Special offers are only available from participating hotels and airlines. Prices shown include applicable discounts. Hotel savings are based upon Orbitz's everyday hotel rates, excluding taxes and other fees. Minimum stay may be required. Offers are subject to availability and may be discontinued without notice. Additional restrictions and blackout dates may apply.
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!
Caribbean - Last-Minute Holiday Sale offer: Valid on new bookings at participating resorts made 10/29 - 11/25/18 for select travel 10/29/18 - 1/5/19. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates may apply.

Enjoy an all-inclusive vacation from the HotelInn Hotel in sunny Jamaica for 5 nights and book a 40% discounted getaway to Montego Bay, home of idyllic beaches, deep seas, good vibes, and lush jungles. What's Included? Based on two people sharing, this vacation deal includes round-trip flights, an all-inclusive 5-night stay at the 3.5-star Holiday…


We have three hotels that we highly recommend: Kaanapali Beach Hotel and Royal Lahaina Resort on Maui, and Royal Kona Resort on the Big Island. Both Royal Lahaina Resort and Royal Kona Resort offer “Best Price Guarantee” as well as a ton of options for creating your perfect vacation package. And Kaanapali Beach Hotel goes above and beyond to ensure that each package is providing the most value possible to visitors like you. Known as the “Most Hawaiian Hotel,” Kaanapali Beach Hotel keeps drawing its guests back with its authentic Hawaiian hospitality. You can also view our Maui vacation packages.

A portion of all travel booked on American Airlines may be American Eagle® service. American Eagle service is operated by Compass Airlines, LLC, Envoy Air Inc., ExpressJet Airlines, Inc., Mesa Airlines, Inc., Republic Airline Inc., SkyWest Airlines, Inc., or Trans States Airlines, LLC. American Airlines, the Flight Symbol logo, American Eagle, AAdvantage and AAdvantage Million Miler are marks of American Airlines, Inc.
Apple Vacations specializes in vacations to top destinations like Cancun, Punta Cana, the Bahamas, Costa Rica, Panama, Hawaii, and many others in the Caribbean and Mexico. Enjoy the convenience of one-stop shopping. Your Apple Vacation includes your flight, hotel, and transfers -- or choose an all-inclusive resort where even your meals, drinks, and more are included -- and all for one, affordable price. Whether you?re looking for a cheap flight or all-inclusive vacation, luxury vacation, family vacation, honeymoon package, last-minute vacation, golf vacation, or group travel deal, make Apple Vacations your first stop. Learn more about the Apple Advantage >
Just how cheap is it? The aftershock of the debt crisis can still be felt at plenty of Greece’s tavernas, restaurants, and supermarkets (though not so much in touristy areas). On a popular island such as Mykonos, you’re likely to spend at least €25 or more on a lush evening meal -- but you can also get a bottle of godly nectar and cook at your Airbnb or hotel kitchenette for a sliver of that. On smaller, less touristy islands and in some parts of Athens you’ll feel less of a wallet pinch, especially when it comes to accommodation.
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:  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.
According to USA Today, the Better Business Bureau files well over 1,000 complaints in a single year from victims of “free” cruise scams. Other “too good to be true” deals may not be actual scams, but may require you to participate in a sales presentation, commonly for a time-share. Be alert, be skeptical, and be willing to put in the time to verify anything that doesn’t feel right.

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.


Europe - The Best Offers: Valid on new bookings made 10/1 - 12/16/18 for select travel 11/1/18 - 3/31/19. Blackout dates may apply. Minimum 3-night stay at a participating hotel or resort is required. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. All offers subject to change or cancellation at any time without notice.

Are you on the hunt for cheap vacations? Perhaps you're looking for a luxury honeymoon at an all-inclusive resort. Maybe you’re scouting for a last-minute family vacation package with a hotel that’s suitable for children of any age. No matter what kind of vacation you want to book, we’ve got the best deals to help you save money on your upcoming travel.

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