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Westbrook, Connecticut Boat Rentals

Page 1 of 124 listings

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

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
35' Viking Sport Yacht- Cruise the Sound, Sunsets, Celebrations. Nature Viewing
Events in Clinton · 6 guests

35' Viking Sport Yacht- Cruise the Sound, Sunsets, Celebrations. Nature Viewing

New
$200/hour
Instant Book
One More Drift Charters - Half Day/Full Day Charter Fishing out of Clinton, CT
Fishing in Clinton · 4 guests

One More Drift Charters - Half Day/Full Day Charter Fishing out of Clinton, CT

5.0
$140/hour
Instant Book
Luxury with No Limits - 43' Mystic Center Console
Powerboats in Old Saybrook · 13 guests

Luxury with No Limits - 43' Mystic Center Console

5.0
$800/hour
Overspray in Old Saybrook | 37ft Silverton Yacht
Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook | 37ft Silverton Yacht

New
$300/hour
Instant Book
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
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
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$250/hour
Instant Book
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
$225/hour
44' 2023 Solaris + 2 Seabobs Yacht Charter in Sag Harbor, New York
Events in Sag Harbor · 12 guests

44' 2023 Solaris + 2 Seabobs Yacht Charter in Sag Harbor, New York

New
$1,463/hour
 22’ 2025 Pink Fun Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

22’ 2025 Pink Fun Boat Rental in Sag Harbor, New York

New
$545/hour
26' 2023 Mastercraft-Watersports Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 12 guests

26' 2023 Mastercraft-Watersports Boat Rental in Sag Harbor, New York

New
$743/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
16' 2024 Fiat 500 Water Taxi/Tubing Car Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 3 guests

16' 2024 Fiat 500 Water Taxi/Tubing Car Boat Rental in Sag Harbor, New York

New
$604/hour
57' 2024 Okean + 2 Seabobs Yacht Charter in Sag Harbor, New York
Events in Sag Harbor · 12 guests

57' 2024 Okean + 2 Seabobs Yacht Charter in Sag Harbor, New York

New
$1,830/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' 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
 32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York
Events in Sag Harbor · 12 guests

32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York

5.0
$1,063/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
36' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York
Events in Sag Harbor · 12 guests

36' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York

New
$1,063/hour
40' 2025 Bellini Yacht + Seabob Yacht Rental in Sag Harbor, New York
Events in Sag Harbor · 12 guests

40' 2025 Bellini Yacht + Seabob Yacht Rental in Sag Harbor, New York

New
$1,200/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
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
27' 2025 Lilybaeum Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

27' 2025 Lilybaeum Boat Rental in Sag Harbor, New York

New
$650/hour

Westbrook Reviews

  1. Lizzie

    Lizzie

    32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York

    Great communication, everything went perfectly. Would rent again.

  2. 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.

  3. 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.

  4. 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!

  5. 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.

  6. 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.