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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,476 Reviews)

Page 1 of 40 • 938 listings

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

4.9
$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
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
Limited Availability
Relax, feel free & sail into a nautical world of Wonder - Hunter 36 Sailboat
Sailing in Berkeley Township · 6 guests

Relax, feel free & sail into a nautical world of Wonder - Hunter 36 Sailboat

5.0
$125/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
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
$110/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
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
AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch
Sailing in Annapolis · 6 guests

AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch

5.0
$200+/hour
Lagoon 450F Catamaran
Sailing in George Town · 30 guests

Lagoon 450F Catamaran

5.0
$500/hour
William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience
Sailing in Seattle · 8 guests

William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience

5.0
$150/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

5.0
$450+/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
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

4.9
Superowner
$249/hour
Manhattan Luxury Sailboat - 40' Hinckley Sailboat
Sailing in Manhattan · 6 guests

Manhattan Luxury Sailboat - 40' Hinckley Sailboat

5.0
$300/hour
22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
Powerboats in Bay Pines · 10 guests

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

4.7
$59/hour
23’ Bayliner Beautiful Boat In Miami
Sailing in Miami · 9 guests

23’ Bayliner Beautiful Boat In Miami

4.9
$90/hour
All-Inclusive Sunset Cruise in Cabo San Lucas
Tours in Marina · 45 guests

All-Inclusive Sunset Cruise in Cabo San Lucas

5.0
Superowner
Best of 2026
$350/hour
Sail From Northport or Huntington, NY
Sailing in Huntington · 12 guests

Sail From Northport or Huntington, NY

4.8
Superowner
$150/hour
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150/hour

Sailing Reviews in United States

  1. Nicole

    Nicole

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

    Our charter with Joe was truly the best charter experience I’ve ever had! The entire crew was absolutely outstanding. Joe was incredibly easy to communicate with and made the entire process seamless. He even arranged travel for our large group, which made everything so convenient and stress-free from start to finish. Shiva was the absolute best host and went above and beyond to make sure we had an incredible experience. Efrain, Fernando, and Garza were also fabulous! The entire crew anticipated our every need, and we truly wanted for nothing throughout the entire trip. The service, hospitality, and attention to detail were exceptional. I would absolutely book with Joe and this crew again without hesitation. Highly recommend!

  2. TB

    Tracy

    AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch

    Captain Steve was exceptional! He was attentive, accommodating, genuine, and thoughtful, always checking in to make sure we were comfortable and enjoying ourselves. He made the charter feel effortless and personalized. We had an incredible time and are already looking forward to our next charter!

  3. AB

    Alex

    AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch

    Steve was an amazing host. His itinerary was punctual and we could tell he spent the time researching just how to make our experience just what we were looking for. Steve was a great captain and the boat is perfect for a few hours out on the bay. Can’t wait to ride with Steve the next time we come to Annapolis

  4. KF

    Kaden

    30ft Catalina Sailboat Charter in Alameda CA

    Brad was great! We had a wonderful time and he was easy to communicate with leading up to it. Everything went smoothly and we all enjoyed getting to participate in the raising of the sails and steering the boat. Would recommend!

  5. German

    German

    30ft Catalina Sailboat Charter in Alameda CA

    We had an absolutely fantastic time with Bradford! He was friendly, professional, knowledgeable, and made the whole experience very relaxed and enjoyable from start to finish. Sailing around San Francisco Bay was a great experience, and Bradford made it even better. We felt comfortable the entire time and really enjoyed spending the afternoon with him. Highly recommended — we would definitely book with Bradford again!

  6. TL

    Tony

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    One of the better charters I've done. Aaron was responsive before the trip, the boat was in excellent shape, and he made the whole day effortless — no stress, no surprises. If you're deciding, book it. Five stars.