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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,440 Reviews)

Page 23 of 39932 listings

Catalina 27 Sailboat Rental in Olga, Washington
Sailing in Anacortes · 6 guests

Catalina 27 Sailboat Rental in Olga, Washington

5.0
$90+/hour
42 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

42 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland

5.0
$150+/hour
Luxury 52 Catamaran With  AC - Price include 2 People
Sailing in Guna Yala Comarca · 8 guests

Luxury 52 Catamaran With AC - Price include 2 People

5.0
$3,000/day
45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay
Sailing in San Diego · 6 guests

45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay

5.0
$550+/hour
Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts
Sailing in Salem · 6 guests

Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts

5.0
$550/hour
Puerto Plata Luxury Catamaran Charter with Snorkeling & Lunch
Powerboats in Sosúa · 70 guests

Puerto Plata Luxury Catamaran Charter with Snorkeling & Lunch

New
$242/hour
Instant Book
Manuel Antonio Catamaran Private ''Spanish Dancer''
Sailing in Quepos · 12 guests

Manuel Antonio Catamaran Private ''Spanish Dancer''

5.0
$1,500/hour
Personalized Luxury Catamaran Experiences
Sailing in Nuevo Vallarta · 16 guests

Personalized Luxury Catamaran Experiences

New
$681/hour
Luxury Catamaran 44 in Puerto Vallarta, Banderas Bay
Sailing in Marina Vallarta · 12 guests

Luxury Catamaran 44 in Puerto Vallarta, Banderas Bay

New
Superowner
$459/hour
40ft Lagoon Sailing Catamaran with Skipper and Crew!
Sailing in Marina Vallarta · 18 guests

40ft Lagoon Sailing Catamaran with Skipper and Crew!

New
$625/hour
Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$500/hour
Super Comfortable McClain 50 Sailing Catamaran
Events in Marina Vallarta · 20 guests

Super Comfortable McClain 50 Sailing Catamaran

New
Superowner
$349/hour
Beautiful Hunter 46ft Sailboat for 15 people
Sailing in Marina Vallarta · 15 guests

Beautiful Hunter 46ft Sailboat for 15 people

New
Superowner
$160/hour
Lagoon 45' All Inclusive From Tulum
Sailing in Tulum · 30 guests

Lagoon 45' All Inclusive From Tulum

New
Superowner
$634/hour
Maxicat 65ft Private Party Catamaran in Cartagena
Sailing in Cartagena · 80 guests

Maxicat 65ft Private Party Catamaran in Cartagena

New
Superowner
$838/hour
42' Luxury Catamaran Sailboat
Sailing in Miami · 12 guests

42' Luxury Catamaran Sailboat

New
$300/hour
Private 40' Lagoon Catamaran Charter - 12 Guests will have fun  in La Paz!
Sailing in La Paz · 12 guests

Private 40' Lagoon Catamaran Charter - 12 Guests will have fun in La Paz!

New
$445+/hour
Cruising Catamaran Rental in Puerto Plata, Puerto Plata
Sailing in Barrio Las Yaguitas · 80 guests

Cruising Catamaran Rental in Puerto Plata, Puerto Plata

1.0
Superowner
Best of 2026
$183/hour
$3000 HR  |15 Guests|Catamaran - Choptank River
Sailing in Maryland · 15 guests

$3000 HR |15 Guests|Catamaran - Choptank River

New
Superowner
$700/hour
Cabo Private Sail & Snorkel Tour Arch & Open Bar
Sailing in Marina · 8 guests

Cabo Private Sail & Snorkel Tour Arch & Open Bar

New
$200/hour
Instant Book
An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena
Sailing in Cartagena · 23 guests

An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena

New
Superowner
$231/hour
Discover the magic of the sea | Westsail 43' Private Sailing Tours
Sailing in San Diego · 12 guests

Discover the magic of the sea | Westsail 43' Private Sailing Tours

New
$280/hour
Costa Rica Catamaran Private Sunset Tour with Drinks
Sailing in Tamarindo · 20 guests

Costa Rica Catamaran Private Sunset Tour with Drinks

New
$515/hour
Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas
Sailing in Seabrook · 8 guests

Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas

5.0
$151+/hour

Sailing Reviews in United States

  1. DP

    Dawn

    Luxury 52 Catamaran With AC - Price include 2 People

    ⭐⭐⭐⭐⭐ An unforgettable experience in San Blas, Panama! The Italian-owned boat exceeded all expectations. The food was divine, reflecting true Italian finesse, and the service was impeccable. Every moment aboard was filled with warmth, comfort, and authentic hospitality. A must-try for anyone seeking a remarkable sailing adventure in paradise!

  2. JM

    Julie

    Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas

    The girls had such a great time! They appreciated the upgrade (when y'all found out it was a bachelorette party they got the upgrade) and said the boat driver was very attentive and super nice! It was the best part of their bachelorette weekend! Thank you!

  3. AA

    Adam

    45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay

    What can I say except a big thank you for the best experience I’ve had before! It’s been an adventure holiday and for me personally, an awakening. You gave it your all for me and it's been totally great. Your new friend, Adam.

  4. MS

    Michelle

    Catalina 27 Sailboat Rental in Olga, Washington

    Lots to learn of you're new at sailing. Great teacher. Guess over it until you get it. Did a wonderful job explaining everything. The who what when where and why's. Also gave us a great dinner ideas.

  5. MH

    Madeline

    Experience Maine on 65ft Classic Schooner Yacht

    It was an absolutely beautiful sail! The captain and crew were so personable, sweet and accommodating! Gorgeous day and a BREATHTAKING boat! 10000/10 would recommend

  6. LT

    Lloyd

    42 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland

    Davis was our captain, he was great . Very informative and knowledgeable . We went on a 31/2 hour sail in the Chesapeake bay. Would definitely do it again