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Wareham, Massachusetts Boat Rentals

Page 1 of 124 listings

Mattapoisett Sailboat Cruise - 42ft "Our Passion"
Sailing in Mattapoisett · 6 guests

Mattapoisett Sailboat Cruise - 42ft "Our Passion"

New
$250/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
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
Yamaha 195S Wakeboat in Sandwich MA
Powerboats in Sandwich · 8 guests

Yamaha 195S Wakeboat in Sandwich MA

5.0
$750/day
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
 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
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
Padanaram / Dartmouth Harbor Sailboat Cruise 42ft "Our Passion"
Sailing in Dartmouth · 6 guests

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

5.0
$250/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
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
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
Private Sailing Charter on Martha's Vineyard
Sailing in Tisbury · 6 guests

Private Sailing Charter on Martha's Vineyard

5.0
$45+/hour
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
$250/hour
Instant Book
Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch
Sailing in Tisbury · 6 guests

Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch

New
$300/hour
Spend a day of sun and fun aboard our 42’ Silverton Motor Yacht
Powerboats in Fall River · 10 guests

Spend a day of sun and fun aboard our 42’ Silverton Motor Yacht

5.0
$300/hour
Instant Book
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
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
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
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
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
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
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

Wareham Reviews

  1. Rodney

    Rodney

    Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

    Highly recommend if you’re looking for something different to do than what all the other tourists are doing when visiting Martha’s Vineyard, you might want to consider contacting Mason for a peaceful & relaxing sailboat ride to see the beautiful coastline of MV that most don’t get to experience while on land. We’ll definitely be back next year to do another trip

  2. Dhuvi

    Dhuvi

    Yamaha 195S Wakeboat in Sandwich MA

    If this is the only review you read, all you need to know is that you wont find a better boat or boat renter. The 195s is an insanely fun ride and very beginner friendly (rare combination) and Caleb has excellent communication and is super accommodating. Youd be hard pressed to find things that could have made our experience better.

  3. JK

    Jacqui

    Spend a day of sun and fun aboard our 42’ Silverton Motor Yacht

    We booked this boat for my bachelorette trip, and it could not have been more perfect! From the moment we stepped onboard, everything was clean, spacious, and exactly as advertised. The captain was friendly, professional, and made sure we had the best experience—he even knew all the best spots for swimming, cruising, etc. The boat had plenty of room for our group to relax, dance, and enjoy the sunshine. The sound system was amazing (a must for a bachelorette party!), and there was a cooler/fridge ready for our drinks and snacks. We loved that we could customize our day—whether we wanted to anchor and swim, explore the area, or just cruise around with music and laughter. It was the highlight of our trip, and every single person in our group said they’d do it again in a heartbeat. If you’re looking for the perfect mix of fun, relaxation, and gorgeous views, this is 100% the way to go. Highly recommend for any bachelorette or special celebration!

  4. 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!!!

  5. 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!

  6. 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. ⭐️⭐️⭐️⭐️