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.
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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.
Just how cheap is it? Poland’s economy is swinging upward, but the price of traveling here is still indulgently cheap compared to other EU countries (that could change, though, so don’t dally). In its bigger cities -- Warsaw, Kraków, Wrocław -- you can get a centrally located, one bedroom Airbnb for $30 all to your lonesome. Polish food is notoriously cheap and filling, especially if you’re dining on pierogi and goulash in no-frills milk bars (cafeteria-like relics of Communist times). In Warsaw, you could ball out on craft cocktails at bijou bars (or just drink $1 Polish beers and vodka shots for that matter). Or treat yourself to a two Michelin star meal at Atelier Amaro, where the six-course meal is a reasonable $70.
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.
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: 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.

Since no one has time to check flight prices constantly throughout the day, it’s a good thing that you can ask someone else to do the searching for you. Sign up for a fare alert, which is a subscription notification (usually via email) that provides a selection of flights and prices to a chosen destination. For example, I receive a daily email that tells me the cheapest flights over the next six months to London, Paris, and Bora Bora.


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.

While hotel prices might be cheaper in underrated locales, you do need to be aware that flight prices might be more expensive – and possibly at less convenient times with more stops – if it’s not a common route. For example, an August flight from Minneapolis to Rio de Janeiro, Brazil might cost around $857, but a flight at the same time from Minneapolis to La Paz, Bolivia costs $1,177. The distance is nearly identical, though most flights to La Paz require at least two (and, in many cases, three) stops, whereas there are flights available from Minneapolis to Rio de Janeiro with only one stop.
*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.
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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