Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,156 Reviews)

Page 11 of 39925 listings

50' Party Boat Catamaran in Miami ($1,200  PER HOUR)
Sailing in Miami Beach · 42 guests

50' Party Boat Catamaran in Miami ($1,200 PER HOUR)

4.8
$1,100/hour
The nicest Charter Sailing Yacht in the West - Downtown San Francisco
Sailing in San Francisco · 20 guests

The nicest Charter Sailing Yacht in the West - Downtown San Francisco

4.9
$750+/hour
Instant Book
🥂AMAZING PRIVATE YACHT🥂
Powerboats in La Romana · 50 guests

🥂AMAZING PRIVATE YACHT🥂

5.0
Superowner
Best of 2025
$50/hour
Impressive 56' Sailing Yacht in Nassau! Private charters & small group cruises.
Sailing in Nassau · 26 guests

Impressive 56' Sailing Yacht in Nassau! Private charters & small group cruises.

4.4
$607+/hour
41' Morgan Classic Sloop in Muskegon, Michigan!!!
Sailing in Muskegon · 6 guests

41' Morgan Classic Sloop in Muskegon, Michigan!!!

5.0
$100/hour
Leopard 51 with flybridge in Tulúm
Powerboats in Tulum · 25 guests

Leopard 51 with flybridge in Tulúm

5.0
Superowner
$626/hour
Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands
Sailing in George Town · 20 guests

Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

5.0
$425/hour
Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC
Sailing in Manhattan · 6 guests

Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

5.0
$300/hour
Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia
Sailing in Kilmarnock · 4 guests

Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

5.0
$15+/hour
Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers
Events in San Francisco · 49 guests

Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

5.0
Superowner
$1,467/hour
Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.
Sailing in Nassau · 12 guests

Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

4.7
$252+/hour
Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul
Sailing in Stuart · 6 guests

Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL with Captain Paul

5.0
$225/hour
Beneteau Modern Premium Sailboat from San Francisco
Sailing in San Francisco · 6 guests

Beneteau Modern Premium Sailboat from San Francisco

5.0
$220+/hour
Instant Book
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Sailing in Rock Hall · 4 guests

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

4.6
$275+/night
Sailing Sloop Hunter 40 in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Sailing Sloop Hunter 40 in Puerto Vallarta

4.7
Superowner
Best of 2025
$130/hour
 Chica Sailing Adventure 41' Sailboat [All Inclusive] in Puerto Vallarta Mexico
Sailing in Nuevo Vallarta · 16 guests

Chica Sailing Adventure 41' Sailboat [All Inclusive] in Puerto Vallarta Mexico

5.0
Superowner
Best of 2025
$414/hour
Hunter 336 Sailboat! Relaxing Sailing Palm Beach
Sailing in North Palm Beach · 4 guests

Hunter 336 Sailboat! Relaxing Sailing Palm Beach

5.0
$120/hour
Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami · 42 guests

Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender

3.0
Superowner
Best of 2025
$800/hour
Instant Book
Luxury Sail into a Deep, Relaxed State
Sailing in Marina del Rey · 6 guests

Luxury Sail into a Deep, Relaxed State

5.0
$200/hour
Instant Book
BOOK 6 hrs and  GET 1 hr free! GREAT DEAL YACHT IN CANCUN  35FT REGAL
Events in Cancún · 8 guests

BOOK 6 hrs and GET 1 hr free! GREAT DEAL YACHT IN CANCUN 35FT REGAL

4.5
$174+/hour
Instant Book
Sail into your Deep, Relaxed State
Sailing in Marina del Rey · 6 guests

Sail into your Deep, Relaxed State

New
$155+/hour
Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$199+/hour
Day Sailing Trip in San Pedro Aboard 42' Polynesian Catamaran
Sailing in San Pedro · 24 guests

Day Sailing Trip in San Pedro Aboard 42' Polynesian Catamaran

5.0
$400/hour
Sail the Maine Archipeligo - Muscongus Bay or the Entire Coast
Sailing in Friendship · 6 guests

Sail the Maine Archipeligo - Muscongus Bay or the Entire Coast

5.0
$125/hour

Sailing Reviews in United States

  1. Kenderick

    Kenderick

    Luxury Sail into a Deep, Relaxed State

    I had an amazing experience Sailing with Matthew! From start to finish, everything was smooth and easy. The boat was beautiful, clean, and comfortable, and the entire day out on the water in the Marina was absolutely perfect. Matthew was professional, welcoming, and made sure we had everything we needed to enjoy the trip. It was such a memorable and relaxing day, and I can’t wait to book again. Highly recommend!

  2. CW

    Carly

    Hunter 336 Sailboat! Relaxing Sailing Palm Beach

    I rented the boat for and engagement photo shoot. The weather this time of year was very unpredictable and rainy, but Captain Gerald was great to work with and so funny. He made the day really enjoyable. Lovely boat and nice time, highly recommend!

  3. Evan

    Evan

    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

    Captain Paul and his wife, Melissa, were absolutely wonderful. I spent my birthday on their gorgeous sailboat with a group of friends, and we had the best day! The boat itself was stunning and Paul and Melissa went above and beyond to make our day perfect.

  4. JA

    Jeremy

    Sail the Maine Archipeligo - Muscongus Bay or the Entire Coast

    Ralph made bareboating a great experience end to end. His Morgan 36-5 Nelson Marek was just right, in working order and easy to sail for just my wife who does not sail and me. The equipment was all good, including a new and simple to use chart plotter mounted right at the helm. Beautiful location, conditions and waters made for great sailing. Convenient getting answers in advance, getting started and finished. All good. Highly recommendation. And there’s a super lobster place right nearby.

  5. JE

    Jessica

    50' Party Boat Catamaran in Miami ($1,200 PER HOUR)

    Cesar and his crew delivered on all of their promises and and exceeded all expectations! The crew was incredible at ensuring that our large group had a fun and safe trip. They were amazing communicators, on time, dependable, accommodating, and great boat. Thank you very much! I hope to enjoy another trip with them as this was a truly memorable experience for me and my guests. HIGHLY RECOMMENDED.

  6. kyja

    kyja

    50' Party Boat Catamaran in Miami ($1,200 PER HOUR)

    What a perfect birthday!!! The boat and crew were awesome. The boat (and bathroom!) were spotless. The crew was extremely accommodating. Cesar was extremely responsive and a good at communicating for all my questions beforehand. Excellent day all around! 😊