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Middletown, Connecticut Boat Rentals - 2023

24 listings
Regal 1900 ES Fun Boat Rides from Wethersfield
Powerboats in Wethersfield · 6 guests

Regal 1900 ES Fun Boat Rides from Wethersfield

5.0
$150hour
Regal 19' Hands-On Boat Training from Wethersfield
Powerboats in Wethersfield · 2 guests

Regal 19' Hands-On Boat Training from Wethersfield

5.0
$150hour
Wellcraft Martinique Motor Yacht Charter in Chester, Connecticut
Powerboats in Chester · 6 guests

Wellcraft Martinique Motor Yacht Charter in Chester, Connecticut

New
$250hour
44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut
Events in Connecticut · 12 guests

44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut

5.0
$350hour
Captained 24ft Key West - fishing or cruising out of Clinton, CT
Fishing in Clinton · 4 guests

Captained 24ft Key West - fishing or cruising out of Clinton, CT

5.0
$130hour
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
$180hour
18ft Seadoo Challenger Boat for rent in Coventry
Powerboats in Connecticut · 5 guests

18ft Seadoo Challenger Boat for rent in Coventry

New
$75hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$145person
Sail the Thimble Islands on the classy 35' Dufour 4800 Sailboat
Sailing in Branford · 6 guests

Sail the Thimble Islands on the classy 35' Dufour 4800 Sailboat

5.0
$200hour
Luxury with No Limits - 43' Mystic Center Console
Powerboats in Old Saybrook · 13 guests

Luxury with No Limits - 43' Mystic Center Console

5.0
$1,200hour
Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Bantam Lake in Litchfield Connecticut
Litchfield · 6 guests

Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Bantam Lake in Litchfield Connecticut

New
$250hour
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
Ebbtide Ski Boat: Ski Instruction, Tubing, Fishing and Fun on the Water in Southbury, Connecticut
Powerboats in Connecticut · 6 guests

Ebbtide Ski Boat: Ski Instruction, Tubing, Fishing and Fun on the Water in Southbury, Connecticut

New
$100hour
Pontoon boat with skis, wakeboard, 3 person tube & fishing seats!
Powerboats in Litchfield · 12 guests

Pontoon boat with skis, wakeboard, 3 person tube & fishing seats!

New
$450day
31’ Bertram Classic with captain. Greenport NY
Events in East Marion · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$200hour
Charter on 50ft Beneteau Sailing Yacht in Greenport, New York
Sailing in Greenport · 6 guests

Charter on 50ft Beneteau Sailing Yacht in Greenport, New York

5.0
$275hour
Enjoy the Hamptons by water on our Monterey 328 SS!
Powerboats in Greenport · 12 guests

Enjoy the Hamptons by water on our Monterey 328 SS!

5.0
$500hour
Grand Banks Downtown mystic CT
Events in Stonington · 6 guests

Grand Banks Downtown mystic CT

New
$550hour
Crest 230 Caliber Tritoon Pontoon for Candlewood Lake Adventures
Powerboats in New Milford · 6 guests

Crest 230 Caliber Tritoon Pontoon for Candlewood Lake Adventures

New
$150hour
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$215hour
Hobie One 12 ft Sailboat for rent in Sag Harbor
Sailing in Sag Harbor · 3 guests

Hobie One 12 ft Sailboat for rent in Sag Harbor

New
$99hour
Slide Pontoon on Candlewood Lake
Powerboats in New Fairfield · 12 guests

Slide Pontoon on Candlewood Lake

New
$75hour
29' Stylish Chaparral Cruiser in Sag Harbor, New York!
Powerboats in Sag Harbor · 6 guests

29' Stylish Chaparral Cruiser in Sag Harbor, New York!

New
$450hour
32ft 2020 Sundancer Motor Yacht + Seabob Rental in Sag Harbor, New York
Events in Sag Harbor · 12 guests

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

New
$923hour

Middletown Reviews

  1. Jason
    Jason
    Sail the Thimble Islands on the classy 35' Dufour 4800 Sailboat

    Captain Eric was amazing, my wife and I had a private sunset cruise, extremely relaxing .. if Your looking for a piece of the simple life..then this is your slow boat to relaxation..

  2. SL
    Shaune
    Luxury with No Limits - 43' Mystic Center Console

    Wow! We had an amazing time. The boat was stunning. We let the captain plan our itinerary and have zero regrets. Can’t want to book again.

  3. mm
    mike
    Regal 19' Hands-On Boat Training from Wethersfield

    My son and I did the hands on boat training with Capt. Morgan. Well worth the time & money. Capt. Morgan is very knowledgeable and gives a very thorough overview of operating a boat. Anyone new to boating or thinking about boating I highly recommend his training to gain the confidence on the water.

  4. TT
    Tara
    44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut

    I would highly recommend!! Captain Jared and Tucker made our anniversary memorable. Communication was excellent, Jared reached out and made helpful suggestions on how we could make the most out of our ride. He was very accommodating, our guests continue to comment on how much they enjoyed our trip. We will book again soon. Thanks Jared!!

  5. JR
    Jai
    Sail the Thimble Islands on the classy 35' Dufour 4800 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.

  6. Lauri
    Lauri
    Sail the Thimble Islands on the classy 35' Dufour 4800 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.