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!
JetBlue TrueBlue. U.S. News & World Report ranked JetBlue TrueBlue as number one on its list of Best Airline Rewards Programs. JetBlue primarily flies out of the East Coast and Florida, but if you live in either region and tend to travel domestically, this is one program to consider. Points can also be earned by traveling on its partner airlines, Emirates and Hawaiian Airlines. You can also earn points with hotel stays, car rentals, and “purchases with retail partners” – so you can rack up a whole bunch of points on a single trip.

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: The second largest city in Morocco, Fez has an enchanting souk, lively markets, fascinating leather tanneries (which you can sniff out before you see) and quaint cafes serving Moroccan mint tea and local pastries. Fez is also filled to the brim with palatial riads, Moroccan homes built around a central courtyard or garden, which feature cozy rooms and rooftop terraces where you can relax after a walk through the bustling labyrinth of alleyways right outside your front door. Prices for a double room in a riad can be as low as 550 dirhams ($60), while a tangine dinner is around 50 dirhams ($6). Step inside a medersa, a theological college, to marvel at the splendid architecture and tilework and get a scrub at a hammam for a fraction of the cost of a spa in the U.S.
Here's the deal—we've paired budget flights with a top-rated apartment rental in beautiful Aguadilla, Puerto Rico to create a Caribbean getaway for under $260 each! Your apartment is located just minutes from Crash Boat Beach, hiking trails, restaurants, and more. This is the perfect opportunity to escape winter without breaking the bank. What's Included? Based…
Looking for something a little more luxurious? No problem. Check out our lists of the best hotels by island. If money is not so much the issue, we recommend Montage Kapalua Bay on Maui and Mauna Kea Resort on the Big Island. Both of these five star resorts are cozied up to beaches that have been voted #1 Beach in America by Dr. Beach. In addition, Montage Kapalua Bay is Hawaii’s newest Forbes Five Star property.  Another bonus? They both usually offer specials along the lines of “get the 4th night free.”

Why: As the gateway city to celebrated tourist destinations like the Amalfi Coast, Capri and Pompeii, Naples is finally getting its well-deserved time in the spotlight and intrepid travelers are flocking to the stunning southern city in droves. Naples is one of the oldest cities on the European continent and filled to the brim with intriguing cultural sights and monuments, from seaside castles and underground catacombs to show-stopping Baroque architecture and a plethora of contemporary art. It also boasts one of Italy's most cherished cuisines and is well-known as the birthplace of pizza, which you can enjoy for as little as €4 ($5), accompanied by views of the Bay of Naples and Mount Vesuvius (free). Neapolitan pizza making has just been recognized by UNESCO as part of its Intangible World Heritage list, so now is a great time to visit and enjoy its effervescent energy and fabulous cuisine.

Why: Colombia isn’t usually thought of as a value destination, but due to the strong U.S. dollar, it has become one of the most compelling destinations in the world for those willing to venture off the beaten track. Travelers in the know are loving Barichara, one of the most beautiful small colonial villages in the Andes. Stay at Casa Barichara for under $200 a night and dine at El Carambolo, a quaint B&B rich with personality and the perfect fit for those searching for authentic, Colombian hospitality. Though not a typical tourist destination, Barichara is perfect for adventure travelers who enjoy activities like paragliding. A trip to Barichara can be paired with the town of Salamina, where travelers will find quirky architecture and a renowned coffee production, and/or the vibrant city of Medellin, which boasts music, museums, nightlife and friendly people.
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.
Oahu, known as "The Gathering Place," is the most populated area in the island chain. It's also home to some of the most recognizable landmarks in the world like Diamond Head, the world-famous Waikiki Beach, and Pearl Harbor. Most people think of Honolulu, Oahu's largest city and state capitol, as a metropolitan with global flavor, but just a few miles outside of the city limits, quieter getaways can be found. Read more about Oahu
It’s worth noting that if the original price isn’t always posted for these types of deals, so you may not know exactly how much you’re saving (or if you’re saving at all). And while Groupon does post the percent savings (and it’s often 50% off or even higher), some critics point out that the “original” prices for Groupon deals and other discount sites are occasionally inflated to make the deals look better.

