42 ft
Up to 6 people
Martha’s Vineyard Charter Company
5.0
/5
(8 reviews)
Martha's Vineyard
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,
+3
trips from
US $945
25 ft
Up to 6 people
Popponesset Bay Tours & Sunset Cruises
5.0
/5
(4 reviews)
•
34 external reviews
Mashpee
Experience the beauty of Cape Cod from the water with our scenic boat tours and sunset cruises through the pristine waters of Popponesset Bay in Mashpee, Massachusetts.
"Enjoyed a 2 hour sunset cruise with Chris and Bri, they were wonderful!" — Anita,
"Enjoyed a 2 hour sunset cruise with Chris and Bri, they were wonderful!" — Anita,
+1
trips from
US $300
21 ft
Up to 6 people
Waquoit Bay & Washburn Island Boat Cruises
5.0
/5
(1 review)
•
34 external reviews
Mashpee
Discover the natural beauty and rich coastal heritage of Waquoit Bay on one of our relaxing boat tours and sunset cruises in Mashpee, Massachusetts.
"We had a leisurely tour of the area which was perfect. Chris and Megan were fantastic; easy to chat with but also happy to give us space to catch up with our friends." — Hannah,
"We had a leisurely tour of the area which was perfect. Chris and Megan were fantastic; easy to chat with but also happy to give us space to catch up with our friends." — Hannah,
+1
trips from
US $300
27 ft
Up to 6 people
Vineyard Boat Charters with Capt. John Hobby
5.0
/5
(3 reviews)
•
36 external reviews
Martha's Vineyard
A fun time to cruise up and down the north shore of the Vineyard and see the island from a water view. We leave from Tahmoo Harbor and cruise down the North shore coast or over the the Elizabeth Islands.
"Captain John was awesome! My family had such a great time on thr water." — Tania,
"Captain John was awesome! My family had such a great time on thr water." — Tania,
trips from
US $450
60 ft
Up to 6 people
Island Sailing Tours
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
Obsession Tours – Falmouth
5.0
/5
(2 reviews)
Falmouth
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.
"My friend and I booked a 2 hour sunset cruise with Captain Luke and we had a blast." — Caroline,
"My friend and I booked a 2 hour sunset cruise with Captain Luke and we had a blast." — Caroline,
trips from
US $400
32 ft
Up to 6 people
Obsession Tours – Martha's Vineyard
4.8
/5
(2 reviews)
Martha's Vineyard
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.
"Captain Luke was extremely knowledgeable about Martha’s Vineyard and the islands and an experienced boater." — Yvonica,
"Captain Luke was extremely knowledgeable about Martha’s Vineyard and the islands and an experienced boater." — Yvonica,
trips from
US $450
Top Martha's Vineyard Destinations
Frequently Asked Questions about Boat Tours in Martha's Vineyard
According to customer reviews, some of the most popular boat tours in Martha's Vineyard are:
- Martha’s Vineyard Charter Company
- Popponesset Bay Tours & Sunset Cruises
- Waquoit Bay & Washburn Island Boat Cruises
According to customer reviews, some of the most popular boat tours in Martha's Vineyard are:
- Martha’s Vineyard Charter Company
- Popponesset Bay Tours & Sunset Cruises
- Waquoit Bay & Washburn Island Boat Cruises
The average Martha's Vineyard boat trip price for a 4 hour private trip is US $610 based on prices on BoatBooker.com.
The average Martha's Vineyard boat trip price for a 4 hour private trip is US $610 based on prices on BoatBooker.com.
