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New Fairfield, Connecticut Boat Rentals

24 listings
Tubing and Water Fun on Candlewood Lake
Powerboats in New Fairfield · 11 guests

Tubing and Water Fun on Candlewood Lake

New
$150hour
Slide Pontoon on Candlewood Lake
Powerboats in New Fairfield · 12 guests

Slide Pontoon on Candlewood Lake

5.0
$100hour
Sea Doo RXPX260 Affordable and Fun Machine in New Fairfield!
Water Sports in New Fairfield · 2 guests

Sea Doo RXPX260 Affordable and Fun Machine in New Fairfield!

5.0
$150hour
Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar
Powerboats in Connecticut · 7 guests

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

5.0
$120hour
Fun Day at the Lake Mahopac, New York with Sea Ray Boat for 6-7 person!
Powerboats in Mahopac · 7 guests

Fun Day at the Lake Mahopac, New York with Sea Ray Boat for 6-7 person!

New
$125hour
Swim, cruise, sightsee, & TUBING! Dogs welcome! Bantam Lake, Litchfield, CT w/ Captain
Powerboats in Litchfield · 6 guests

Swim, cruise, sightsee, & TUBING! Dogs welcome! Bantam Lake, Litchfield, CT w/ Captain

New
$195hour
Tour Gold Coast of Connecticut, fishing, or have a boat party and swim
Powerboats in Westport · 12 guests

Tour Gold Coast of Connecticut, fishing, or have a boat party and swim

5.0
$165hour
28' Bertram around islands in Norwalk
Events in Norwalk · 12 guests

28' Bertram around islands in Norwalk

4.7
$165hour
Spend sunset on Long Island sound | 28ft Bertram Sportfisher Yacht
Fishing in Fairfield · 12 guests

Spend sunset on Long Island sound | 28ft Bertram Sportfisher Yacht

New
$165hour
Bertram 28 Flybridge CRUISER Yacht in Southport
Events in Fairfield · 6 guests

Bertram 28 Flybridge CRUISER Yacht in Southport

5.0
$200hour
Robalo 207 Center Console for Rent in Norwalk
Powerboats in Norwalk · 6 guests

Robalo 207 Center Console for Rent in Norwalk

5.0
$150hour
Sail from Norwalk, CT - $220/Hour - $37/Person
Sailing in Norwalk · 10 guests

Sail from Norwalk, CT - $220/Hour - $37/Person

4.6
Superowner
Best of 2023
$36person
Breathtaking Sunset Cruises on our spacious 33' cruiser
Powerboats in Norwalk · 6 guests

Breathtaking Sunset Cruises on our spacious 33' cruiser

New
$275-$300hour
Instant Book
21 ft Bayliner Bowrider, Wake board and fishing available.
Powerboats in New York · 9 guests

21 ft Bayliner Bowrider, Wake board and fishing available.

New
$150hour
Great 30' boat on Hudson River
Powerboats in Ossining · 8 guests

Great 30' boat on Hudson River

5.0
$150-$200hour
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262hour
Enjoy a day trip, NYC sightseeing, or an evening dinner cruise!
Events in Stamford · 6 guests

Enjoy a day trip, NYC sightseeing, or an evening dinner cruise!

New
$250-$450hour
Custom Boating Adventure in Stamford, Connecticut.
Powerboats in Stamford · 5 guests

Custom Boating Adventure in Stamford, Connecticut.

5.0
$100hour
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Sailing in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

5.0
Superowner
$37person
Boston Whaler 230 Outrage - Enjoy some time on the Long Island Sound
Powerboats in Greenwich · 6 guests

Boston Whaler 230 Outrage - Enjoy some time on the Long Island Sound

5.0
$130-$175hour
Enjoy Fishing or Cruising on a Downeast-Style Boat In Branford, Connecticut
Fishing in Branford · 6 guests

Enjoy Fishing or Cruising on a Downeast-Style Boat In Branford, Connecticut

5.0
$190hour
Charter 38' Pearson Cruising Monohull In Mamaroneck, New York
Sailing in Mamaroneck · 10 guests

Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

5.0
$100person
2021 22’ Deck Boat in Northport, Long Island Northport, New York
Powerboats in Northport · 6 guests

2021 22’ Deck Boat in Northport, Long Island Northport, New York

4.9
$185-$195hour
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
$160hour

Top Destinations Nearby

New Fairfield Reviews

  1. KG

    Keila

    Slide Pontoon on Candlewood Lake

    Shannon was a great captain/host. We had a wonderful experience, the boat was extremely clean, and the equipment was like new. She gave great suggestions and was very flexible with what we wanted to do. provided clear instructions to find her, gave us life jackets and floaters, and was very patient. Overall a great experience for my family, would definitely do it again.

  2. BM

    Brooke

    Slide Pontoon on Candlewood Lake

    Came from out of town not knowing anything about the area and feel so blessed to have come across Shannon’s listing. The boat is beautiful and Shannon was amazing. It was relaxing for me and so much fun for kids!! We’ll be repeat guests for sure !

  3. CM

    Cynthia

    28' Bertram around islands in Norwalk

    My party of 11 and I had a great time with Mark and his crew. He communicated promptly regarding weather conditions and what to expect on the boat. He was knowledgeable about the surrounding areas and the boat itself. This was a perfect experience to enjoy the water in CT for any special occasion or just a nice summer day with friends or family. We will definitely be returning to this charter !!

  4. JS

    Jillian

    28' Bertram around islands in Norwalk

    Couldn’t ask for a better captain or boat! Mark was great. Extremely friendly, it was a beautiful boat, and it was very clean. We had a great time, and Mark was very knowledgeable on all of the small islands and locations we passed. I would highly recommend booking with him!

  5. DD

    Daniel

    Sail from Norwalk, CT - $220/Hour - $37/Person

    Booked Mark’s boat for a maternity photo shoot. Everything was perfect! He was very communicative and made the whole process very easy. He even came to pick us up from the beach. The boat is gorgeous and we had an amazing time. Would definitely recommend. Thanks Mark!

  6. RL

    Roy

    Great 30' boat on Hudson River

    I’ve been going out on charters for years and I must say that Captain Les knows how to bring out the best in people! It takes great skill for a certified captain, to make you feel safe at the same time, relax and unwind, or party it up and create the atmosphere you want! It feels like Les can be your best friend and join your conversation, or he lays back and gives you all the space you want. He knows the Hudson River like the back of his hand and his boat is well maintained and very clean and comfortable! He played some of our favorite music on a great sound system! Later we wanted peace and quiet as we cruised up the Hudson with a beautiful backdrop of the bear mountains. We pulled up and docked in Coldspring and had a great lunch in town. I have already booked my next trip with him and am thinking of planning a birthday party for the fall. 5 out of 5 stars!