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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,192 Reviews)

Page 1 of 39931 listings

Manhattan Luxury Sailboat - 40' Hinckley Sailboat
Sailing in Manhattan · 6 guests

Manhattan Luxury Sailboat - 40' Hinckley Sailboat

5.0
$300/hour
35' Private Catamaran Charters in Belize
Sailing in San Pedro · 16 guests

35' Private Catamaran Charters in Belize

5.0
$130/hour
Fun time Jet Ski Rental at Lake Norman, NC near Charlotte
Water Sports in Cornelius · 8 guests

Fun time Jet Ski Rental at Lake Norman, NC near Charlotte

5.0
$90/hour
Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
$110+/hour
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/hour
Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests
Sailing in Cancún · 25 guests

Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests

4.3
Superowner
$157+/hour
Private 30’ Catalina Luxury Sailing Yacht in Mazatlan Bays & Islands
Sailing in Marina Mazatlán · 8 guests

Private 30’ Catalina Luxury Sailing Yacht in Mazatlan Bays & Islands

5.0
$2,500/hour
Sail away in Montego Bay! 39ft Leopard Catamaran
Sailing in Montego Bay · 16 guests

Sail away in Montego Bay! 39ft Leopard Catamaran

5.0
Superowner
$600/hour
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
Sailing in West Bay · 20 guests

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

5.0
$400/hour
Cancun Private Catamaran Isla Mujeres - Open Bar, Snorkeling Lunch & Fun
Sailing in Cancún · 15 guests

Cancun Private Catamaran Isla Mujeres - Open Bar, Snorkeling Lunch & Fun

5.0
Superowner
$169/hour
40ft Catamaran Private Charter / Capacity 30 people
Sailing in Cancún · 30 guests

40ft Catamaran Private Charter / Capacity 30 people

5.0
Superowner
$275+/hour
23’ Bayliner Beautiful Boat In Miami
Sailing in Miami · 9 guests

23’ Bayliner Beautiful Boat In Miami

5.0
$90/hour
Private 44ft Catamaran Charter for Up to 45 Guests
Sailing in Cancún · 45 guests

Private 44ft Catamaran Charter for Up to 45 Guests

5.0
Superowner
$343+/hour
 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
Best of 2026
$240+/hour
New in the bay! Lagoon 42' Sailing Catamaran in La Cruz
Sailing in La Cruz de Huanacaxtle · 20 guests

New in the bay! Lagoon 42' Sailing Catamaran in La Cruz

5.0
Superowner
Best of 2026
$250+/hour
Instant Book
FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
Sailing in Folly Beach · 6 guests

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

5.0
$200/hour
Crown 34' Sailboat - Private Coastal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Crown 34' Sailboat - Private Coastal Sailing - Los Angeles

4.9
$130/hour
Luxury 48' Leopard Catamaran in Cartagena
Sailing in Cartagena · 25 guests

Luxury 48' Leopard Catamaran in Cartagena

4.8
Superowner
Best of 2026
$200+/hour
46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included
Powerboats in Montego Bay · 16 guests

46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

5.0
Superowner
Best of 2026
$599/hour
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Sailing in Tisbury · 6 guests

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

5.0
Superowner
$355/hour
Lagoon 450F Catamaran
Sailing in George Town · 30 guests

Lagoon 450F Catamaran

5.0
$500/hour
52ft  Luxury Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

52ft Luxury Catamaran Private Charter / Capacity 45 people

5.0
Superowner
$586+/hour
Lagoon 40 Yacht Catamaran in Puerto Vallarta
Sailing in Marina Vallarta · 15 guests

Lagoon 40 Yacht Catamaran in Puerto Vallarta

5.0
Superowner
Best of 2026
$225+/hour
Instant Book
Private 40ft Lagoon Catamaran -  Isla Mujeres | Open Bar, Snorkeling & Lunch
Sailing in Cancún · 30 guests

Private 40ft Lagoon Catamaran - Isla Mujeres | Open Bar, Snorkeling & Lunch

5.0
Superowner
$249/hour

Sailing Reviews in United States

  1. KL

    Kisha

    46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

    This was such a fun, enjoyable experience. From transportation to the water stop, we had a great time. Your staff was amazing ,courteous, and attentive. They were the highlight of the boat as they made the entire experience a 10/10! The service was amazing! I would definitely recommend this excursion to anyone visiting Jamaica. Will definitely book this service again next time! Thank you guys for such a great time.

  2. piero

    piero

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    what a guy, amazing experience. don’t look further 11/10 worth it. really knowledgeable laidback and overall careful on sailing. you can tell he really cares for his passengers. let me steer for a bit and enjoy the moment. I truly have no words what an amazing one of a kind experience.

  3. EN

    Emma

    30ft Catalina Sailboat Charter in Alameda CA

    My friends & I had a great trip with Brad for 6! We didn’t expect him to let us actually sail with him, but it was super informative. He was very knowledgeable about the boat and navigating other boats. Everything was clean! We were able to bring our own food & drinks too! We would definitely recommend it to others in the future!!

  4. RH

    Ray

    Fun time Jet Ski Rental at Lake Norman, NC near Charlotte

    Great jet skiing experience she is very professional and straight forward and make sure u know how to work everything my first time skiing and she made it feel like I’ve been doing this definitely will boom again

  5. RC

    Robin

    46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

    an hour ago New This team was very accommodating and thoughtful! They provided our family with a safe, fun, wonderful experience. They are very kind and extremely attentive. They even helped us make a loving tribute to a family member who could not be with us. The food, drinks, and scenery were wonderful. I wouldn't hesitate to book with them again! They take great care of people!

  6. DD

    David

    30ft Catalina Sailboat Charter in Alameda CA

    Booking and sailing with Brad was wonderful! He was super quick to respond with booking questions and the sail was great! Brad was a seasoned captain and a fun hang. We had some experience sailing and he let us do a lot of the sailing, but he also caught on quick to where he needed to jump in. We had such a good time!