If you’re looking for a deep-dish pizza, world-class hockey, or a walk through Millennium Park, we can help you see—and eat—it all with a Chicago vacation package. There’s always something to do here in the crown jewel of Illinois, from a walk on Navy Pier to the gorgeous boutiques on the Magnificent Mile. Pardon our pun, but we’re sure “The Windy City” will “blow” you away!
Travel Auctions. There are two kinds of travel auction sites. One allows you to enter your preferred travel dates, destination, and class of service (such as economy or business class), and travel companies compete to offer the lowest-priced trip that meets your criteria. Flightfox is one site that operates this way: It charges a per-trip fee, and while the exact price depends on the trip itself, you can expect to shell out around $30. The other type of travel auction operates the opposite way: Companies offer flights, hotels, or packages, and users can bid on the trips. When the auction closes, the top bid wins. SkyAuction.com operates using this model. It’s free to bid – though you should be aware that additional taxes and fees are unlikely to be included in your bid price, so you will end up paying more than your bid if you win.
Why: For an epic adventure that won't break your travel piggy bank, head to the Komodo Islands , named one of the New 7 Wonders of Nature. Most of the islands in Indonesia are incredibly undermined because of how popular Bali is, but Komodo and its surrounding islands are definitely worth a visit. As the name implies, Komodo is the native home of the terrifying mini-Godzillas known as Komodo Dragons. To see them, you go on an incredible boat tour that takes you to a tri-color beach island and swimming with wild manta rays. Getting to Komodo from Bali costs about $40 by boat or $200 for a flight, and accommodation and food is super cheap because, well, it's Indonesia after all.
Couchsurfing hosts sometimes take great pride in serving as tour guides and cultural ambassadors for their visitors. The website features quotes from visitors, such as Sam, who said, “Nong showed me the sights and helped me search out the best street eats (insects included!) during my week in Bangkok. She also helped me with more practical matters, like getting my Myanmar visa and planning the next leg of my Thailand trip.”
Why: Following the devastation caused by Hurricane Maria, travelers might be reluctant to visit the territory of Puerto Rico. But, on a recent visit to the island to help rebuild some of the most popular tourist attractions, I was thrilled to see that Puerto Rico is thriving and really is open for business. If you don’t have a passport — or if you have one that’s closed to expiring or being filled — one of the best parts about visiting Puerto Rico is that no passport is needed for U.S. citizens. With plenty to see both in San Juan — from the charm and bright colors of Old San Juan to checking out where one of the most famous rums in the world is made at the Bacardi Factory ($15 for a historical tour) — and outside, such as a trip to El Yunque National Forest, you'll be kept busy. Flights to San Juan generally will run you less than $250 from the East Coast, making it a perfectly close and affordable getaway. While there are several affordable chain hotels, boutique hotels flourish — especially in Old San Juan. Check out The Gallery Inn or Decanter Hotel.
Hotel Tonight. While Hotel Tonight is an app that bypasses direct communication with travel companies, it can still be a great source for good, last-minute deals. Hotel Tonight takes advantage of hotel owners’ desire to fill empty rooms by enabling last-minute bookings at up to 70% off standard rates. It’s available for iPhones, iPads, and Android devices.