Westbrook Boat Tours
The best out of 15 boat tours in Westbrook - enter dates to check availability

36 ft
Up to 6 persons
5+ external reviews
Westbrook
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.
Trips from
US $525

35 ft
Up to 6 persons
5.0
/5
(182 external reviews)
Clinton (12 min drive from Westbrook)
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

41 ft
Up to 6 persons
4.9
/5
(12 external reviews)
Greenport (2 hr 4 min drive from Westbrook)
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.
Trips from
US $750

41 ft
Up to 6 persons
Montauk (3 hr 33 min drive from Westbrook)
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

32 ft
Up to 6 persons
Branford (25 min drive from Westbrook)
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

25 ft
Up to 6 persons
5+ external reviews
Southold (1 hr 58 min drive from Westbrook)
Set sail with North Fork Adventures Charters, a 2001 Parker 2510 Pilothouse offering unforgettable boating experiences from Southold! With room for up to six guests, this sturdy and well-equipped vessel is powered by twin 150 HP Yamaha outboard engines, c
Trips from
US $500

28 ft
Up to 6 persons
5.0
/5
(33 external reviews)
Montauk (3 hr 35 min drive from Westbrook)
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 persons
4.3
/5
(1 review)
Montauk (3 hr 34 min drive from Westbrook)
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 persons
4.8
/5
(86 external reviews)
Montauk (3 hr 33 min drive from Westbrook)
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

28 ft
Up to 4 persons
5.0
/5
(16 external reviews)
New London (25 min drive from Westbrook)
Step aboard Steal Your Fish Charters, LLC, a sleek and powerful 2015 Boston Whaler Outrage Center Console based out of New London.
Trips from
US $525
