Portland to Toronto

Maine's most vibrant coastal city invites you to discover its rugged shoreline, legendary lighthouses, and lively waterfront culture. Stroll the cobblestone streets of the Old Port, where craft breweries, acclaimed seafood, and eclectic boutiques fill historic brick buildings. Marvel at Portland Head Light, one of America's most photographed lighthouses, dramatically perched above the crashing surf of Cape Elizabeth. Sweeping views of island-dotted Casco Bay, elegant Victorian neighborhoods, and a thriving arts scene round out the unforgettable character of this New England gem.

Sailing on the Atlantic Ocean

Yarmouth, NS

Sailing on the Gulf of St. Lawrence

Sydney, NS

Step ashore on the birthplace of Canada, where Prince Edward Island's charming provincial capital charms visitors with its colorful Victorian streetscapes, red-sand beaches, and welcoming Maritime spirit. Walk the same streets where the Fathers of Confederation met in 1864 to shape a nation, then explore Confederation Landing and the lively waterfront. Fans of Anne of Green Gables will find kindred spirits here, while fresh lobster suppers, local artisan galleries, and beautifully preserved architecture make every moment in Charlottetown a delight.

Sailing on the St. Lawrence River

Scenic sailing the Saguenay Fjord

The only walled city north of Mexico, Quebec City is an incomparable jewel of French culture and living history perched dramatically above the St. Lawrence River. Wander the cobblestone lanes of UNESCO-recognized Old Quebec, where the magnificent Château Frontenac presides over the skyline and centuries of French colonial history unfold around every corner. Stroll the fortification walls, explore the storied Plains of Abraham battlefield, and discover the Lower Town's art galleries and cafés. This rare blend of European elegance and North American vitality makes Quebec City truly one of a kind.

The world's second-largest French-speaking city dazzles with its irresistible mix of European elegance, cosmopolitan energy, and distinctive joie de vivre. Lose yourself in the cobblestone heart of Old Montréal, where magnificent Victorian landmarks line the streets and the awe-inspiring Notre-Dame Basilica glows with golden light. Explore colorful neighborhoods, underground city networks, world-class museums, and a culinary scene celebrated across the globe. From the summit of Mount Royal overlooking a sea of city lights to the festive terraces of Plateau-Mont-Royal, Montréal never fails to enchant.

Sailing on Lake Ontario

Canada's largest and most diverse city electrifies visitors with its iconic skyline, remarkable neighborhoods, and boundless cultural energy. Ascend the needle-shaped CN Tower for sweeping views of Lake Ontario stretching to the horizon. Wander the cobblestone Distillery District, explore the bohemian treasures of Kensington Market, or tour the Royal Ontario Museum's world-class collections. From the dazzling theater district and acclaimed restaurants to waterfront trails and multicultural festivals, Toronto offers an endlessly dynamic and welcoming experience unlike any other city on the Great Lakes.