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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,198 Reviews)

Page 7 of 40946 listings

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
Tours in Fort Lauderdale · 6 guests

Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

5.0
Superowner
$119+/hour
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 14 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

5.0
$250/hour
Instant Book
3hr Classic Yacht Experience Montego Bay
Powerboats in Montego Bay · 25 guests

3hr Classic Yacht Experience Montego Bay

5.0
Superowner
Best of 2025
$933/hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$55/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Sailing in San Francisco · 28 guests

Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

4.9
$750/hour
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
$650/hour
Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package
Sailing in San Francisco · 10 guests

Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package

5.0
$600+/hour
Instant Book
Beatiful Catalina 42' Yacht Rental in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Beatiful Catalina 42' Yacht Rental in Puerto Vallarta

5.0
Superowner
Best of 2025
$138+/hour
56' SeaRay Yacht in New York!
Events in Brooklyn · 12 guests

56' SeaRay Yacht in New York!

4.8
$475/hour
Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away
Sailing in Nuevo Vallarta · 18 guests

Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away

5.0
Superowner
Best of 2025
$238+/hour
Instant Book
BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0
Superowner
$425/hour
Sail in downtown Toronto
Sailing in Toronto · 6 guests

Sail in downtown Toronto

5.0
$148/hour
FULLY CUSTOMIZABLE Luxury Catamaran Charter
Sailing in Nassau · 12 guests

FULLY CUSTOMIZABLE Luxury Catamaran Charter

5.0
$665/hour
Catamaran Party Boat with Captain & Crew – Up to 42 Guests!
Sailing in Miami Beach · 42 guests

Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

4.8
Superowner
Best of 2025
$800/hour
Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 49 guests

Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender

5.0
Superowner
Best of 2025
$800/hour
Gorgeous Luxurious Catamaran Open Bar
Sailing in Cancún · 30 guests

Gorgeous Luxurious Catamaran Open Bar

5.0
$215+/hour
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Sailing in Chicago · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

4.8
$120/hour
Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

5.0
$250/hour
Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California
Sailing in Marina del Rey · 12 guests

Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California

5.0
Superowner
$650/hour
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day
2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!
Powerboats in Holmes Beach · 8 guests

2022 BAYLINER DX2000!!! Spacious and perfect for cruising around AMI!

4.9
$372+/day
42' Wanderlust - The Best Sailing Cat in the Market - Sarasota
Sailing in Sarasota · 12 guests

42' Wanderlust - The Best Sailing Cat in the Market - Sarasota

5.0
$499+/hour
Instant Book
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0
$312+/hour

Sailing Reviews in United States

  1. YV

    Ylize

    Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

    amazing experience! amazing customer service! everyone had so much fun and everyone was asking the contact of the owner right after! i hosted a really great birthday party thanks to you guys! and a very beautiful boat! highly recommend!

  2. EC

    Emily

    42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

    Nate and Jaime were the absolute best from start to finish! Super great communication and excellent service - loved the swimming spot and how knowledgeable Nate was about the area and other boats. Exceeded our expectations, will definitely book with Nate again!

  3. RK

    Rosie

    Sailing Trips out of La Conner, Washington

    This was a great experience! Terje was a great guide and captain. Thank you for sharing your knowledge about boating and the area. It was a dream come true for my Dad‘s 82nd birthday.

  4. PM

    Paulina

    Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

    My wedding anniversary brought me back here! We obtain their services and we have to say our guest and us had a blast! Very professional services, their food items were great, overall a great and fun experience!

  5. KH

    Katy

    42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

    We are so happy we chose to book with Nate! The communication was clear and concise, we knew exactly where to go when our trip came! Nate and crew were beyond accommodating and the boat is so charming! This made our trip so special!

  6. JC

    Jackie

    San Diego Bay Sailing Experience

    Special land marks where brought to our attention as well as the dolphins. It was a beautiful & relaxing day on a beautiful boat. Captain was friendly & helpful!