We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

$100-$300

Browse Boat Rentals in the Hamptons.

Page 1 of 110 listings

Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$145person
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
22ft Catalina Daysailer Boat Rental in Montauk, New York
Sailing in Montauk · 5 guests

22ft Catalina Daysailer Boat Rental in Montauk, New York

5.0
$125-$145hour
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
Modern Luxury Sailing in the Hamptons and beyond onboard 34ft Hanse Sailboat
Sailing in Sag Harbor · 6 guests

Modern Luxury Sailing in the Hamptons and beyond onboard 34ft Hanse Sailboat

New
$300-$375hour
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
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

5.0
$300hour
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$250hour
40' Sailing Catamaran for charter in Montauk
Sailing in Montauk · 8 guests

40' Sailing Catamaran for charter in Montauk

New
$300hour
North Fork Land & Sea: Perfect Southwind 2400SD for Sun, Sea and Harbor Hopping!
Powerboats in Greenport West · 10 guests

North Fork Land & Sea: Perfect Southwind 2400SD for Sun, Sea and Harbor Hopping!

New
$200hour

Southampton Reviews

  1. AR

    Ashley

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

    Eric was quick to answer all of my questions. The boat was clean and the listing felt accurate. It was a fun experience and I would book again.

  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. Allen

    Allen

  4. AR

    Amy

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

    It was a wonderful experience. My family and i loved it !

  5. 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:)

  6. 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!!