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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,291 Reviews)

Page 16 of 39925 listings

40ft Catamaran Private Charter / Capacity 30 people
Sailing in Cancún · 30 guests

40ft Catamaran Private Charter / Capacity 30 people

5.0
Superowner
$275+/hour
44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.
Sailing in Tulum · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

4.5
Superowner
Best of 2026
$520/hour
Luxury Lagoon 450 Sailing Catamaran in Oceanside
Sailing in Oceanside · 6 guests

Luxury Lagoon 450 Sailing Catamaran in Oceanside

5.0
$250/hour
Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston

New
$250/hour
44' Catamaran Party Boat In Grand Bahamas Island
Sailing in Bell Channel Bay · 45 guests

44' Catamaran Party Boat In Grand Bahamas Island

4.6
$140/hour
Private 37ft Catamaran Charter in Cancún for up to 25 Guests
Sailing in Cancún · 25 guests

Private 37ft Catamaran Charter in Cancún for up to 25 Guests

5.0
Superowner
$157+/hour
Boat for Groups of up to 60 People in Cancún, Quintana Roo
Events in Cancún · 61 guests

Boat for Groups of up to 60 People in Cancún, Quintana Roo

5.0
$200/hour
Fountaine Pajot 38ft Catamaran in Isla Mujeres Fountain Pajot
Sailing in Centro - Supmza. 001 · 18 guests

Fountaine Pajot 38ft Catamaran in Isla Mujeres Fountain Pajot

5.0
$250/hour
Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
Sailing in Key West · 6 guests

Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

New
$150/hour
Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views
Powerboats in Folly Beach · 6 guests

Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views

New
Superowner
$150/hour
Private Sailing Tours in Playa Flamingo, Guanacaste
Sailing in Playa Flamingo · 17 guests

Private Sailing Tours in Playa Flamingo, Guanacaste

5.0
Superowner
$186+/hour
38' Luxury Catamaran All-Inclusive Cruise in Playa del Carmen.
Sailing in Playa del Carmen · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Playa del Carmen.

4.7
Superowner
Best of 2026
$420/hour
BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )
Sailing in Newport Beach · 12 guests

BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )

5.0
$185+/hour
Private sailing tour in Cancún Mexico
Sailing in Isla Mujeres · 8 guests

Private sailing tour in Cancún Mexico

5.0
$150/hour
Sail Cabo in Style - Escape the Crowds on a Private 36ft Sailboat
Sailing in Marina · 10 guests

Sail Cabo in Style - Escape the Crowds on a Private 36ft Sailboat

5.0
$150/hour
Blue Lagoon Catamaran 43ft Cat in Cabo San Lucas
Sailing in Marina · 20 guests

Blue Lagoon Catamaran 43ft Cat in Cabo San Lucas

New
$475/hour
42' Lagoon Luxury Catamaran Charter in Riviera Maya
Sailing in Puerto Aventuras · 25 guests

42' Lagoon Luxury Catamaran Charter in Riviera Maya

5.0
$360+/hour
Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers
Events in San Francisco · 49 guests

Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

5.0
Superowner
$1,467/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
100' Cruising Catamaran with Unlimited Food and Drinks
Sailing in Marina · 130 guests

100' Cruising Catamaran with Unlimited Food and Drinks

5.0
$60/day
Lin Mar 65ft Premium Catamaran in Playas del Coco
Sailing in Coco · 45 guests

Lin Mar 65ft Premium Catamaran in Playas del Coco

New
$972+/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
 Come Play and Sail Away Barnegat Bay!
Sailing in Lacey Township · 6 guests

Come Play and Sail Away Barnegat Bay!

5.0
$150/hour
Unforgettable Day Charter - Bali 4.6 Sailing Catamaran in Bahamas for 10 Guests
Sailing in Nassau · 10 guests

Unforgettable Day Charter - Bali 4.6 Sailing Catamaran in Bahamas for 10 Guests

New
$1,350/hour

Sailing Reviews in United States

  1. MD

    Molly

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    We had such a beautiful experience on this sail! The boat was spectacular and so smooth. The team was supportive and friendly. It was magical being out on the water and we felt so taken care of between the route, the catering, and the different features of the boat, in general. The crew even pivoted to allow us to sail into McCovey Cove to hear a surprise concert being held at the ball park that night. Highly recommend for any larger group or special event!

  2. LB

    Lauren

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    I booked the boat as a birthday party and surprise vow renewal for my husband. Allie and Joyce were super responsive and helpful. The crew was kind and accommodating. Great experience!

  3. Ally

    Ally

    44' Catamaran Party Boat In Grand Bahamas Island

    Captain Rico was amazing! He made sure we were taken care of and having fun the whole day. The food was great and the itinerary was perfect. Would 100% recommend and book with him again! We all had so much fun. Thank you Captain Rico!

  4. JS

    Jasmine

    42' Lagoon Luxury Catamaran Charter in Riviera Maya

    FIVE STARS!!! The team was amazing and definitely made the experience even in choppy waters! Christina was a very knowledgeable and awesome rockstar and was proactive in crazy situations we threw at her and the team! Definitely book with them!

  5. BG

    Brittany

    44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

    BEST TRIP EVER! WOW! For my combined bach/bachelorette we were greeted with an amazing crew and best of all, SHOTS lol. The crew was clear about the rules and expectations on our trip and ensured our safety. We had the most amazing ride out on the ocean, the catamaran was gorgeous, clean, spacious, better than we could have imagined. The staff Aldo, Master P, Captain Juan, and Omar absolutely made our trip. They were joining in our fun and showing us how to enjoy the ocean safely. We were provided snorkeling gear, and were able to swim with and touch stingrays, this was a dream to say the least! The floating pad and paddle board were also amazing to hang out on. We didn't know what to expect with the food, and boy, they did not disappoint, the burgers were delicious, the guacamole was insane and the ceviche literally made this trip. Also, the photography skills of the staff, they had us in the best spots on the boat and made the funniest video for us. My group has been on several boats and this is BY FAR THE MOST AMAZING EXPERIENCE. Wish we could do it all over again. HIGHLY RECOMMEND!😊

  6. AB

    Anna

    44' Catamaran Party Boat In Grand Bahamas Island

    Our excursion with Captain Rico was great! We were a group of 25 that had some special requests and he was very accomodating. He knew I was concerned about making it back to the cruise ship on time but was able to get in all the fun acitivities. Snorkeling, private beach and jet skiing. The group agreed it was the highlight of the cruise!