The top 5 boating-related activities in Martha's Vineyard are:
The top 5 boating-related activities in Martha's Vineyard are:
The top 5 most popular boat types you can rent in Martha's Vineyard, by number of boats available are:
The top 5 most popular boat types you can rent in Martha's Vineyard, by number of boats available are:
The top 5 most popular boat categories you can rent in Martha's Vineyard, by number of boats available are:
The top 5 most popular boat categories you can rent in Martha's Vineyard, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Martha's Vineyard are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Martha's Vineyard are:
The average price of boat tours in Martha's Vineyard is:
- 2-hour boating trips – US $428
- 3-hour boating trips – US $600
- 4-hour boating trips – US $748
- 5-hour boating trips – US $500
- 6-hour boating trips – US $600
- 7-hour boating trips – US $2,050
- 8-hour boating trips – US $1,911
The average price of boat tours in Martha's Vineyard is:
- 2-hour boating trips – US $428
- 3-hour boating trips – US $600
- 4-hour boating trips – US $748
- 5-hour boating trips – US $500
- 6-hour boating trips – US $600
- 7-hour boating trips – US $2,050
- 8-hour boating trips – US $1,911
What people said about boating in Martha's Vineyard
- 5.0/5(3 Hour – Sunset Sail)
Amazing experience!
Bring sunscreen. Bring a hat or hair clip. Bring a sweater for evening or windy days. Bring a swimsuit!
How people rated boat trips in Martha's Vineyard
5.0/5(2 Hour – Family Fun (AM or PM) - 6:00 PM)Amazing experience!
Captain John was awesome! My family had such a great time on thr water. He was very patient helping my kids fish for the first time and very knowledgeable about the fish we caught (they were plentiful) and the surrounding area. We will definitely book with him again the next time we are here. Highly, highly recommend booking a trip with him. It’s been the highlight of our trip so far!
- 5.0/5(2 Hour – Family Fun (AM or PM) - 10:00 AM)
Great fishing trip!
John's boat was exceptionally clean and organized. My girls enjoyed learning to fish. John is very friendly and makes fishing fun for the family.
5.0/5(3 Hour – Sunset Sail)Excellent!
it was a wonderful ride! The Captin and Co-captin were a wealth of knowledge and made sure we knew where to meet them. The weather was bad the day we scheduled and the Captin reached out to me to give me options days before so we could reschedule and fit it into our plans. Excellent communication and wonderful views!
- 5.0/5(3 Hour – Sunset Sail)
Amazing experience!
My teen and I sailed at sunset with Mason and Lynn and they are amazing people with a passion for sailing. Mason helped my young budding sailor to understand more about the sport and also let her be at the helm under his supervision. The vessel is in great condition and has all the amenities. They made sure we got great photos and memories. I would sail with them again and again! - 5.0/5(3 Hour – Sunset Sail)
The highlight of our vacation
Captain Lynne and Captain Mason were great! They were very welcoming, flexible and professional.
5.0/5(2 Hr – Popponesset Bay Sunset Tour)wonderful sunset cruise!
From start to finish chris and team were wonderful. Easy to book, super helpful and then a wonderful relaxed sunset cruise around the Bay. Could not recommend more!
- 5.0/5(2 Hr – Popponesset Bay Sunset Tour)
such a peaceful trip !
Chris and his colleague were absolutely amazing! I arrived later than expected, and Chris was incredibly accommodating and understanding. He made me, my baby boy, and our nanny feel so safe, welcome, and comfortable throughout the entire experience. They were both such kind and gracious hosts. I would definitely book with them again and highly recommend them to anyone looking for a wonderful experience!
- 5.0/5(3 Hour – Sunset Sail)
Captains Mason & Lynn: Great Team
Captains Mason & Lynn were such an amazing team. very professional and make each ride a soecial family experience!!
- 5.0/5(3 Hour – Sunset Sail)
Amazing experience
Capt Owen and Capt Lynn were fantastic! Felt like we were friends . The boat was beautiful and they made sure we were happy and comfortable . Highly recommend them!
- 5.0/5(3 Hour – Sunset Sail)
Outstanding sailing experience
Captain Mason and First Mate Lynne offered a very convenient pick up point next to the draw bridge in Woods Hole. From there, the experience got even better as they related their knowledge of the local harbor and surrounding waters. They have vast sailing experience and it shows. The boat is 42 ft, with sails and an engine. The navigational equipment is sophisticated. We were able to swim, eat a nice dinner, and watch the amazing sunset.