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$100-$300

Browse Boat Rentals in the Hamptons.

Page 1 of 19 listings

Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York

5.0
$300hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$145person
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
$129hour
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Events in Sag Harbor · 6 guests

36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

5.0
$300hour
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
Sail on a classy and fast Sailing Yacht in the Hamptons, New York
Sailing in East Hampton · 6 guests

Sail on a classy and fast Sailing Yacht in the Hamptons, New York

New
$300hour
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$250hour
22ft Catalina Daysailer Boat Rental in Montauk, New York
Sailing in Montauk · 5 guests

22ft Catalina Daysailer Boat Rental in Montauk, New York

New
$125-$145hour
40' Sailing Catamaran for charter in Montauk
Sailing in Montauk · 8 guests

40' Sailing Catamaran for charter in Montauk

New
$300hour

Southampton Reviews

  1. Maria

    Maria

    Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York

    Everything was top notch, Alan was very considerable and did everything to make this trip as pleasant for us as possible. The vessel is amazing and the experience was outstanding. I traveled with my two children (3&5) and it worked out really well. Highly recommend!

  2. JP

    Julia

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Captain Hagan was a wonderful host on his boat for my friends and I. We got to anchor and explore a little remote island and showed us a few famous homes along the trip. We would use him again in a heartbeat for our next trip!

  3. HE

    Holly

    Charter 36ft Sloop In Westbrook, Connecticut

    Our first sailing experience was memorable and joyful thanks to Captain Joy! We enjoyed learning about the skills needed to interpret wind and water conditions and seeing the nesting snowy egrets:)

  4. MD

    Miranda

    Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York

    Had a great time with Captain Alan! Very comfortable ride, and great communication prior to departure. An excellent choice if you are looking for a sailing trip around Sag Harbor!

  5. Paul

    Paul

    Charter 36ft Sloop In Westbrook, Connecticut

    Captain Joy is an outstanding captain and we really enjoyed sailing with her on her beautiful sailboat on the Long Island Sound! We would definitely hang with Captain Joy again!!

  6. BH

    Blake

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Captain Haven delivered a wonderful experience! Easy departure, some great local knowledge, and an absolutely pleasant environment throughout. Our 3 year old had a great time!