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Tisbury, Massachusetts Boat Rentals

Page 1 of 124 listings

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Sailing in Tisbury · 6 guests

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

5.0
$200/hour
Private Sailing Charter on Martha's Vineyard
Sailing in Tisbury · 6 guests

Private Sailing Charter on Martha's Vineyard

5.0
$45+/hour
28ft Whitewater Center Console Rental in Mashpee, Massachusetts
Powerboats in Mashpee · 6 guests

28ft Whitewater Center Console Rental in Mashpee, Massachusetts

5.0
$300/hour
Spend the Day on Buzzards Bay - Aboard Petrel a classic Dyer 29
Tours in Mattapoisett · 6 guests

Spend the Day on Buzzards Bay - Aboard Petrel a classic Dyer 29

5.0
$200+/hour
8 Person Center Console Rental in Osterville Massachusetts
Powerboats in Barnstable · 8 guests

8 Person Center Console Rental in Osterville Massachusetts

5.0
$275/hour
27' Blackfin Center Console in Osterville & Barnstable, Cape Cod
Powerboats in Barnstable · 6 guests

27' Blackfin Center Console in Osterville & Barnstable, Cape Cod

5.0
$350/hour
Instant Book
39' Yellowfin with Quad Engines, Fast & Fun, Cape Cod & the Islands
Powerboats in Barnstable · 10 guests

39' Yellowfin with Quad Engines, Fast & Fun, Cape Cod & the Islands

New
$1,000/hour
Fairhaven/New Bedford - Sail Buzzards Bay in a Classic Sloop!
Sailing in Fairhaven · 6 guests

Fairhaven/New Bedford - Sail Buzzards Bay in a Classic Sloop!

5.0
$150/hour
Mattapoisett Sailboat Cruise - 42ft "Our Passion"
Sailing in Mattapoisett · 6 guests

Mattapoisett Sailboat Cruise - 42ft "Our Passion"

New
$200/hour
Yamaha 195S Wakeboat in Sandwich MA
Powerboats in Sandwich · 8 guests

Yamaha 195S Wakeboat in Sandwich MA

5.0
$750/day
Spend the Day on Buzzards Bay - Sail on "Omoo" a Pearson 35 Cruising Yacht
Sailing in New Bedford · 6 guests

Spend the Day on Buzzards Bay - Sail on "Omoo" a Pearson 35 Cruising Yacht

5.0
$180/hour
 Martha's Vineyard, Westport, Buzzards Bay and Cuttyhunk Cruises
Powerboats in Fairhaven · 6 guests

Martha's Vineyard, Westport, Buzzards Bay and Cuttyhunk Cruises

New
$298/hour
Padanaram / Dartmouth Harbor Sailboat Cruise 42ft "Our Passion"
Sailing in Dartmouth · 6 guests

Padanaram / Dartmouth Harbor Sailboat Cruise 42ft "Our Passion"

5.0
$200/hour
Come onboard the 45ft Tiara Sovran Motor Yacht
Powerboats in Fairhaven · 10 guests

Come onboard the 45ft Tiara Sovran Motor Yacht

5.0
$399/hour
Instant Book
26’ Regulator Center Console Powerboat Rental in Hyannis Harbor Cape Cod
Powerboats in Barnstable · 12 guests

26’ Regulator Center Console Powerboat Rental in Hyannis Harbor Cape Cod

New
$250/hour
18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 8 guests

18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$690/day
18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 8 guests

18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$119/hour
17′ Montauk Center Console Boston Whaler in Hyannis Harbor - Cape Cod
Powerboats in Barnstable · 5 guests

17′ Montauk Center Console Boston Whaler in Hyannis Harbor - Cape Cod

New
$99/hour
18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 7 guests

18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$690/day
20' Dauntless Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 9 guests

20' Dauntless Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$144/hour
22' Godfrey Sweetwater Pontoon Boat 12 people in Hyannis Harbor - Cape Cod
Powerboats in Barnstable · 12 guests

22' Godfrey Sweetwater Pontoon Boat 12 people in Hyannis Harbor - Cape Cod

New
$174/hour
26’ Regulator Center Console in Hyannis, Massachusetts - Cape Cod
Powerboats in Barnstable · 12 guests

26’ Regulator Center Console in Hyannis, Massachusetts - Cape Cod

New
$1,595/day
18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 7 guests

18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

5.0
$119/hour
22' Godfrey Sweetwater Pontoon Boat in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 12 guests

22' Godfrey Sweetwater Pontoon Boat in Hyannis Harbor, Massachusetts - Cape Cod

New
$895/day

Tisbury Reviews

  1. GE

    Gerald

    Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

    By far the best part of our trip to Martha’s Vineyard and the highlight of my girlfriend’s birthday was our time on Captain Mason and Captain Lynne’s boat. They thought of every detail, including birthday decorations and helping me with multiple surprises, took us to the most beautiful spots along the coast and harbor, and even let us partake in a super unique light show boat parade experience. This is by far the best value for money and most unique and relaxing / beautiful experience you could have in the Vineyard. Please trust me and book! Mason and Lynne are also wonderful people who really try to make your experience as amazing as possible. Thank you so much for everything!!!

  2. JK

    John

    Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

    I don’t usually write detailed reviews, but this experience definitely deserves a shoutout. Capt. Mason and Capt. Lynne were incredibly responsive from the moment I submitted the reservation request. I was planning to propose to my girlfriend of 10 years during the sail, and they went above and beyond to help make it perfect. We now have an extremely loved memory that we will cherish for our whole life. Even when I had to make some last minute changes, they were super flexible and understanding. To anyone reading this—if you’re looking for an unforgettable experience with your loved one, this is it. Book it!

  3. AB

    Amanda

    Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

    My family and I had a spectacular sailing adventure. Mason and Lynn are friendly and professional and really made us feel welcome. They gave us an experience that we will never forget. The boat had plenty of room for all of us to enjoy sightseeing and even allowed some on board fishing. We had never sailed before and after our time with Mason and Lynn, we can’t wait to sail with them again. If you’re looking for an unforgettable time on the water, I recommend sailing with them. ⭐️⭐️⭐️⭐️

  4. AN

    Alexis

    Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

    My husband and I booked this excursion with Mason and Lynn for the 4th of July weekend, and it was the best part of the entire weekend! Mason and Lynn were incredibly hospitable and caring, communicative, and thoughtful. Mason suggested taking the day to go to Cuttyhunk and it was worth it. We had the best lobster rolls of our lives and walked around the town. It was a magical day. The boat was beautiful and Mason and Lynn went out of their way to make sure we had a great day. Highly highly recommend!

  5. RP

    Rosa

    Spend the Day on Buzzards Bay - Sail on "Omoo" a Pearson 35 Cruising Yacht

    Best captain around!! Our trip with Captain Steve was fantastic. Would highly recommend.

  6. JC

    Julie

    8 Person Center Console Rental in Osterville Massachusetts

    Outstanding!! Felt so safe and Bill's knowledge of the area is amazing! ❤️