Tom Damon, Southwind Adventures, Littleton, Colorado
An avid trekker, Damon arranges sporty but comfortable trips that highlight nature, archaeology, and adventure, from the Galápagos to Patagonia to the Amazon and Machu Picchu, which he likes to approach via the Urubamba route—less crowded than the famous Inca Trail (800-377-9463; tom@southwindadventures.com; southwindadventures.com).

Belize and Honduras

Becky Harris, Viaventure, San Ignacio, Belize
Having lived in Central America for the past six years, Harris is always on top of the hottest spots in these emerging destinations, from Mayan villages to Caribbean beach resorts. Want to explore the ruins at Copán? She can get you dinner with an archaeologist there (502-78-32-2509; becky.harris@viaventure.com; viaventure.com).

Bermuda

Vicky McGlynn, Travelong of Summit, New Jersey
McGlynn, who has owned a house in Bermuda for 38 years, is familiar with all of the island's options, from secluded villas to deep-sea-fishing boats to moped rentals. She favors the off-season (Nov.–March), when prices plunge, festivals abound, and the golf is sublime (908-277-2700, ext. 11; vickym@travelongsummit.com; travelongsummit.com).

Brazil

Augusto Simas, Travel Place, Rio de Janeiro
Whether you're into nature, culture, or beaches, Simas knows Brazil's undiscovered highlights. Only a native like him would send clients to Rio's Friday- and Saturday-night summer concerts atop Sugar Loaf: Take the cable car up for a drink in an open-air lounge before the Brazilian rock bands start playing around midnight (55-21-3534-5201; asimas@travelplace.com.br).

Canada

Rebecca Falkenberry, Hill's Travel Service, St. Petersburg, Florida
Covering everything from ice climbing in Jasper to heli-fishing in British Columbia, Falkenberry is a western Canada adventure guru. She promises that a trip to the Great Bear Rainforest is worth the floatplane ride (it's the only way in), even if you don't see one of the fabled white spirit bears (877-822-5993; rebecca@hillstravel.com; hillstravel.com).

Mary Pyle Peters, Distinctive Journeys, Blairsden, California
Peters is your ticket for a romantic long weekend in Quebec City or a family trip to the Rockies. While many people watch the International Fireworks Competition from the base of Montmorency Falls, she's scoped out the premier view from the restaurant at the top (530-836-0684; marytraveler@hotmail.com).