Windham Boat Tours
The best out of 27 boat tours in Windham - enter dates to check availability

31 ft
Up to 6 people
Solitude Fishing Charters
New
4.8
/5
(3 external reviews)
Beverly (27.8 miles from Windham)
Solitude Fishing Charters is a beautifully restored 1982 BHM 31 Downeast vessel (refitted in 2020), offering the perfect blend of classic New England charm and modern comfort.
trips from
US $850

31 ft
Up to 6 people
30 Fathom Charters
5.0
/5
(4 reviews)
•
33 external reviews
Newburyport (21.6 miles from Windham)
Set sail with 30 Fathom Charters aboard a beautifully restored Stamas Tarpon 29 Center Console, docked in scenic Newburyport.
"I booked a last minute afternoon cruise with Kristian and Anna, and it was the best thing I’ve done all summer!" — Sabrina,
"I booked a last minute afternoon cruise with Kristian and Anna, and it was the best thing I’ve done all summer!" — Sabrina,
trips from
US $300

38 ft
Up to 6 people
Trinacria Cruising Boston
5.0
/5
(18 reviews)
Boston (41 min drive from Windham)
Take a Cruise with Trinacria Cruising Boston for an unforgettable adventure through the scenic waters of Boston Harbor, the Gulf of Maine, and Cape Cod Bay.
" We had an incredible time on our boat excursion with Riccardo and Rachel!" — Erin,
" We had an incredible time on our boat excursion with Riccardo and Rachel!" — Erin,
+2
trips from
US $300

35 ft
Up to 6 people
Tuna Tail Charters
5.0
/5
(1 review)
•
94 external reviews
Gloucester (35.7 miles from Windham)
Step aboard Tuna Tail Charters for an unforgettable adventure out of Gloucester.
"What an AMAZING day out on the water! From start to finish, this fishing charter exceeded my expectations." — Heather,
"What an AMAZING day out on the water! From start to finish, this fishing charter exceeded my expectations." — Heather,
trips from
US $579

36 ft
Up to 6 people
10 Point Charters
Gloucester (57 min drive from Windham)
Set sail on a 1976 Harris Custom Sportboat, fully restored in 2023, and based out of Gloucester. This sleek, powerful vessel offers a thrilling experience for up to six guests.
trips from
US $600

40 ft
Up to 34 people
Cape Ann Harbor Tours – King Eider
New
Gloucester (35.2 miles from Windham)
Experience authentic Gloucester from the water aboard Cape Ann Harbor Tours, a classic 1980 North Carolina–built wood hull walkaround vessel, offering a truly local and memorable boating experience.
trips from
US $960

28 ft
Up to 6 people
Lyla Rose Charters
4.8
/5
(2 reviews)
•
380 external reviews
Gloucester (56 min drive from Windham)
Step aboard Lyla Rose Fishing Charters, a beautifully restored 28’ BHM Downeast vessel, based in the historic fishing hub of Gloucester.
"We went on a 4 hour whale watching trip with captain Matt and it was wonderful." — Deanna,
"We went on a 4 hour whale watching trip with captain Matt and it was wonderful." — Deanna,
+1
trips from
US $500

30 ft
Up to 6 people
Reel Balance Fishing Charters
Hampton (25.6 miles from Windham)
Set sail on an unforgettable adventure with Reel Balance Charters, a premium 2021 Blackfin 252CC Center Console, based out of Hampton.
trips from
US $500

26 ft
Up to 6 people
Keepin It Reel Charters
5.0
/5
(51 external reviews)
Marblehead (29.9 miles from Windham)
Step aboard Keepin It Reel Charters for an unforgettable day on the water. This sleek 2015 Sea Hunt Gamefish 25 Center Console, based out of scenic Marblehead, is the perfect choice for up to six guests looking to explore in comfort and style.
trips from
US $350

24 ft
Up to 6 people
Boston Fish Charters
Boston (33.6 miles from Windham)
Boston Fish Charters invites you on an unforgettable adventure in Boston Harbor! Our 1988 Wellcraft V20 Steplift Cuddy Cabin, beautifully restored in 2023, offers an intimate and thrilling experience for up to three guests—but come mid-June 2025, ou
trips from
US $450
