25 nights · Massachusetts · Departs Boston (USA) · Visiting Rockland ME, Portland ME, Halifax, Sydney NS, Madeleine-Magdalen Islands, Gaspe, Quebec City, Montreal, Baie-Comeau, Saint Pierre and Miquelon Islands, St Johns NL, St Anthony NL, Red Bay NL, Woody Point NL, Havre-Saint-Pierre, Trois-Rivieres · Aboard Windstar Cruises on the Star Pride
Image courtesy of Windstar Cruises ©
| Cruise line | Windstar Cruises |
|---|---|
| Ship | Star Pride |
| Duration | 25 nights |
| Port calls | 17 |
| Departures | 1 sailings |
| From fare | $17,830 per person |
| Year built | 1988 |
| Guests | 343 |
| Cabins | 156 |
| Crew | 190 |
| Length | 159 m |
| Beam | 19 m |
| Cruising speed | 15.0 kn |
Boston rewards visitors who like their history close at hand and their cities easy to explore. From the waterfront, follow the Freedom Trail to landmarks of the American Revolution, including Faneuil Hall. Beacon Hill’s brick streets, the Public Garden and North End cafés reveal distinct sides of the city. Make time for harbor views and New England seafood; Boston’s pleasures are as tangible as its past. Its museums and universities give the compact city a lively, modern edge.
Rockland puts Maine’s working coast within easy reach, with lobster boats, granite piers and Penobscot Bay on its doorstep. At the Farnsworth Art Museum, paintings by Andrew Wyeth and other American artists offer a compelling counterpoint to the harbor. Walk the nearly mile-long Rockland Breakwater to its lighthouse, then return for fresh seafood along Main Street. Here, art and sea air give the day an unmistakably Maine character.
Portland follows the Willamette River, with the Columbia to its north and Mount Hood on the eastern horizon. Begin downtown at Powell’s City of Books, a landmark independent bookstore spanning an entire city block. Visit the Japanese American Historical Plaza beside the waterfront, or head to Washington Park’s International Rose Test Garden. Food carts, craft breweries and seasonal produce give the city its distinctive taste. Allow time for the Columbia River Gorge, whose waterfalls and trails lie east of town.
Halifax rewards visitors who begin on foot, where the harbourfront’s historic warehouses, boardwalk and seafood restaurants meet. Climb to the star-shaped Halifax Citadel for broad harbour views. At the Maritime Museum of the Atlantic, exhibits trace Nova Scotia’s seafaring past and Halifax’s connection to the Titanic. Beyond downtown, Peggy’s Cove pairs a working fishing village with a lighthouse set on wave-worn granite.
Sydney is the working harbour at the heart of Cape Breton Island, where Gaelic, Acadian and Mi’kmaq histories meet. Walk the waterfront to see the Big Fiddle, then browse downtown shops and cafés along Charlotte Street. Beyond town, the reconstructed Fortress of Louisbourg brings 18th-century French colonial life into striking focus. Use Sydney as a base for Cape Breton’s coastal roads, where ocean views and small communities invite an unhurried day.
The Magdalen Islands rise from the Gulf of St. Lawrence, closer to Prince Edward Island than mainland Quebec. Red cliffs, long beaches and fishing villages keep the sea in view. Explore historic La Grave on Île du Havre-Aubert, where fishers’ cottages and galleries line the waterfront. Follow the coast for smoked herring, fresh lobster and views worth a slower day ashore.
Gaspé sits at the eastern end of Quebec’s Gaspé Peninsula. It faces the Gulf of St. Lawrence, with fishing harbours and rugged shoreline close at hand. In 1534, Jacques Cartier met St. Lawrence Iroquoians here and raised a cross for France. Beyond town, Forillon National Park protects cliffs, forests and coastal trails, while whale-watching excursions explore the surrounding waters. At nearby Cap-des-Rosiers, Canada’s tallest lighthouse marks the peninsula’s northern shore.
Québec City is best explored on foot, where French-speaking Canada feels unmistakably distinct. Within the UNESCO-listed Historic District, stone walls, steep lanes and 17th-century façades tell the story of New France. Ride the funicular between Upper and Lower Town, then browse Petit-Champlain’s boutiques beside the St. Lawrence River. Allow time for the Plains of Abraham, where a pivotal 1759 battle changed the course of Canadian history. Come ashore ready to climb; the finest views reward a little effort.
Montréal is a city of French character and North American energy, best explored on foot. From the Old Port, cobbled streets lead to Old Montréal’s grand squares, cafés and Notre-Dame Basilica. Climb or drive up Mount Royal for a broad view of the skyline and the St. Lawrence River. Then follow the city’s appetite, from market produce and bagels to inventive French-Canadian cooking. Allow time for the museums and lively terraces; Montréal’s pleasures are close together, but never feel hurried.