*Unless otherwise noted, fares include ROUNDTRIP AIRFARE via U.S. certified air carrier, hotel transfers (in Mexico and the Caribbean), hotel tax, resort baggage handling, fuel surcharges and all pre-collected U.S. and foreign taxes and fees including September 11th Security Fee. Packages in Turks and Caicos or San Juan, Puerto Rico do not include airport transfers. Packages flying into Cancun but staying in Cozumel require supplemental ferry transfers at an additional cost. More details
Why: Slovenia is in the heart of Europe and borders the alps and the Mediterranean Coast. It’s a country that has a little bit of everything — mountains, beaches, pristine lakes, 11,000 karst caves, castles, a Pannonian Salt Plain, healthy water springs and city life in Ljubljana, European’s Green Capital. No wonder it’s been called the New Zealand of Europe. One of my favorite towns to visit is Piran, located on Slovenian’s Istria on the Adriatic Sea. Explore this coastal town — a little Venice — and savor a fresh seafood meal for under $10. It’s the perfect place to visit on foot. Meander through the alleyways and visit the market. Climb up to the city walls and to the top of the bell tower for spectacular views. Or rent a bike and cycle through the countryside. It’s an easy day trip from Ljubljana, but if you plan to stay the night, check into a luxury four-star hotel like Hotel Piran for just $80 a night. How to get around? Visit GoOpti for airport transfers as low as $9. If you want to carpool from Slovenia to Italy or Croatia, check their site for great deals. For example, you can carpool from Ljubljana to Venice for as low as $18. Round About Slovenia offers deals for tours around the country and even Croatia (how about a $45 half-day tour to Lake Bled?).
How cheap is it? Very. Its largest city -- helpfully named Panama City -- is the world's third-cheapest major city. And it is major! Panama has the fastest growing economy in Latin America, with abundant new restaurants and luxury hotels; it's pretty much the most (and arguably only) truly global/metropolitan city in the region. And still a bunk in a cheap but well-reviewed and centrally located hostel will set you back only $14 per night, while those seeking luxury accommodations can stay at the damn Waldorf Astoria for $149 per. Which is stupid cheap, all things being relative. A public bus ride in the city is just 25 cents. You can eat on the cheap for under $20/day for all three squares if you hit up cafés for breakfast, the beach fish markets for lunch, and restaurants without English menus for dinner. Beers will cost you anywhere from $1.25 to $3 a pop. All in all, you're getting huge bang for your buck -- oh also literally your buck, as US currency is interchangeable with the Panamanian balboa.
These deals are different from fare alerts in that they don’t correspond to a locale of your choice – instead, it’s a company-curated list of deals that may include locations all over the country and the world. Signing up for these types of emails is particularly valuable if you aren’t set on a certain destination or time-frame and simply want to go somewhere and get a good deal on the trip.
Why: Did you know that Lake Tahoe is one of the oldest, tallest, largest, deepest and purest lakes in the world? The southern shore of the lake, known as South Tahoe, straddles two states and is known to be the livelier shore. There is a booming craft beer scene, and they even have a beer map for visitors. Some standouts are locally owned Lake Tahoe Ale Worx and the Cold Water Brewery. Not too sure what’s in the water out there, but the southern shores of Lake Tahoe also produces world-renowned athletes. South Tahoe is home to a couple of Winter Olympian Gold Medalists and several 2018 Olympic hopefuls. (Check out my interview with Hannah Tetter, Maddie Bowman and Kyle Smaine, who all train on Sierra, the “locals” mountain.) In October 2017, an 11-foot bronze sculpture by artist, Gareth Curtiss, was unveiled at Champions Plaza called the “Spirit of Competition," inspired by local Olympic athletes. Heavenly is a mountain that's great for families. The resort has a village with shops and outdoor fire pits. Check out dinner and magic show at The Loft, and for the best sunset views (and steaks) in South Tahoe, go to Friday’s Station. Stay at the Lake Tahoe Resort at Heavenly, where rates start at just $109 and its location in the middle of the village means you can walk right to the gondola — nice when lugging skis or a snowboard. But South Tahoe isn’t all about the powder; in fact over two-thirds of tourist arrivals are in the spring and summer months for hiking, biking and golf. Wildlife lovers won't want to miss a visit to meet Emma, an American bald eagle rescued by Lake Tahoe Wildlife Care.
Package vacations are a great choice for effortless traveling, as they are quick and easy to book and ensure that everything will be taken care of for you. For example, if your flight is canceled, it’s the travel provider’s job to find a new flight for you. You can rest easy knowing that your vacation will be stress-free and you are protected in case of changes to your itinerary.
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