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.

Why: Okay, you may be thinking, “Isn’t Saint Martin/Sint Maarten destroyed?” Yes, this unique Caribbean island, which is half French (Saint Martin) and half Dutch (Sint Maarten), was devastated by Hurricane Irma. But now it’s on the mend. Saint Martin’s famed Princess Juliana International Airport has been open since late October 2017. The majority of the island’s electricity has been restored, and many beaches, bars, restaurants and businesses have reopened their doors. Because tourists are still wary, many hotels have discounted rates (like Hotel Mercure for $169 night) as well as gorgeous Airbnb properties starting at $50 a night. It’s a win-win. Not only will you save money, but your money will be spent on businesses and people who really need our help.
Vacation rentals are becoming increasingly popular. Sites such as Airbnb, VRBO, and HomeAway permit homeowners to put their own properties up for rent whenever they won’t be using it. This is a good way to experience life as a local, because you’ll be staying in a residential area instead of one that caters to tourists. While some properties are tiny, cheap, and perfectly suitable for one person, vacation rentals are also a great way for a large group to get away together in a big house without having to pay for individual hotel rooms.
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.
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.
Why: Traveling through Central Asia is, in many ways, the ultimate adventure. The infrastructure, though slowly modernizing, isn’t quite there yet, but the scenery and culture are unmatched. I loved every minute of Uzbekistan—the blend of Persian and Soviet influence, the culture, the food, the magnificently preserved religious sites in Samarkand and Bukhara, sleeping in a yurt camp under the stars — it all made for an experience I’ll never forget. Uzbekistan is also fantastically affordable, after you’ve paid the visa fee ($160 for United States citizens). Most hotel stays are under $100, save for the brand-new Hyatt Regency Tashkent (roughly $240 a night), which is worth the splurge. I highly recommend using a company like Kalpak Travel to help you book your trip, as independent travel can be a bit tricky in Uzbekistan and they’re experts in this region.

Switch up the usual Caribbean getaway this winter and check out gorgeous Cartagena, Columbia. You'll find white sand beaches, plus a beautiful old city and vibrant culture. Your 4-star hotel is only steps from Bocagrande Beach and just five minutes away from historical downtown Cartagena. What's Included? Based on two people sharing, this vacation deal…
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