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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,496 Reviews)

Page 7 of 40 • 951 listings

Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests
Sailing in Chicago · 10 guests

Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests

5.0
Superowner
$250/hour
50' Luxury Catamaran in Newport Beach
Sailing in Newport Beach · 12 guests

50' Luxury Catamaran in Newport Beach

New
Superowner
$700+/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
44' Leopard Catamaran All-Inclusive Charter in Riviera Maya
Sailing in Puerto Aventuras · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Riviera Maya

5.0
Superowner
Best of 2026
$520/hour
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0
$312+/hour
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$200/hour
50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.
Events in Playa del Carmen · 20 guests

50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.

4.9
Superowner
Best of 2026
$420/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/hour
Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California
Sailing in Marina del Rey · 12 guests

Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California

5.0
Superowner
$650/hour
38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests
Sailing in Essex · 12 guests

38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests

5.0
$799+/hour
Private Sail from Brooklyn Bridge Park
Sailing in Manhattan · 6 guests

Private Sail from Brooklyn Bridge Park

5.0
Superowner
$230/hour
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/hour
60’ Premier Sailing Yacht in San Diego.
Sailing in San Diego · 35 guests

60’ Premier Sailing Yacht in San Diego.

5.0
$725/hour
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0
Superowner
$300/hour
40' Sea Ray Sundancer All-Inclusive Yacht Charter in Riviera Maya.
Events in Puerto Aventuras · 12 guests

40' Sea Ray Sundancer All-Inclusive Yacht Charter in Riviera Maya.

5.0
Superowner
Best of 2026
$350/hour
Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...
Sailing in Cartagena · 45 guests

Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...

4.8
Superowner
$1,000/day
⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

4.8
Superowner
$700+/hour
All Electric Powered Eco-Friendly San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

All Electric Powered Eco-Friendly San Diego Bay Sailing Experience

5.0
$300/hour
Suncatcher 22ft Family Pontoon!
Powerboats in Montana · 8 guests

Suncatcher 22ft Family Pontoon!

5.0
$65/hour
Lovely Catalina 36 Sailboat in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Lovely Catalina 36 Sailboat in Puerto Vallarta

5.0
Superowner
$155/hour
⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 49 guests

⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

5.0
Superowner
$700+/hour
Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur
Sailing in Zona Comercial · 6 guests

Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur

5.0
$120/hour
81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests
Sailing in Marina Vallarta · 50 guests

81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests

New
$603/hour

Sailing Reviews in United States

  1. NE

    Nicole

    🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

    The absolute highlight of our Charleston trip! Captain Ryan took us on the most beautiful route and brought us to No Name Beach, which honestly felt like our own little private paradise. The weather wasn’t even a picture-perfect sunny day, and it truly didn’t matter one bit. It was one of those days where you just keep thinking, How is this real life, every moment was core memory worthy. Ryan went above and beyond the entire day. He pulled out a huge float for the girls to jump off of, taught us all about the water and the area, and even let the girls help sail the boat. They learned how to blow the conch shell horn to call in the dolphins (which they took VERY seriously 😂 and it actually seemed to work), lounged in the hammock over the water, and basically decided they had become actual sailors. Ryan treated our 9 year-old girls like absolute royalty. They were completely obsessed with him, the boat, the dolphins, the beach…pretty much everything. And they genuinely felt so special, as did us older girls!

  2. SO

    Stephanie

    Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California

    Nicole was great to work with! Our booking went perfectly. We had a wonderful time and Captain Andrei was awesome. Highly recommend.

  3. MB

    Madeline

    60’ Premier Sailing Yacht in San Diego.

    Great trip with this team! Amazing communication and they were so fun

  4. FN

    Fadi

    60’ Premier Sailing Yacht in San Diego.

    We had an absolutely amazing experience on our yacht charter! From start to finish, the entire crew made our bachelor trip unforgettable. They were incredibly welcoming, accommodating, and went above and beyond to make sure all of our requests were taken into consideration. Captain Corey and Captain James were outstanding. They were kind, patient, professional, and truly made the celebration even more special. BB was an absolute sweetheart and made everyone feel right at home. Their hospitality and positive energy created an experience we will never forget. Thank you to the entire crew for making our bachelor trip so memorable. We highly recommend this charter to anyone looking for an incredible day on the water. We cannot wait to come back!

  5. TA

    Ty

    Suncatcher 22ft Family Pontoon!

    We had a great experience renting this pontoon. The host was incredibly accommodating, flexible, and communicative from start to finish. The listing was exactly as advertised, and everything on the boat worked perfectly. The pickup and dropoff was easy. We’d definitely rent from them again!

  6. NC

    Noah

    Newport Harbor Sailing Adventure

    Captain Andrew provides a lovely charter experience! It was at once both relaxing and adventurous. He’s extremely knowledgeable and professional. Can’t wait to book another charter!