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Connecticut, US Boat Rentals & Yacht Charters

Page 2 of 598 listings

Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

5.0
$250/hour
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
$700/hour
Limited Availability
Slide Pontoon on Candlewood Lake
Powerboats in New Fairfield · 8 guests

Slide Pontoon on Candlewood Lake

5.0
$165+/hour
51ft Galeon: Get Ready for your next day on the water in the Hamptons, NY
Powerboats in Sag Harbor · 12 guests

51ft Galeon: Get Ready for your next day on the water in the Hamptons, NY

New
$1,562+/hour
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
Sea Ray 39ft Yacht Charter in Deep River.  A great day on the water !
Events in Clinton · 6 guests

Sea Ray 39ft Yacht Charter in Deep River. A great day on the water !

5.0
$175+/hour
61ft Sirena Flybridge Yacht For 12 In Sag Harbour/Montauk!!!
Events in Sag Harbor · 12 guests

61ft Sirena Flybridge Yacht For 12 In Sag Harbour/Montauk!!!

New
Superowner
Best of 2026
$1,469+/hour
Luxe 68' Galeon: 3 Staterooms, Bar and Water Toys serving South, FL
Powerboats in Sag Harbor · 12 guests

Luxe 68' Galeon: 3 Staterooms, Bar and Water Toys serving South, FL

5.0
$1,300+/hour
20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar
Powerboats in Connecticut · 7 guests

20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar

5.0
$140/hour
Experience New York Like Never Before — Aboard Our Stunning 76ft Riva Yacht
Events in Sag Harbor · 12 guests

Experience New York Like Never Before — Aboard Our Stunning 76ft Riva Yacht

New
Superowner
Best of 2026
$1,500/hour
Enjoy Fishing or Cruising on a Downeast-Style Boat
Fishing in Branford · 6 guests

Enjoy Fishing or Cruising on a Downeast-Style Boat

5.0
$190/hour
97ft Guy Couach Mega Yacht Charter in Montauk Harbor, New York
Events in Montauk · 12 guests

97ft Guy Couach Mega Yacht Charter in Montauk Harbor, New York

New
Superowner
Best of 2026
$1,875/hour
52' Santasevera The Ultimate 2026 Day Boat in Sag Harbor, New York
Events in Sag Harbor · 12 guests

52' Santasevera The Ultimate 2026 Day Boat in Sag Harbor, New York

New
$3,080/hour
22' 2025 Bayliner Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 8 guests

22' 2025 Bayliner Boat Rental in Sag Harbor, New York

New
$514/hour
80ft Pershing Yacht Charter in Montauk for Day Trips and Celebrations
Events in Montauk · 13 guests

80ft Pershing Yacht Charter in Montauk for Day Trips and Celebrations

New
Superowner
Best of 2026
$3,000/hour
Luxury 43 Pardo Motor Yacht Now Available in Montauk, New York
Events in Montauk · 13 guests

Luxury 43 Pardo Motor Yacht Now Available in Montauk, New York

New
$875+/hour
Experience the Nautique G23 Paragon Surf, Wakeboard, or Just Hang Out
Powerboats in New Milford · 8 guests

Experience the Nautique G23 Paragon Surf, Wakeboard, or Just Hang Out

5.0
$275+/hour
29' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

29' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York

New
$800/hour
Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach
Events in Bridgeport · 12 guests

Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach

New
$650/hour
Charter a 30' Classic Wooden Motor Boat in East Hampton, NY
Events in East Hampton · 6 guests

Charter a 30' Classic Wooden Motor Boat in East Hampton, NY

5.0
$388+/hour
Overspray in Old Saybrook | 37ft Silverton Yacht
Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook | 37ft Silverton Yacht

5.0
$400/hour
22' 2023 Bayliner Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 8 guests

22' 2023 Bayliner Boat Rental in Sag Harbor, New York

New
$514/hour
90ft Pershing Yacht in Hamptons with Captain Included, Sleeps 8
Events in Sag Harbor · 13 guests

90ft Pershing Yacht in Hamptons with Captain Included, Sleeps 8

New
Superowner
$2,888+/hour

Connecticut Reviews

  1. DK

    Dmitri

    Charter 36ft Sloop In Westbrook, Connecticut

    We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

  2. AB

    Alan

    Slide Pontoon on Candlewood Lake

    For those that don’t know Candlewood Lake. It is a great lake to boat in. We went to two different rope swings and a rock jump area. The boat we rented from Shannon was great. All ages of kids from high school and my seven-year-old all loved the slide which makes for extra fun when you’re just floating around. Shannon was easy to communicate with and we are a returning renter as we did the same last year

  3. Adrianne

    Adrianne

    Slide Pontoon on Candlewood Lake

    Shannon was very responsive and gave us easy instructions of getting to the meet up point. Our group had an amazing time out on the lake. I would definitely recommend booking through Shannon and her boat if a good, FUN and a relaxing time is what you're looking for.

  4. BM

    Brooke

    Slide Pontoon on Candlewood Lake

    Came from out of town not knowing anything about the area and feel so blessed to have come across Shannon’s listing. The boat is beautiful and Shannon was amazing. It was relaxing for me and so much fun for kids!! We’ll be repeat guests for sure !

  5. KG

    Keila

    Slide Pontoon on Candlewood Lake

    Shannon was a great captain/host. We had a wonderful experience, the boat was extremely clean, and the equipment was like new. She gave great suggestions and was very flexible with what we wanted to do. provided clear instructions to find her, gave us life jackets and floaters, and was very patient. Overall a great experience for my family, would definitely do it again.

  6. Mayuri

    Mayuri

    Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

    If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!