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!
Why: While the devastating hurricanes of 2017 impacted just a portion of the Caribbean region, it damaged some of its more cruise-popular spots, like Tortola in the British Virgin Islands, St. Martin, Puerto Rico, St. Bart's, and the U.S.V.I.’s St. Thomas, St. Croix and St. John. While all are under significant rehab and rebuilding — and most are actually now open to cruise ships and tourists, this could be a perfect year to explore more exotic islands. That’s because lines like Windstar, which had, pre-hurricanes, planned to offer BVI-centric trips, relocated ships to other parts of the Caribbean. The winning trip? We love Wind Surf, one of the line’s sailing vessels, with its trip out of Barbados; ports include Martinique, Guadeloupe, and Montserrat — all islands that heretofore have often been bypassed by established cruise lines. And get this: There’s plenty of cruise capacity in this region, particularly when it comes to small ship sailings. In part, excess cabins are available because many skittish travelers canceled their bookings. As well, they can typically be more expensive (look for $300 per person, per day) than big ship vessels. But do the math: Windstar, and other small ship lines like Crystal, Regent Seven Seas, Seabourn, Azamara, Oceania and Viking Oceans, can actually be quite a good value when compared to land-based properties because they’re more price inclusive. Look for deals that include cocktails, gratuities and shore excursions not to mention pre- and post-cruise hotel stays and, in some cases, airfare to the ships’ port of embarkation.
New Hampshire’s White Mountains are considered the crown jewel of the state, home to the highest peak in the Northeast, and filled with pristine lakes and dense forest. By staying at the American Mountain Club’s rustic Highland Center lodge, you’ll have access to all types of activities, from guided scenic hikes to spots like the gorgeous Presidential peaks while learning about the area’s geology, nature and picking up some outdoor skills. You can also enjoy splashing around in the pools underneath Arethusa or Ripley Falls, and even rock climbing on the nearby Frankenstein Cliffs. The lodge itself serves hearty home-cooked meals to fuel those adventures, with all meals included in room rates.
Puebla: Once considered a nice day trip from Mexico City (it’s two hours away by car), Puebla is emerging as a primary destination in its own right. After all, it’s not a small village; Puebla is Mexico’s fourth-largest city, with some of the country’s best examples of Spanish colonial architecture. Additionally, at 7,200 feet above sea level, Puebla never gets too hot, and it’s considered one of the safest places in Mexico. Getty Images/iStockphoto
Why: Encircled by massive stonewalls, this Adriatic gem is hard to resist. With its old-world charm, the city’s streets are paved with limestone giving it a cool feel during hot summer days. Its well-preserved homes and monuments range from baroque St. Blaise Church to renaissance Sponza Palace and Gothic Rector’s Palace. It’s a perfect day excursion when island hopping along the Adriatic coast. Oh, and you won’t want to miss the stunning medieval fortresses, Lovrijenac and Bokar, which tower over Dubrovnik.

Choosing the right vacation package has never been easier or more affordable. Check out some of our suggestions in the "Top Vacation Packages", "All Inclusive Deals" or "Last Minute Deals" sections. Whichever selection you choose, you can be sure that CheapOair will get you where you want to go at a price that can't be beat. We're constantly updating our great vacation deals and offers, so be sure to check back with CheapOair often. Now is the time to take advantage of our best deals while they last!
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