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!

* All airline related taxes and fuel surcharges are included. Prices are per person, based on double occupancy, and are subject to change prior to purchase. Some foreign authorities require fees at arrival or departure that must be collected directly from the passengers at the airport. Airline-imposed baggage fees may apply and be due at the airport; please consult your airline prior to departure for the latest fees.
Why you should go: Goa’s coastal-scapes are sumptuous, wrangling the perfect balance of untouched beauty and clean, cared-for strands. Tourist creature comforts abound: jungle parties, seafood feasts, drop-in yoga on the beach. But you’ll get the gratification of skipping off the beaten track too. Spending another $18 a day will get you a motorbike and unlimited access to backwoods lagoons and hidden beaches, where it’ll be just you and the sea turtles bathing.
Why: A genuine bucket list trip for many, a visit to Australia and New Zealand can be super-pricey. Cities are spread out, way out, which means a lot of hopping on planes to get from one place to another. And for top level accommodations, not to mention simple daily necessities like a flat white, you’ll shell out big bucks. What’s good about a cruise itinerary that includes visits to both countries is that the big expenses are included in fares – onboard meals, accommodations, entertainment and transportation from place to place. On Oceania Cruises, which offers a New Zealand/Australia itinerary, for instance, the per diem is $350 a night, but you pretty much don’t have to whip out a credit card beyond that (do note that it’s priced at per-person, based on two sharing a cabin). Consider that in super-expensive cities like Auckland and Sydney, a hotel stay at a four-star place like the Hilton and Westin respectively will run you $350 or so. And that’s for the room only — you’ll pay out of pocket for food, entertainment and bars. One tip: Look for a cruise line that arranges its itineraries to spend maximum time in port, whether it’s long days or plenty of overnights, so you can have as much time to explore as possible. As well, you’re better off, in most cases, avoiding cruise-line shore excursions, which can be overpriced and epitomize group cattle travel, and engage a travel agency specialist in the region to plan private tours for your days in port. Bottom line, though, is when experiencing Australia and New Zealand by cruise ship, especially on your first visit to the region, the biggest plus is not just the convenience of unpacking once and keeping short-hop plane trips to a minimum. It’s also that, depending on the itinerary you choose, you can visit some pretty special somewhat off-the-grid places in between marquee stops at Auckland and Sydney. New Zealand’s Akaroa, Dunedin and Wellington, and Australia’s Eden, Burnie and Melbourne, might otherwise be missed — and shouldn’t be.
* This is the largest savings for simultaneous booking of flight and hotel from July 1, 2015 to June 30, 2016, and not the discount rate or amount for your booking. Savings calculated based on the cost of a Flight + Hotel booking on Travelocity.com as compared to the aggregated price of the full published fare given by the airline and the cost of your hotel for the same travel products for the same travel dates when made separately. Savings will vary based on the origin/destination, length of trip, stay dates and selected travel supplier(s). Savings are not available on all packages. Please confirm the actual discount rate/ price on the booking page.
Then, sit back and wait. Some (but not all) websites are set up to automatically send a coupon or other offer to people who almost make a purchase but change their minds at the last minute. Coupon values vary dramatically, so you have to know what will be enough to sway you. You might only get a token discount, but it’s not unreasonable to see 10%, 15%, or even 25% off.
In 2014, CheapAir.com also analyzed nearly 2 million international trips covering 3,184 markets. International flights usually open for booking slightly less than a year in advance. CheapAir.com found that prices “stay fairly flat for a few months” after flights open for booking – but, of course, not all of us are ready to lock down travel plans nine months in advance. After the initial flat period, prices “start to creep up slowly, until about 90 days before departure when the pace of increase starts to accelerate.”
Why: For an affordable and sun-soaked vacation, southern Portugal’s Algarve region should be hot on your radar. The city of Albufeira boasts a beautiful climate, fabulous beaches, inexpensive apartment-style hotels and a central location within the Algarve. There are over 100 different restaurants, bars and nightclubs, and Albufeira even has a charming Old Town with traditional Portuguese streets and plazas within the city center. The prices for both food and wine are extremely reasonable; be sure to sample the wines of Portugal. While summer remains the busiest and most popular time to visit, I love visiting in late spring — the weather is pleasant and sunny, there are fewer tourists and hotel rates are very affordable. Albufeira also offers easy access to nearby towns such as Loulé, with its famous market and an authentic slice of Portuguese culture. Rent a car to see the church of São Lourenço in Almancil, famous for its exquisite blue tile. Head north of Lagos to see Ponta da Piedade, with its towering red rock formations against the sea. Play a round of golf in one of the many beautiful courses in the Algarve. The place to stay: the Epic Sana Algarve overlooking Praia da Falésia, where you can bask in the sun at one of its five outdoor pools and indulge at the beautiful spa.
Why: This small island nation is easy on the wallet and big on experiences. I came here on a three-week tour expecting to be a beach bum, but instead, found so much more: delicious (albeit spicy) food, stunning ancient rock formations in Sigiriya, surfing at Arugam Bay, and some of the most physically rewarding hikes I’ve ever done. Climbing to the top of Adam’s Peak and (barely) surviving the 5,500 steep stairs that make up this pilgrimage, with the help of a friend and a monk, taught me some inner lessons about strength and power. Don’t miss a chance to visit Ella, a small mountain town with a laid-back hippy vibe, accessible via a scenic train ride from Kandy that will cost you less than $10 and bring you past stunning tea plantations. The real magic of the country is outside of Colombo, but since your flight will always begin/end here, I strongly recommend starting your trip with a stay at Penthouse Above Sea ($100 a night). The amazing woman who runs this property can help you plan your time in the country.
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…
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