Find the best boat rentals in Connecticut

Name: Sailing JOURNEY on the sound!
Rating: 5.0

Labor Day Weekend Boat Rentals

Top Connecticut Boat Rentals and Yacht Charters

$150+ /hour

Shelter Island Heights, NY

5.0 (23 bookings)

Sailing JOURNEY on the sound!

2 - 8 hours Captained

Up to 6 passengers

$1,250+ /hour

Sag Harbor, NY

5.0 (10 bookings)

Brand New and Beautiful 2023 61' Sirena Flybridge Yacht

3 - 8 hours Captained

Up to 12 passengers

$423+ /hour

Greenport, NY

5.0 (4 bookings)

42 Foot Tiara Yacht for private cruises

2 - 8 hours Captained

Up to 6 passengers

$100+ /hour

Brookfield, CT

5.0 (53 bookings)

LIVE THE DREAM ON THE LUV BOAT 🛥️ ☀️

4 - 8 hours No captain

Up to 9 passengers

Rent a CHAPARRAL BOATS ski and wakeboard in Greenport, NY near me

$450+ /hour

Greenport, NY

2023 Chaparral 26 Surf

3 - 8 hours Captained

Up to 6 passengers

$100+ /hour

New Suffolk, NY

5.0 (32 bookings)

Key West 203 Dual Console Boat 8 People North and South Fork Pickup

4 - 8 hours Captain optional

Up to 8 passengers

$238+ /hour

Stamford, CT

5.0 (34 bookings)

2022 30ft Pontoon w/ Slide

2 - 8 hours Captained

Up to 10 passengers

$219+ /hour

Southold, NY

Your Perfect Day on the Water Scout 245 Dorado: Built for Fun

2 - 8 hours Captained

Up to 6 passengers

$94+ /hour

Bridgeport, CT

5.0 (9 bookings)

Robalo R180 in Bridgeport - Hang out or fish!

3 - 8 hours No captain

Up to 8 passengers

$331+ /hour

Greenport, NY

Sail on "Surprise", a beautiful and comfortable 50' wooden ketch

2 - 8 hours Captained

Up to 6 passengers

Rent a Chris Craft express cruiser in Norwalk, CT near me

$325+ /hour

Norwalk, CT

5.0 (6 bookings)

Luxury Cruising - Lets go boating in Norwalk, Rowayton, Westport!

2 - 8 hours Captained

Up to 6 passengers

$780+ /hour

Sag Harbor, NY

5.0 (5 bookings)

Luxury Hinckley Picnic Boat for Special Occasions or Casual Outings

2 - 8 hours Captained

Up to 6 passengers

Rent a Beneteau USA cruiser in Montauk, NY near me

$1,188+ /hour

Montauk, NY

5.0 (20 bookings)

Gran Turismo Sag Harbor/Gurneys Montauk Yacht Club

2 - 8 hours Captained

Up to 6 passengers

$253+ /hour

Southold, NY

31 Whaler Conquest

4 - 8 hours Captained

Up to 12 passengers

$1,619+ /hour

East Hampton, NY

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

3 - 8 hours Captained

Up to 13 passengers

$184+ /hour

Stamford, CT

5.0 (10 bookings)

HUNTER LEGEND 35 SAILBOAT CRUISER MOTORSAILER

2 - 8 hours Captained

Up to 6 passengers

$1,650+ /hour

Sag Harbor, NY

PREMIUM LISTING: Brand New Riva 76 Bahamas

4 - 8 hours Captain optional

Up to 12 passengers

$359+ /hour

Sag Harbor, NY

Sailing Charter – Explore the Hamptons from Sag Harbor

4 - 8 hours Captained

Up to 6 passengers

Top boat rentals, Connecticut, United States reviews in Connecticut

303,454

Customers Reviews

4.95

Avg. Rating

5/5 stars

Luxury Hinckley...

Esther R.

Sep 2025
5/5 stars

Luxury Cruising -...

Amazing boat and captain was awesome. Definitely doing it again.

Fernanda

Sep 2025
5/5 stars

Sailing JOURNEY...

The boat is in great condition, in a great location and it sail very well. Highly recommended!

Andrea

Sep 2025
5/5 stars

Key West 203 Dual...

Shawn and his family were terrific to rent from. The boat was perfect - not too big not too small- just right for our...

David

Aug 2025
5/5 stars

Robalo R180 in...

Mark

Aug 2025
5/5 stars

Key West 203 Dual...

Easy communication, boat was in great condition. Would highly recommend.

Will

Aug 2025
5/5 stars

2022 30ft Pontoon...

Paul

Aug 2025
5/5 stars

LIVE THE DREAM ON...

Sarra was awesome.

Matt

Aug 2025
5/5 stars

Key West 203 Dual...

Another great day on the bay thanks to Shawn and his son! We always have the best day of summer on their boat! Thank...

Stacey

Jul 2025
5/5 stars

Robalo R180 in...

Awesome boat! Great time out on the water. Joseph made the experience easy.

Mike

Jul 2025
5/5 stars

42 Foot Tiara...

I booked this for my husband and his friends, and they said that they had a great time! This was my first booking via...

Brittny

Jul 2025
5/5 stars

2022 30ft Pontoon...

Ted

Jul 2025

How to rent a boat, Connecticut, United States in Connecticut?

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Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

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Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

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Got questions?

Frequently asked questions

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.