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Group Size (2)

Browse Connecticut Boat Rentals.

5.0(Average of 182 reviews in this area)
Page 1 of 4 (73 listings)
Charter Sailboat Cruiser in Stamford, Connecticut
Sailing in Stamford · 7 guests

Charter Sailboat Cruiser in Stamford, Connecticut

5.0
Superowner
$180-$210hour
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
$130-$175hour
Swimming/Partying off area islands
Events in Norwalk · 12 guests

Swimming/Partying off area islands

4.7
$165hour
Custom Boating Adventure in Stamford, Connecticut.
Powerboats in Stamford · 5 guests

Custom Boating Adventure in Stamford, Connecticut.

5.0
$100hour
Sail from Norwalk, CT - $220/Hour - $37/Person
Sailing in Norwalk · 10 guests

Sail from Norwalk, CT - $220/Hour - $37/Person

4.6
Superowner
Best of 2023
$36person
42' Catalina Sailing Yacht in the Hamptons - 4 Hours
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 4 Hours

5.0
$325hour
A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups
Sailing in Sag Harbor · 25 guests

A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups

5.0
$600hour
Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York

5.0
$300hour
36' Aquila 2023 Power Catamaran + Seabob Rental in Montauk, New York
Powerboats in Montauk · 12 guests

36' Aquila 2023 Power Catamaran + Seabob Rental in Montauk, New York

New
$1,048hour
Tour Gold Coast of Connecticut, fishing, or have a boat party and swim
Powerboats in Westport · 12 guests

Tour Gold Coast of Connecticut, fishing, or have a boat party and swim

5.0
$165hour
Casa Sul Mare - Home on the sea
Events in Sag Harbor · 12 guests

Casa Sul Mare - Home on the sea

5.0
$1,250hour
Slide Pontoon on Candlewood Lake
Powerboats in New Fairfield · 12 guests

Slide Pontoon on Candlewood Lake

5.0
$100hour
Sea Doo RXPX260 affordable and fun machine in New Fairfield!
Water Sports in New Fairfield · 2 guests

Sea Doo RXPX260 affordable and fun machine in New Fairfield!

5.0
$150hour
SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor
Events in Sag Harbor · 6 guests

SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor

5.0
$700hour
43' Pardo 2021 Motor Yacht + Seabob in Shelter Island, New York
Events in Sag Harbor · 12 guests

43' Pardo 2021 Motor Yacht + Seabob in Shelter Island, New York

New
$1,248hour
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
$150person
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$145person
Robalo 207 Center Console for Rent in Norwalk
Powerboats in Norwalk · 6 guests

Robalo 207 Center Console for Rent in Norwalk

5.0
$150hour
Bertram 28 Flybridge CRUISER Yacht in Southport
Events in Fairfield · 6 guests

Bertram 28 Flybridge CRUISER Yacht in Southport

5.0
$200hour
Hunter 170 Sailboat with Honda motor in Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Hunter 170 Sailboat with Honda motor in Sag Harbor, New York

New
$129hour
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Events in Sag Harbor · 6 guests

36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

5.0
$300hour
Explore Sag Harbor on 32ft Defiant Monterey 328 SS Motor Yacht!
Events in Sag Harbor · 12 guests

Explore Sag Harbor on 32ft Defiant Monterey 328 SS Motor Yacht!

5.0
$500hour
42' Catalina Sailing Yacht in the Hamptons - 3 Hours
Events in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 3 Hours

New
$350hour

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Connecticut Reviews

  1. NS
    Nicholas
    Charter Sailboat Cruiser in Stamford, Connecticut

    Marco was a wonderful captain and we had a great time watching fireworks from Todd's Point on the water. He piloted the ship safely and got us "front row seats" for the show. He also was mindful of other boaters in the area and got us out before the show ended so we weren't stuck or in danger. This was a surprise for my partner and Marco made it so worth the wait to reveal that we were going on an adventure in this beautifully renovated, fully equipped and well maintained ship. Would do this trip over 100 times! I highly recommend Marco for anyone that wants a safe, comfortable, and truly special time on the water.

  2. BS
    Bonnie
    Charter Sailboat Cruiser in Stamford, Connecticut

    Marco is the perfect captain. Extremely knowledgeable about boats, navigates the waterways with great confidence, and truly loves what he does. The boat is very clean, maintained beautifully, and the day was perfect. I would definitely sail with Marco again. Great experience!

  3. CM
    Cynthia
    Swimming/Partying off area islands

    My party of 11 and I had a great time with Mark and his crew. He communicated promptly regarding weather conditions and what to expect on the boat. He was knowledgeable about the surrounding areas and the boat itself. This was a perfect experience to enjoy the water in CT for any special occasion or just a nice summer day with friends or family. We will definitely be returning to this charter !!

  4. JS
    Jillian
    Swimming/Partying off area islands

    Couldn’t ask for a better captain or boat! Mark was great. Extremely friendly, it was a beautiful boat, and it was very clean. We had a great time, and Mark was very knowledgeable on all of the small islands and locations we passed. I would highly recommend booking with him!

  5. 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

  6. 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!