8 days cruise - Small island's jewels | Split, Alabama | Sailing

8 days cruise - Small island's jewels

Split, Alabama
From $102
Sound Sailing- Crewed Sailboat Charters in Alaska | Sitka, Alaska | Sailing

Sound Sailing- Crewed Sailboat Charters in Alaska

Sitka, Alaska
From $300
Adventure Cat Sailing Charters | San Francisco, California | Sailing

Adventure Cat Sailing Charters

San Francisco, California
From $40
Alaska Charter Yachts | Petersburg, Alaska | Sailing

Alaska Charter Yachts

Petersburg, Alaska
From $4,000
Classic Harbor Line | Key West, Florida | Sailing

Classic Harbor Line

Key West, Florida
From $55
Sail the Maine Coast on the Schooner Stephen Taber | Rockland, Maine | Sailing

Sail the Maine Coast on the Schooner Stephen Taber

Rockland, Maine
From $550
Adventure Charters and Dive | Moss Point, Mississippi | Sailing

Adventure Charters and Dive

Moss Point, Mississippi
From $100
Waterpoint Marina Party Boats and Lakeside Venue | Houston, Texas | Sailing

Waterpoint Marina Party Boats and Lakeside Venue

Houston, Texas
Wild Island Tours | Amelia Island, Florida | Sailing

Wild Island Tours

Amelia Island, Florida
Yacht Charter Holidays in the Greek islands | North Miami Beach, Florida | Sailing

Yacht Charter Holidays in the Greek islands

North Miami Beach, Florida
The Advantaged Yacht Charters & Sales | Miami Beach, Florida | Sailing

The Advantaged Yacht Charters & Sales

Miami Beach, Florida
From $1,200
Nancy Anne Sailing Charters | Holland, Michigan | Sailing

Nancy Anne Sailing Charters

Holland, Michigan
From $300
Cinderella Sailing Charters | Wailuku, Hawaii | Sailing

Cinderella Sailing Charters

Wailuku, Hawaii
Honolul Sailing Company | Honolulu, Hawaii | Sailing

Honolul Sailing Company

Honolulu, Hawaii
From $60
Hawaii Glass Bottom Boat | Honolulu, Hawaii | Sailing

Hawaii Glass Bottom Boat

Honolulu, Hawaii
From $35
Pacific Northwest Yacht Charters | Seattle, Washington | Sailing

Pacific Northwest Yacht Charters

Seattle, Washington
Seattle Yacht Charters Daily | Pahrump, Nevada | Sailing

Seattle Yacht Charters Daily

Pahrump, Nevada

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More Sailing in North America (show all)
Sail Channel Islands | Oxnard, California | Sailing

Sail Channel Islands

Oxnard, California
From $195
Delaune Sailing Charters | Mandeville, Louisiana | Sailing

Delaune Sailing Charters

Mandeville, Louisiana
From $450
Sailing Alaska | Auke Bay, Alaska | Sailing

Sailing Alaska

Auke Bay, Alaska
From $440
Sail Selina Ii | Saint Michaels, Maryland | Sailing

Sail Selina Ii

Saint Michaels, Maryland
From $75
Sailing in Arizona | Peoria, Arizona | Sailing

Sailing in Arizona

Peoria, Arizona
From $185
Sailing Orlando | Orlando, Florida | Sailing

Sailing Orlando

Orlando, Florida
From $69
Duchess Sailing Charters | Grosse Pointe, Michigan | Sailing

Duchess Sailing Charters

Grosse Pointe, Michigan
From $250
Joy Ride Charters | Westbrook, Connecticut | Sailing

Joy Ride Charters

Westbrook, Connecticut
From $110
Discovery Sailing RYA Sail Training Centre | Chester Basin, Nova Scotia | Sailing

Discovery Sailing RYA Sail Training Centre

Chester Basin, Nova Scotia
Newport Beach Sailing Charters | Newport Beach, California | Sailing

Newport Beach Sailing Charters

Newport Beach, California
From $700
Top Listings in United States (show all)
The Isle au Haut Mail Boat - Puffin Cruises | Stonington, Maine | Cruises

The Isle au Haut Mail Boat - Puffin Cruises

Stonington, Maine
Cruises
Ayahuasca Hawaii? Enjoy Our Hawaiaka Brew, Kona | Kealakekua, Hawaii | Health Spas & Retreats

Ayahuasca Hawaii? Enjoy Our Hawaiaka Brew, Kona

Kealakekua, Hawaii
Health Spas & Retreats
Secluded Cabin in Texas Hill Country on Frio River | Leakey, Texas | Vacation Rentals

Secluded Cabin in Texas Hill Country on Frio River

Leakey, Texas
Vacation Rentals
From $95
Redfish Capital Of The World | Delacroix, Louisiana | Fishing Trips

Redfish Capital Of The World

Delacroix, Louisiana
Fishing Trips
From $150
South Louisiana Red Fishing Charters | Lafayette, Louisiana | Fishing Trips

South Louisiana Red Fishing Charters

Lafayette, Louisiana
Fishing Trips
From $250
Family Friendly Disney Villa W/ Pool & Playground | Orlando, Florida | Vacation Rentals

Family Friendly Disney Villa W/ Pool & Playground

Orlando, Florida
Vacation Rentals
From $114
Maui Condo Rental By Beach From $165nt -kihei Maui | Kihei, Hawaii | Vacation Rentals

Maui Condo Rental By Beach From $165nt -kihei Maui

Kihei, Hawaii
Vacation Rentals
From $165
Romantic Bar Harbor Waterfront B & B | Bar Harbor, Maine | Bed & Breakfasts

Romantic Bar Harbor Waterfront B & B

Bar Harbor, Maine
Bed & Breakfasts
From $155
Ez Campin' Rentals | Bass Lake , California | RV Rentals

Ez Campin' Rentals

Bass Lake , California
RV Rentals
Wald Ranch Bed And Breakfast | Lodge Grass, Montana | Bed & Breakfasts

Wald Ranch Bed And Breakfast

Lodge Grass, Montana
Bed & Breakfasts
From $175
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United States Sailing Vacations | Trips, Rentals & Lessons

Browse incredible United States sailing vacations & trips, take a lesson or rent your own sail boat. Browse our United States sailing options and plan your vacation. Also of Interest: boat charter | charter sailing | charter yacht | private sail | private sailing |