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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,522 Reviews)

Page 22 of 451,077 listings

Pigs, Turtles, Snorkeling Beach Day
Powerboats in Nassau · 18 guests

Pigs, Turtles, Snorkeling Beach Day

New
$225person
Luxury Experience on a new 2020 Catamaran in Baja California Sur, Mexico
Sailing in La Paz · 14 guests

Luxury Experience on a new 2020 Catamaran in Baja California Sur, Mexico

5.0
$406hour
Tripp 43 Cruiser Racer Sailing Yacht in Alameda, California
Sailing in Alameda · 6 guests

Tripp 43 Cruiser Racer Sailing Yacht in Alameda, California

New
$199hour
Sailing live aboard  Charter in Montego Bay, Jamaica
Sailing in Montego Bay · 15 guests

Sailing live aboard Charter in Montego Bay, Jamaica

5.0
$135person
78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo
Sailing in Cancún · 100 guests

78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo

5.0
$685-$893hour
42ft Sea Ray Sundancer Yacht Available in PV
Events in Marina Vallarta · 10 guests

42ft Sea Ray Sundancer Yacht Available in PV

New
Snoozed - Active 02 Jan 2025
Beautiful 42Ft Express Cruiser yacht in Puerto Vallarta
Events in Isla Iguana · 15 guests

Beautiful 42Ft Express Cruiser yacht in Puerto Vallarta

New
Snoozed - Active 02 Jan 2025
Catamaran lagoon 42ft Luxury In Costa Rica
Sailing in Guanacaste Province · 25 guests

Catamaran lagoon 42ft Luxury In Costa Rica

New
$700hour
Vintage-style sailboat Ketch 50 ft
Sailing in Marina Vallarta · 14 guests

Vintage-style sailboat Ketch 50 ft

New
Superowner
Best of 2023
$135hour
A timeless journey sailing the California coast!
Sailing in Marina del Rey · 10 guests

A timeless journey sailing the California coast!

5.0
$400hour
Charter Lagoon 44 Sailing Catamaran Yacht In Cartagena, Colombia
Sailing in Cartagena · 12 guests

Charter Lagoon 44 Sailing Catamaran Yacht In Cartagena, Colombia

5.0
$171-$343hour
Yacht Fun Charter 55ft 15 pax Playa Mujeres GMBSR55FUN
Events in Cancún · 20 guests

Yacht Fun Charter 55ft 15 pax Playa Mujeres GMBSR55FUN

4.5
$200-$230hour
Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia
Sailing in Cartagena · 60 guests

Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia

5.0
$3,500day
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
$166-$200hour
Lagoon 42' Private Sailing Adventure in Florida with Captain Eric
Sailing in Deerfield Beach · 8 guests

Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

5.0
$300hour
Sunset Cruise in Myrtle Beach, South Carolina
Sailing in Little River · 6 guests

Sunset Cruise in Myrtle Beach, South Carolina

5.0
$450hour
Montego Bay All-inclusive Yacht Experience
Events in Montego Bay · 10 guests

Montego Bay All-inclusive Yacht Experience

New
Superowner
$998hour
Sailboat Oddissey 45 luxury sailing in Cancun, Mexico
Sailing in Isla Mujeres · 10 guests

Sailboat Oddissey 45 luxury sailing in Cancun, Mexico

5.0
$217-$225hour
Stunning Luxe 60' White Princess Yacht
Events in Fort Lauderdale · 13 guests

Stunning Luxe 60' White Princess Yacht

New
Superowner
$750hour
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$100-$110hour
MACARENA 38ft C&C Sailboat Charter in Puerto Vallarta, Jalisco
Sailing in Puerto Vallarta · 10 guests

MACARENA 38ft C&C Sailboat Charter in Puerto Vallarta, Jalisco

5.0
$176hour
Luxury Boat Poseidon VI 🔱 - Explore the Stunning Rosario Islands - Cartagena
Powerboats in Cartagena · 8 guests

Luxury Boat Poseidon VI 🔱 - Explore the Stunning Rosario Islands - Cartagena

New
$100hour
35ft Cycleboat Party Boat Rental in Hoboken, New Jersey
Powerboats in Manhattan · 26 guests

35ft Cycleboat Party Boat Rental in Hoboken, New Jersey

5.0
$499hour
36' Catamaran Charter in San Pedro
Sailing in San Pedro · 25 guests

36' Catamaran Charter in San Pedro

5.0
$60person

Sailing Reviews in United States

  1. AG

    Aamira

    Charter Lagoon 44 Sailing Catamaran Yacht In Cartagena, Colombia

    Ragho and team were really great communicators throughout the process. Planning a trip from the US and not speaking much Spanish, they truly made the process seamless. Even when there was a hiccup in our boat and scheduling they made sure to accommodate by providing us champagne and snacks to make up for it. I do wish the staff spoke a little more English so that we could have an actual tour of isla de rosario but all in all we had a great time! The staff was courteous and very attentive. I look forward to sailing with them in the future!

  2. JT

    Jeff

    36' Catamaran Charter in San Pedro

    The boat was comfortable, food was fabulous and the snorkeling was amazing. We had a great time hanging out with Steven and the crew.

  3. JP

    Jonathan

    Lagoon 42' Private Sailing Adventure in Florida with Captain Eric

    Amazing experience. Exceeded all expectations. I booked a trip for eight family members to celebrate a birthday while on vacation. Captain Eric took us on an afternoon tour of the Florida intercoastal. His boat was incredibly nice and spacious, and Eric was a great host - very friendly and accommodating to all our needs. We hope to book a sailing excursion with him next time we are in the area!

  4. SS

    Shaun

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    This was our first time sailing and Captain Dan was amazing 🤩. He is very knowledgeable and accommodating. We sat up front on a couple of bean bags which was perfect and very comfortable. We will definitely do this again. Oh and we saw 👀dolphins 🐬 too. 🙌

  5. Kathy

    Kathy

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    It was a great choice! Captain Dan welcomed us and prepared us so we would have a most enjoyable and safe trip! We toured beautiful areas, sailed along the coast and a great ocean adventure! We dropped anchor for a swim and lunch and had great conversation !! Thank you and we will be back!

  6. Thomas

    Thomas

    MACARENA 38ft C&C Sailboat Charter in Puerto Vallarta, Jalisco

    Paola’s crew were so nice and inviting it felt like exploring with friends. They were open to be flexible with the itinerary and had great ideas of possible visits. Sailboat was clean, outfitted with up to date equipment and safety. Personal touches were alcoholic and non alcoholic drinks including fruit and home made guacamole. Paola personally met us at the marina and guided us to and from the vessel. Would recommend the team.