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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,358 Reviews)

Page 38 of 39921 listings

Sail into adventure in Costa Rica, playa Flamingo
Sailing in Playa Flamingo · 12 guests

Sail into adventure in Costa Rica, playa Flamingo

New
$2,640/hour
SAILING THE GULF OF NICOYA ON A LUXURY 37" YACHT
Sailing in Punta Arenas · 4 guests

SAILING THE GULF OF NICOYA ON A LUXURY 37" YACHT

New
$150/hour
Bayliner Deck Boat Rental at Lake wallenpaupack!
Powerboats in Pennsylvania · 6 guests

Bayliner Deck Boat Rental at Lake wallenpaupack!

New
$115/hour
Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan
Sailing in Holland · 6 guests

Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan

New
$150/hour
VIKO 30 Premium Sailing Yacht In Deale, MD
Sailing in Deale · 5 guests

VIKO 30 Premium Sailing Yacht In Deale, MD

New
$925/day
22ft SeaSwirl Striper Center Console
Fishing in Los Angeles · 8 guests

22ft SeaSwirl Striper Center Console

New
$175/hour
Stay Warm and dry, year-round cruising San Juan’s and Seattle charters
Sailing in Seattle · 6 guests

Stay Warm and dry, year-round cruising San Juan’s and Seattle charters

New
$350+/hour
Luxury 47' Lagoon Catamaran Charter - Snorkel, Sunset, Overnight Stays
Sailing in Marina Vallarta · 25 guests

Luxury 47' Lagoon Catamaran Charter - Snorkel, Sunset, Overnight Stays

New
$236/hour
Beach Monohulls Rental in Saboga, Panama
Sailing in Contadora · 5 guests

Beach Monohulls Rental in Saboga, Panama

New
$50/hour
Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!
Sailing in Gloucester · 60 guests

Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!

New
$1,200+/hour
34ft Sailing Yacht in Annapolis, Maryland
Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New
$250/hour
Luxury Sunset Cruise – 35ft Ericson Mark II Charter Marina del Rey
Sailing in Marina del Rey · 2 guests

Luxury Sunset Cruise – 35ft Ericson Mark II Charter Marina del Rey

5.0
Snoozed - Active 09 Sep 2026
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

5.0
Snoozed - Active 17 Sep 2026
Enjoy Luxury Catamaran for Islands, Sunsets and Night Events
Sailing in Cartagena · 20 guests

Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

5.0
Superowner
Snoozed - Active 09 Sep 2026
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
Snoozed - Active 02 Jan 2027
52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

52ft Shannon Cruising Monohull Rental in Lake Pontchartrain, Louisiana

5.0
Snoozed - Active 02 Jan 2027
Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

5.0
Snoozed - Active 02 Jan 2027
SeaDoo Switch Sport *5 ADULTS*
Powerboats in Texas · 9 guests

SeaDoo Switch Sport *5 ADULTS*

5.0
Snoozed - Active 02 Oct 2026
Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.
Sailing in Brooklyn · 6 guests

Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.

5.0
Snoozed - Active 02 Jan 2027
Luxury Sailing Catamaran for up to 12
Sailing in Newport · 12 guests

Luxury Sailing Catamaran for up to 12

5.0
Snoozed - Active 02 Nov 2026
51ft Bavaria Cruiser – Shelter Island San Diego Luxury Ocean Charter
Sailing in San Diego · 12 guests

51ft Bavaria Cruiser – Shelter Island San Diego Luxury Ocean Charter

New
Snoozed - Active 02 Jan 2027
46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica
Sailing in Playa Flamingo · 40 guests

46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica

5.0
Snoozed - Active 02 Nov 2026
Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina
Sailing in Redondo Beach · 6 guests

Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina

5.0
Snoozed - Active 02 Sep 2026
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Sausalito · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
Snoozed - Active 02 Jan 2027

Sailing Reviews in United States

  1. Maksym

    Maksym

    Luxury Sunset Cruise – 35ft Ericson Mark II Charter Marina del Rey

    We had an absolutely amazing experience with Captain Karl! From the very beginning, he made us feel comfortable and welcomed. He was not only a professional captain but also the soul of the trip. funny, friendly, and full of great energy. He chose the most beautiful spot for our special moment and helped make everything feel magical. He also took incredible photos of us that captured the emotions and the beauty of the moment perfectly. Those pictures will become memories we’ll treasure forever. Captain Karl went above and beyond to make our experience unforgettable. He was attentive, kind, and truly cared about making our day special. You can tell he loves what he does and enjoys sharing these moments with people. We are so grateful for this experience and highly recommend him to anyone looking for a beautiful sailing adventure. Thank you for being such an important part of our special day! Karl, you are the best!

  2. Irene

    Irene

    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

    Nina is a fantastic person, fantastic captain and a fantastic company. 2 of us and a doggie went on a short adventure with her and it couldn’t have been a better experience. We had so much fun, laughter and comfort with her on her boat that i can barely put this in words. We will definitely do this over and over again. Highly recommend!

  3. MP

    Meredith

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    Amory and his team were wonderful from start to finish. We wanted a relaxing girls boat day, away from vendors and clubs, and they delivered! They also recommended a fantastic catering option and arranged it for us. We loved his captain Demer and first mate Wayne. They made us feel safe without overstepping.

  4. SD

    Sam

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    ⭐️⭐️⭐️⭐️⭐️ 5/5 — An Unforgettable Anniversary Celebration! We rented this catamaran in Cartagena last week to celebrate our 25th anniversary with a group of 20 people, and it was truly an incredible experience from start to finish. The boat was spacious, clean, and extremely comfortable—perfect for hosting a group our size without ever feeling crowded. The crew went above and beyond to make the day special. They were friendly, attentive, and professional, always checking in to make sure we had everything we needed. The captain knew all the best spots, and the views of Cartagena from the water were absolutely stunning. We enjoyed great music, smooth sailing, and plenty of time to relax, swim, and celebrate. It was the perfect mix of luxury and fun, and our entire group left with amazing memories. If you're looking for a memorable experience on the water in Cartagena—whether for a celebration or just a fantastic day out—I highly recommend this catamaran. It truly made our 25th anniversary celebration unforgettable!

  5. AP

    Alexis

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    My group had an incredible experience from start to finish! Amory was so helpful with planning our trip and organizing everything ahead of time. He responded quickly to all of my questions and made the whole process smooth and stress-free. The day before, he sent detailed instructions with the meeting point and helpful tips, which made everything super easy to find. The boat was clean, spacious, and well-kept, and Captain Demer and crew member Wayne were fantastic. They made sure everyone was comfortable and having a great time the entire day. We stopped to swim and explore at Cholon, which was definitely a highlight of the trip. Everything was perfectly organized, and we couldn’t have asked for a better crew or experience. Highly recommend booking through Amory for an amazing day on the water in Cartagena!

  6. CL

    Chloe

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    We booked the full-day rental for a bachelorette party and had a wonderful time. Amory was very responsive, answered all of our questions, and even offered to decorate the boat for the celebration. The crew on board was nice and attentive throughout the day. The catamaran itself was spacious with plenty of room for our group of 10, and one of the girls especially loved how comfortable the bed was for a nap. The highlight of the day was the beautiful sunset on the ride back, an unforgettable experience!