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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,341 Reviews)

Page 25 of 38912 listings

2002 Beneteau 50ft Sailing Yacht for Day or Overnight trips!
Sailing in Herradura · 20 guests

2002 Beneteau 50ft Sailing Yacht for Day or Overnight trips!

New
$300/hour
Hunter 450 Passage Yacht - Sail From Key Biscayne
Sailing in Key Biscayne · 10 guests

Hunter 450 Passage Yacht - Sail From Key Biscayne

New
Superowner
$250/hour
Set Sail in Style - Lagoon 52 Luxury Catamaran Charter
Sailing in Marina del Rey · 12 guests

Set Sail in Style - Lagoon 52 Luxury Catamaran Charter

New
$700/hour
Amazing Day on 43' Sailing Catamaran with Unlimited Open Bar
Sailing in Cancún · 35 guests

Amazing Day on 43' Sailing Catamaran with Unlimited Open Bar

New
$300/hour
All inclusive Bali 4.4 Luxury Catamaran Charter
Sailing in Nassau · 10 guests

All inclusive Bali 4.4 Luxury Catamaran Charter

New
$720/hour
Your Own Private 40ft Yacht in Cabo – Snorkeling & Crew
Events in Marina · 8 guests

Your Own Private 40ft Yacht in Cabo – Snorkeling & Crew

New
$370/hour
All Inclusive Lagoon 42' Sailing Catamaran In Playa Del Carmen
Sailing in Playa del Carmen · 25 guests

All Inclusive Lagoon 42' Sailing Catamaran In Playa Del Carmen

New
Superowner
$450+/hour
Montego Bay All-inclusive Yacht Experience
Events in Montego Bay · 10 guests

Montego Bay All-inclusive Yacht Experience

New
Superowner
$998/hour
Luxury Private Customized Sail Yacht rental for groups and families up to 15 pax
Sailing in Isla Mujeres · 15 guests

Luxury Private Customized Sail Yacht rental for groups and families up to 15 pax

New
$200/hour
5-Star Lagoon 40ft Catamaran - All Inclusive
Sailing in Centro · 20 guests

5-Star Lagoon 40ft Catamaran - All Inclusive

New
Superowner
$489/hour
Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami
Events in Miami · 13 guests

Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami

New
$250/hour
40ft Sailboat Rental in Cancún, Quintana Roo
Sailing in Cancún · 16 guests

40ft Sailboat Rental in Cancún, Quintana Roo

New
$108+/hour
Luxury Lagoon 40ft Catamaran Charter in Cozumel
Sailing in San Miguel de Cozumel · 15 guests

Luxury Lagoon 40ft Catamaran Charter in Cozumel

New
$598/hour
Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamarant!!
Sailing in Gloucester · 6 guests

Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamarant!!

5.0
$225+/hour
Sail Boat for a Classy sailing adventure.
Sailing in Marina Vallarta · 10 guests

Sail Boat for a Classy sailing adventure.

New
$130/hour
Private 50ft Hunter Sailboat Charter in Puerto Vallarta for up to 12 Guests
Sailing in Marina Vallarta · 12 guests

Private 50ft Hunter Sailboat Charter in Puerto Vallarta for up to 12 Guests

New
$187/hour
Morgan 42ft Sailing Charter in Puerto Vallarta
Sailing in Marina Vallarta · 18 guests

Morgan 42ft Sailing Charter in Puerto Vallarta

New
$257/hour
Aventura 34ft Catamaran Charter in Playa del Carmen
Sailing in Puerto Aventuras · 8 guests

Aventura 34ft Catamaran Charter in Playa del Carmen

New
$644/hour
Bali 40ft Sailing Catamaran Charter in Playa del Carmen
Sailing in Puerto Aventuras · 8 guests

Bali 40ft Sailing Catamaran Charter in Playa del Carmen

New
$820/hour
All inclusive & Private Leopard Catamaran 52ft
Sailing in Juárez · 35 guests

All inclusive & Private Leopard Catamaran 52ft

New
$740/hour
Clear Kayak Mangrove Cay Eco Venture 2-hour tour
Adventures in Leeward Settlement · 10 guests

Clear Kayak Mangrove Cay Eco Venture 2-hour tour

New
$200/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
Blue Oceans | Private Party Catamaran | Up to 12 Guests | San Diego Bay
Sailing in San Diego · 12 guests

Blue Oceans | Private Party Catamaran | Up to 12 Guests | San Diego Bay

New
$550+/hour
SEXY 35 ft. SUNDANCER in Cancun With 1 hour Free Jetski
Events in Cancún · 10 guests

SEXY 35 ft. SUNDANCER in Cancun With 1 hour Free Jetski

New
$167/hour

Sailing Reviews in United States

  1. AD

    Alice

    Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamarant!!

    Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

  2. 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.