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All Aboard Yacht Charters | Union, Washington | Sailing

All Aboard Yacht Charters

Union, Washington
Wildlife Charters Coastal Adventures | Campbell River, British Columbia | Sailing

Wildlife Charters Coastal Adventures

Campbell River, British Columbia
Let's Go Sail | Ludington, Michigan | Sailing

Let's Go Sail

Ludington, Michigan
Pensacola Yacht Charters | Pensacola, Florida | Sailing

Pensacola Yacht Charters

Pensacola, Florida
Boat South Florida | Miami Beach, Florida | Sailing

Boat South Florida

Miami Beach, Florida
Savannah Cruise Inn | Savannah, Georgia | Sailing

Savannah Cruise Inn

Savannah, Georgia
Lanier Sail Academy | Buford, Georgia | Sailing

Lanier Sail Academy

Buford, Georgia
Ocean Voyages | Sausalito, California | Sailing

Ocean Voyages

Sausalito, California
Sundiver | Huntington Beach, California | Sailing

Sundiver

Huntington Beach, California
Blue Dolphin Charters | Eleele, Hawaii | Sailing

Blue Dolphin Charters

Eleele, Hawaii
Pacific Yachting & Sailing | Santa Cruz, California | Sailing

Pacific Yachting & Sailing

Santa Cruz, California
Diving Charters Inc. | Murrieta, California | Sailing

Diving Charters Inc.

Murrieta, California
Selky Charters | Long Beach, California | Sailing

Selky Charters

Long Beach, California
Raptor Dive Charters, Inc. | Ventura, California | Sailing

Raptor Dive Charters, Inc.

Ventura, California

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More Sailing Around the World (show all)
Adventure Charters and Dive | Moss Point, Mississippi | Sailing

Adventure Charters and Dive

Moss Point, Mississippi
Sailing Classes in Vancouver | Vancouver, British Columbia | Sailing

Sailing Classes in Vancouver

Vancouver, British Columbia
Charter Motor Boat In Greece  | Peloponnese, Greece | Sailing

Charter Motor Boat In Greece

Peloponnese, Greece
Emanuel Cruises | Split, Croatia | Sailing

Emanuel Cruises

Split, Croatia
Absolute Yachting International | Aegean Coast, Turkey | Sailing

Absolute Yachting International

Aegean Coast, Turkey
Imagine a new sea view each morning..... | Exuma, Bahamas | Sailing
Sailing San Blas Panama | Portobelo, Panama | Sailing

Sailing San Blas Panama

Portobelo, Panama
Top Listings in North America (show all)
Bay Point Inn | Egg Harbor, Wisconsin | Bed & Breakfasts

Bay Point Inn

Egg Harbor, Wisconsin
Bed & Breakfasts
Whale Watching - eco tours/ San Francisco Bay Area | El Granada, California | Whale Watching

Whale Watching - eco tours/ San Francisco Bay Area

El Granada, California
Whale Watching
Sts Guiding Service | Mission, British Columbia | Fishing Trips

Sts Guiding Service

Mission, British Columbia
Fishing Trips
New England Outdoor Center | Millinocket, Maine | Hotels & Resorts

New England Outdoor Center

Millinocket, Maine
Hotels & Resorts
Burgeo Haven Inn on the Sea Bed & Breakfast | Burgeo, Newfoundland | Bed & Breakfasts

Burgeo Haven Inn on the Sea Bed & Breakfast

Burgeo, Newfoundland
Bed & Breakfasts
Sunsets On The Mersey | Liverpool, Nova Scotia | Hotels & Resorts

Sunsets On The Mersey

Liverpool, Nova Scotia
Hotels & Resorts
Saguaro Lake Ranch | Mesa, Arizona | Bed & Breakfasts

Saguaro Lake Ranch

Mesa, Arizona
Bed & Breakfasts
Beachwood Hollow Resort | Tweed, Ontario | Hotels & Resorts

Beachwood Hollow Resort

Tweed, Ontario
Hotels & Resorts
Inn At Woodhaven A Romantic Bed And Breakfast I | Louisville, Kentucky | Bed & Breakfasts

Inn At Woodhaven A Romantic Bed And Breakfast I

Louisville, Kentucky
Bed & Breakfasts
Silverbow Inn | Juneau, Alaska | Hotels & Resorts

Silverbow Inn

Juneau, Alaska
Hotels & Resorts


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With a diverse array of more than 100 travel categories and options, finding the ideal vacation is a breeze. Whether you are looking for a cozy cabins, luxurious resorts, thrilling adventure tours, or tranquil beach getaways, we have the perfect travel option waiting for you.

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North America Sailing Vacations | Trips, Rentals & Lessons

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