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Wethersfield, Connecticut Boat Rentals & Yacht Charters

Sea Ray 39ft Yacht Charter in Deep River.  A great day on the water !
Events in Clinton · 6 guests

Sea Ray 39ft Yacht Charter in Deep River. A great day on the water !

5.0
$175+/hour
Rent a Celebrity Cruiser with Captain included in price
Water Sports in New Haven · 9 guests

Rent a Celebrity Cruiser with Captain included in price

New
$80+/hour
Enjoy Fishing or Cruising on a Downeast-Style Boat
Fishing in Branford · 6 guests

Enjoy Fishing or Cruising on a Downeast-Style Boat

5.0
$190/hour
Luxe 68ft Fairline w/ A Paddleboard, Kayak & More in Northeast, USA
Events in Westbrook · 12 guests

Luxe 68ft Fairline w/ A Paddleboard, Kayak & More in Northeast, USA

New
$1,475+/hour
Overspray in Old Saybrook | 37ft Silverton Yacht
Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook | 37ft Silverton Yacht

5.0
$400/hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
40ft Private Yacht charter for all occasions in Branford and Thimble Islands.
Events in Branford · 10 guests

40ft Private Yacht charter for all occasions in Branford and Thimble Islands.

5.0
$199/hour
Get Ready To Have Fun Single Jet Ski Rental 2025 Yamaha Jetblaster Deluxe
Water Sports in Westfield · 2 guests

Get Ready To Have Fun Single Jet Ski Rental 2025 Yamaha Jetblaster Deluxe

New
$125+/hour
Get Ready To Have Fun Single Jet Ski Rental 2025 Yamaha Jetblaster Deluxe
Water Sports in Westfield · 3 guests

Get Ready To Have Fun Single Jet Ski Rental 2025 Yamaha Jetblaster Deluxe

New
$125+/hour
85 Pacific Mariner-Serving Luxury to Connecticut and Eastern Long Island
Events in Old Saybrook · 12 guests

85 Pacific Mariner-Serving Luxury to Connecticut and Eastern Long Island

New
$2,250+/hour
20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar
Powerboats in Connecticut · 7 guests

20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar

5.0
$140/hour
Experience the Nautique G23 Paragon Surf, Wakeboard, or Just Hang Out
Powerboats in New Milford · 8 guests

Experience the Nautique G23 Paragon Surf, Wakeboard, or Just Hang Out

5.0
$275+/hour
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
Snoozed - Active 17 Sep 2026
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

5.0
Snoozed - Active 17 Sep 2026
Slide Pontoon on Candlewood Lake
Powerboats in New Fairfield · 8 guests

Slide Pontoon on Candlewood Lake

5.0
$165+/hour
Tubing and Water Fun on Candlewood Lake
Powerboats in New Fairfield · 8 guests

Tubing and Water Fun on Candlewood Lake

5.0
$195/hour
84ft Azimut – Luxury Yacht + Jet Skis, Seabobs & Jacuzzi
Events in Greenport · 12 guests

84ft Azimut – Luxury Yacht + Jet Skis, Seabobs & Jacuzzi

5.0
Superowner
Best of 2026
$950/hour
40ft Red VanDutch in The Northeast. 4, 6 & 8-hour Day Charters Available
Events in Greenport · 8 guests

40ft Red VanDutch in The Northeast. 4, 6 & 8-hour Day Charters Available

New
$850+/hour
Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
40 Foot Tiara Motor Yacht Rental in Greenport, New York
Powerboats in Greenport · 6 guests

40 Foot Tiara Motor Yacht Rental in Greenport, New York

New
$600/hour
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

5.0
$250/hour
Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach
Events in Bridgeport · 12 guests

Bertram 46' Motor Yacht - Sunset Charters Or Swimming Off The Beach

New
$650/hour
40ft Silverton Convertible Flybridge Yacht in Southold, New York
Events in Noyack · 10 guests

40ft Silverton Convertible Flybridge Yacht in Southold, New York

5.0
$250/hour
Sunset off Fairfield beach BEST RATES, BEST REVIEWS
Powerboats in Fairfield · 6 guests

Sunset off Fairfield beach BEST RATES, BEST REVIEWS

5.0
$235/hour

Wethersfield Reviews

  1. SK

    Sofiia

    40ft Private Yacht charter for all occasions in Branford and Thimble Islands.

    Yesterday we spent the day on this yacht, and we all had such an amazing experience! A huge thank you to our captain — he was incredibly attentive, professional, and made sure we were comfortable the entire time. He always asked if we wanted to stop somewhere, helped us find beautiful spots for photos, and even helped take pictures of us. 📸✨ I definitely recommend this experience! All of my friends said they would absolutely come back again — with family, for a birthday, a party, or even just a relaxing day on the water. Such a beautiful way to celebrate a special occasion or simply enjoy a perfect day with family and friends. 🛥️

  2. TR

    Timothy E

    40ft Private Yacht charter for all occasions in Branford and Thimble Islands.

    I was planning a surprise date at the last moment. In a matter of a few hourse I was able to customize our boat ride through Dana and the crew worked with us to make suggestions to ultimately provide the experience I was looking for. Our captain Joel was energetic and engaged thoughout. The boat was comfortable and spacious, and everything was very punctual. I would def recommend the experience to others.

  3. Charla

    Charla

    40ft Silverton Convertible Flybridge Yacht in Southold, New York

    They are so fun and easy to work with. It’s like renting a friend with a boat! Will definitely book again soon!

  4. CV

    Cheryl

    Sea Ray 39ft Yacht Charter in Deep River. A great day on the water !

    Rob and mellie were amazing, they made our boat excursion for a 40th bday extra special, with so many great touches. Mellie was so great helping with our theme and putting together food and drinks for us. She went above and beyond. Rob was great at communicating with me during the whole planning process and answered all my questions . We never felt rushed and they made sure we had good time , we will be booking again next summer , can't wait !!!!

  5. DK

    Dmitri

    Charter 36ft Sloop In Westbrook, Connecticut

    We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

  6. KM

    Kim

    40ft Private Yacht charter for all occasions in Branford and Thimble Islands.

    We went on Dana’s boat for a low key bachelorette party and had an amazing time. Captain Joel took great care of us from beginning to end. Alexi took amazing pictures of our group with the best views of the NYC skyline and sunset. I would absolutely recommend this experience to anyone who wants to be spoiled and feel special!