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Browse Connecticut Boat Rentals.

Page 4 of 492 listings

💎 VIP Experience - Princess S65 Rental in Sag Harbor, New York
Events in Sag Harbor · 12 guests

💎 VIP Experience - Princess S65 Rental in Sag Harbor, New York

New
$1,688+/hour
Beautiful 61 Sirena ready for Sag Harbor NY and Hamptons day charters
Events in Sag Harbor · 12 guests

Beautiful 61 Sirena ready for Sag Harbor NY and Hamptons day charters

New
$1,563+/hour
52 Vanquish for your Sag Harbor or Hamptons Adventure
Events in Sag Harbor · 12 guests

52 Vanquish for your Sag Harbor or Hamptons Adventure

New
$1,550+/hour
85 Pacific Mariner-Serving Luxury to Connecticut and Eastern Long Island
Events in Old Saybrook · 12 guests

85 Pacific Mariner-Serving Luxury to Connecticut and Eastern Long Island

New
$2,250+/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
$200/hour
Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
106ft. FULLY LOADED Super Yacht (Jacuzzi, 2x Jet ski, Tender w/ Wakeboard, skis)
Events in Sag Harbor · 12 guests

106ft. FULLY LOADED Super Yacht (Jacuzzi, 2x Jet ski, Tender w/ Wakeboard, skis)

New
$1,750/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
Gorgeous Italian Yacht: Ferrari of the Sea
Events in Montauk · 6 guests

Gorgeous Italian Yacht: Ferrari of the Sea

New
$599/hour
80' Roscioli Luxury Offshore Fishing & Yacht Charters in Montauk & The Hamptons
Fishing in Montauk · 12 guests

80' Roscioli Luxury Offshore Fishing & Yacht Charters in Montauk & The Hamptons

New
$1,725/hour
Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.
Events in Norwalk · 6 guests

Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.

New
$265+/hour
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
$1,200/hour
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262/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
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
Classic Motor Yacht in Hampton's, Long Island
Powerboats in Sag Harbor · 12 guests

Classic Motor Yacht in Hampton's, Long Island

5.0
Snoozed - Active 02 Dec 2025
Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0
Snoozed - Active 02 Jun 2026
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
Snoozed - Active 17 Jun 2026
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

Connecticut Reviews

  1. JR

    Jai

    Sail to Fishers Island on a fast and classy 35' Sailboat

    We had a wonderful experience and found Captain Eric to be an excellent sailor and gracious host. He is extremely friendly, relaxed and a great conversationalist who has many stories to tell about the Thimble Islands and other topics. We had a large party with a two year old child and Captain Eric made us all comfortable and provided us with a perfect trip.

  2. Lauri

    Lauri

    Sail to Fishers Island on a fast and classy 35' Sailboat

    CaptIn Eric provided an amazing experience for my family. Not only did he display his professional sailing skills but he accommodated time for dining and swimming and the thrill of being under sail on a beautiful sunny and windy day. We've already shared our great experience with friends and family and hope to join them for another trip on Erics Nomade.

  3. NC

    Nathalie

    Sail to Fishers Island on a fast and classy 35' Sailboat

    Eric was a gracious host. His boat was divine and equipped with everything we needed. He sailed us around the Thimble Islands where we swam and took in the glorious surroundings. A perfect way to spend your 50th birthday. Merci beaucoup, Eric!

  4. CD

    Carolyn

    Sail to Fishers Island on a fast and classy 35' Sailboat

    Had a wonderful time with Captain Eric on Nomade even though the wind seemed to be missing that day. He made sure all of us felt included in the sailing experience and we all left the boat in a happy mood. Thanks, Eric.

  5. NF

    Noa

    Sail to Fishers Island on a fast and classy 35' Sailboat

    Eric was very reliable and made the day wonderful. The sail boat was beautiful and accommodated all our needs. Captain Eric catered the sail to what we wanted making it an unforgettable sailing trip.

  6. VS

    Victor

    Sail to Fishers Island on a fast and classy 35' Sailboat

    Eric and Sylvia are a great team. Been sailing for years. Boat is well kept and comfortable. Thimber islands are great area to sail around and just relax in the widest part of the Sound.