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

42 ft
Up to 6 people
5.0
/5
(3 reviews)
•
5+ external reviews
Martha's Vineyard (2 min drive from Vineyard Haven)
Set sail around the scenic waters of Martha’s Vineyard aboard Our Passion, a beautifully maintained 1983 Pearson 422 Sailing Yacht operated by Martha’s Vineyard Charter Company.
"My wife and I booked a last minute sunset sail and were pleasantly surprised to get a confirmation so quickly." — Michael,
"My wife and I booked a last minute sunset sail and were pleasantly surprised to get a confirmation so quickly." — Michael,
trips from
US $945

60 ft
Up to 6 people
Martha's Vineyard
Set sail on the beautifully restored 1980 Nautical Development 56 Sailing yacht, refreshed in 2024, and based out of picturesque Martha's Vineyard.
trips from
US $600

32 ft
Up to 6 people
Just added to our fleet
Martha's Vineyard (2.4 miles from Vineyard Haven)
Obsession Tours is a beautifully restored 1989 Blackfin 1 Sportfishing (refitted in 2011), operating out of Falmouth and offering an unforgettable private boating experience for up to 6 guests.
trips from
US $450

30 ft
Up to 6 people
Martha's Vineyard (20 min drive from Vineyard Haven)
Our shark dive adventures are the culmination of many years in the waters we operate. We currently sail from S. Yarmouth, Martha’s Vineyard, and Nantucket. Our vessel Fins has been outfitted to run at speed with our super-strong, custom-built cage.
trips from
US $750

25 ft
Up to 6 people
5.0
/5
(15 external reviews)
Mashpee (1 hr 37 min drive from Vineyard Haven)
Squid Row Charters and Boat Tours is a highly-rated boat tour company that offers thoughtfully curated, on-the-water experiences along the iconic coastline of Cape Cod and Martha’s Vineyard.
+1
trips from
US $300

25 ft
Up to 6 people
4.9
/5
(33 external reviews)
Barnstable (16.5 miles from Vineyard Haven)
Step aboard In The Net Sportfishing, a 2021 Grady-White Fisherman 257 center console designed for speed, comfort, and serious on-the-water adventure out of Barnstable.
+3
trips from
US $400

26 ft
Up to 6 people
Just listed
Wareham (21.6 miles from Vineyard Haven)
Discover the beauty of the Cape with Fishon Boat Tours aboard a sleek 2018 Cobia 261 Center Console, departing from Wareham.
trips from
US $400

25 ft
Up to 6 people
5.0
/5
(1 review)
•
67 external reviews
Fairhaven (1 hr 57 min drive from Vineyard Haven)
ON THE EDGE – Your Ultimate Luxury Family Adventure Machine, Fully-Restored Grady-White Gulfstream 232 Walkaround.
"We had an incredible time on this boat charter! The captain wasn’t just a captain—he made the whole experience feel like we were out on the water with a longtime friend." — Veronica, Massachusetts
"We had an incredible time on this boat charter! The captain wasn’t just a captain—he made the whole experience feel like we were out on the water with a longtime friend." — Veronica, Massachusetts
+3
trips from
US $450

36 ft
Up to 6 people
4.8
/5
(6 external reviews)
Falmouth (1 hr 13 min drive from Vineyard Haven)
The Bloodline Charters, a beautifully restored 1987 Harris Cuttyhunk Offshore Downeast (2022), is based in scenic Falmouth and accommodates up to six guests in comfort.
trips from
US $400

32 ft
Up to 6 people
Just added to our fleet
Falmouth (6.5 miles from Vineyard Haven)
Obsession Tours is a restored 1989 Blackfin 1 Sportfishing vessel (refitted in 2011), based in Falmouth, offering an authentic New England on-the-water experience for up to 6 guests.
trips from
US $400
