Americas

Americas – Short Flights, Big Adventures

Just a hop skip away… Coast to coast, mountain top to valley floor, North and South America have something to offer even the most discerning traveler.

If action and adventure is your cup of tea, try skiing the snow topped mountains of Whistler or Aspen. Prefer a warmer climate? Zip-line your way across Costa Rica or snorkel the cenotes of Mexico. If you prefer a more tranquil experience, hit the beaches of Baja or Riviera Maya and let the fruity drinks flow under your breezy cabana.

Quite simply, America has it all.

  • Easy Travel & Big Savings – Shorter flights (often direct) means you don’t spend a good portion of your trip sitting on a plane. That shorter flight can also shave big bucks off your trip leaving you more to spend on exploring your destination.

  • All Inclusive – From Mexico down, many of the resorts are all inclusive. Not only does this save some money, it means you don’t have to spend your time trying to make reservations or getting to and from restaurants. Did I mention your drinks are included too? Yeah, they are.

  • Great for Groups – While Windy City Travel can make booking your group travel a breeze regardless where you decide to go, sometimes it’s easier for the members of your group to schedule travel that isn’t so far away.

  • Weekend Getaways – While you’re not taking a 3 day trip to Fiji, you can surely do so in Puerto Vallarta!

Our agents have extensive knowledge about the resorts, culture, activities, and dining that will make your North or South American adventure one you’ll never forget.

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Featured North American Journeys

Featured South/Central America Journeys

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Stories from the Americas

LGBT Getaways: Puerto Vallarta

Puerto Vallarta is one of the favorite Mexican tourist destinations of the LGBT community. There are hotels, bars, nightclubs, beaches, and even drinks specifically for LGBT travelers, and due to the safety and welcoming environment for these guests, it is the first city in Mexico to receive the Gay Travel Approved distinction by GayTravel.com.

Chile – Part 5 – Easter Island

Few areas in the world can claim the mystique and remoteness that are synonymous with Rapa Nui, more commonly known as Easter Island. Over 2,000 miles of Pacific Ocean separate it from mainland South America and it's well over 1,000 miles to the "neighboring" Pitcairn Islands. Easter Island has long been sought out by adventure travelers and those willing to go the distance to see the famous moai statues in-person. For those willing to take the 5 hour flight to the middle of the ocean, you are in for a unique adventure!

2018-11-20T14:04:28-05:00