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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,447 Reviews)

Page 9 of 40 • 951 listings

Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran
Sailing in San Miguel de Cozumel · 22 guests

Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

5.0
Superowner
$252+/hour
Beautiful Sea Ray Flybridge 45ft Available In Cabo San Lucas,
Events in Marina · 12 guests

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

5.0
$350/hour
We Have Your 58' Sailing Ketch. Come Join Us On Clearlake / Galveston Bay Cruise
Sailing in Kemah · 12 guests

We Have Your 58' Sailing Ketch. Come Join Us On Clearlake / Galveston Bay Cruise

New
$199/hour
Day Sails and Sunset Cruises in Downtown St. Petersburg,  44' Morgan Sailboat
Sailing in Saint Petersburg · 6 guests

Day Sails and Sunset Cruises in Downtown St. Petersburg, 44' Morgan Sailboat

5.0
$206+/hour
Endeavour 40 Sailboat in Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 12 guests

Endeavour 40 Sailboat in Puerto Vallarta, Mexico

5.0
$125+/hour
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

5.0
$200/hour
Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht
Sailing in San José del Cabo · 12 guests

Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht

5.0
$500+/hour
Sea Ray Sundancer 38ft – Classic Luxury Cruise in Miami!
Events in Miami · 13 guests

Sea Ray Sundancer 38ft – Classic Luxury Cruise in Miami!

5.0
$100/hour
Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay
Sailing in Mayo · 6 guests

Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay

5.0
$150+/hour
Sunseeker 60ft Motor Yacht - Free Pick Up Transportation Hotel Marina One Way
Events in Cancún · 20 guests

Sunseeker 60ft Motor Yacht - Free Pick Up Transportation Hotel Marina One Way

4.8
$330/hour
🥂AMAZING PRIVATE YACHT🥂
Powerboats in La Romana · 50 guests

🥂AMAZING PRIVATE YACHT🥂

5.0
Superowner
Best of 2026
$50/hour
Lagoon 42 Yacht Catamaran In Punta Mita
Sailing in Punta de Mita · 20 guests

Lagoon 42 Yacht Catamaran In Punta Mita

5.0
Superowner
Best of 2026
$309+/hour
Instant Book
35ft Classy Allmand Sailboat for Extended Charters in Vancouver and Gulf Islands
Sailing in Vancouver · 6 guests

35ft Classy Allmand Sailboat for Extended Charters in Vancouver and Gulf Islands

5.0
$127/hour
Sailing Charters in Wilmington NC
Sailing in Wilmington · 6 guests

Sailing Charters in Wilmington NC

5.0
$178/hour
Charter 38' Pearson Cruising Monohull in Mamaroneck, New York
Sailing in Mamaroneck · 10 guests

Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

5.0
$50/hour
LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE
Sailing in Isla Iguana · 15 guests

LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE

5.0
$265/hour
Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

5.0
$250/hour
Beatiful Catalina 42' Yacht Rental in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Beatiful Catalina 42' Yacht Rental in Puerto Vallarta

5.0
Superowner
$138+/hour
34ft Pacific Seacraft Sailboat for full day Trip in Santa Marta, Magdalena
Sailing in Santa Marta · 12 guests

34ft Pacific Seacraft Sailboat for full day Trip in Santa Marta, Magdalena

5.0
$100/hour
Curacao Private Romantic Sunset Tour 2p
Sailing in Jan Thiel · 2 guests

Curacao Private Romantic Sunset Tour 2p

5.0
$250/hour
DAYTRIP/SLEEP ON BOARD TO CATALINA
Sailing in Los Angeles · 12 guests

DAYTRIP/SLEEP ON BOARD TO CATALINA

4.9
Superowner
$199/hour
Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL
Sailing in Stuart · 13 guests

Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

5.0
$354/hour
Lagoon 44’ with Open Bar and Full lunch. Visit El Cielo, Cozumel.
Events in Gonzalo Guerrero · 35 guests

Lagoon 44’ with Open Bar and Full lunch. Visit El Cielo, Cozumel.

5.0
Superowner
$480/hour
28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!
Sailing in Marina del Rey · 8 guests

28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!

4.8
$250+/hour

Sailing Reviews in United States

  1. MR

    Michele

    Lagoon 44’ with Open Bar and Full lunch. Visit El Cielo, Cozumel.

    I can't thank Diego enough. This listing does not show at all what he did for me and my group. I had 100 people and wanted to spend a day on cats, but didnt want to make myself crazy trying to plan it. Diego said I got this. He got me 3 catamarans, transportation, seamless planning, stayed in touch with me for almost a YEAR while planning. There was not one detail missed. He had not 1 but 2 staff at the port waiting for me and my group. They stayed until our cats were pulling away from the port amd were standing there again when we got back. The staff on all three cats went above and beyond. Never an empty cup, never a worry about safety, amazing food and they kept it all flowing flawlessly! For a group of 100 people to go this seamless, Diego and his team nailed it. You want fun and no worries, trust me on Diego and his team!

  2. JF

    Joey

    Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

    If I could give higher than 5 stars I would. This team was absolutely incredible. I do a lot of boat trips and this was by far the best one I’ve been on for the price. The team was attentive, fun, and just all around amazing. The food was freshly prepared and delicious. My entire group had nothing but good things to say about our trip. We will definitely be back!

  3. TA

    Tony

    Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

    We had an amazing time on Diego's boat. When we arrived the crew was very welcoming and had fresh fruit ready for us. The cocktails were flowing the whole time! We snorkeled then went to a beach where Stingrays were co existing with us, it was amazing. We had a group of 15 and felt there was plenty of room. I would 100% use Diego and his crew again.

  4. Sv

    Skye

    Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

    We received the warmest welcome from the crew, which made us feel right at home. To get all of the formalities out of the way: the service was impeccable and you definitely get way more than you pay for with this charter! The real reason, however, why we will book a charter with this boat again is the wonderful crew we got to sail with. After we left the boat, we left having made new friends whom we shared an unforgettable experience with!

  5. JA

    Jason

    Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

    Fantastic experience! Crew was great, made good drinks and we all enjoyed the ceviche. Would do this again if back in playa or cozumel! Thank you to the crew for being on top of everything! My drink was never empty! The boat was nice and new as well! We enjoyed the sandbar the most!

  6. Tasha

    Tasha

    Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

    We booked this charter for a day in Cozumel with our family of four. It was a VERY full day - we stayed at Kanai and had to take taxi to playa del Carmen, then ferry to Cozumel, ferry, then taxi back. But definitely worth it to see the waters at Cozumel - it was beautiful. The staff were attentive and excellent. Food was plentiful if a little limited with the menu. The ceviche was excellent as was the pineapple pico de gallo. Not great for picky eaters, though. The snorkeling was fun and we really enjoyed anchoring down in the shallower waters to enjoy the paddle board and jumping off the boat.