The Northern Shore
Ocean Voyages

The Northern Shore

Fall foliage, lobster harbors, and Quebec City under the stars.

Canada & New England11 nightsSeptember, October (peak foliage: late September, mid October)6 ports

The route traces the New England coast through Portland and Rockland, Maine, crosses to Halifax and Cape Breton in Nova Scotia, then runs up the St. Lawrence to Quebec City. What separates a good sailing from an ordinary one is whether the ship stays overnight there: dinner in Old Quebec, the Château Frontenac lit against the cliff face, and no tender queue at dusk. The return loops through Prince Edward Island. September and October catch peak foliage, which is why those departures close first.

01
6 calls · 11 nights

The route

01
Day 1 · Embarkation

BostonUSA

The embarkation port. Walk the Freedom Trail, grab a lobster roll on the waterfront, or spend the morning in the Isabella Stewart Gardner Museum before boarding.

What we would arrange

Pre-cruise afternoon on the Freedom Trail ending at Faneuil Hall

02
Day 2 · Full day

RocklandUSA (Maine)

A working harbor town where lobster boats outnumber yachts. The Farnsworth Art Museum holds one of the best collections of Andrew Wyeth paintings anywhere.

What we would arrange

Lobster boat excursion and dockside lobster bake

03
Day 4 · Full day

HalifaxCanada (Nova Scotia)

A maritime city with grit and charm. The waterfront boardwalk, the Citadel hill, and seafood chowder that rivals any in New England. The Titanic connections run deep: 150 victims are buried here.

What we would arrange

Alexander Keith's brewery tour followed by Maritime Museum of the Atlantic

04
Day 7 · Double overnight

Quebec CityCanada (Quebec)

The only walled city north of Mexico. Old Quebec's cobblestone streets, the Plains of Abraham, and the Château Frontenac looming above the St. Lawrence. The overnight stay is what makes this itinerary: dinner in Petit-Champlain, then the city lit up from the water.

What we would arrange

Evening stroll through Old Quebec followed by dinner at a French-Canadian bistro

05
Day 9 · Full day

CharlottetownCanada (Prince Edward Island)

The birthplace of Canadian Confederation, but most visitors come for the red sand beaches, the seafood, and Anne of Green Gables country. Lobster suppers are a PEI institution.

What we would arrange

Community lobster supper at a church hall, a true PEI tradition

06
Day 10 · Full day

PortlandUSA (Maine)

One of America's great food cities, packed into a small peninsula. The Old Port's cobblestone streets are lined with independent restaurants, craft breweries, and galleries. Peak foliage frames the harbor.

What we would arrange

Food walking tour through the Old Port ending at a waterfront oyster bar

03
Same water, different route

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Sail canada & new england with someone who has.

Send your dates. We will come back with the sailings worth taking, the cabin to ask for, and what we would arrange ashore.