fishing
4.3
/5
(1 review)
Montauk (36.7 miles from Madison)
Step aboard CrunchTime Sport Fishing, a fully restored 1978 Rose Brothers Custom Charter Headboat, designed for comfort and performance.
trips from
US $750
46 ft
Up to 6 people
Montauk Charterboat CUJO
4.8
/5
(87 external reviews)
Montauk (36.5 miles from Madison)
Step aboard the legendary CUJO, a beautifully restored 1977 Bertram Sportfish Sportfishing yacht, now better than ever after a full 2025 refit.
+2
trips from
US $1,600