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Westport, Massachusetts Boat Rentals & Yacht Charters

31ft Contender Center Console - Fishing Charter
Fishing in Westport · 6 guests

31ft Contender Center Console - Fishing Charter

5.0
$110/hour
Custom Charter aboard 43' Egg Harbor Sport Yacht in Portsmouth
Events in Portsmouth · 6 guests

Custom Charter aboard 43' Egg Harbor Sport Yacht in Portsmouth

New
$350/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
$260+/hour
Charter this impeccable Sea Ray Sundancer – 50 Foot Cruiser
Events in Portsmouth · 6 guests

Charter this impeccable Sea Ray Sundancer – 50 Foot Cruiser

New
$490+/hour
Cruise and Dine — Explore the Cape, Cuttyhunk and Martha’s Vineyard by Boat!
Events in Fairhaven · 6 guests

Cruise and Dine — Explore the Cape, Cuttyhunk and Martha’s Vineyard by Boat!

New
$249/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
Spend a day of sun and fun aboard our 42’ Silverton Motor Yacht
Events in Fall River · 6 guests

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

5.0
$300/hour
Fairhaven/New Bedford Escape – Sail Buzzards Bay in a Classic Sloop
Sailing in Fairhaven · 6 guests

Fairhaven/New Bedford Escape – Sail Buzzards Bay in a Classic Sloop

5.0
$150/hour
43' Sailboat, Bristol RI & Beyond
Sailing in Bristol · 6 guests

43' Sailboat, Bristol RI & Beyond

5.0
$159+/hour
Cobia 35' Charter tours in Newport on a 2021 Power Yacht
Powerboats in Newport · 6 guests

Cobia 35' Charter tours in Newport on a 2021 Power Yacht

New
$800/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
Newport Cape & Islands Fun & Style- Private Day Yacht
Events in Newport · 8 guests

Newport Cape & Islands Fun & Style- Private Day Yacht

New
$350/hour
35ft Downeaster. Bachelorettes, Sunset Tours & more!
Powerboats in Newport · 6 guests

35ft Downeaster. Bachelorettes, Sunset Tours & more!

5.0
$355/hour
Griffin Yachts RIB GY 390 in Newport
Powerboats in Newport · 6 guests

Griffin Yachts RIB GY 390 in Newport

4.9
$175/hour
Captained  22' Boston Whaler Boat! Get on the water today!
Powerboats in Newport · 6 guests

Captained 22' Boston Whaler Boat! Get on the water today!

New
$200/hour
34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island
Tours in Newport · 6 guests

34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

5.0
$200/hour
Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat
Sailing in Newport · 6 guests

Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Sailboat

5.0
$195/hour
Explore Newport Harbor on a Luxurious Beneteau Sense 55 Sailboat
Sailing in Newport · 6 guests

Explore Newport Harbor on a Luxurious Beneteau Sense 55 Sailboat

5.0
$400/hour
36' Classic Carolina Classic Boat Rental In Newport, Rhode Island
Powerboats in Newport · 28 guests

36' Classic Carolina Classic Boat Rental In Newport, Rhode Island

4.8
$518/hour
63' Catamaran - Newport, RI - Luxury sailing for large groups!
Sailing in Newport · 40 guests

63' Catamaran - Newport, RI - Luxury sailing for large groups!

5.0
$833/hour
Ocean Oasis: Newport's 51ft Party Yacht for Unforgettable Coastal Soirées!
Events in Newport · 20 guests

Ocean Oasis: Newport's 51ft Party Yacht for Unforgettable Coastal Soirées!

5.0
$750/hour
Luxury Sailing Catamaran for up to 12
Sailing in Newport · 12 guests

Luxury Sailing Catamaran for up to 12

5.0
Snoozed - Active 02 Nov 2026
Luxurious 93ft Riva serving from Newport to Sag Harbor
Events in Newport · 12 guests

Luxurious 93ft Riva serving from Newport to Sag Harbor

New
$3,000/hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour

Westport Reviews

  1. AP

    Abby

    34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

    We had so much fun with Charles for my friend’s bachelorette! The ride started really foggy but there was not a moment we felt worried about safety because Charles was more than capable. He was very attentive but also let us do our own thing. He drove us around the sites and then brought us to a great swimming area. Had everything we could need (water, cooler, towels), always offered to get us anything and was great to chat with. Many of us are planning to use him when we bring our families to Newport next.

  2. JR

    James

    43' Sailboat, Bristol RI & Beyond

    Captain Francis is very personable, and a great host on the water. He has taken very good care of his yacht, which is comfortable, ample in space and comfort, and everything operates as expected. He has a warm and laid-back demeanor, which makes for a very nice chemistry while sailing. Overall an A+.

  3. Robyn

    Robyn

    34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

    Charles was FABULOUS! Our bachelorette loved his boat and he was the highlight of the weekend. He gave us a lovely tour and then brought us to a great place to swim all while kindly offering to take photos and pass our beverages!

  4. QD

    Quinn

    Ocean Oasis: Newport's 51ft Party Yacht for Unforgettable Coastal Soirées!

    Our trip with captain Tom far exceeded our already high expectations. My 20 friends and I have been doing an annual trip to Newport every year for the last 6 years and our trip on the Mariner made this one the best one yet!

  5. Angela

    Angela

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    We had an amazing time on the Heron - the boat and its amenities were perfect for a large group. The crew provided great service and the itinerary and swimming off Jamestown was perfect for those of all ages. We highly recommend this experience!

  6. CL

    Cory

    35ft Downeaster. Bachelorettes, Sunset Tours & more!

    Lauren was awesome. Very accommodating to our family and very knowledgeable of the area. We had a blast and will certainly book with her again next time in the area.