Vancouver Luxury Yacht Charters | Vancouver, British Columbia | Sailing

stars Vancouver Luxury Yacht Charters

Vancouver, British Columbia
From $3,243
Day Sailing & Custom Charters On The Schooner Olad | Camden, Maine | Sailing

Day Sailing & Custom Charters On The Schooner Olad

Camden, Maine
From $57
Kootenay Lake Sailing Charters Canada | Crawford Bay, British Columbia | Sailing

Kootenay Lake Sailing Charters Canada

Crawford Bay, British Columbia
From $79
Rainy Lake Houseboats premier houseboat rentals | International Falls, Minnesota | Sailing

Rainy Lake Houseboats premier houseboat rentals

International Falls, Minnesota
From $260
Bareboat yacht charters Pacific North West, Canada | Nanaimo, British Columbia | Sailing

Bareboat yacht charters Pacific North West, Canada

Nanaimo, British Columbia
From $186
Custom Sailing Charters from Rockland, Maine | Rockland, Maine | Sailing

Custom Sailing Charters from Rockland, Maine

Rockland, Maine
From $30
Empowerment Adventures For Women | Nanaimo, British Columbia | Sailing

Empowerment Adventures For Women

Nanaimo, British Columbia
From $2,195
Emerald Isle Sailing Charters | Deer Harbor, Washington | Sailing

Emerald Isle Sailing Charters

Deer Harbor, Washington
From $229
Hawaii Sailing Adventures | Honolulu, Hawaii | Sailing

Hawaii Sailing Adventures

Honolulu, Hawaii
From $600
Sailing Charters At Compass Sailing, Llc | Savannah, Georgia | Sailing

Sailing Charters At Compass Sailing, Llc

Savannah, Georgia
From $499
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

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Private Sail Boat Charters Puerto Rico | Ceiba, Puerto Rico | Sailing

Private Sail Boat Charters Puerto Rico

Ceiba, Puerto Rico
From $594
NCP Charter (NCP&mare) | Sibenik, Croatia | Sailing

NCP Charter (NCP&mare)

Sibenik, Croatia
From $157
The Best Choise For Your Cruise In Croatia | Dubrovnik, Croatia | Sailing

The Best Choise For Your Cruise In Croatia

Dubrovnik, Croatia
From $1,713
Turkey Sailing Blue Voyages & Blue Cruises | Bodrum, Turkey | Sailing

Turkey Sailing Blue Voyages & Blue Cruises

Bodrum, Turkey
From $655
Sailing In Mediterranean With Medsail Holidays | Aegean Islands, Greece | Sailing

Sailing In Mediterranean With Medsail Holidays

Aegean Islands, Greece
From $164
CYCLADES REGATA 2015 on a DUFOUR 30 Classic | Athens, Greece | Sailing

CYCLADES REGATA 2015 on a DUFOUR 30 Classic

Athens, Greece
From $550
SAIL aboard AUTHENTIC 1875 Schooner & in the Med | PREVESA, GREECE, Greece | Sailing

SAIL aboard AUTHENTIC 1875 Schooner & in the Med

PREVESA, GREECE, Greece
From $87
Tum Tour Gulet Motor Yacht Charter & Blue Cruise | Mugla, Turkey | Sailing

Tum Tour Gulet Motor Yacht Charter & Blue Cruise

Mugla, Turkey
From $385
Halkidiki Sailing Boat Day Trips & Tours | Neos Marmaras, Greece | Sailing

Halkidiki Sailing Boat Day Trips & Tours

Neos Marmaras, Greece
From $439
Medsail Holidays AB | Mugla, Turkey | Sailing

Medsail Holidays AB

Mugla, Turkey
From $330
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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
Florida Yachts Charter | Saint Petersburg, Florida | Sailing

Florida Yachts Charter

Saint Petersburg, Florida
From $1,300
Chardonnay Sailing Charters | Santa Cruz, California | Sailing

Chardonnay Sailing Charters

Santa Cruz, California
From $60
8 days cruise - Small island's jewels | Split, Alabama | Sailing

8 days cruise - Small island's jewels

Split, Alabama
From $102
Nova Scotia Sea School | Halifax, Nova Scotia | Sailing

Nova Scotia Sea School

Halifax, Nova Scotia
3-Hour sail Ltd. | Victoria, British Columbia | Sailing

3-Hour sail Ltd.

Victoria, British Columbia
From $52
Sound Sailing- Crewed Sailboat Charters in Alaska | Sitka, Alaska | Sailing

Sound Sailing- Crewed Sailboat Charters in Alaska

Sitka, Alaska
From $300
Luxury Yacht Charters from Granville Island | Vancouver, British Columbia | Sailing

Luxury Yacht Charters from Granville Island

Vancouver, British Columbia
From $251
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Top 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 |