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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,496 Reviews)

Page 39 of 40 • 951 listings

Romantic Sunset Sailing in La Boquilla, Bolívar
Sailing in La Boquilla · 4 guests

Romantic Sunset Sailing in La Boquilla, Bolívar

New
$260/hour
44' LAGOON STANDARD CATAMARAN - RIVIERA MAYA
Sailing in Puerto Aventuras · 20 guests

44' LAGOON STANDARD CATAMARAN - RIVIERA MAYA

New
$333/hour
1986 22ft Catalina Sailboat in Holland, Michigan
Sailing in Holland · 6 guests

1986 22ft Catalina Sailboat in Holland, Michigan

New
$75+/hour
St. Pete Sunset Sails - 34ft Sailboat
Sailing in Saint Petersburg · 4 guests

St. Pete Sunset Sails - 34ft Sailboat

New
$160/hour
 VIKO S 35 Sailboat in Deale
Sailing in Deale · 6 guests

VIKO S 35 Sailboat in Deale

New
$298/hour
Aqua Catamaran 65ft | Private Group Cruises in Guanacaste
Sailing in Playa Hermosa · 46 guests

Aqua Catamaran 65ft | Private Group Cruises in Guanacaste

New
$895+/hour
Sail A Proven World Circumnavigation Yacht | 30' Classic
Sailing in Vancouver · 4 guests

Sail A Proven World Circumnavigation Yacht | 30' Classic

New
$260/hour
41’ Bristol Sailboat Charter in Solomons Island, MD
Sailing in Solomons · 6 guests

41’ Bristol Sailboat Charter in Solomons Island, MD

New
$90/hour
Bahia 46 FT | Sailing Experiences along Costa Rica’s Coastline
Sailing in Playa Flamingo · 20 guests

Bahia 46 FT | Sailing Experiences along Costa Rica’s Coastline

New
$860+/hour
All Inclusive 45´ Luxury Catamaran in Baja California Sur
Sailing in Centro · 8 guests

All Inclusive 45´ Luxury Catamaran in Baja California Sur

New
$250/hour
Gold Coast 65ft Catamaran in Playas del Coco
Sailing in Coco · 45 guests

Gold Coast 65ft Catamaran in Playas del Coco

New
$1,330+/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
Lagoon 46Ft - Your Private Luxury Escape on the Pacific
Events in Guanacaste Province · 30 guests

Lagoon 46Ft - Your Private Luxury Escape on the Pacific

New
$650+/hour
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
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
Bayliner Deck Boat Rental at Lake wallenpaupack!
Powerboats in Pennsylvania · 6 guests

Bayliner Deck Boat Rental at Lake wallenpaupack!

New
$115/hour
Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!
Sailing in Stock Island · 12 guests

Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!

New
$325+/hour
22ft SeaSwirl Striper Center Console
Fishing in Los Angeles · 8 guests

22ft SeaSwirl Striper Center Console

New
$175/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
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
Seattle Sailing Adventure – Wicked Wind Catalina 275 Sport
Sailing in Seattle · 4 guests

Seattle Sailing Adventure – Wicked Wind Catalina 275 Sport

New
$80/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
William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience
Sailing in Seattle · 8 guests

William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience

5.0
Snoozed - Active 02 Feb 2027

Sailing Reviews in United States

  1. LT

    Luc

    William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience

    Shiva was an incredible captain! Super knowledgeable about sailing, and he made the entire experience super special for my wife and I. He’ll tailor the experience to your preferences — whether you want to stay on the water to dock to drink some wine and explore! Don’t hesitate to book with him and his beautiful sailboat.