Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,442 Reviews)

Page 22 of 40 • 949 listings

Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez
Sailing in Zona Comercial · 8 guests

Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

5.0
$359/hour
Private 44ft Catamaran in La Romana – Saona or Catalina – Up to 20 Guests
Sailing in La Romana · 20 guests

Private 44ft Catamaran in La Romana – Saona or Catalina – Up to 20 Guests

New
$225/hour
Instant Book
Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica
Sailing in Playa Flamingo · 45 guests

Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica

5.0
$750/hour
50ft Sunseeker Yacht Perfect for your Party in Cabo San Lucas
Events in Marina · 10 guests

50ft Sunseeker Yacht Perfect for your Party in Cabo San Lucas

New
$270/hour
Experience the Gulf Star 41' Sailing and Dining in Guanacaste
Sailing in Guanacaste Province · 12 guests

Experience the Gulf Star 41' Sailing and Dining in Guanacaste

5.0
$200/hour
Sailboat tours in Port of Los Angeles (San Pedro)
Sailing in Los Angeles · 6 guests

Sailboat tours in Port of Los Angeles (San Pedro)

5.0
$190/hour
46ft Sailing Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

46ft Sailing Catamaran Private Charter / Capacity 45 people

3.3
Superowner
$343+/hour
Custom 45ft Sailing Catamaran with food and open bar
Sailing in Cancún · 55 guests

Custom 45ft Sailing Catamaran with food and open bar

New
$517/hour
Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht
Sailing in Philadelphia · 6 guests

Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht

5.0
$350/hour
Rent our 25ft Sailboat in Kemah, Texas
Sailing in Seabrook · 4 guests

Rent our 25ft Sailboat in Kemah, Texas

5.0
$54/hour
🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️
Sailing in Barrio Las Yaguitas · 18 guests

🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️

New
Superowner
Best of 2026
$75/hour
30 Persons 46' Cruising LEOPARD Sailing Catamaran in Cancún, For Charter
Sailing in Cancún · 30 guests

30 Persons 46' Cruising LEOPARD Sailing Catamaran in Cancún, For Charter

New
$540/hour
Sunset Cruise in Myrtle Beach, South Carolina
Sailing in Little River · 6 guests

Sunset Cruise in Myrtle Beach, South Carolina

5.0
$450/hour
Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!
Sailing in Herradura · 35 guests

Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!

5.0
$500/hour
Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen
Sailing in Playa del Carmen · 20 guests

Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen

5.0
$750/hour
⚓️ Luxury 45' Catamaran Charter 2019 in Puerto Vallarta
Sailing in Marina Vallarta · 16 guests

⚓️ Luxury 45' Catamaran Charter 2019 in Puerto Vallarta

4.0
$480+/hour
Private 65ft Catamaran Riviera Maya — Up to 100 Guests
Sailing in Puerto Aventuras · 100 guests

Private 65ft Catamaran Riviera Maya — Up to 100 Guests

New
$700/hour
Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami
Events in Miami · 14 guests

Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami

New
$350/hour
45ft  Luxury Catamaran Private Charter / Capacity 38 people
Sailing in Cancún · 40 guests

45ft Luxury Catamaran Private Charter / Capacity 38 people

New
Superowner
$572+/hour
Sail from Delray Beach to Lake Boca
Sailing in Delray Beach · 12 guests

Sail from Delray Beach to Lake Boca

1.0
Superowner
$125+/hour
40' Catamaran - Sail away
Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

5.0
$400/hour
Sailing live aboard  Charter in Montego Bay, Jamaica
Sailing in Montego Bay · 15 guests

Sailing live aboard Charter in Montego Bay, Jamaica

5.0
$950/day
3-Hours Puerto Plata Private Catamaran Cruise with BBQ Drinks and Snorkel
Powerboats in Sosúa · 15 guests

3-Hours Puerto Plata Private Catamaran Cruise with BBQ Drinks and Snorkel

New
$332/hour
Instant Book
45' Lagoon Luxury Catamaran Charter in Riviera Maya
Sailing in Puerto Aventuras · 30 guests

45' Lagoon Luxury Catamaran Charter in Riviera Maya

5.0
$368+/hour

Sailing Reviews in United States

  1. ET

    Erica

    Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

    Thank you for an unforgettable day visiting Isla Espiritu Santo! The crew aboard Lambo were truly what set this trip apart from any other. Armando was so attentive and always thinking 3 steps ahead to anticipate our wants and needs. They were professional, polished and efficient in everything they did from maneuvering the boat to setting up for lunch, and more. The boat was immaculate- in fantastic condition, which made for a comfortable ride and luxurious experience. We will definitely book again next time we visit La Paz!

  2. LC

    Louis

    Experience the Gulf Star 41' Sailing and Dining in Guanacaste

    Incredible sailing experience, look no further and book. From start to finish Hugo and the fellow two crew members were incredible guides, and the itinerary they drafted was spectacular. Great value and every step of the way was incredible. Food and drinks very good as well, and a very safe experience. Also compared to other options the best value in Guanacaste. Will be back!!

  3. DF

    Dina

    Rent our 25ft Sailboat in Kemah, Texas

    Loved the sailing experience on the 25 foot sailboat. Eventhough it was an old sailboat form the 80's, David, our captain, was in control of every detail. He is a great captain. He is very paused and confident and easy to get along with. Recommend David with closed eyes. Lucy and the rest of the gals at the office are great people.

  4. RC

    Ryan

    Sunset Cruise in Myrtle Beach, South Carolina

    Great trip! The captain was terrific! Most of the time is spent going to and from the open ocean, but it is a scenic voyage. Fair price. Boat is in good-fair condition. We grabbed take-out at the marina before pushing off.

  5. WL

    William

    Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!

    I rented the catamaran and it’s was good. We saw whales, baby sea turtles and more. The captain ( Elias ) was fantastic. The deck hand was also great. Boat was also great.

  6. KB

    KAREN

    Experience the Gulf Star 41' Sailing and Dining in Guanacaste

    Hugo's sailing trip was the perfect fit for our group of 5, varying in all ages and activity levels. We were able to customize our tour to fit what we were looking for.