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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
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
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
Snoozed - Active 28 Jun 2026
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
Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht
Sailing in Newport · 6 guests

Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

5.0
$200/hour
Fun, Sun & Fast Best Luxury Day Yacht Newport
Events in Newport · 12 guests

Fun, Sun & Fast Best Luxury Day Yacht Newport

5.0
Snoozed - Active 16 Jul 2026
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 or Bareboat 22' Boston Whaler Boat! Get on the water today!
Powerboats in Newport · 6 guests

Captained or Bareboat 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' Endeavor Sailboat
Sailing in Newport · 6 guests

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

5.0
$300/hour
Explore Newport Harbor and Narragansett Bay Aboard Beneteau Sense 55 Sailboat
Sailing in Newport · 6 guests

Explore Newport Harbor and Narragansett Bay Aboard Beneteau Sense 55 Sailboat

New
$400/hour
Newport Boat Days are the Best Days!
Powerboats in Newport · 6 guests

Newport Boat Days are the Best Days!

New
$250/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
63' Catamaran - Newport, RI - Luxury sailing for large groups!
Sailing in Newport · 40 guests

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

New
$833/hour
Luxury Sailing Catamaran for up to 12
Sailing in Newport · 12 guests

Luxury Sailing Catamaran for up to 12

5.0
$350/hour
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. LF

    Lena

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

    Amazing trip! Eric was fantastic. He asked us what we wanted to do, and he took us to his favorite spots. We went swimming and jumped off rocks. He told us very interesting stories and was extremely friendly. He made the whole experience better. He made us feel like the boat was our own. Great time, amazing boat. I’d definitely book him again!

  2. 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.

  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. cC

    chris

    43' Sailboat, Bristol RI & Beyond

    This was an incredible sail. We had to cancel our initial trip due to very bad storms with 65 knot winds and flooding rains early in the season. We rebooked and had a fabulous, relaxing time. The Capt' is both entertaining and a wealth of information and just makes the entire experience what you would want.....sublime.

  5. AH

    Anne

    43' Sailboat, Bristol RI & Beyond

    Four of us had a great sail with Captain Francis. He struck the right balance between chatting with us and letting us talk amongst ourselves. We wanted to sail by a specific area and he graciously complied. I thought the value for the sailing experience was great. Highly recommend.

  6. BB

    Bryan

    43' Sailboat, Bristol RI & Beyond

    Table for Two and Captain Francis make for a great sail. We have sailed with him multiple times and will continue to do so yearly for our family sailing vacation. Safety, value, and his knowledge of sailing globally make it a great time and experience we return back to every year. I highly recommend his services.