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Browse Connecticut Boat Rentals.

Page 2 of 5100 listings

Modern Luxurious 58 Princess in The Hamptons
Events in Sag Harbor · 12 guests

Modern Luxurious 58 Princess in The Hamptons

5.0
$1,000+/hour
53 ft. Luxury Yacht  Charters Sag Harbor and East End of Long Island
Events in Sag Harbor · 10 guests

53 ft. Luxury Yacht Charters Sag Harbor and East End of Long Island

5.0
$1,050/hour
37ft Van Dutch " Blanco " on NEW YORK!!
Events in Montauk · 8 guests

37ft Van Dutch " Blanco " on NEW YORK!!

New
Superowner
Best of 2025
$190/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
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$250/hour
Instant Book
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
Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets
Sailing in Sag Harbor · 41 guests

Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

5.0
$1,100+/hour
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
36' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York
Events in Sag Harbor · 12 guests

36' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York

New
$1,063/hour
Experience New York Like Never Before — Aboard Our Stunning 76ft Riva Yacht
Events in Sag Harbor · 12 guests

Experience New York Like Never Before — Aboard Our Stunning 76ft Riva Yacht

New
Superowner
Best of 2025
$1,500/hour
50ft Beneteau Motor Yacht in Sag Harbour/Montauk!!
Events in Sag Harbor · 6 guests

50ft Beneteau Motor Yacht in Sag Harbour/Montauk!!

New
Superowner
Best of 2025
$1,750/hour
110FT HORIZON MEGA YACHT IN SAG HARBOUR/MONTAUK!
Events in Sag Harbor · 12 guests

110FT HORIZON MEGA YACHT IN SAG HARBOUR/MONTAUK!

New
Superowner
Best of 2025
$3,125/hour
22' 2025 Bayliner Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 8 guests

22' 2025 Bayliner Boat Rental in Sag Harbor, New York

New
$514/hour
36' 2023 Aquila Catamaran + Seabob Yacht Rental in East Hampton, New York
Powerboats in East Hampton · 12 guests

36' 2023 Aquila Catamaran + Seabob Yacht Rental in East Hampton, New York

New
$1,247/hour
29' 2023 Sea Ray SDX Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 12 guests

29' 2023 Sea Ray SDX Boat Rental in Sag Harbor, New York

New
$743/hour
Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury
Events in Sag Harbor · 6 guests

Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury

5.0
$800/hour
Overspray in Old Saybrook | 37ft Silverton Yacht
Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook | 37ft Silverton Yacht

5.0
$300/hour
Instant Book
51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York
Events in East Hampton · 12 guests

51' 2022 Azimut Atlantis + 2 Seabobs Yacht Charter in East Hampton, New York

New
$1,632+/hour
52' Santasevera The Ultimate 2026 Day Boat
Events in Sag Harbor · 12 guests

52' Santasevera The Ultimate 2026 Day Boat

New
$3,080/hour
29' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

29' 2025 De Antonio + Seabob Yacht Rental in Sag Harbor, New York

New
$800/hour
29' 2025 Axopar Sun Top Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

29' 2025 Axopar Sun Top Boat Rental in Sag Harbor, New York

New
$800/hour
Brand New 50' Pardo Motor Yacht in The Hamptons
Events in Montauk · 12 guests

Brand New 50' Pardo Motor Yacht in The Hamptons

New
$940+/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
27' 2026 Picnic Boat Rental in Sag Harbor, New York
Powerboats in Sag Harbor · 10 guests

27' 2026 Picnic Boat Rental in Sag Harbor, New York

New
$650/hour

Top Destinations Nearby

Connecticut Reviews

  1. Dave

    Dave

    Modern Luxurious 58 Princess in The Hamptons

    Kim and the crew were amazing. Cherry on top to our vacation. Great value, communication and they delivered! Worth every penny!

  2. JL

    Jaclyn

    Overspray in Old Saybrook | 37ft Silverton Yacht

    We had a beautiful day out on the CT river for my sister’s birthday! Pick up/drop off was incredibly easy, boat was in great condition, and the crew was very accommodating - would definitely recommend!

  3. WB

    Wayne

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    I really appreciate how Captain Nina accommodated me last minute after I had a lesson scheduled at a sailing school. Saved my plans for the weekend. She did a great job adjusting the experience to my level, and keeping the whole time chill and conversational.

  4. Mayuri

    Mayuri

    Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

    If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!

  5. 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 !!!!

  6. jn

    justin

    Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury

    These guys are total pro’s, super attentive, great to spend the day with and thought of everything before we could even ask. Absolutely gorgeous boat. Toby is super responsive via text and calls. He has a ton of local knowledge and will help craft the perfect day on the water. We cruised around shelter, out to orient for lunch, back to shelter and then back to Sag Harbor. Perfect day on a gorgeous boat with great people. Many thanks.