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Westport, Massachusetts Boat Rentals

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

31ft Contender Center Console - Fishing Charter

5.0
$110/hour
Sail Away on Our Passion: Your 42-Foot Pearson for a Day or Weekend Adventure
Sailing in Dartmouth · 6 guests

Sail Away on Our Passion: Your 42-Foot Pearson for a Day or Weekend Adventure

New
$150/hour
Instant Book
Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht
Sailing in New Bedford · 6 guests

Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

5.0
$150/hour
Come onboard the 45ft Tiara Sovran Motor Yacht Charter Keep'N It Reel
Powerboats in Fairhaven · 10 guests

Come onboard the 45ft Tiara Sovran Motor Yacht Charter Keep'N It Reel

5.0
$399/hour
Sunset Sail Buzzards Bay in a Classic Sloop!
Sailing in Fairhaven · 4 guests

Sunset 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
$199/hour
Pro 24' RIB rental in Barrington
Powerboats in Newport · 6 guests

Pro 24' RIB rental in Barrington

5.0
$600/day
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
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 · 8 guests

Fun, Sun & Fast Best Luxury Day Yacht Newport

5.0
$250/hour
Charters Newport Rhode Island
Powerboats in Newport · 6 guests

Charters Newport Rhode Island

New
$250/hour
MOOSE- 35ft Downeaster. Bachelorettes, Sunset Tours & more!
Powerboats in Newport · 6 guests

MOOSE- 35ft Downeaster. Bachelorettes, Sunset Tours & more!

5.0
$355/hour
Pursuit 325 Dual Console - Family & Group Fun Luxury Boat
Events in Newport · 10 guests

Pursuit 325 Dual Console - Family & Group Fun Luxury Boat

New
Snoozed - Active 03 May 2025
Griffin Yachts RIB GY 390 in Newport
Powerboats in Newport · 6 guests

Griffin Yachts RIB GY 390 in Newport

4.9
$125/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
Oldport 26 Yacht Club Launch for charter in Newport RI
Powerboats in Newport · 14 guests

Oldport 26 Yacht Club Launch for charter in Newport RI

5.0
$285/hour
36' Classic Powerboat Rental In Newport, Rhode Island
Powerboats in Newport · 28 guests

36' Classic Powerboat Rental In Newport, Rhode Island

5.0
$470/hour
26' Brownell Powerboat for 14 people in Newport
Powerboats in Newport · 14 guests

26' Brownell Powerboat for 14 people in Newport

4.9
$285/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
$500/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
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$290/hour
36' Hinckley Motor Yacht Around Chatham, MA
Events in Newport · 6 guests

36' Hinckley Motor Yacht Around Chatham, MA

5.0
$800+/hour
Rent this Bertram Boat in Newport, RI
Powerboats in Newport · 6 guests

Rent this Bertram Boat in Newport, RI

4.8
$300/hour
32' Regulator Center Console for Daily or Hourly Charter in Newport
Powerboats in Newport · 6 guests

32' Regulator Center Console for Daily or Hourly Charter in Newport

5.0
$200/hour

Westport Reviews

  1. TI

    Tony

    Sunset Sail Buzzards Bay in a Classic Sloop!

    I recently had the pleasure of sailing with Captain Freddie on his boat for a surprise two-hour cruise with my girlfriend, and it was an unforgettable experience. From the moment we stepped aboard, we were treated to breathtaking views of Buzzard's Bay and a sense of tranquility that only the open water can offer. The scenic beauty of the surroundings was truly stunning, and we found ourselves captivated by the serene atmosphere that only a sailboat can provide. Freddie was an absolute delight and contributed significantly to the enjoyment of our trip. His friendly and attentive personality put us at ease, and his passion for sailing was evident throughout the journey. He told us all about his restoration of his boat and made sure we were comfortable and well taken care of. We knew nothing about sailing, and he explained all about how the sails work, answered my endless questions, and his expertise and seamanship were evident. We felt completely safe under his guidance. The overall experience was nothing short of magical. From the sunshine and fresh air to laughing and relaxing on the deck while Freddie told us all about the area and his tales of trips to Martha's Vineyard and beyond. I scored some serious romance points with my lady by booking this trip. I would 100% sail with Captain Freddie again without hesitation.

  2. Heiner

    Heiner

    43' Sailboat, Bristol RI & Beyond

    We had a wonderful time with Catian Francis :) He is a lot of fun and makes you feel at home on his yacht. Things wemt very smooth and we can highly recommend having a exceptional sailing experience with him. Heiner

  3. MS

    Megan

    Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

    A beautiful evening that far exceeded our expectations. Dave was a fantastic captain and host giving us a relaxing and memorable experience on our sunset cruise. Bottle of wine, lovely snacks and the boat was pristine. Don’t think twice about adding this to your itinerary for a spectacular evening.

  4. CT

    Casey

    Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

    We were absolutely blown away by the accommodations and hospitality of Dave. He let us come early, leave late, he had wine and champagne and a charcuterie board waiting for us, and he made us hot dogs on the grille. He took pictures of our bachelorette party for us the whole time like our own personal photographer and then sent them to us after. He was incredibly kind and fun and easy going and I would 10/10 recommend this experience to anyone thinking about it.

  5. ED

    Ellery

    Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

    I booked Dave’s boat for my sister’s bachelorette and it was nothing short of perfection. Dave was a wonderful captain who made sure we were safe and had a fantastic time. He even provided us with snacks and a variety of drinks including waters and gingerales. Would absolutely book again the next time I’m in Newport!

  6. Nina

    Nina

    Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

    What could we possibly say about Capt Dave that fully encompasses how amazing he made our little sunset trip?! First off, Dave was so kind and friendly and accommodating. He had beverages and snacks for us when we arrived at the boat and all throughout the boat ride he would make sure we had everything we needed. The boat was so clean and well taken care of and he had a focus on safety that we appreciated while still giving us the flexibility to have fun and walk around the boat! He was very knowledgeable about the area and was flexible with wherever we really wanted to explore!! We regularly charter boats through this app and others; I would say that Capt Dave was our favorite captain so far on any charter!! 10/10 would recommend booking with him!