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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,393 Reviews)

Page 20 of 39915 listings

Private 40ft Catamaran Charter to Rosario Islands, Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Catamaran Charter to Rosario Islands, Cartagena

New
$500/hour
🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata
Events in Barrio Las Yaguitas · 60 guests

🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata

New
$170/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Annapolis · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
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
$250/hour
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
42ft Catamaran Charter in Cancun for up to 30 Guests
Sailing in Cancún · 30 guests

42ft Catamaran Charter in Cancun for up to 30 Guests

New
Superowner
$275+/hour
35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$125/hour
Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!
Powerboats in Sosúa · 80 guests

Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!

New
Superowner
Best of 2026
$50/hour
Private Group Sail and Snorkel Montego Bay
Sailing in Montego Bay · 30 guests

Private Group Sail and Snorkel Montego Bay

5.0
$940/hour
Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez
Sailing in Zona Comercial · 8 guests

Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

5.0
$359/hour
Custom 45ft Sailing Catamaran with food and open bar
Sailing in Cancún · 55 guests

Custom 45ft Sailing Catamaran with food and open bar

New
$557/hour
50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay
Sailing in Nassau · 12 guests

50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay

5.0
$1,375/hour
Sailboat tours in Port of Los Angeles (San Pedro)
Sailing in Los Angeles · 6 guests

Sailboat tours in Port of Los Angeles (San Pedro)

5.0
$190/hour
Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico
Sailing in Isla Mujeres · 10 guests

Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico

5.0
$217+/hour
''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl
Events in Cape Canaveral · 11 guests

''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl

5.0
$382/hour
Sailing Lessons in Valle de Bravo
Tours in Valle de Bravo · 5 guests

Sailing Lessons in Valle de Bravo

5.0
$88/hour
Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar
Powerboats in Marina · 70 guests

Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar

New
$1,400/hour
Private 30ft Sailing Yacht Charter with Captain, La Paz, Espíritu Santo Island
Sailing in La Paz · 6 guests

Private 30ft Sailing Yacht Charter with Captain, La Paz, Espíritu Santo Island

New
$1,280/day
Private 34'Cruiser Charter Fit 10 Guests in Punta Mita
Sailing in La Cruz de Huanacaxtle · 10 guests

Private 34'Cruiser Charter Fit 10 Guests in Punta Mita

New
$350+/hour
Private 56ft Luxury Catamaran Charter in Punta Mita
Sailing in La Cruz de Huanacaxtle · 10 guests

Private 56ft Luxury Catamaran Charter in Punta Mita

New
$600+/hour
Private 80-Guest Sailing Catamaran Charter to Cayo Levantado
Sailing in El Centro · 80 guests

Private 80-Guest Sailing Catamaran Charter to Cayo Levantado

New
$900/hour
Private 35ft Catamaran Charter in La Paz – Snorkeling, Kayaking & Sea Lions Trip
Powerboats in La Paz · 8 guests

Private 35ft Catamaran Charter in La Paz – Snorkeling, Kayaking & Sea Lions Trip

New
$290/hour
Private 42-Foot Sailing Catamaran Charter in Bocas del Toro
Sailing in Bocas del Toro Province · 22 guests

Private 42-Foot Sailing Catamaran Charter in Bocas del Toro

New
$420/hour

Sailing Reviews in United States

  1. DF

    Dalila

    35.5' Hunter-Legend Cruising Monohull

    Here’s a more understated version: Mary was easy to communicate with and everything went smoothly. The fleet was in good condition, and we had a great experience overall. We’d be happy to charter with her again!

  2. Lauren

    Lauren

    Charter 42' Lagoon Catamaran in Annapolis, MD

    We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!

  3. Mayuri

    Mayuri

    Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

    If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!

  4. Ryankeisha

    Ryankeisha

    Private Group Sail and Snorkel Montego Bay

    My crew and I really enjoyed our boat ride and the Excursions that went along with it. We had lots of fun and the captain, my co-captain, and crew were very entertaining and accommodating. The food was delicious and the drinks were continuously flowing. I will definitely come back and do it again.

  5. ET

    Erica

    Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

    Thank you for an unforgettable day visiting Isla Espiritu Santo! The crew aboard Lambo were truly what set this trip apart from any other. Armando was so attentive and always thinking 3 steps ahead to anticipate our wants and needs. They were professional, polished and efficient in everything they did from maneuvering the boat to setting up for lunch, and more. The boat was immaculate- in fantastic condition, which made for a comfortable ride and luxurious experience. We will definitely book again next time we visit La Paz!

  6. FA

    Fermin

    Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

    Gran servicio, trato y experiencia. 100% recomendado.