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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,476 Reviews)

Page 28 of 40 • 938 listings

Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises
Events in Miami · 14 guests

Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises

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

50' Luxury Catamaran in Newport Beach

New
Superowner
$700+/hour
Fairhaven/New Bedford Escape – Sail Buzzards Bay in a Classic Sloop
Sailing in Fairhaven · 6 guests

Fairhaven/New Bedford Escape – Sail Buzzards Bay in a Classic Sloop

5.0
$150/hour
40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay
Sailing in Saint Petersburg · 12 guests

40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay

New
$350+/hour
💥 51' Leopard + 1 FREE Extra Hour in Cartagena, Colombia 💥
Powerboats in Cartagena · 35 guests

💥 51' Leopard + 1 FREE Extra Hour in Cartagena, Colombia 💥

New
Superowner
Best of 2026
$843+/hour
Instant Book
Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York

New
$249/hour
Sunseeker 120 Super Yacht in Cancun. Super Yacht Crew
Events in Cancún · 40 guests

Sunseeker 120 Super Yacht in Cancun. Super Yacht Crew

New
Superowner
$42,000/hour
Axe 1 Center Console Boat Rental in Montego Bay, Jamaica
Events in Montego Bay · 8 guests

Axe 1 Center Console Boat Rental in Montego Bay, Jamaica

New
$750/hour
Hunter 336 Sailing Yacht Charter in Palm Beach, Florida
Sailing in North Palm Beach · 4 guests

Hunter 336 Sailing Yacht Charter in Palm Beach, Florida

New
$125/hour
💥 43' Leopard + 1 FREE Extra Hour in Cartagena, Colombia 💥
Powerboats in Cartagena · 25 guests

💥 43' Leopard + 1 FREE Extra Hour in Cartagena, Colombia 💥

New
Superowner
Best of 2026
$709+/hour
Instant Book
Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht
Sailing in Saint Petersburg · 6 guests

Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht

New
$206+/hour
40' Luxury Nuevo Vallarta Catamaran Charter
Events in Nuevo Vallarta · 18 guests

40' Luxury Nuevo Vallarta Catamaran Charter

New
$300+/hour
42ft Catamaran Private Charter / Capacity 40 people
Sailing in Cancún · 40 guests

42ft Catamaran Private Charter / Capacity 40 people

New
Superowner
$257+/hour
42' Lagoon Catamaran | Open Bar + Water Toys | Up to 20 Guests
Sailing in La Cruz de Huanacaxtle · 20 guests

42' Lagoon Catamaran | Open Bar + Water Toys | Up to 20 Guests

New
$1,446/hour
Amazing 64ft Flybridge Motor yacht in Cancún and isla mujeres holds 20 person!
Events in Cancún · 20 guests

Amazing 64ft Flybridge Motor yacht in Cancún and isla mujeres holds 20 person!

New
$679/hour
Legacy Catamaran 36’ All Inclusive Cozumel- El Cielo
Sailing in San Miguel de Cozumel · 10 guests

Legacy Catamaran 36’ All Inclusive Cozumel- El Cielo

New
Superowner
$375/hour
45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale

New
$350/hour
Charter this 10 Persons 42' Beneteau Oceanis Sailboat in Cancún
Sailing in Quintana Roo · 16 guests

Charter this 10 Persons 42' Beneteau Oceanis Sailboat in Cancún

New
$125+/hour
Large Catamaran Captain Training on 46' Lagoon 450!
Tours in Kemah · 6 guests

Large Catamaran Captain Training on 46' Lagoon 450!

New
$265/hour
💥 40' Lagoon + 1 FREE Extra Hour in Cartagena, Colombia 💥
Powerboats in Cartagena · 18 guests

💥 40' Lagoon + 1 FREE Extra Hour in Cartagena, Colombia 💥

New
Superowner
Best of 2026
$471+/hour
Instant Book
The Very Best service in Cozumel | 40' Bali Sailing Catamaran
Sailing in Cancún · 25 guests

The Very Best service in Cozumel | 40' Bali Sailing Catamaran

New
$339/hour
44' Lagoon Sailing Catamaran Charter in Punta Sam, Quintana Roo
Sailing in Isla Mujeres · 30 guests

44' Lagoon Sailing Catamaran Charter in Punta Sam, Quintana Roo

New
$249/hour
Spectacular 51-foot Lagoon Catamaran In Cartagena
Sailing in Cartagena · 40 guests

Spectacular 51-foot Lagoon Catamaran In Cartagena

New
Superowner
$430/hour
Island Packet Sloop Charter in Oxnard
Sailing in Oxnard · 4 guests

Island Packet Sloop Charter in Oxnard

New
$175/hour

Sailing Reviews in United States

  1. TI

    Tony

    Fairhaven/New Bedford Escape – Sail Buzzards Bay in a Classic Sloop

    I recently had the pleasure of sailing with Captain Freddie on his boat for a surprise two-hour cruise with my girlfriend, and it was an unforgettable experience. From the moment we stepped aboard, we were treated to breathtaking views of Buzzard's Bay and a sense of tranquility that only the open water can offer. The scenic beauty of the surroundings was truly stunning, and we found ourselves captivated by the serene atmosphere that only a sailboat can provide. Freddie was an absolute delight and contributed significantly to the enjoyment of our trip. His friendly and attentive personality put us at ease, and his passion for sailing was evident throughout the journey. He told us all about his restoration of his boat and made sure we were comfortable and well taken care of. We knew nothing about sailing, and he explained all about how the sails work, answered my endless questions, and his expertise and seamanship were evident. We felt completely safe under his guidance. The overall experience was nothing short of magical. From the sunshine and fresh air to laughing and relaxing on the deck while Freddie told us all about the area and his tales of trips to Martha's Vineyard and beyond. I scored some serious romance points with my lady by booking this trip. I would 100% sail with Captain Freddie again without hesitation.