Québec City is best explored on foot, where French-speaking Canada feels unmistakably distinct. Within the UNESCO-listed Historic District, stone walls, steep lanes and 17th-century façades tell the story of New France. Ride the funicular between Upper and Lower Town, then browse Petit-Champlain’s boutiques beside the St. Lawrence River. Allow time for the Plains of Abraham, where a pivotal 1759 battle changed the course of Canadian history. Come ashore ready to climb; the finest views reward a little effort.
Baie-Comeau stands on Quebec’s North Shore, overlooking the broad St. Lawrence estuary. Founded in the 1930s as a company town, it grew around a paper mill and the region’s abundant hydroelectric power. Explore its older streets, then venture inland toward the Manicouagan Reservoir, a vast landscape of water, forest and granite. Back at the shore, the river’s changing light invites a slower look.
The Magdalen Islands rise from the Gulf of St. Lawrence, closer to Prince Edward Island than mainland Quebec. Red cliffs, long beaches and fishing villages keep the sea in view. Explore historic La Grave on Île du Havre-Aubert, where fishers’ cottages and galleries line the waterfront. Follow the coast for smoked herring, fresh lobster and views worth a slower day ashore.
Off Newfoundland’s southern coast, Saint-Pierre and Miquelon offer a distinctly French stop in North America. Saint-Pierre, the larger settlement, lines a sheltered harbor with colorful houses, cafés and narrow streets. The islands’ seafaring history is visible in their museums and waterfront, while Miquelon’s dunes and lagoons invite a quieter outing. Bring a warm layer: Atlantic weather can change quickly, even in summer.
St. John’s sits at the edge of the North Atlantic, where steep streets descend toward a working harbor. The compact center rewards time on foot, with Victorian row houses, independent shops and historic churches clustered around Water Street. Climb Signal Hill for views across the harbor and coastline. At Cabot Tower, learn how Marconi received the first transatlantic wireless signal here in 1901. Leave room for fresh seafood and local music.
At Newfoundland’s northern edge, Saint Anthony faces the Strait of Belle Isle, where icebergs drift south each spring. In season, whale-watching boats head offshore; coastal trails and the working harbour bring the region’s maritime life into view. Nearby, L’Anse aux Meadows preserves a Norse settlement recognized by UNESCO. Saint Anthony also traces Dr. Wilfred Grenfell’s medical work, which served Labrador and northern Newfoundland.
Red Bay sits on Labrador’s rugged coast, where the Atlantic still sets the pace. In the 1500s, Basque whalers crossed the ocean to hunt right and bowhead whales here. Their remains form one of North America’s most important early industrial sites. Visit the UNESCO-listed archaeological remains and interpretation centre, then look across the harbour toward Saddle Island. Come for the whaling history, sea air and striking sense of distance.
Woody Point sits beside Bonne Bay, within Newfoundland’s Gros Morne National Park. From its harbour, roads lead to the Tablelands, where exposed mantle rock sets the landscape apart. Visit the Gros Morne Discovery Centre, stroll the waterfront, and look across the bay to its steep-sided shores. Historic buildings and local cafés make a welcome pause between outdoor excursions.
Havre-Saint-Pierre sits on Quebec’s Côte-Nord, where the Gulf of St. Lawrence meets a coast shaped by wind and tide. Its nearby Mingan Archipelago National Park Reserve is famed for sculpted limestone monoliths scattered across islands and islets. Boat excursions reveal seabird colonies, remote shores and formations best seen from the water. Back in town, sample local seafood and enjoy the unhurried rhythm of this small coastal community.
On the St. Lawrence between Montréal and Québec City, Trois-Rivières rewards a considered visit. Founded in 1634, it is one of Canada’s oldest cities, with a compact centre shaped by French colonial life. Walk rue des Ursulines to the former Ursuline monastery. At the Old Prison, guided visits reveal a stark chapter of local history. Nearby, the Forges du Saint-Maurice mark Canada’s first ironworks. River views complete a rewarding day ashore.
Montréal is a city of French character and North American energy, best explored on foot. From the Old Port, cobbled streets lead to Old Montréal’s grand squares, cafés and Notre-Dame Basilica. Climb or drive up Mount Royal for a broad view of the skyline and the St. Lawrence River. Then follow the city’s appetite, from market produce and bagels to inventive French-Canadian cooking. Allow time for the museums and lively terraces; Montréal’s pleasures are close together, but never feel hurried.
Published August 29, 2026
Last updated October 11, 2026
Author: J. Richard
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