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Wareham, Massachusetts Boat Rentals & Yacht Charters

Page 1 of 124 listings

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

Mattapoisett Sailboat Cruise - 42ft "Our Passion"

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

Yamaha 195S Wakeboat in Sandwich MA

5.0
$500/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
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
Superowner
$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
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
Snoozed - Active 02 Jul 2026
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
Superowner
$250/hour
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
Snoozed - Active 03 May 2026
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′ 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
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
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 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
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
22' Dauntless Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 9 guests

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

New
$174/hour
Relax Aboard The Classic Motor Yacht Gypsy in Southern New England and Florida
Events in Barnstable · 6 guests

Relax Aboard The Classic Motor Yacht Gypsy in Southern New England and Florida

New
$120/hour

Wareham Reviews

  1. SM

    Sarah

    Yamaha 195S Wakeboat in Sandwich MA

    Caleb was incredibly helpful! He came to pick us up by boat and brought us back right in front of our house. He knew all the best spots in the area to stop for a nice lunch. His boat is very comfortable, and he was also great with our little girl. We 100% recommend him !

  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. RA

    Rob

    Yamaha 195S Wakeboat in Sandwich MA

    It took a little learning to use the GetMyBoat website/app. Boat owner Caleb W. was very responsive to messages. You won’t have to wait long to hear from him, most often in minutes, and that didn’t change after the booking. He was prompt in meeting at the boat ramp and the end of the rental day. He was very helpful to accommodate where we wanted to put in the boat in Waquoit Bay or Barnstable Harbor. With the little extra time Caleb provides over the ‘boat rental businesses’ elsewhere, we could cruise more leisurely between Waquoit Bay and Falmouth area and still enjoy anchoring in the shallow water of Washburn Island to enjoy getting in the water. Try to do your boating in waters under 2 1/2 foot seas to enjoy the front of the boat.

  4. jg

    janet

    Come onboard the 45ft Tiara Sovran Motor Yacht

    christian was easy to communicate with and super responsive to a list of questions and weather concerns. he was patient and professional. couldn't have asked for a better day on the water. on time. gorgeous boat. superb crew. so thrilled to be their first GMB clients. went to vineyard for lunch, anchored, swam and cruised. HIGHLY recommend! we will be back for sure.

  5. Barbara

    Barbara

    28ft Whitewater Center Console Rental in Mashpee, Massachusetts

    We were very impressed with Capt Mike! His communication was impeccable! Incredibly responsive! His boat was very clean! He was very kind and understanding. He took us on a lovely tour out of Mashpee! We couldn't have asked for a better experience. Would HIGHLY recommend hiring Capt Mike for your charter. Seriously an amazing afternoon.

  6. Nicholas

    Nicholas

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

    Mike is the consummate professional and an absolute stud. He builds rock walls with his bare hands and his equipment is top notch. Picks you up, drops you off, on time and had the best recommendations on what to do based on our preferences. This experience was absolutely amazing and was one of the best days of our lives. We will absolutely be using Mike again on our next and future high seas adventures.