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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(1,318 Reviews)

Page 5 of 5108 listings

65ft Searay Power Mega Yacht Rental in Miami, Florida
Sailing in Miami · 13 guests

65ft Searay Power Mega Yacht Rental in Miami, Florida

New
$450/hour
Instant Book
Luxury Sailing Aboard a 38-Foot Lagoon Catamaran in Marina del Rey
Sailing in Marina del Rey · 12 guests

Luxury Sailing Aboard a 38-Foot Lagoon Catamaran in Marina del Rey

New
$475/hour
Instant Book
Charter 30ft Sabre Cruising Monohull In Berkeley, California
Sailing in Berkeley · 6 guests

Charter 30ft Sabre Cruising Monohull In Berkeley, California

New
$150/hour
Instant Book
Sail on the Potomac in Washington, DC aboard the 28ft Hunter Sailboat
Sailing in Washington · 6 guests

Sail on the Potomac in Washington, DC aboard the 28ft Hunter Sailboat

New
$280/hour
Instant Book
Sail NYC in Style: Luxury Private Charter Aboard the Sleek NEEL 47 Trimaran
Sailing in Bronx · 12 guests

Sail NYC in Style: Luxury Private Charter Aboard the Sleek NEEL 47 Trimaran

New
$813+/hour
Instant Book
45ft Maxum Luxury Boat
Events in Marina · 10 guests

45ft Maxum Luxury Boat

New
$325/hour
Instant Book
Luperon: Tasting the Tides - Rum, Sail and Swim | 4 hrs to full day options
Sailing in Puerto Plata Province · 8 guests

Luperon: Tasting the Tides - Rum, Sail and Swim | 4 hrs to full day options

New
$85/hour
Instant Book
Captained Charter 30' Sailboat in Milwaukee, Wisconsin
Sailing in Milwaukee · 6 guests

Captained Charter 30' Sailboat in Milwaukee, Wisconsin

5.0
Snoozed - Active 02 Jan 2026
36' PDQ Catamaran Charter in Puerto Aventuras, Mexico
Sailing in Puerto Aventuras · 15 guests

36' PDQ Catamaran Charter in Puerto Aventuras, Mexico

5.0
Snoozed - Active 02 Oct 2025
Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons
Sailing in Lacey Township · 6 guests

Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons

5.0
Snoozed - Active 02 Jan 2026
Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen #GMB38CAT
Sailing in Centro - Supmza. 001 · 16 guests

Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen #GMB38CAT

5.0
Snoozed - Active 07 Oct 2025
Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0
Snoozed - Active 31 Jul 2026

Sailing Reviews in United States

  1. JW

    Jessica

    Captained Charter 30' Sailboat in Milwaukee, Wisconsin

    Our group of six women celebrating girl's weekend had the most memorable and special outting on Scott's boat. He is very friendly, accomodating, generous, and easy going. His background as a Navy search and rescue swimmer coupled with his confident sailing abilites assured the group that safety was never an issue. He perfectly integrated into or out of our conversations, highlighting is flexible nature. We all highly recommend!

  2. CA

    Chesley

    36' PDQ Catamaran Charter in Puerto Aventuras, Mexico

    Rodrigo was so helpful and communicative about the scheduling and weather, making sure we knew what to bring and how to get into the marina. We had fun snorkeling as a family, seeing eagle rays and turtles from the boat and the kids loved riding the waves on the front! The crew was very attentive and the food and drink were great! Thanks for a memorable family trip!

  3. Elliott

    Elliott

    36' PDQ Catamaran Charter in Puerto Aventuras, Mexico

    Our day with Rodrigo, Diego and Max was the absolute best part of our trip to Cancun. From the initial contact with Chris, the owner, everything was top-notch. Their boat, La Yoya, was lovely, the food was beyond delicious and the service and accommodations were five star. They treated us all so kindly and seemed to also be having a good time as well. We will definitely use you again in the future. Muchas Gracias!!

  4. TR

    Tamara

    Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen #GMB38CAT

    We are an extended family of 14 and wanted to snorkel, see the island by boat, enjoy the sunset, swim and relax. Gustavo and crew were amazing! Pick up and drop off at our dock were no problem. Although the water was rough, they allowed us to snorkel and swim where we wanted. A great trip on a great boat!

  5. Tasha

    Tasha

    36' PDQ Catamaran Charter in Puerto Aventuras, Mexico

    This was a great day at sea with Rodrigo and his Crew. The boat was nice. The food and drinks were excellent and the service was the best!! Max gave us a great snorkel session. I would highly recommend this boat and crew if your in the area.

  6. SS

    Samantha

    Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons

    Chris was accommodating and made the trip enjoyable. He was knowledgeable about the area and made good recommendations. Highly recommend