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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,476 Reviews)

Page 22 of 40 • 938 listings

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
Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people
Sailing in Cancún · 100 guests

Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people

5.0
$820+/hour
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
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
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
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
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
🛥️🏝️ 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
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
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
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
Private 60ft Power Catamaran in Cabo San Lucas – Up to 80 Guests
Sailing in Marina · 80 guests

Private 60ft Power Catamaran in Cabo San Lucas – Up to 80 Guests

New
$1,000/hour
Instant Book
Sunset Cruise in Myrtle Beach, South Carolina
Sailing in Little River · 6 guests

Sunset Cruise in Myrtle Beach, South Carolina

5.0
$450/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
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
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
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
Private 47ft Power Catamaran to Saona Island – Full-Day All-Inclusive Experience
Sailing in Los Melones · 35 guests

Private 47ft Power Catamaran to Saona Island – Full-Day All-Inclusive Experience

New
$850/hour
Instant Book
40' Catamaran - Sail away
Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

5.0
$400/hour
Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston

New
$250/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
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
45' Lagoon Luxury Catamaran Charter in Riviera Maya
Sailing in Puerto Aventuras · 30 guests

45' Lagoon Luxury Catamaran Charter in Riviera Maya

5.0
$383+/hour

Sailing Reviews in United States

  1. 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!!

  2. 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.

  3. 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.

  4. 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.

  5. 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.

  6. BD

    Brian

    Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen

    Highly recommend the service. Everything was handled and taken care of. Had no issues with pickup, communication, timing, crew was great, shuttle drivers were great.