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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,155 Reviews)

Page 6 of 39924 listings

Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach
Sailing in Long Beach · 12 guests

Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach

5.0
Superowner
$189+/hour
Instant Book
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
Best of 2025
$834/hour
Special End of Season Sunday pricing for 8 to 13 passengers
Sailing in Chicago · 13 guests

Special End of Season Sunday pricing for 8 to 13 passengers

5.0
$550/hour
Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,
Events in Marina · 12 guests

Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,

5.0
$350/hour
42 Foot Bertram Trojan Motor Yacht in Los Angeles
Events in Long Beach · 6 guests

42 Foot Bertram Trojan Motor Yacht in Los Angeles

5.0
$145/hour
Charter Open Bar Catamaran for a Boat Party in Cancún and Isla Mujeres
Sailing in Cancún · 35 guests

Charter Open Bar Catamaran for a Boat Party in Cancún and Isla Mujeres

5.0
$218/hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour
47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay
Sailing in Seabrook · 12 guests

47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay

5.0
$300/hour
Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates
Sailing in Miami · 49 guests

Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates

5.0
Superowner
Best of 2025
$800/hour
Sea Ray Sundancer 32Ft Motor Yacht Rental in Cabo San Lucas, Baja California Sur
Events in Marina · 8 guests

Sea Ray Sundancer 32Ft Motor Yacht Rental in Cabo San Lucas, Baja California Sur

5.0
$170/hour
All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island
Sailing in Nassau · 12 guests

All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island

5.0
$600/hour
Instant Book
Biggest Brand New 82ft Luxury Catamaran with Open Bar For The Best Time
Sailing in Cancún · 140 guests

Biggest Brand New 82ft Luxury Catamaran with Open Bar For The Best Time

5.0
$454+/hour
Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands
Sailing in West Bay · 15 guests

Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands

5.0
$350/hour
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191/hour
3hr Classic Yacht Experience Montego Bay
Powerboats in Montego Bay · 25 guests

3hr Classic Yacht Experience Montego Bay

5.0
Superowner
Best of 2025
$933/hour
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

5.0
$300/hour
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
Best of 2025
$800/hour
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0
$150/hour
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Sailing in San Francisco · 28 guests

Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

4.9
$750/hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$55/hour
Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Tours in Fort Lauderdale · 6 guests

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

5.0
Superowner
$119+/hour
Luxury Sailing from Navy Pier Marina
Sailing in Chicago · 8 guests

Luxury Sailing from Navy Pier Marina

5.0
Superowner
$200+/hour
42' Wanderlust - The Best Sailing Cat in the Market - Sarasota
Sailing in Sarasota · 12 guests

42' Wanderlust - The Best Sailing Cat in the Market - Sarasota

5.0
$499+/hour
Instant Book
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
$650/hour

Sailing Reviews in United States

  1. JH

    Jenn

    Biggest Brand New 82ft Luxury Catamaran with Open Bar For The Best Time

    The catamaran was amazing. We did the day after our wedding. Our group loved it. The communication was fast and effective. Accommodations on board were amazing, the crew made sure our group was comfortable and that we had everything we needed. Would strongly recommend.

  2. YV

    Ylize

    Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

    amazing experience! amazing customer service! everyone had so much fun and everyone was asking the contact of the owner right after! i hosted a really great birthday party thanks to you guys! and a very beautiful boat! highly recommend!

  3. JR

    James

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    Our day with Ryan was excellent. He was a great captain and took wonderful care of us. His pictures on his professional camera were the icing on the cake. Certainly a day to remember. Highly recommend

  4. EDDIE

    EDDIE

    All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island

    Ignacio was a wonderful host. He creates a good game plan for the day and makes the entire ride / day comfortable for all. I would definitely use him if we travel back to Nassau. This specific vessel is also perfect for a day charter for a group of 4 or more

  5. VS

    Vicky

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    We had a great day out exploring the bay with Captain Tony. It was a wonderful sailboat experience, that included a swim in a quiet cove and tour of notable homes on the coast. The ride come with a free lesson on the History of Newport, if you would like one. We look forward to seeing the Captain again soon!

  6. CS

    Carissa

    Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach

    My friends and I had the best experience with Alex, Captain John and Joe! They made the booking process so seamless, and addressed all of my questions and concerns in a timely manner. The boat itself was beautiful, and the team was kind enough to lend us their paddleboards when we stopped to swim. They were extremely communicative, and gave us clear instructions on how to find them upon arrival. Easily a 10/10 experience!