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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,184 Reviews)

Page 39 of 40942 listings

40ft party catamaran for 13 on sand bar!
Sailing in Sunny Isles Beach · 12 guests

40ft party catamaran for 13 on sand bar!

New
Superowner
Snoozed - Active 12 Sep 2025
Sailboat Oddissey 45 luxury sailing in Cancun, Mexico
Sailing in Isla Mujeres · 10 guests

Sailboat Oddissey 45 luxury sailing in Cancun, Mexico

5.0
Snoozed - Active 07 Oct 2025
Sail on a classy and fast Sailing Yacht in the Hamptons, New York
Sailing in East Hampton · 6 guests

Sail on a classy and fast Sailing Yacht in the Hamptons, New York

5.0
Snoozed - Active 17 Jun 2026
Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen #GMB42MAROMA
Sailing in Playa del Carmen · 20 guests

Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen #GMB42MAROMA

5.0
Snoozed - Active 07 Oct 2025
Private Sailing Charter on Martha's Vineyard
Sailing in Tisbury · 6 guests

Private Sailing Charter on Martha's Vineyard

5.0
Snoozed - Active 02 Jul 2026
Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide
Sailing in Isla Mujeres · 16 guests

Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide

New
Snoozed - Active 07 Oct 2025
Axe 1 Center Console Boat Rental in Montego Bay, Jamaica
Events in Montego Bay · 8 guests

Axe 1 Center Console Boat Rental in Montego Bay, Jamaica

New
Snoozed - Active 02 Oct 2025
FUNTIMES Catamaran rental Cancun Isla Mujeres #GMBFUN440
Events in Cancún · 25 guests

FUNTIMES Catamaran rental Cancun Isla Mujeres #GMBFUN440

New
Snoozed - Active 07 Oct 2025
Hanse 418 Cruising Monohull Rental in Hollywood, Florida
Sailing in Hollywood · 12 guests

Hanse 418 Cruising Monohull Rental in Hollywood, Florida

New
Snoozed - Active 02 Nov 2025
Catamaran boat Party La Paz
Events in Zona Comercial · 12 guests

Catamaran boat Party La Paz

New
Superowner
Snoozed - Active 17 Oct 2025
Charter This 10 Persons 40' Oceanic Sail Boat in Cancún, #GMBSAIL40
Sailing in Quintana Roo · 16 guests

Charter This 10 Persons 40' Oceanic Sail Boat in Cancún, #GMBSAIL40

New
Snoozed - Active 07 Oct 2025
45ft Catamaran GMB45GRP Charter for 35 People in Cancún
Sailing in Cancún · 35 guests

45ft Catamaran GMB45GRP Charter for 35 People in Cancún

New
Snoozed - Active 07 Oct 2025
Private Cruises on 35' Gemini Sailing Catamaran GMBCAT35 Cancún Isla Mujeres
Sailing in Meteorológico · 10 guests

Private Cruises on 35' Gemini Sailing Catamaran GMBCAT35 Cancún Isla Mujeres

New
Snoozed - Active 07 Oct 2025
15 people Fun Catamaran #GMBCAT35 Cruise Of The Playa Mujeres
Sailing in Cancún · 25 guests

15 people Fun Catamaran #GMBCAT35 Cruise Of The Playa Mujeres

New
Snoozed - Active 07 Oct 2025
Catamaran #GMBCAT46PA at Puerto Aventuras Riviera Maya
Sailing in Puerto Aventuras · 25 guests

Catamaran #GMBCAT46PA at Puerto Aventuras Riviera Maya

New
Snoozed - Active 07 Oct 2025
Private 44' Cruising Catamaran in Puerto Aventuras, Playa del Carmen
Sailing in Tulum · 15 guests

Private 44' Cruising Catamaran in Puerto Aventuras, Playa del Carmen

New
Snoozed - Active 07 Oct 2025
Private 65ft Catamaran for Charter Trips in Montego Bay
Sailing in Montego Bay · 40 guests

Private 65ft Catamaran for Charter Trips in Montego Bay

New
Snoozed - Active 02 Nov 2025
Lagoon 450 Cruising Catamaran in Cancún #GMBCAT450
Sailing in Cancún · 15 guests

Lagoon 450 Cruising Catamaran in Cancún #GMBCAT450

New
Snoozed - Active 07 Oct 2025
Charter the 55'  Luxury Catamaran in Cancún GMB520GRP
Sailing in Isla Mujeres · 24 guests

Charter the 55' Luxury Catamaran in Cancún GMB520GRP

New
Snoozed - Active 07 Oct 2025
45' LAGOON #GMB450FLY Catamaran tour to Isla Mujeres
Sailing in Isla Mujeres · 25 guests

45' LAGOON #GMB450FLY Catamaran tour to Isla Mujeres

New
Snoozed - Active 07 Oct 2025
Lagoon 421 Luxury Catamaran at Cancún Isla Mujeres #GMB421VIP
Sailing in Quintana Roo · 10 guests

Lagoon 421 Luxury Catamaran at Cancún Isla Mujeres #GMB421VIP

New
Snoozed - Active 07 Oct 2025
Leopard 45 Sailing Catamaran rental in Cancun #GMB45LEO
Sailing in Cancún · 1 guest

Leopard 45 Sailing Catamaran rental in Cancun #GMB45LEO

New
Snoozed - Active 07 Oct 2025
SeaRay 41 Fly Bridge Motor Yacht Charter #GMBSR43MS
Events in Playa del Carmen · 15 guests

SeaRay 41 Fly Bridge Motor Yacht Charter #GMBSR43MS

New
Snoozed - Active 07 Oct 2025
Classic 50ft Gulfstar Sailing Yacht
Sailing in San Diego · 22 guests

Classic 50ft Gulfstar Sailing Yacht

New
Snoozed - Active 23 Sep 2025

Sailing Reviews in United States

  1. MR

    MV Landmarks

    Private Sailing Charter on Martha's Vineyard

    We really enjoyed sailing on the Miss Marilyn in Vineyard Sound. The sail was amazing and the captain was so knowledgeable and engaging. We most highly recommend the experience!

  2. BD

    Brian

    Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen #GMB42MAROMA

    Highly recommend the service. Everything was handled and taken care of. Had no issues with pickup, communication, timing, crew was great, shuttle drivers were great.

  3. AR

    Ashley

    Sail on a classy and fast Sailing Yacht in the Hamptons, New York

    Eric was quick to answer all of my questions. The boat was clean and the listing felt accurate. It was a fun experience and I would book again.

  4. AZ

    Allan

    Sailboat Oddissey 45 luxury sailing in Cancun, Mexico

    Fantastic time with a great Captain on a wonderful ship. Definitely would consider doing this again.