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
How cheap is it? Mexico’s huge, it’s right next door, and each of its 31 states has something to offer. You’re gonna take your best cheap shot? Aim for the mezcal and gastronomy capital: Oaxaca, in the south. In the capital, Oaxaca de Juarez, feast on the regional specialty: tlayudas, an oversized crisp tortilla heated on a grill, topped with lard, beans, veggies, salsa, and meat, (think combination of pizza and taco in the best possible way). It is to be eaten from a street vendor in the early hours after a night of drinking, and will set you back all of $4. For daytime noshing the markets are stacked with small vendors who serve sublime homemade moles that cost around $8 for a full portion including rice and soup. Lodging is cheaper than a movie ticket in the States; Hostel Don Nino alongside Parque Llano charges $14 per night, which includes Wi-Fi, a computer station, filtered water, clean showers, and breakfast. For free activities, there are plenty of colorful markets to stroll and art galleries to wander. The ruins of Monte Albán and the ancient Tule Tree cost around $20 for round-trip transportation plus entrance.

The first thing you need to know is that an all inclusive package was first created by the French corporation Club Med in the 1950s. The first location was opened on the Island of Mallorca, and thanks to Baron Edmond de Rothschild it soon expanded. Each location chose a series of services to be offered as a package for a price. However, the very first location also operated on this model.
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.
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.
Why you should go: Not only is it arguably the greatest swinging-around-a-stage-in-purple-sequined-zebra-print-pants anthem of David Lee Roth-era Van Halen, it’s a slinky, skinny swatch of land with the Caribbean Sea on one side and the Pacific on the other. Smaller than South Carolina, it boasts 1,800 miles of ocean coastline and 5 million acres of national parks on the inside. For those who enjoy stylishly restored ruins, Panama City’s old quarter, Casco Viejo, is a UNESCO World Heritage Site that dates back to the 1600s and is now filled with hipstery shit, because of course it is. This cobblestoned city center is surrounded by the ultra-sleek, modern, quasi-futuristic skyscrapers of Panama City, which kind of looks like Rio without the smog and soon-to-be decaying Olympic infrastructure. - Nicole Rupersburg, Thrillist contributor

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.

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.
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.
Kauai has been given the nickname "The Garden Isle" because of its beautiful natural scenery. The island is home to the wettest place on earth, Mount Waialeale, which gets an average of over 450 inches of rain every year. All that rain keeps the landscape of tropical rain forests lush with verdant ferns and cascading waterfalls all year round. Read more about Kauai
Bali, Indonesia is a bucket-list must: beautiful beaches, ornate temples, delicious food and stunning vistas—this island is where travel dreams become reality! Combine cheap flights with a super affordable 4-star hotel, and say hello to a honeymoon or vacation that won't destroy your budget. What's Included? Based on two people sharing, this vacation deal includes…
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