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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,393 Reviews)

Page 22 of 39915 listings

Personalized Luxury Catamaran Experiences
Sailing in Nuevo Vallarta · 16 guests

Personalized Luxury Catamaran Experiences

New
$674/hour
45' Lagoon Luxury Catamaran Charter in Riviera Maya
Sailing in Puerto Aventuras · 30 guests

45' Lagoon Luxury Catamaran Charter in Riviera Maya

5.0
$397+/hour
42' Luxury Catamaran Sailboat
Sailing in Miami · 6 guests

42' Luxury Catamaran Sailboat

New
$285/hour
🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️
Tours in Dominican Republic · 40 guests

🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️

New
Superowner
Best of 2026
$75/hour
Private 45ft Catamaran Yacht In Cabo | All-Inclusive Food and Open Bar
Powerboats in Marina · 20 guests

Private 45ft Catamaran Yacht In Cabo | All-Inclusive Food and Open Bar

New
$759+/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
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
Catalina 27 Sailboat Rental in Olga, Washington
Sailing in Anacortes · 6 guests

Catalina 27 Sailboat Rental in Olga, Washington

5.0
$90+/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
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
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
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
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
Manuel Antonio Catamaran Private ''Spanish Dancer''
Sailing in Quepos · 12 guests

Manuel Antonio Catamaran Private ''Spanish Dancer''

5.0
$1,500/hour
40 ft Spacious Catamaran
Sailing in Marina Vallarta · 12 guests

40 ft Spacious Catamaran

5.0
$586/hour
Blue Oceans | Private Party Catamaran | Up to 12 Guests | San Diego Bay
Sailing in San Diego · 12 guests

Blue Oceans | Private Party Catamaran | Up to 12 Guests | San Diego Bay

5.0
$550+/hour
$3000 HR  |15 Guests|Catamaran - Choptank River
Sailing in Maryland · 15 guests

$3000 HR |15 Guests|Catamaran - 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
45' Luxury Sailing Catamaran Charter
Sailing in Saint Petersburg · 6 guests

45' Luxury Sailing Catamaran Charter

5.0
$300+/hour
Super Comfortable McClain 50 Sailing Catamaran
Events in Marina Vallarta · 20 guests

Super Comfortable McClain 50 Sailing Catamaran

New
Superowner
$349/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
Bahia de las Aguilas- Private Catamaran Cruise
Events in Dominican Republic · 70 guests

Bahia de las Aguilas- Private Catamaran Cruise

New
$500/hour

Sailing Reviews in United States

  1. RG

    Ryan

    Blue Oceans | Private Party Catamaran | Up to 12 Guests | San Diego Bay

    Amazing trip! First, the boat is beautiful. We had Captain Andy who was a great host. Helped us make a quick itinerary and we were on our way! Stopped for a swim before we headed back towards the harbor. I will be booking one of these trips again and would book this same one if I’m in San Diego.

  2. 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!

  3. WF

    Wayne

    40 ft Spacious Catamaran

    Kelly was professional and courteous for the booking and all questions that came afterward and very accommodating when we wanted to preview the boat, working with the caterer, etc. Captain Cesar and the entire crew were wonderful and very helpful during the entire trip. It was a great experience! Thank you!

  4. 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.

  5. 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.

  6. 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