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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,447 Reviews)

Page 7 of 40 • 951 listings

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
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/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
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/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
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
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
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
🎉🐬⛵️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
⛵️ 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
Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
Sailing in Charleston · 6 guests

Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

5.0
Superowner
$240/hour
Lux Catamaran Fountaine Pajot 40ft
Sailing in Leeward Settlement · 10 guests

Lux Catamaran Fountaine Pajot 40ft

New
$714+/hour
Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat
Sailing in Chicago · 6 guests

Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat

5.0
$225/hour
Full Day Sailing Potrero Guanacaste Province, Costa Rica
Sailing in Potrero · 12 guests

Full Day Sailing Potrero Guanacaste Province, Costa Rica

5.0
$200/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
3hr Classic Yacht Experience Montego Bay
Powerboats in Montego Bay · 35 guests

3hr Classic Yacht Experience Montego Bay

5.0
Superowner
$933/hour
60ft AIcon Yacht – Perfect for Luxury Day Trips
Events in Miami · 13 guests

60ft AIcon Yacht – Perfect for Luxury Day Trips

4.8
$350/hour
Memorable Experience on this Leopard 47 Catamaran
Sailing in Isla Iguana · 25 guests

Memorable Experience on this Leopard 47 Catamaran

5.0
$325/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. 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!

  3. EC

    Emily

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

    Nate and Jaime were the absolute best from start to finish! Super great communication and excellent service - loved the swimming spot and how knowledgeable Nate was about the area and other boats. Exceeded our expectations, will definitely book with Nate again!

  4. Ilona

    Ilona

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

    We had a great day out on the water with Nate! He was very flexible with starting a bit later due to the weather and had great communication overall. He and his crew are very kind and professional. The boat is great and this is a must-do while you are in the Hamptons!

  5. JL

    Jessica

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

    Our trip with Nate was awesome. He is a great host and made our trip incredibly comfortable and fun. He took us on a great route - where we were able to swim in clear waters, and get a good view of surrounding areas. Highly recommend! Went way above our expectations!

  6. AF

    Angela

    3.5hr Catamaran Experience Montego Bay

    We had a ball!! Everything was smooth from start to finish! I had a group of 22 in total ranging from ages 21 on up and not one complaint! The crew kept us entertained at all times. They were very patient with everyone when it was time to snorkel. Overall, I would most def book them again and again!! The communication was also excellent!! Book them now!