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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

5.0
$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
Snoozed - Active 02 Jun 2026
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
💎 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
Gorgeous Italian Yacht: Ferrari of the Sea
Events in Montauk · 6 guests

Gorgeous Italian Yacht: Ferrari of the Sea

New
$599/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
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
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
Newport Private Day Sail onboard 28' Sabre Yacht Serenity
Sailing in Newport · 4 guests

Newport Private Day Sail onboard 28' Sabre Yacht Serenity

New
$150/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
Explore Narragansett Bay starting in Beautiful E. Greenwich, RI on this 40' MY
Events in East Greenwich · 6 guests

Explore Narragansett Bay starting in Beautiful E. Greenwich, RI on this 40' MY

5.0
$400/hour
Newport Boat Days are the Best Days!
Powerboats in Newport · 6 guests

Newport Boat Days are the Best Days!

New
$250/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

Westerly Reviews

  1. BA

    Bridget

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

    Our sail with Captain Perrin was an absolute dream. We were lucky enough to have gorgeous weather for our sunset sail and Perrin could not have been more accommodating. Our bachelorette party of five loved his historic tidbits and great vibes. Would definitely book again when back in the area!

  2. GS

    Gabrielle

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

    Charles was incredibly accommodating and fun for our group of 6. He was knowledgeable about Newport and shared a lot of history and information with us during the day. He made it extra special by finding opportunities for us to swim and try the local ice cream. we enjoyed his company and beautiful boat and would book with him again in a heart beat!

  3. MH

    Melissa

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

    We had a great trip with Kenny - highly recommend. Very prompt, communicative, and clear in departure directions. We had a great sail with beautiful conditions and Kenny is personable and knowledgeable. Highly recommend for a great time on the water, we’ll definitely go sailing with him again next time!

  4. SC

    Steven

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

    This wasn’t just a sail—it was an adventure filled with stories, laughter, and the kind of peaceful moments you only find out on the water. I can’t recommend Kenneth highly enough if you’re looking for a memorable and truly enjoyable sailing experience. Highly recommend! 🚤⛵️

  5. VS

    Vicky

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    We had a great day out exploring the bay with Captain Tony. It was a wonderful sailboat experience, that included a swim in a quiet cove and tour of notable homes on the coast. The ride come with a free lesson on the History of Newport, if you would like one. We look forward to seeing the Captain again soon!

  6. KF

    Karly

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

    We booked a 2 hour boat trip to celebrate my parents retirement and Francisco was amazing! The boat was beautiful, clean and exactly as listed. He was an incredibly gracious host and took us on a lovely sail! Will definitely be back!