Best Boat Rentals Near Winsted, CT

Labor Day Weekend Boat Rentals

Top Winsted Boat Rentals and Yacht Charters

Rent a Premier Marine pontoon in Brookfield, CT near me
$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 Monte cruiser in Brookfield, CT near me
$156+ /hour

Brookfield, CT

5.0 (7 bookings)

Where Summer Memories Are Made - Beautiful, Clean 26 Foot Cruiser

2 - 8 hours Captained
Up to 6 passengers
Rent a Whaly jon boat in Kingston, NY near me
$56+ /hour

Kingston, NY

5.0 (4 bookings)

2021 Whaly 455R

2 - 8 hours No captain
Up to 6 passengers
Rent a Crest Pontoons pontoon in Southwick, MA near me
$108+ /hour

Southwick, MA

5.0 (2 bookings)

The Freedom Cruiser

4 - 6 hours No captain
Up to 11 passengers
Rent a Downeaster downeast in Branford, CT near me
$163+ /hour

Branford, CT

Branford, CT Charter Fishing Boat

4 - 8 hours Captained
Up to 6 passengers
Rent a Sun Tracker by Tracker Marine pontoon in Suffield, CT near me
$138+ /hour

Suffield, CT

“Benny” 2023 Bennington Sx22

4 - 6 hours No captain
Up to 12 passengers
Rent a Maxum deck boat in Haddam, CT near me
$155+ /hour

Haddam, CT

Your Perfect Cruiser: Where River and Ocean Adventures Meet Comfort

2 - 8 hours Captained
Up to 6 passengers
Rent a BAYLINER cruiser in Chester, CT near me
$174+ /hour

Chester, CT

Sedan Bridge cruiser

2 - 8 hours Captained
Up to 6 passengers
Rent a MasterCraft Boats ski and wakeboard in Morris, CT near me
$250+ /hour

Morris, CT

5.0 (1 booking)

Watersports/ Boating fun, Lake Lillinonah, New Milford, CT

2 - 4 hours Captained
Up to 6 passengers
Rent a MasterCraft Boats ski and wakeboard in New Milford, CT near me
Icon $163+ /hour

New Milford, CT

5.0 (1 booking)

1999 Mastercraft Maristar

4 - 8 hours Captained
Up to 9 passengers
Rent a Tracker by Tracker Marine aluminum fishing in Hudson, NY near me
$73+ /hour

Hudson, NY

From Warren St to the Hudson River. Come Explore!

4 - 8 hours Captained
Up to 3 passengers
Rent a Bayliner bow rider in Southwick, MA near me
$125+ /hour

Southwick, MA

Maverick

4 - 6 hours No captain
Up to 7 passengers

Top boat rentals reviews in Winsted, CT

Verified full
303,454
Customers Reviews
4.95
Avg. Rating
  • 5/5 stars

    The Boat well maintained super clean most recommended

    Evelyn

    Aug 2025

  • Great swimming and fishing location! Great way to spend the day

    Kane

    Aug 2025

  • Sarra was awesome.

    Matt

    Aug 2025

  • Great boat on a very beautiful lake. Water was perfect and Sarra was a pleasure to work with.

    Jacob

    Jul 2025
  • 5/5 stars

    We had a great time on the boat! We had a group of 4 and fit extremely comfortably.

    Andrew

    Jul 2025
  • 5/5 stars

    Katy

    Jul 2025

  • Sarra was incredible! So helpful! Everything was perfect and accessible! Can’t wait to do it again!

    sophia

    Jun 2025

  • Exceptional customer service and care!

    Jeremy

    Sep 2024

  • Had a great time on the boat. Sarra was very responsive and professional. Would definitely recommend!!

    Joe

    Aug 2024

  • Lauren

    Aug 2024

  • We have a PERFECT day out on Candlewood thanks to Sarra and Frank! They were super communicative and gave us great...

    Sarah

    Aug 2024

  • Sarra was wonderful to deal with! She is a very clear and responsive communicator. It was clear that she genuinely...

    Noah

    Jul 2024

How to rent a boat in Winsted?

1

Find the perfect boat

Enter your desired location and date to explore our fleet of boats.

2

Select a captain

Choose to drive yourself or select a USCG licensed captain.

3

Book with ease

Connect with your boat owner and complete your booking online.

4

Set sail

Enjoy your day on the water with friends and family!


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.

Boating with Boatsetter

Get out on the water worry-free, knowing our insurance covers every boating trip

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.


Boat Rentals in Winsted, CT




Boat Owner with Boatsetter

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