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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,052 Reviews)

Page 22 of 39921 listings

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
Beautiful Catalina Marina Del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Catalina Marina Del Rey

New
$125/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
Sailing live aboard  Charter in Montego Bay, Jamaica
Sailing in Montego Bay · 15 guests

Sailing live aboard Charter in Montego Bay, Jamaica

5.0
$950/day
42' Luxury Catamaran Sailboat
Sailing in Miami · 6 guests

42' Luxury Catamaran Sailboat

New
$285/hour
Super Comfortable McClain 50 Sailing Catamaran
Events in Marina Vallarta · 20 guests

Super Comfortable McClain 50 Sailing Catamaran

New
Superowner
$349/hour
Luxury Catamaran Belize, Private Chef & Hol Chan Snorkeling
Powerboats in San Pedro · 12 guests

Luxury Catamaran Belize, Private Chef & Hol Chan Snorkeling

New
$882/hour
Limited Availability
Blue Lagoon Catamaran 43ft Cat in Cabo San Lucas
Sailing in Marina · 20 guests

Blue Lagoon Catamaran 43ft Cat in Cabo San Lucas

New
$445/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
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
43 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

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

5.0
$150+/hour
Manuel Antonio Catamaran Private ''Spanish Dancer''
Sailing in Quepos · 12 guests

Manuel Antonio Catamaran Private ''Spanish Dancer''

5.0
$1,500/hour
Newport Private Day Sail onboard 28' Sabre Yacht Serenity
Sailing in Newport · 6 guests

Newport Private Day Sail onboard 28' Sabre Yacht Serenity

New
$150/hour
Catamaran |15 People |Choptank River
Sailing in Maryland · 15 guests

Catamaran |15 People |Choptank River

New
Superowner
$700/hour
Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$500/hour
Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne
Tours in Miami Beach · 10 guests

Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne

New
Superowner
$159+/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
65 People - All inclusive service aboard the 65ft Power Catamaran
Events in Marina · 65 guests

65 People - All inclusive service aboard the 65ft Power Catamaran

New
$548/hour
Sailing Adventure on Bay in Miami on Tartan Sailboat!
Sailing in Key Biscayne · 6 guests

Sailing Adventure on Bay in Miami on Tartan Sailboat!

5.0
$100/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
Maxicat 65ft Private Party Catamaran in Cartagena
Sailing in Cartagena · 80 guests

Maxicat 65ft Private Party Catamaran in Cartagena

New
Superowner
$838/hour
High Demand
Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday
Sailing in Mount Pleasant · 100 guests

Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

5.0
$375/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
Isla Mujeres Eco Catamaran Experience with Snorkeling & Beach Club
Sailing in Cancún · 30 guests

Isla Mujeres Eco Catamaran Experience with Snorkeling & Beach Club

New
Superowner
Best of 2026
$75/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. 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.

  3. Rachel

    Rachel

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

    What a fun day sailing around the orcas . Nat was an amazing sailing instructor and we loved learning about sailing and checking out the islands by water . Would highly recommend doing this - highlight of the trip .

  4. 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

  5. LT

    Lloyd

    43 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

  6. Sreenivasan

    Sreenivasan

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

    Excellent sail boat and amazing crew. We had an unforgettable experience. The When & If… is a beauty! Thank you Capt. Seth & team of pirates :)..