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.
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.
Chosen By: Amie O’Shaughnessy, founder and CEO of Ciao Bambino. After having her son, Amie searched extensively for credible resources to provide family-focused advice, direction and useful accommodation information. She quickly realized that there were no relevant resources available, particularly for a discerning traveler, so she decided to help solve this problem and started Ciao Bambino.
Up in Tennessee, “Music City” is calling your name, and you can’t help but listen! This country music city feels like a small town—and its siren call resonates with those looking for simpler times and Johnny Cash cover bands. You can spend your Nashville vacation taking in performance after performance at the Grand Ole Opry, but leave time for the art collection at the Parthenon at Centennial Park.

Just how cheap is it? The food and accommodation aren’t fabulous bargains -- but, oh, the shopping is. In the tourist town of Victoria Falls, a hostel bed or a hired tent will cost you $15 to $20 per night, but I scored a carved stone necklace from a street vendor for the sandals I was wearing. Bartering is common at flea markets and on the streets, where second-hand clothes -- shoes, baseball caps, and sportswear (think basketball or soccer shirts) -- have real buying power. Fill your suitcase with gently used gear and exchange it for jewelry, handmade crafts, and souvenirs like devalued trillion dollar notes.
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.
*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: Made up of 15 islands and less than 100 square miles, the Cook Islands are everything you’d hope to find in the South Pacific — lush tropical beauty, vibrant reefs and a Polynesian vibe that is both traditional and modern. Its rich Maori culture is still very much intact and hospitality exudes through the friendly locals. Think: Hawaii half a century ago, but with 21st century conveniences like WiFi. Take your pick on where to stay — you’ll find reasonably-priced luxury alongside Airbnbs, beach shacks alongside boutiques, all with a rustic, island-chic appeal. The largest island, Rarotonga or “Raro,” is made up of rugged mountains, unspoiled beaches and the national capital of Avarua, where you’ll find boutique hotels, quaint shopping, rare pearls, hole-in-the-wall restaurants, coffee shops, a distillery that makes banana vodka by coffee pot and even a Friday night party bus. The island is easily accessible by bus and being only 20 miles in circumference, you can easily conquer the entire island in a day. Note to Type A travelers: Bus timetables are on, well, island time. Aitutaki Island to the north, is home to what many refer to as the world’s most beautiful lagoon, thanks to its crystal clear turquoise waters, coral reefs and sandy islets that allow for world-class snorkeling and scuba diving. When visiting the Cook Islands, it's not to be missed.
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.”
For prices that include airfare, all government-imposed taxes and fees, including the September 11th Security Fee, are included. Fares are for round-trip off-peak Main Cabin travel and are in U.S. dollars. For vacation packages that include domestic flights (within and between the U.S., Puerto Rico and the U.S. Virgin Islands), a checked baggage charge Opens in a new window of $25 each way for the first checked bag and $35 each way for the second checked bag may apply. For vacation packages that include international flights in Main Cabin for travel to or from the U.S. (including Puerto Rico and the U.S. Virgin Islands), a checked baggage charge Opens in a new window up to $100 may apply for the second checked bag. Exceptions may apply. Opens in a new window
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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