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Browse Connecticut Boat Rentals.

Page 4 of 491 listings

26' 2023 Mastercraft-Watersports Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 12 guests

26' 2023 Mastercraft-Watersports Boat Rental in Sag Harbor, New York

New
$743/hour
62' Pershing + 2 Seabobs Yacht Charter in Sag Harbor, New York
Events in Sag Harbor · 12 guests

62' Pershing + 2 Seabobs Yacht Charter in Sag Harbor, New York

New
$2,384/hour
57' 2023 Okean + 1 Seabob Yacht Charter in Sag Harbor, New York
Events in Sag Harbor · 12 guests

57' 2023 Okean + 1 Seabob Yacht Charter in Sag Harbor, New York

New
$1,830/hour
Enjoy Sunsets Cruises & Lighthouses on our 33ft Sundance Charter relax, & enjoy.
Events in Norwalk · 6 guests

Enjoy Sunsets Cruises & Lighthouses on our 33ft Sundance Charter relax, & enjoy.

New
$265+/hour
Vintage Yachting Lifestyle in the Hamptons NY
Events in Sag Harbor · 12 guests

Vintage Yachting Lifestyle in the Hamptons NY

5.0
$1,000+/hour
42' Catalina Sailing Yacht in the Hamptons - 3 Hours
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 3 Hours

New
$350/hour
Enjoy a day trip, NYC sightseeing, or an evening dinner cruise!
Events in Greenwich · 6 guests

Enjoy a day trip, NYC sightseeing, or an evening dinner cruise!

New
$250+/hour
Rent a Celebrity Cruiser with Captain included in price
Water Sports in New Haven · 9 guests

Rent a Celebrity Cruiser with Captain included in price

New
$125/person
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262/hour
Overspray in Old Saybrook
Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook

New
$300/hour
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
$129/hour
Beautiful Bow-Rider crossover
Powerboats in East Hampton · 6 guests

Beautiful Bow-Rider crossover

New
$1,000/hour
Swim, cruise, sightsee, & TUBING! Dogs welcome! Lake Lillinonah, New Milford
Powerboats in New Milford · 12 guests

Swim, cruise, sightsee, & TUBING! Dogs welcome! Lake Lillinonah, New Milford

New
$215/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
Hobie One 12 ft Sailboat for rent in Sag Harbor
Sailing in Sag Harbor · 3 guests

Hobie One 12 ft Sailboat for rent in Sag Harbor

New
$99/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
Custom Boating Adventure in Stamford, Connecticut.
Powerboats in Stamford · 5 guests

Custom Boating Adventure in Stamford, Connecticut.

5.0
Snoozed - Active 10 Aug 2025
44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut
Events in Connecticut · 12 guests

44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut

5.0
Snoozed - Active 02 Jan 2025

Connecticut Reviews

  1. 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.

  2. 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

  3. 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!

  4. 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.

  5. PO

    Patrick

    Custom Boating Adventure in Stamford, Connecticut.

    I recently had the pleasure of booking a trip with Harbor Point Boat Charters and Alex, and I must say it was an absolutely phenomenal experience from start to finish. Our journey from Harbor Point, CT to Oyster Bay, NY, followed by a refreshing swim at an island in Stamford, exceeded all expectations. First and foremost, Alex's expertise and professionalism were unmatched. From the moment we stepped on board, he made us feel completely at ease with his calm and friendly demeanor. His extensive knowledge of the local waters, combined with his superb navigational skills, instilled a sense of confidence and trust in our journey. The boat itself was immaculate and well-maintained, providing a comfortable and luxurious setting for our adventure. It was evident that Alex takes great pride in offering his guests a truly first-class experience. The journey from Harbor Point to Oyster Bay was breathtaking. Alex expertly maneuvered the boat, allowing us to take in the stunning coastal scenery along the way. The highlight of our trip was undoubtedly the swim at the island in Stamford. Alex expertly guided us to the perfect spot. Safety was a top priority throughout, and Alex ensured that we had all the necessary equipment and information to enjoy the swim safely. Overall, our experience with Captain Alex and Harbor Point Boat Charters was nothing short of exceptional. From his unwavering professionalism to his personalized service and attention to detail, Captain Alex went above and beyond to create an unforgettable journey for us. If you're looking for a top-notch boating experience with an exceptional captain, I wholeheartedly recommend Harbor Point Boat Charters and Alex. I cannot wait to book another trip with him in the future!

  6. KS

    Krista

    Custom Boating Adventure in Stamford, Connecticut.

    Alex was amazing. He made sure the trip was perfect! He was very friendly and so determined to make sure my husband caught a fish even though we were not fishing at an ideal time of day. He was extremally patinate and sweet with our young child. I highly recommend his charter and will definitely book again.