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Connecticut, US Boat Rentals & Yacht Charters

Page 2 of 486 listings

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

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$275/hour
80ft Chris-Craft Yacht Charter in New York for 40 Guests
Events in Sag Harbor · 40 guests

80ft Chris-Craft Yacht Charter in New York for 40 Guests

New
Superowner
Best of 2026
$1,375+/hour
Instant Book
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
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
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
$160/hour
July Special 4 Hours $3200   53 ft. Luxury Yacht    Sag Harbor  East Hampton
Powerboats in Sag Harbor · 10 guests

July Special 4 Hours $3200 53 ft. Luxury Yacht Sag Harbor East Hampton

5.0
$800/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
110ft Horizon FD110 Luxury Yacht Charter Sag Harbor & Montauk, NY
Events in Sag Harbor · 12 guests

110ft Horizon FD110 Luxury Yacht Charter Sag Harbor & Montauk, NY

New
Superowner
Best of 2026
$3,125/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
18' 2025 Small "Ken" Fun Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 12 guests

18' 2025 Small "Ken" Fun Boat Rental in Sag Harbor, New York

New
$545/hour
Robalo 207 Center Console for Rent in Norwalk
Powerboats in Norwalk · 6 guests

Robalo 207 Center Console for Rent in Norwalk

5.0
$200/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
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
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
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
Learn To Sail... 23' Pearson With Instructor In Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Learn To Sail... 23' Pearson With Instructor In Sag Harbor, New York

New
$249/hour
57’ 2023 Okean + 2 Seabobs in East Hampton, New York
Events in East Hampton · 12 guests

57’ 2023 Okean + 2 Seabobs in East Hampton, New York

New
$1,750/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
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
27' 2024 Sea Ray SDX Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

27' 2024 Sea Ray SDX Boat Rental in Sag Harbor, New York

New
$596/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
51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York
Events in East Hampton · 12 guests

51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York

New
$1,632+/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. CV

    Cheryl

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

    Rob and mellie were amazing, they made our boat excursion for a 40th bday extra special, with so many great touches. Mellie was so great helping with our theme and putting together food and drinks for us. She went above and beyond. Rob was great at communicating with me during the whole planning process and answered all my questions . We never felt rushed and they made sure we had good time , we will be booking again next summer , can't wait !!!!

  3. WB

    Wayne

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    I really appreciate how Captain Nina accommodated me last minute after I had a lesson scheduled at a sailing school. Saved my plans for the weekend. She did a great job adjusting the experience to my level, and keeping the whole time chill and conversational.

  4. GR

    Gillean

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    Nina was great, and the sail was so relaxing and peaceful. Not too many powerboats out like you see on so many other lakes, so it was smooth sailing all the way. I’d highly recommend a sail with Captain Nina on this lovely lake.

  5. JL

    Jaclyn

    Overspray in Old Saybrook | 37ft Silverton Yacht

    We had a beautiful day out on the CT river for my sister’s birthday! Pick up/drop off was incredibly easy, boat was in great condition, and the crew was very accommodating - would definitely recommend!

  6. HE

    Holly

    Charter 36ft Sloop In Westbrook, Connecticut

    Our first sailing experience was memorable and joyful thanks to Captain Joy! We enjoyed learning about the skills needed to interpret wind and water conditions and seeing the nesting snowy egrets:)