Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Browse Stamford Boat Rentals

Page 1 of 17 listings

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Tours in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

4.9
Superowner
Best of 2025
$225+/hour
24ft Cobia: Center Console Versatility- Captain Optional! 3000+ Charters
Powerboats in Stamford · 8 guests

24ft Cobia: Center Console Versatility- Captain Optional! 3000+ Charters

5.0
$200/hour
Cruisers 420 Express Cruiser Rental in Long Island Sound
Events in Greenwich · 6 guests

Cruisers 420 Express Cruiser Rental in Long Island Sound

4.8
$425+/hour
32' Luxurious Yacht Certified Express Cruiser
Events in Stamford · 8 guests

32' Luxurious Yacht Certified Express Cruiser

5.0
$300/hour
30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips
Powerboats in Stamford · 10 guests

30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips

5.0
$300/hour
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262/hour
Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console
Powerboats in Stamford · 6 guests

Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console

New
Snoozed - Active 25 Nov 2025

Stamford Reviews

  1. MP

    Merritt

    Cruisers 420 Express Cruiser Rental in Long Island Sound

    Captain Dirk and his boat made our Fourth of July one to remember! From the moment we stepped on board, Dirk was the picture of professionalism—warm, respectful, and incredibly knowledgeable. I’m 39 weeks pregnant and felt completely safe and cared for the entire time. The boat itself was pristine, spacious, and so comfortable—perfect for taking in the fireworks in style. Dirk went above and beyond to make sure everyone had a great time. Truly one of the best boating experiences I’ve ever had. Can’t recommend him enough!

  2. MJ

    Marc and

    Cruisers 420 Express Cruiser Rental in Long Island Sound

    Captain Dirk is by far the best Captain around! He was extremely flexible and polite. Family and kid friendly. He invited my kids to learn about the boat, pointed out the sites around and made us feel like we were "apart of his crew." His boat was immaculate, very well taken care of. To date, he is the only Captain I've charted with who wore the full captains uniform. I was highly impressed and would recommend and use him again in the future! THANK YOU CAPTAIN DIRK! My family had a fabulous time!

  3. Helen

    Helen

    32' Luxurious Yacht Certified Express Cruiser

    Joseph’s boat was incredibly clean and comfortable, and Joseph was super responsive and accommodating the entire time leading up to our trip. We had a great time swimming at Peanut Island and cruising along the Intercoastal. Would highly recommend to anyone!

  4. BV

    Betsy

    30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips

    Excellent experience, and this was my first time using this service to rent a boat. Luke was very helpful in coordinating everything and even in watching the weather. Chip was our captain and he was super knowledgeable and accommodating to my family. We enjoyed our time on the pontoon, felt very safe going down the slide, and we had so much fun! Will book again soon!

  5. HK

    Hashveen

    32' Luxurious Yacht Certified Express Cruiser

    Captain Joseph was so nice answering all our questions and making this a smooth process. We booked it for all the Dads for Father’s Day and they had the best time with Captain Bobby on board. Thank you for making it an unforgettable experience

  6. AG

    Avirat

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    Marco communicated clearly about the parking and dock to get to the boat. We left on time and he explained us about the boat, sails and we put up the front sail up together. It was amazing watching the sunset on the boat. 10/10 would recommend