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Browse Connecticut Boat Rentals.

Page 2 of 488 listings

Brand New 50' Pardo Motor Yacht in The Hamptons
Events in Montauk · 12 guests

Brand New 50' Pardo Motor Yacht in The Hamptons

New
$940+/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
37ft Van Dutch " Blanco " on NEW YORK!!
Events in Montauk · 8 guests

37ft Van Dutch " Blanco " on NEW YORK!!

New
Superowner
Best of 2025
$190/hour
29' 2023 Sea Ray SDX Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 12 guests

29' 2023 Sea Ray SDX Boat Rental in Sag Harbor, New York

New
$743/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
Instant Book
50ft Beneteau Motor Yacht in Sag Harbour/Montauk!!
Events in Sag Harbor · 6 guests

50ft Beneteau Motor Yacht in Sag Harbour/Montauk!!

New
Superowner
Best of 2025
$1,750/hour
Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets
Sailing in Sag Harbor · 41 guests

Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

5.0
$1,100+/hour
68 Galeon - Sexy looks, great for entertaining, with innovative outside spaces
Powerboats in Sag Harbor · 12 guests

68 Galeon - Sexy looks, great for entertaining, with innovative outside spaces

5.0
$1,300+/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
110FT HORIZON MEGA YACHT IN SAG HARBOUR/MONTAUK!
Events in Sag Harbor · 12 guests

110FT HORIZON MEGA YACHT IN SAG HARBOUR/MONTAUK!

New
Superowner
Best of 2025
$3,125/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
Instant Book
Sail the glamorous Hamptons in a 58ft Catana luxury catamaran
Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New
$1,000/hour
Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury
Events in Sag Harbor · 6 guests

Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury

5.0
$800/hour
53 ft. Luxury yacht for Day Charters on the East End of Long Island
Events in Sag Harbor · 10 guests

53 ft. Luxury yacht for Day Charters on the East End of Long Island

New
$995/hour
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$250/hour
Instant Book
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
Sail on a classy and fast Sailing Yacht in the Hamptons, New York
Sailing in East Hampton · 6 guests

Sail on a classy and fast Sailing Yacht in the Hamptons, New York

5.0
$300+/hour
Ride the Waves in Style with our 26ft Chaparral Surf Boat
Powerboats in Greenport West · 6 guests

Ride the Waves in Style with our 26ft Chaparral Surf Boat

New
$500+/hour
43' 2021 Pardo + Seabob Yacht Charter in Sag Harbor, New York
Events in Sag Harbor · 12 guests

43' 2021 Pardo + Seabob Yacht Charter in Sag Harbor, New York

New
$1,482/hour
29' 2021 Yacht Hampton Escape Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

29' 2021 Yacht Hampton Escape Boat Rental in Sag Harbor, New York

New
$743/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
 18' 2025 Small Fun Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 12 guests

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

New
$545/hour
29' 2025 Axopar Sun Top Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

29' 2025 Axopar Sun Top Boat Rental in Sag Harbor, New York

New
$800/hour
Seaworthy 45ft Riva Motor Yacht in Sag Harbor
Events in Sag Harbor · 10 guests

Seaworthy 45ft Riva Motor Yacht in Sag Harbor

New
Superowner
Best of 2025
$1,725/hour

Top Destinations Nearby

Connecticut Reviews

  1. 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.

  2. Mayuri

    Mayuri

    Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

    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!

  3. jn

    justin

    Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury

    These guys are total pro’s, super attentive, great to spend the day with and thought of everything before we could even ask. Absolutely gorgeous boat. Toby is super responsive via text and calls. He has a ton of local knowledge and will help craft the perfect day on the water. We cruised around shelter, out to orient for lunch, back to shelter and then back to Sag Harbor. Perfect day on a gorgeous boat with great people. Many thanks.

  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. ML

    Margaux

    Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

    We had such a fabulous time on this beautiful boat. Our captain, JM, and the crew Liz and Andrew were so friendly and attentive and amazing with all the kids we had. It was a wonderful afternoon and we can’t wait to do it again!

  6. Susan

    Susan

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

    We had a thoroughly enjoyable experience, far above and beyond our expectations! Shan was not only a pleasure to be with but a knowledgeable, kind and patient water skier instructor and captain!