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Browse Connecticut Boat Rentals.

Page 4 of 480 listings

Experience the Candlewood Lake in CT
Powerboats in Brookfield · 6 guests

Experience the Candlewood Lake in CT

New
$175/hour
Sail the glamorous Hamptons in a 58ft Catana luxury catamaran
Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New
$1,000/hour
40 Foot Tiara Motor Yacht Rental in Greenport, New York
Powerboats in Greenport · 6 guests

40 Foot Tiara Motor Yacht Rental in Greenport, New York

New
$600/hour
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
Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Lake Lillinonah
Events in New Milford · 6 guests

Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Lake Lillinonah

New
$260/hour
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
Snoozed - Active 01 Jul 2025
Custom Boating Adventure in Stamford, Connecticut.
Powerboats in Stamford · 5 guests

Custom Boating Adventure in Stamford, Connecticut.

5.0
Snoozed - Active 02 Aug 2025
Boston Whaler 230 Outrage - Enjoy some time on the Long Island Sound
Powerboats in Greenwich · 6 guests

Boston Whaler 230 Outrage - Enjoy some time on the Long Island Sound

5.0
Snoozed - Active 03 Oct 2025

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Connecticut Reviews

  1. MB

    Mark

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    Extraordinary experience on a comfortable and beautiful catamaran, with an excellent itinerary from Sag Harbor to Shelter Island for lunch and back. Captain Brian was super professional as was first Mate Erin in implementing and serving our extensive wines and hors d’oeuvres. The vibe of the team was fun, efficient but still chill. I highly recommend this as one of my best summer experiences and I’ve been in here my whole life and I’m in the hospitality business as a boutique hotel owner.

  2. SB

    Scott

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    What a day on the water! Our Group of 7 people had an awesome time Captain Brian & Erin. The Catamaran was huge! The sun deck and the interior were clean and full of amenities. The Sailing around Sag Harbor and Shelter Island was something that we will never forget.

  3. BL

    Brenda

    Custom Boating Adventure in Stamford, Connecticut.

    We had a beautiful sunset cruise with Alex on from Harbor Point Marina in Stamford. His directions to park and meet at the marina were spot on. The boat was clean and comfortable- perfect for 4 of us passengers. It was super calm water, so we were able to go to go to Greenwich Harbor as well. We will be back! Thank you for a great boat trip.

  4. KD

    Karl

    Custom Boating Adventure in Stamford, Connecticut.

    Alex, Thanks for such a good trip out, your full trip was full of fun and enjoyment with a super good boat. Thanks again for A friendly quality service and for providing all the fishing equipment that was needed including the bait. Your services we'll be used again and would recommend it to others for a great day out. The fish tasted great as well. Many Thanks

  5. ST

    Sooyun

    Custom Boating Adventure in Stamford, Connecticut.

    Alex was an awesome captain. We truly enjoyed our time on the ocean and the boat. Alex recommended a few routes, and we were able to see beautiful Greenwich seaside views and visited an island where we ate lunch and hung around in the water. My husband had lots of questions about boats and sailing and Alex was very knowledgeable and kind to teach us a lot of things. We brought fishing gear too and threw a few baits. Alex's boat has enough space for 5 people. The front seat area was unique, and you can really enjoy the horizontal view of the ocean and fresh wind in the front seat. Alex brought a cooler and water for us and everything was perfect and FUN! When I booked the boat, Alex reached out to me by text. It was very convenient to communicate with him and he was always available. He escorted us to the parking lot in the Yacht Club so parking was easy and very close. After the boating, we were able to sit down and have some drinks at the club seeing various boats which was an awesome experience too. I will definitely book his boat again!

  6. Dorothy

    Dorothy

    Custom Boating Adventure in Stamford, Connecticut.

    Alex was the perfect captain and helped us have a fantastic afternoon on the water. Just what we wanted - toured the coast, stopped at an island off Greenwich for a little exploring and a swim, and then great time water skiing. Alex‘s boat was the perfect size for four of us - powerful and comfortable. Alex is a great host - knowledgeable, fun and encouraging to our water skiing beginners. We will be back for another outing.