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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,253 Reviews)

Page 22 of 40950 listings

Sunset Cruise in Myrtle Beach, South Carolina
Sailing in Little River · 6 guests

Sunset Cruise in Myrtle Beach, South Carolina

5.0
$450/hour
Set sail and enjoy Montego Bay’s stunning waterfront - 42 ft Catalina Sailboat
Sailing in Montego Bay · 14 guests

Set sail and enjoy Montego Bay’s stunning waterfront - 42 ft Catalina Sailboat

New
$250/hour
Parasailing Adventure in West Palm Beach
Adventures in Riviera Beach · 12 guests

Parasailing Adventure in West Palm Beach

New
$99/hour
5⭐️ Lagoon 40’ 2016 All inclusive
Sailing in Centro · 20 guests

5⭐️ Lagoon 40’ 2016 All inclusive

New
Superowner
$462/hour
😎 For Exclusive Party Yacth in Cabarete, Puerto Plata 😎
Events in Sosúa · 18 guests

😎 For Exclusive Party Yacth in Cabarete, Puerto Plata 😎

New
Superowner
Best of 2025
$75/hour
30 Persons 46' Cruising LEOPARD Sailing Catamaran in Cancún, For Charter
Sailing in Cancún · 30 guests

30 Persons 46' Cruising LEOPARD Sailing Catamaran in Cancún, For Charter

New
$540/hour
⚓️ Luxury 45' Catamaran Charter 2019 in Puerto Vallarta
Sailing in Marina Vallarta · 16 guests

⚓️ Luxury 45' Catamaran Charter 2019 in Puerto Vallarta

4.0
$480+/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
Sailing Adventure on Bay in Miami on Tartan Sailboat!
Sailing in Key Biscayne · 4 guests

Sailing Adventure on Bay in Miami on Tartan Sailboat!

5.0
$100/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
$370+/hour
Instant Book
Unforgettable Private Sunset Cruise in Punta Cana - Luxury VIP Boat Experience
Events in Sosúa · 25 guests

Unforgettable Private Sunset Cruise in Punta Cana - Luxury VIP Boat Experience

New
$135/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 2025
$183/hour
All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!
Sailing in Marina del Rey · 6 guests

All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

5.0
$300/hour
Instant Book
Charter this  53ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo
Sailing in Cancún · 55 guests

Charter this 53ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo

New
$462/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
Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail
Sailing in Saint Michaels · 6 guests

Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail

5.0
$325/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
Experience Maine on 65ft Classic Schooner Yacht
Sailing in Rockport · 30 guests

Experience Maine on 65ft Classic Schooner Yacht

5.0
$500/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
46ft Luxury Sail Catamaran - Single & Multi-Day Catamaran Expeditions | PVR
Sailing in Nuevo Vallarta · 25 guests

46ft Luxury Sail Catamaran - Single & Multi-Day Catamaran Expeditions | PVR

New
$628+/hour
Instant Book
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
Instant Book
Sol Brillio Negril Sailing Catamaran Rental fin Negril Westmoreland, Parish
Sailing in Negril · 100 guests

Sol Brillio Negril Sailing Catamaran Rental fin Negril Westmoreland, Parish

New
$1,800/hour
35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$115/hour
The Only Vessel For Big Groups in Cancun (Up To 60 people)
Events in Cancún · 60 guests

The Only Vessel For Big Groups in Cancun (Up To 60 people)

New
$399+/hour

Sailing Reviews in United States

  1. JZ

    June

    All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

    If I could give Captain Charlotte six stars, I would! She’s incredibly friendly, professional, and responsible. I was a bit worried about getting seasick, but her smooth and steady driving made the entire ride so comfortable. Her boat is spotless, modern, and beautifully decorated—it really stands out. We’re already planning to book with her again for our upcoming Catalina trip. Highly recommend!

  2. Pamela

    Pamela

    Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail

    We booked this experience for my husbands birthday and it was PERFECT! The Selina II IS STUNNING, and Captain Iris and her crew were absolutely wonderful. Captain Matt was fantastic! He took such good care of us while we sailed across the Chesapeake Bay and celebrated with a couple of glasses of delicious champagne! Look no further and book the Selina II, you won’t regret it, it’s absolutely worth it !!

  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. RC

    Ryan

    Sunset Cruise in Myrtle Beach, South Carolina

    Great trip! The captain was terrific! Most of the time is spent going to and from the open ocean, but it is a scenic voyage. Fair price. Boat is in good-fair condition. We grabbed take-out at the marina before pushing off.

  5. 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 .

  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