Kensington, the leader in private guided luxury travel, has expanded its North American portfolio to include new itineraries throughout Eastern Canada and the Northeastern United States, with highlights in Montreal, Toronto, Quebec City and Newfoundland. The expansion covers both the Tours and Cruise divisions and includes major U.S. destinations such as Boston, New York, Philadelphia, Washington, D.C., and New England’s coastal towns.
“With the growth we’ve seen in North American travel, this expansion responds directly to the requests of clients and advisors,” said Joelle Davis, VP of Kensington Cruises. “The itineraries add more depth to our regional offerings and provide travelers with new options close to home.”

(Kensington)
New itineraries from Kensington Cruise include:
- Family Road Trip to Eastern Canada (10 days) – This itinerary takes families along Ottawa’s riverside trails for cycling and rafting with private guides, complete with a barbecue lunch. The route continues with a self-drive through Quebec featuring wildlife and food stops, a private tour of Old Montreal, and hiking in glacial valleys and boreal forests near Quebec City.
- Montreal & Quebec City Discovery (Seven days) – The journey combines guided cycling and rafting in Ottawa with a self-drive through Quebec for wildlife encounters and tastings. It also features a private walking tour of Old Montreal and guided hikes in the surrounding landscapes of Quebec City.
- Toronto World Cup Experience – Designed around the excitement of the World Cup, this experience includes VIP seating and private stadium transfers. Away from the matches, travelers take a Prohibition-themed walking tour through Toronto’s Distillery District, lift off on a private helicopter flight over Lake Ontario and the CN Tower, and dine at some of the city’s most acclaimed restaurants. Extensions are available to include games in Boston, New York, and Los Angeles.
- 250th U.S. Anniversary Tour (10 days) – This trip retraces pivotal moments in U.S. history, beginning with Boston’s Freedom Trail and the Tea Party Museum, before continuing to Lexington and Concord to see the battlefields where the Revolution began. In New York, travelers explore Ellis Island and the Statue of Liberty, while the final days in Washington, D.C. focus on monuments, museums and Arlington National Cemetery.
- Canada to New England in the Autumn (15 days) – This Boston round trip cruise includes an 11-night sailing with Celebrity Cruises that follows the coastline from New England’s lighthouses to Canada’s Maritime heritage and the cobbled lanes of French Quebec. Along the way, participants sample fresh seafood, take in salt air along historic harbors, and wander centuries-old streets with local guides. While in Boston, guests can walk the Freedom Trail with their private guide along with other curated experiences.
- Canadian Maritimes & Newfoundland Expedition Cruise (13 days) – Travelers will experience an eight-night expedition cruise aboard the National Geographic Explorer through the Maritimes and Newfoundland, highlighted by local traditions such as the spirited Screech-In ceremony. The journey includes walking with naturalists in Gros Morne National Park, a UNESCO World Heritage Site, and exploring L’Anse aux Meadows, where Viking history is traced at an 11th-century Norse settlement.
In addition, Kensington has expanded its collection of customized shore excursions, now available in more than 265 ports worldwide. New options along the Northeastern U.S. and Canadian coastlines include Portland, Rockland, and Bar Harbor in Maine; Boston and Newport; New York City; and Norfolk, Virginia, as well as Quebec and Montreal in Canada reflecting the growing demand for localized, flexible experiences that go beyond traditional group tours.
This expansion solidifies Kensington’s position as a leader in private guided travel. It follows the recent introduction of Kensington Expeditions, a new collection that combines luxury and adventure across land, sea, air and even space, underscoring the company’s commitment to offering highly personalized journeys around the world.
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