Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,155 Reviews)

Page 3 of 39935 listings

Suncatcher 22ft Family Pontoon!
Powerboats in Montana · 8 guests

Suncatcher 22ft Family Pontoon!

5.0
$65/hour
Safe & solid sailing catamaran - Green power! Stunning beauty & great location!
Sailing in Richmond · 6 guests

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

5.0
$162+/hour
Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!
Sailing in New Orleans · 6 guests

Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!

5.0
$110/hour
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$750+/hour
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/hour
2hr Sunset Sail from the port of South Haven Mi. on a Catalina 36
Sailing in South Haven · 6 guests

2hr Sunset Sail from the port of South Haven Mi. on a Catalina 36

5.0
$200/hour
43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur
Sailing in Marina · 20 guests

43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur

5.0
$544+/hour
Instant Book
High end Catamaran, Luxury Private Party in Cabo San Lucas. Captain &  crew inc
Powerboats in Marina · 50 guests

High end Catamaran, Luxury Private Party in Cabo San Lucas. Captain & crew inc

5.0
Superowner
$600/hour
Pure Sport Catamaran Sailing on San Diego Bay
Sailing in San Diego · 6 guests

Pure Sport Catamaran Sailing on San Diego Bay

5.0
$220/hour
38-ft Hunter 376 Sailing Adventure in Annapolis
Sailing in Annapolis · 6 guests

38-ft Hunter 376 Sailing Adventure in Annapolis

5.0
Superowner
$138+/hour
Instant Book
Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!
Sailing in Marina del Rey · 12 guests

Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

5.0
$208+/hour
Boat Rental On Lake Washington - 19ft Sea Ray
Powerboats in Renton · 8 guests

Boat Rental On Lake Washington - 19ft Sea Ray

4.0
$150/hour
Instant Book
Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia
Sailing in Cartagena · 16 guests

Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia

4.8
Superowner
Best of 2025
$970/day
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
Best of 2025
$190/hour
Lovely Catalina 36 Sailboat in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Lovely Catalina 36 Sailboat in Puerto Vallarta

5.0
Superowner
Best of 2025
$155/hour
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing in Chicago · 6 guests

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

5.0
Superowner
$220/hour
Catalina 36 Sailing Yacht Charter Mazingon in Valle de Bravo
Sailing in Sin Nombre · 16 guests

Catalina 36 Sailing Yacht Charter Mazingon in Valle de Bravo

5.0
Best of 2025
$160/hour
2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 17 guests

2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico

5.0
$370+/hour
PRIVATE CATAMARAN ⛵️ STARTING ON ISLA MUJERES 🏝️
Sailing in Centro - Supmza. 001 · 15 guests

PRIVATE CATAMARAN ⛵️ STARTING ON ISLA MUJERES 🏝️

4.8
Superowner
Best of 2025
$188/hour
La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
Sailing in Oceanside · 6 guests

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

5.0
$150/hour
Luxury 35 ft catamaran with premium open bar and food included
Sailing in Marina · 8 guests

Luxury 35 ft catamaran with premium open bar and food included

5.0
Superowner
$568/hour
The Midnight Sun,  Affordable Luxury  motor yacht
Events in Oranjestad-East · 15 guests

The Midnight Sun, Affordable Luxury motor yacht

5.0
Superowner
Best of 2025
$450/hour
Instant Book
All-Inclusive Private 42’ Trimaran in Los Cabos
Sailing in Marina · 50 guests

All-Inclusive Private 42’ Trimaran in Los Cabos

4.8
Best of 2025
$379/hour
The Ultimate Catamaran Party Boat | Up to 49 Passengers!
Events in Miami · 49 guests

The Ultimate Catamaran Party Boat | Up to 49 Passengers!

4.8
Superowner
Best of 2025
$800/hour
Instant Book

Sailing Reviews in United States

  1. TS

    Thomas

    Avalon Harbor's Only Sailing Charter

    This was an absolutely beautiful tour on an incredible sailboat. We toured the island and also were able to snorkel as the boat was equipped with plenty of masks and snorkels. Raphael was such a fantastic captain teaching us all of the history of Catalina. Totally recommend this experience!!!!! Thank you!

  2. Lisa

    Lisa

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Thank you so much Captain Alberto & Grace. We had a fabulous time and enjoyed learning about sailing. Thanks for trusting us to help steer and tack the boat. We had so much fun. You are a great teacher. We wish we could have stayed out longer.

  3. MJ

    Meneka

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    Sailing with Nijole and her husband was an incredible experience! From the start, they were very responsive in communication and flexible with our requested times, even allowing us to extend once on the water. Their knowledge, warmth, and passion for sailing made the trip both safe and fun, with stunning views that we’ll never forget. Highly recommend!

  4. LE

    Lara

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    My girlfriends and I had the best time celebrating a bachelorette party with Captain Brian and his beautiful boat! From the very start Brian had quick communication and was helpful answering our questions. The actual boat was so nice, with a rustic charm. It comfortably fit all 10 girls. Brian made the day extra special - he’s so kind and fun. Would definitely recommend to this others and even hope to do another trip again!

  5. Kasie

    Kasie

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Wonderful Captain and wonderful boat! Plenty of shade above and below deck if the August heat becomes too much. We did the three hour tour, and it was a great half day length. We received a tour of downtown Annapolis and then Captain Alberto opened up the sails and we went on a beautiful ride down the river. It was fun and unique - even for those who have motor boat experience. Sailing is quintessential Annapolis and Captain Alberto was a great host.

  6. MG

    Monica

    Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

    We were so happy we chose this vessel. The catamaran was steady and true. we got to motor out as well as sail and enjoy the splash of salt water in our faces. Capt. Jan and Ellen were so very kind and thoughtful. Would have loved to spend more time with them. We sprinkled my brother's ashes today. I will always remember this day. Truly memorable. Thanks Captain Jan.