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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,367 Reviews)

Page 17 of 39925 listings

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
23' Ranger Daysailer in Oakland, California
Sailing in Oakland · 5 guests

23' Ranger Daysailer in Oakland, California

5.0
$70/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
$372+/hour
Private 40ft Catamaran Charter to Rosario Islands, Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Catamaran Charter to Rosario Islands, Cartagena

New
$500/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
DAYTRIP/SLEEP ON BOARD TO CATALINA
Sailing in Los Angeles · 12 guests

DAYTRIP/SLEEP ON BOARD TO CATALINA

4.9
Superowner
$199/hour
Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington
Tours in Anacortes · 6 guests

Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

5.0
$200/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
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
Charter Jeanneau 50 DS Sailing Yacht in English Bay
Sailing in North Vancouver · 10 guests

Charter Jeanneau 50 DS Sailing Yacht in English Bay

5.0
$361/hour
Sensational 39' Lagoon Sailing Catamaran Cruise along Marina del Rey
Sailing in Marina del Rey · 12 guests

Sensational 39' Lagoon Sailing Catamaran Cruise along Marina del Rey

New
$279+/hour
Private sailing tour in Cancún Mexico
Sailing in Isla Mujeres · 8 guests

Private sailing tour in Cancún Mexico

5.0
$150/hour
Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in Cozumel
Sailing in San Miguel de Cozumel · 30 guests

Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in Cozumel

5.0
$543/hour
Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”
Sailing in Chicago · 10 guests

Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”

5.0
$275/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
Sailing Trip on 35' Catamaran in Cozumel All Inclusive
Sailing in Zona Hotelera Norte · 15 guests

Sailing Trip on 35' Catamaran in Cozumel All Inclusive

5.0
Superowner
$354/hour
Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht
Sailing in Zona Hotelera Norte · 20 guests

Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht

5.0
$413/hour
5⭐️ SUNSEEKER 64’ Visit Isla Mujeres
Events in Playa del Carmen · 15 guests

5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

5.0
Superowner
$768/hour
Nice Sailing vessel 41ft for cruising and explore PV.
Sailing in Marina Vallarta · 12 guests

Nice Sailing vessel 41ft for cruising and explore PV.

5.0
$164/hour
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,900/hour
Luxury Private Sail Yacht rental for groups and families up to 15 Pax
Sailing in Isla Mujeres · 15 guests

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

5.0
$129/hour
Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen
Sailing in Centro - Supmza. 001 · 16 guests

Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen

5.0
$200+/hour
Limited Availability
Private Sailing Tour in San Diego up to 10 Guests
Sailing in San Diego · 10 guests

Private Sailing Tour in San Diego up to 10 Guests

5.0
$175+/hour
Private Cat 30' Magic-Sea-wind Sailing Catamaran
Sailing in Cancún · 20 guests

Private Cat 30' Magic-Sea-wind Sailing Catamaran

5.0
$165+/hour

Sailing Reviews in United States

  1. LA

    LisaMarie

    Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

    We had the pleasure of sailing with Nat over the 4th of July weekend, and it was a fantastic experience from start to finish. He was punctual, courteous, and instantly put us at ease with his friendly demeanor. What stood out most was how attentive he was to our individual experience levels on the water — he adjusted his approach throughout the day so that everyone, regardless of sailing background, felt comfortable and included. Nat is clearly a highly accomplished sailor, but he wears that expertise lightly. The day felt relaxed as we navigated the waters of the San Juan Islands. — great conversation, great skill, and a great time on the water.

  2. Jill

    Jill

    42' Lagoon Luxury Catamaran Charter in Riviera Maya

    Don’t even second guess to rent this boat. We got married and the experience was so amazing and the whole crew made out day so unforgettable. WOW. Thank you

  3. as

    apama

    Private Sailing Tour in San Diego up to 10 Guests

    Our captain had our charcuterie delivery and a cooler of ice ready and was a wonderful host as we "strolled" around.

  4. SL

    Sarah

    Private Sailing Tour in San Diego up to 10 Guests

    5 star! Great communication and helped me out in a last minute pinch. Captain Paul was amazing!!!! Made the trip! Will def use them if ever back in San Diego!

  5. 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!

  6. Ani

    Ani

    42' Lagoon Luxury Catamaran Charter in Riviera Maya

    We had the absolute pleasure of renting Chris’s catamaran for my husband’s 40th birthday in Tulum, and it was nothing short of phenomenal. The boat itself was beautiful and spacious, but what truly made the experience unforgettable was Chris and his incredible staff. They were superb—attentive, professional, and went above and beyond to make sure every detail was perfect. From start to finish, we felt taken care of, and our group had the best time out on the water. If you’re looking for an unforgettable experience in Tulum, I can’t recommend Chris and his team enough!