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Browse Kingston Boat Rentals

Page 1 of 124 listings

Cruising Monohull Rental in Kingston
Sailing in Kingston · 6 guests

Cruising Monohull Rental in Kingston

5.0
$125/hour
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
$85/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
$160/hour
Swim, cruise, sightsee, & TUBING! Dogs welcome! Lake Lillinonah, New Milford
Powerboats in New Milford · 12 guests

Swim, cruise, sightsee, & TUBING! Dogs welcome! Lake Lillinonah, New Milford

New
$215/hour
Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Lake Lillinonah
Events in New Milford · 6 guests

Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Lake Lillinonah

New
$260/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
Tubing and Water Fun on Candlewood Lake
Powerboats in New Fairfield · 10 guests

Tubing and Water Fun on Candlewood Lake

5.0
$185/hour
Slide Pontoon on Candlewood Lake
Powerboats in New Fairfield · 8 guests

Slide Pontoon on Candlewood Lake

5.0
$165+/hour
Experience the Candlewood Lake in CT
Powerboats in Brookfield · 6 guests

Experience the Candlewood Lake in CT

5.0
$175/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
Instant Book
Sailboat on the Hudson
Sailing in Ossining · 6 guests

Sailboat on the Hudson

New
$120+/hour
Great 30' boat on Hudson River
Powerboats in Ossining · 6 guests

Great 30' boat on Hudson River

5.0
$150+/hour
Greenwood Lake – Your Perfect Lake Day
Powerboats in West Milford · 8 guests

Greenwood Lake – Your Perfect Lake Day

New
$150/hour
Dinghy Rental in Schenectady, New York
Powerboats in Schenectady · 4 guests

Dinghy Rental in Schenectady, New York

5.0
$50/hour
Hudson River Tours: West Point, Statue of Liberty, Sleepy Hollow Lighthouse.
Tours in Tarrytown · 6 guests

Hudson River Tours: West Point, Statue of Liberty, Sleepy Hollow Lighthouse.

5.0
$315+/hour
Instant Book
Hudson River Sightseeing on a Pirate Themed Catamaran with Optional Pirate Games
Sailing in New York · 12 guests

Hudson River Sightseeing on a Pirate Themed Catamaran with Optional Pirate Games

New
$295+/hour
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
$195/hour
28' Bertram around islands in Norwalk
Events in Norwalk · 12 guests

28' Bertram around islands in Norwalk

4.8
$195/hour
Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.
Events in Norwalk · 6 guests

Welcome aboard on our 33ft charter have fun, relax & enjoy Sunset Cruises.

New
$265+/hour
 Welcome aboard embark on our 38ft charter relax, and enjoy Sunsets Cruises
Events in Norwalk · 6 guests

Welcome aboard embark on our 38ft charter relax, and enjoy Sunsets Cruises

5.0
$285+/hour
Robalo 207 Center Console for Rent in Norwalk
Powerboats in Norwalk · 6 guests

Robalo 207 Center Console for Rent in Norwalk

5.0
$200/hour
Cruisers 420 Express Cruiser Rental in Long Island Sound
Events in Greenwich · 6 guests

Cruisers 420 Express Cruiser Rental in Long Island Sound

4.8
$425+/hour
Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console
Powerboats in Stamford · 6 guests

Customized Boating Adventure on the Sound | 25ft Seacraft Pacific Center Console

New
Snoozed - Active 25 Nov 2025
24ft Cobia: Center Console Versatility- Captain Optional! 3000+ Charters
Powerboats in Stamford · 8 guests

24ft Cobia: Center Console Versatility- Captain Optional! 3000+ Charters

5.0
$200/hour

Kingston Reviews

  1. Tarik

    Tarik

    Cruising Monohull Rental in Kingston

    Great sail. Our captain Rob was very knowledgeable and easy to talk to. He let us help with some of the sailing and then we sat at the front of the boat and enjoy the view. It was a perfect day weather wise. Had a great time overall.

  2. MN

    Matinela

    Experience the Candlewood Lake in CT

    We’ve rented boats before in Candlewood lake that we would take out by ourselves, but this experience was on another level. From start to finish, everything was so much better than expected. Our captain took incredible care of us, had everything perfectly planned and organized, and truly exceeded our expectations tenfold. The boat was spotless and well maintained, and the whole trip was seamless and enjoyable. Without a doubt, this was the best boating experience we’ve had, and we’d love to do it again!

  3. DL

    Dana

    Cruising Monohull Rental in Kingston

    Excellent trip, exactly as described if not better! Karin convinced us to sail at sunset and it was absolutely beautiful. Do not hesitate to book!

  4. LF

    Liza

    Cruising Monohull Rental in Kingston

    This was the perfect choice for my birthday boating goal. Captains were incredible, fun and knowledgeable and even the day showed up as perfect. I can’t wait to do this again VERY soon.

  5. MP

    Merritt

    Cruisers 420 Express Cruiser Rental in Long Island Sound

    Captain Dirk and his boat made our Fourth of July one to remember! From the moment we stepped on board, Dirk was the picture of professionalism—warm, respectful, and incredibly knowledgeable. I’m 39 weeks pregnant and felt completely safe and cared for the entire time. The boat itself was pristine, spacious, and so comfortable—perfect for taking in the fireworks in style. Dirk went above and beyond to make sure everyone had a great time. Truly one of the best boating experiences I’ve ever had. Can’t recommend him enough!

  6. dh

    deborah

    Cruising Monohull Rental in Kingston

    We had a wonderful time sailing with Karins family! They were very friendly, easygoing and so knowledgeable, made us very comfortable and they were great about social distancing/COVID conscious. We were able to relax and enjoy the ride at the bow with comfy seats provided and we brought our own snacks. The weather was beautiful and the whole experience couldn’t have been better. Definitely a highlight of our stay in Kingston. We can’t wait to be back for another sail! Many thanks :)