Chosen By: Emily McNutt, associate editor at The Points Guy, where she is responsible for reporting on travel news across a range of topics — from aviation to loyalty programs, general travel news and credit cards. At TPG, McNutt is not only an expert in the travel and points and miles space in the newsroom, but also puts that expertise to work by reviewing aircraft products for the site. With a lifelong passion for travel, McNutt has visited more than 40 countries.
Why you should go: Don’t let the name fool you; Isla Grande is an intimate, gorgeous Caribbean island just a 45-minute boat ride from Cartagena, full of exceedingly friendly locals and all the hallmarks of a tiny paradise. You’ve got your idyllic beaches, your lagoons of bioluminescent plankton that turn the water bright blue, your fresh seafood and multiple options for diving and canoeing. The chance to visit such a place is probably why you bother to earn money in the first place. - Daniel Cole, Thrillist contributor
Chosen By: Alyssa Ramos, founder of My Life's a Movie and a solo female travel blogger, content creator, entrepreneur and social media influencer who travels the world full time and seeks to showcase unique destinations through her unique photography style and honest, detailed travel tips. Her motto is "Dreams Don't Work Unless You Do." Read about how Ramos went from broke to traveling full-time here.

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.”


For example, a writer for The New York Times searched for a long weekend getaway in Washington, D.C. and found a vacation package that looked like a tremendous deal. However, the hotel was 22 miles away from Washington. In other scenarios, the hotel might be fantastic, but your flight might have two stops and a 12-hour layover in Topeka. The bottom line is that it’s worth exploring package options, but be sure to scrutinize the individual components of the package to make sure you’re not compromising too much.

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 >
Why you should go: For all the greedy reasons: Its landscape varies from world-famous Pacific surf beaches to strikingly beautiful inland mountains, you’ll eat the best Mexican food you’ll ever have, the city is packed with pure magic. And for a selfless one: After a brutal past year of political rhetoric in the States, now is a great time to show our neighbors to the south some love. Whatever scant bucks you spend will boost their economy and help preserve the many indigenous cultures that call Oaxaca home. - Tess Rose Lampert, Thrillist contributor

Why you should go: Prague is quintessentially European, an architecture junkie’s dream for its lofty spires, stuccoed high ceilings, and Art Nouveau quirks. Sure, it’s touristy -- just try fighting through the selfie sticks on Charles Bridge or not wincing in disgust at Kafka bastardized on T-shirts and coffee mugs -- but this is also a city with plenty of nooks and crannies to escape from the masses, from dimly lit bars, minuscule art galleries, or in some old world cafe.

Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Surcharges may apply to weekends, holidays, and convention periods. Flights available on published, scheduled service only. Rates may be subject to change until purchased. All Rapid Rewards® rules and regulations apply. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. The Mark Travel Corporation is the tour operator for Southwest Vacations.
Hawaii - 60th Anniversary Hawaii Vacation Sale: Valid on new bookings made 10/29/18 - 1/13/19 for travel 10/29/18 - 12/31/19. Accommodation at participating resort and roundtrip transpacific airfare required. Room rate savings and minimum night stay vary by participating resort. Travelers will receive a voucher valid to buy one activity and get one activity of equal or lesser value for 60% off the retail value redeemable at any Pleasant Activities Center or the Pleasant Holidays Island Orientation in Hawaii or via the Hawaii Call Center by calling 1-888-229-7770. Fees and surcharges are excluded and must be paid for both tours. Limit of one discounted activity per booking. Offer does not apply to activities involving flights (plane or helicopter). Complimentary roundtrip shared airport transfers valid to/from HNL and any Waikiki hotel or resort in Pleasant Holidays' Oahu portfolio; offer does not apply to any hotels or resorts outside of Waikiki. Activity voucher and airport transfers have no cash value, are non-transferrable, are not combinable with any other offers, apply only to the vacation on which they were booked and expire at the end of booking's travel dates. Offer subject to availability and may be changed or cancelled at any time. Certain restrictions and blackout dates may apply.

