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October is one of the most underrated months to travel. It’s considered “shoulder season” in many parts of the world, which means you get access to authentic, exclusive experiences in world-opening destinations while avoiding the crowds. Our October cruises sail to extraordinary destinations like Canada, Japan, and the Western Mediterranean. This fall, you could be witnessing the fall foliage of Canada and New England, watching a Geisha performance in Japan, or wine tasting in the French Riviera. Escape the masses and visit one of these magnificent regions on one of our luxury cruises in October.

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Top October Cruise Destinations

Western Mediterranean

Skip the heat and crowds on an October cruise to the Western Mediterranean. Indulge in Spanish tapas in Valencia and Alicante before seeing the famous Rock of Gibraltar. Drive along the French Riviera in a Lamborghini, taste the delectable wines of Nice and the surrounding region, and learn how to make pasta in Tuscany. Explore the Vatican and ancient ruins in Rome and swim in the Bay of Naples before sailing back to Barcelona.


There’s no better time to cruise from Boston to Canada than October when the region’s fall foliage bursts with colors. Embark on a luxury yacht and sail alongside the Nova Scotia coast. Discover one of Alexander Graham Bell’s favorite landscapes in Sydney. Overnight in the culture capital of Quebec City and explore the city’s stunning architecture or visit the staggering Montmorency Falls. Indulge in Maine’s famous lobster roll in Portland before returning to Boston.


Japan makes for an unforgettable fall destination thanks to cooling temperatures and less rainfall. Witness the majesty of Mt. Fuji. Visit ancient temples in Kyoto. Take photos from the top of Mount Hakodate. Witness the stunning Oirase Stream in Aomori. Get a dose of culture with a Geisha performance and dinner in Tokyo.

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