Canada Sailing Vacations | Trips, Rentals & Lessons

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Canada (3,347)
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United States (40,146)

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Island Cruising Yacht Charters & Sailing School

Sidney, British Columbia

Magic Yacht Charters | Richmond, British Columbia | Sailing

Ocean Adventures Charter Co. Ltd.

Vancouver, British Columbia

Taconite Classic Yacht Charters

Vancouver, British Columbia

Chemainus Yachts | Cowichan Bay, British Columbia | Sailing

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More Sailing in North America (show all)

Sail Channel Islands | Oxnard, California | Sailing

Discovery Sailing RYA Sail Training Centre

Chester Basin, Nova Scotia

Newport Beach Sailing Charters

Newport Beach, California

From $700

Top Listings in Canada (show all)

Lord's Seaside Cottages Weddings and Events

Borden-Carleton, Prince Edward Island
Vacation Rentals

From $111

Seabreeze Campground

Canso, Nova Scotia
Campgrounds & RV Parks

From $79

Best-view Waterfront Cottages

North Rustico, Prince Edward Island
Vacation Rentals

Escapade Eskimo | Otter Lake, Quebec | Dog Sledding

Seaside Cottages at Ginger Hill

Lockeport, Nova Scotia
Vacation Rentals

From $139

Hooked on Tapawingo Lodge | Sundre, Alberta | Fishing Trips

Amazing Waterfront Cottage Resort Ocean Acres

Murray Harbour, Prince Edward Island
Vacation Rentals

From $155

Alberta Big Game Outfitters

Kainai, Alberta
Hunting Trips

From $3,500

Hyclass Ocean Campground

Havre Boucher, Nova Scotia
Campgrounds & RV Parks

From $22

Burgeo Haven Inn on the Sea Bed & Breakfast

Burgeo, Newfoundland
Bed & Breakfasts

From $80

Accommodations

Adventure Travel

Cruises

Personal Growth & Educational

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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.

01Accommodations

02Adventure Travel

03Cruises

04Fishing & Hunting

05Health & Wellness

06Local Entertainment

07Nature & Wildlife

08Personal Growth & Educational

09Rentals

10Snow & Ski Vacations

11Tours

12Travel Services