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Pearson, who splits his time between Santiago and Hadley, Massachusetts, has cycled thousands of miles to develop bike itineraries, personally testing all the stops along the way—including tasting wine in private vineyards and picnicking in peach orchards. He also manages Ski Arpa, an exclusive snowcat ski mountain in the Andes that is open from June through September.

Excited about: Isla Bandurria, a private island in northern Patagonia, where travelers can tour villages with a local host, hike through beech forests, ride horse along the turquoise Puelo River, and spend time with Chilean baqueanos (cowboys).

Specialties: Chile, Argentina and Uruguay

Brian Pearson

Pearson, who splits his time between Santiago and Hadley, Massachusetts, has cycled thousands of miles to develop bike itineraries, personally testing all the stops along the way—including tasting wine in private vineyards and picnicking in peach orchards. He also manages Ski Arpa, an exclusive snowcat ski mountain in the Andes that is open from June through September.

Excited about: Isla Bandurria, a private island in northern Patagonia, where travelers can tour villages with a local host, hike through beech forests, ride horse along the turquoise Puelo River, and spend time with Chilean baqueanos (cowboys).

Specialties: Chile, Argentina and Uruguay