Why you should go: Don’t let the name fool you; Isla Grande is an intimate, gorgeous Caribbean island just a 45-minute boat ride from Cartagena, full of exceedingly friendly locals and all the hallmarks of a tiny paradise. You’ve got your idyllic beaches, your lagoons of bioluminescent plankton that turn the water bright blue, your fresh seafood and multiple options for diving and canoeing. The chance to visit such a place is probably why you bother to earn money in the first place. - Daniel Cole, Thrillist contributor
Prices quoted are examples, valid for travel during dates listed above. Rates may be higher for other days of the week. Surcharges apply to weekends, holidays, special events, and convention periods. Restrictions apply. Rates are subject to change until purchased. Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. See our Terms and Conditions for more information about our policies. Free Night offers must be reserved for consecutive nights to receive the free night. Offer valid for room and tax only. Additional fees may apply. Limited number of rooms available. Promotion Code not combinable with any other offer. Promotional code intended for redemption by individual consumer only. Valid on published scheduled SWA-operated service only. Packages must be booked on southwestvacations.com and at least one day before departure date before 6 pm Central Time.
There is another way that the practice of almost purchasing can pay off. You’ve probably already noticed that, after conducting a web search for a specific item, the advertisements on the Internet pages you visit are chock full of that very item. Those ads might annoy you, but they also might contain tailor-made discounts on the exact hotel, cruise, or vacation package you were looking for. It’s worth a second glance.
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.
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.
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 you should go: Prague is quintessentially European, an architecture junkie’s dream for its lofty spires, stuccoed high ceilings, and Art Nouveau quirks. Sure, it’s touristy -- just try fighting through the selfie sticks on Charles Bridge or not wincing in disgust at Kafka bastardized on T-shirts and coffee mugs -- but this is also a city with plenty of nooks and crannies to escape from the masses, from dimly lit bars, minuscule art galleries, or in some old world cafe.
Why: The Greek Island of Karpathos offers much of the same allure as chic Santorini and Mykonos, but with the advantage of lower prices. Karpathos is the second largest of the Dodecanese Island chain, which includes better-known Rhodes. Karpathos dates back to the 5th century BC, offering history buffs a way to have two trips in one, combining sun and sand with a step back in time. Ancient ruins can still be seen at Aghia Anastasia, while the island’s history can be studied in more detail in the Archaeological Museum. Beyond lounging on white-sand beaches, active travelers can choose from a selection of sports: fishing, windsurfing, snorkeling, scuba diving and sailing. Away from the well-worn tourist path, Karpathos has hillsides covered in vibrant wild flowers and small villages like Arkasas to explore. The island’s capital, Pighadia, is a modern city, but in small towns like Olympos, traditional dress is still worn day-to-day and life has the authentic feel of the past. Karpathos has many apartments and studios to rent, resulting in real savings. There are plenty of budget hotels under $100. Multiple restaurants and tavernas dot the countryside, where you can savor traditional Greek dishes at low prices.

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.”
Of course, “top-notch guest services” is subjective. You could stay at a five-star hotel where the concierge is snooty and there’s constant construction, whereas you could find a gem of a two-star hotel where you’re treated like royalty by a warm, welcoming staff. That’s why it’s so important to value guest reviews over star ratings. Guest reviews give you an indication of what it’s actually like to stay at the hotel.
Hotwire’s “Hot Deals.” Much like Priceline, Hotwire is able to offer discounts if you’re willing to book a hotel, flight, or car without knowing the brand name. Unlike Priceline, Hotwire publishes the prices up front instead of allowing you to name your own price. So, for example, you’ll know that you’re booking a three-star hotel in the Brentwood neighborhood of Los Angeles that costs $120 per night, but you won’t know the name of the hotel until after you book.
Our Orlando vacation packages will make you feel like all the fairytales that you have ever been told are true. A number of major attractions and theme parks are within a stone’s throw of Orlando, and when you book a cheap vacation here with Travelocity, you’ll still have enough money left over to buy a pair of your favorite mouse-shaped ears. Further south are the Everglades and then—ah, the blue waters of the Atlantic Ocean and “The Magic City” that perches over it. A Miami vacation is the perfect time and place to kick back and take in some sun, and from there you can head southwest over the sparkling sea to a Key West vacation. This is the perfect place to embark on the ultimate bar crawl, start on Duval Street and walk down to the Southernmost Point of the United States. There, you can end the night with the Sunset Festival and a large mojito.
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