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Portland, Connecticut Boat Rentals - 2023

4.9(Average of 46,108 reviews in this area)
24 listings
Regal 19' Hands-On Boat Training from Wethersfield
Powerboats in Wethersfield · 2 guests

Regal 19' Hands-On Boat Training from Wethersfield

5.0
$150hour
Regal 1900 ES Fun Boat Rides from Wethersfield
Powerboats in Wethersfield · 6 guests

Regal 1900 ES Fun Boat Rides from Wethersfield

5.0
$150hour
Wellcraft Martinique Motor Yacht Rental in Chester, Connecticut
Events in Chester · 6 guests

Wellcraft Martinique Motor Yacht Rental in Chester, Connecticut

New
$210hour
44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut
Events in Essex · 12 guests

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

5.0
$350hour
Your Very Own Connecticut Kayak!
Adventures in North Haven · 1 guest

Your Very Own Connecticut Kayak!

New
$35day
18ft Seadoo Challenger Boat for rent in Coventry
Powerboats in Connecticut · 5 guests

18ft Seadoo Challenger Boat for rent in Coventry

New
$75hour
Captained 24ft Key West - fishing or cruising out of Clinton, CT
Powerboats in Clinton · 4 guests

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

5.0
$130hour
Enjoy Kayaking on Quinnipiac River in New Haven
Adventures in New Haven · 1 guest

Enjoy Kayaking on Quinnipiac River in New Haven

New
$25day
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
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
Branford · 6 guests

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

5.0
$200hour
47ft SeaRay DA Yacht in Old Saybrook, Connecticut
Events in Old Saybrook · 8 guests

47ft SeaRay DA Yacht in Old Saybrook, Connecticut

New
$2,500day
Stand-Up Paddleboard Lessons in Barkhamsted, CT
Adventures in Barkhamsted · 1 guest

Stand-Up Paddleboard Lessons in Barkhamsted, CT

New
$43hour
Paddleboard Rental in Barkhamsted, CT
Adventures in Barkhamsted · 1 guest

Paddleboard Rental in Barkhamsted, CT

New
$22hour
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
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
$650hour
Viking Princess s65 Motor Yacht Rental in Fishers Island, New York
Events in Fishers Island · 12 guests

Viking Princess s65 Motor Yacht Rental in Fishers Island, New York

New
$1,800hour
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 Sailboat for rent in Sag Harbor
Sailing in Sag Harbor · 3 guests

Hobie One 12 Sailboat for rent in Sag Harbor

New
$179day
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
Charter this 32 ft Sundancer Motor Yacht with SeaBob for 12 People in Sag Harbor, New York
Events in Sag Harbor · 12 guests

Charter this 32 ft Sundancer Motor Yacht with SeaBob for 12 People in Sag Harbor, New York

5.0
$825hour
Hunter 170 Sailboat with Honda motor in Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Hunter 170 Sailboat with Honda motor in Sag Harbor, New York

New
$193hour
Explore Sag Harbor on 32ft Defiant Monterey 328 SS Motor Yacht!
Events in Sag Harbor · 12 guests

Explore Sag Harbor on 32ft Defiant Monterey 328 SS Motor Yacht!

5.0
$700hour

Portland Reviews

  1. 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.

  2. 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!!

  3. 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.

  4. 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.

  5. Rachel
    Rachel
    Regal 1900 ES Fun Boat Rides from Wethersfield

    Captain Morgan took us for a boat ride for our bride. He was friendly, and happy to answer any questions we had. He even offered to take pics us at the end, which was nice. It was a pleasure to rdie with him, and plan to book again in the future.

  6. NC
    Nathalie
    Sail the Thimble Islands on the classy 35' Dufour 4800 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!