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Westerly, Rhode Island Boat Rentals

Page 1 of 124 listings

Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$200+/hour
36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island
Sailing in Stonington · 6 guests

36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island

New
$220+/hour
Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0
$240+/hour
Enjoy Fishing in Narragansett, Rhode Island with Captain Scott
Fishing in Narragansett · 6 guests

Enjoy Fishing in Narragansett, Rhode Island with Captain Scott

5.0
$119+/hour
36ft Sportfisherman Boat Charter in Point Judith, Rhode Island
Powerboats in Narragansett · 6 guests

36ft Sportfisherman Boat Charter in Point Judith, Rhode Island

New
$960/day
Your Own Boat to Sail on Block Island! Low cost - sailing should be for all!
Sailing in New Shoreham · 2 guests

Your Own Boat to Sail on Block Island! Low cost - sailing should be for all!

New
$50/hour
Instant Book
80' Roscioli Luxury Offshore Fishing & Yacht Charters in Montauk & The Hamptons
Fishing in Montauk · 12 guests

80' Roscioli Luxury Offshore Fishing & Yacht Charters in Montauk & The Hamptons

New
$1,725/hour
37ft Van Dutch " Blanco " on NEW YORK!!
Events in Montauk · 8 guests

37ft Van Dutch " Blanco " on NEW YORK!!

New
Superowner
Best of 2025
$190/hour
💎 VIP Experience: Sanlorenzo 96SX + SeaBob - NY
Events in Montauk · 12 guests

💎 VIP Experience: Sanlorenzo 96SX + SeaBob - NY

New
$2,313+/hour
36' 2021 Aquila Catamaran + Seabob Boat Rental in Montauk, New York
Powerboats in Montauk · 12 guests

36' 2021 Aquila Catamaran + Seabob Boat Rental in Montauk, New York

New
$1,247/hour
Beautiful 88' Ferretti serving NY, Hamptons and New England
Events in Montauk · 12 guests

Beautiful 88' Ferretti serving NY, Hamptons and New England

New
$3,125+/hour
Gorgeous Italian Yacht: Ferrari of the Sea
Events in Montauk · 6 guests

Gorgeous Italian Yacht: Ferrari of the Sea

New
$599/hour
Brand New 50' Pardo Motor Yacht in The Hamptons
Events in Montauk · 12 guests

Brand New 50' Pardo Motor Yacht in The Hamptons

New
$940+/hour
52’ Maxum FlyBridge Yacht - NY & NJ Pick up Available
Events in Montauk · 12 guests

52’ Maxum FlyBridge Yacht - NY & NJ Pick up Available

5.0
$350+/hour
Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey
Sailing in Jamestown · 6 guests

Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey

New
$350/hour
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
Sailing in Newport · 6 guests

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

5.0
Best of 2025
$180/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
$225/hour
Rent this Bertram Boat in Newport, RI
Powerboats in Newport · 6 guests

Rent this Bertram Boat in Newport, RI

4.8
$300/hour
36' Hinckley Motor Yacht Around Chatham, MA
Events in Newport · 6 guests

36' Hinckley Motor Yacht Around Chatham, MA

5.0
$800+/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
Instant Book
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
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
Instant Book
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

Westerly Reviews

  1. GM

    Gwen

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    Kenneth and his boat exceeded all expectations and we had a fabulous day. He was very engaging and informative, and made our day alternating between sailing and listening to music in front of the folk fest an amazing experience. He even anchored us right up next to the stage with expertly navigating between a ton of other boats. Can’t wait for next year and highly recommend.

  2. WI

    Whitney

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    Capt Ken was fantastic - highly recommended for small groups especially with kids. Ken was super communicative leading up to the trip, and provided a custom experience (finding a good spot to swim), he even let the kids steer the boat. The Mariah is a beautiful vessel with comfortable seating as well as roomy and shady as needed. I would book with Ken again no questions. Thank you, Ken!!

  3. DS

    Danielle

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    From start to finish, Kenneth was incredibly friendly and engaging, making the entire experience unforgettable. He truly made us feel like part of the sailing adventure, sharing his knowledge and ensuring we had the best time possible. I would rate this experience a 10 out of 10 and would gladly book with him again next time we're in town. Highly recommend!

  4. CS

    Courtney

    52’ Maxum FlyBridge Yacht - NY & NJ Pick up Available

    Glenn and his crew are truly amazing hosts. The trip was everything we wanted and more. Leading up to the trip, Glenn was super responsive, accommodating, and flexible when I needed to change the date and time of the booking. The day of, they took us on a beautiful ride, including a wonderful swimming excursion with floats. It was everything I wanted for my birthday and I would definitely book with Glenn again!

  5. ST

    Samantha

    Custom Sailing Charter - Newport/ Block Island

    We really enjoyed our sail with Candace, Stephanie and Matt - and we can't forget Eddie Spaghetti the daschaund! They told us a lot about the history of the area and made sure we were comfortable and well-taken care of on this sail. Many thanks to Stephanie too for the wonderful photos on the trip.

  6. CG

    Christine

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    We had a perfect afternoon with Perron. Highly recommend!