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All listings in New York

Incredible sailboat rentals in New York, United States.

Page 1 of 474 listings

 Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Sailing in Manhattan · 6 guests

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

5.0
Superowner
$240-$280hour
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 6 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$450-$500hour
Instant Book
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
$85hour
27 Foot Sailboat for a Day of Fun in the Sun in Toronto
Sailing in Toronto · 6 guests

27 Foot Sailboat for a Day of Fun in the Sun in Toronto

5.0
$54person
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Events in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

5.0
Superowner
$180-$225hour
#1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering
Sailing in Manhattan · 6 guests

#1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering

5.0
Superowner
Best of 2023
$335hour
Sail from Norwalk, CT - $220/Hour - $37/Person
Sailing in Norwalk · 12 guests

Sail from Norwalk, CT - $220/Hour - $37/Person

4.7
Superowner
Best of 2023
$36person
35ft C&C 35 Sailboat in Toronto
Sailing in Etobicoke · 6 guests

35ft C&C 35 Sailboat in Toronto

5.0
$181hour
Woman-owned luxury with transparent pricing - read our 5-star reviews!
Sailing in Manhattan · 6 guests

Woman-owned luxury with transparent pricing - read our 5-star reviews!

5.0
$285hour
Sail From Northport or Huntington, NY - $215/Hour - $36 Per Person
Sailing in Huntington · 10 guests

Sail From Northport or Huntington, NY - $215/Hour - $36 Per Person

5.0
Superowner
Best of 2023
$50person
56' SeaRay Yacht in New York!
Events in New York · 12 guests

56' SeaRay Yacht in New York!

4.7
$475hour
Caribbean Vibez SPECIAL $220 x 2 hrs August 16th , 17th and 18th on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez SPECIAL $220 x 2 hrs August 16th , 17th and 18th on a Brooklyn Sailboat

5.0
Superowner
$191hour
Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.
Sailing in Brooklyn · 6 guests

Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.

5.0
$225-$300hour
42' Catalina Sailing Yacht in the Hamptons - 4 Hours
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - 4 Hours

5.0
$325hour
One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
Events in Manhattan · 12 guests

One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

5.0
Best of 2023
$475hour
Sailing NYC with Brooklyn Sail
Sailing in Manhattan · 6 guests

Sailing NYC with Brooklyn Sail

5.0
Superowner
$220hour
A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups
Sailing in Sag Harbor · 25 guests

A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups

5.0
$600hour
Sail in downtown Toronto
Sailing in Toronto · 6 guests

Sail in downtown Toronto

5.0
$72person
Hunter 43 Sailing Yacht in Oakville, Ontario
Sailing in Oakville · 5 guests

Hunter 43 Sailing Yacht in Oakville, Ontario

5.0
$271hour
Charter 38' Pearson Cruising Monohull In Mamaroneck, New York
Sailing in Mamaroneck · 10 guests

Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

5.0
$100person
A Tropical Experience on a Massive Sailing Trimaran
Sailing in Toronto · 12 guests

A Tropical Experience on a Massive Sailing Trimaran

4.9
$325hour
Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!
Sailing in Manhattan · 6 guests

Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!

5.0
$285hour
Sail From Port Washington, NY - $219/Hour - $37/Person
Sailing in Port Washington · 6 guests

Sail From Port Washington, NY - $219/Hour - $37/Person

4.8
Superowner
Best of 2023
$37person
Tanzer 26' Small Sailboat for Day in Charlotte
Sailing in Charlotte · 6 guests

Tanzer 26' Small Sailboat for Day in Charlotte

5.0
$350day

Sailing Reviews in New York

  1. KP

    Keith

    Hunter 43 Sailing Yacht in Oakville, Ontario

    Had an absolute awesome time. Dave and the cruise were superb. Easy to arrange, great communication with the captain and highly recommend for anyone looking for a cruise. Are likely to be return customers next summer. Thank you Dave!!

  2. SZ

    Susan

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    Ian is the best Captian you could ever meet on getmyboat.com. He is an excellent sailor, guide and photographer. He showed his kindness and caution during our trip and tried his best to ensure we have a good time. Compared with my previous boat cruising experience on getmyboat, spending time on his boat is one of the best experiences.

  3. GR

    Gordana

    27 Foot Sailboat for a Day of Fun in the Sun in Toronto

    Lee made it an interactive experience for us (family of 4 with two young kids). He was a wonderful host who truly enjoys what he does. My husband wanted to learn, and he shared lots of information making it a cool bday gift for hubby.

  4. Janelle

    Janelle

    Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.

    Captain Ed is fantastic! I e had such an amazing time for our 1 year anniversary! He built a wonderful itinerary for us and took beautiful photos for us. His sail boat is immaculately maintained and beautiful! We highly recommend and will ensure to sail with him again! Thank you!

  5. FB

    Francis

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    What an amazing captain & crew. So attentive, professional, and most of all FUN! They even left my doggie on board. Such a good time and I’ve already recommended to my friends. We were right between the fireworks and had a spectacular night for the 4th. Will do again! Thank you Ian :)

  6. Haley

    Haley

    27 Foot Sailboat for a Day of Fun in the Sun in Toronto

    Captain Lee was amazing! I celebrated my 27th birthday with 4 of my friends and had so much fun. A very seamless and fun experience, I will most definitely be recommending to my friends and family.