*Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from July 1, 2015 to June 30, 2016, as compared to the 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.
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.
*Savings based on all holiday package bookings with Flight + Hotel on Orbitz.com from July 2017 to December 2017, as compared to the 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.

*Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from July 1, 2015 to June 30, 2016, as compared to the 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.
When the lure of a tropical paradise beckons, the Caribbean is second to none. Immerse yourself in the laid-back island lifestyle, and enjoy wonderful all-inclusive resorts, fantastic beaches, marvelous diving and snorkeling, challenging golf and great shopping. Whether you are looking for the perfect atmosphere for a romantic getaway or an exciting adventure for the whole family, Caribbean vacations are fun for everyone.  
Why you should go: Sofia is one of Europe’s coolest overlooked capitals, with ancient ruins and salmagundi architecture in Ottoman mosques and Red Army monuments. In the past few years, its streets have proliferated with graffiti art, skateboarder girls, and shabby-chic bars where you can while away days and evenings. A city trip is easily paired with a few more days at the Black Sea on the Bulgarian Riviera. You’ll find a gorgeous seaside that rivals plenty of more-lauded Mediterranean stretches -- again but for a sweet fraction of the cost.
Travel Auctions. There are two kinds of travel auction sites. One allows you to enter your preferred travel dates, destination, and class of service (such as economy or business class), and travel companies compete to offer the lowest-priced trip that meets your criteria. Flightfox is one site that operates this way: It charges a per-trip fee, and while the exact price depends on the trip itself, you can expect to shell out around $30. The other type of travel auction operates the opposite way: Companies offer flights, hotels, or packages, and users can bid on the trips. When the auction closes, the top bid wins. SkyAuction.com operates using this model. It’s free to bid – though you should be aware that additional taxes and fees are unlikely to be included in your bid price, so you will end up paying more than your bid if you win.
Vacation rental prices vary as much as hotel prices. Case in point: A search of one-bedroom vacation rentals in Manhattan during September results in options ranging from $60 per night to $2,800 per night. Vacation rentals are ideal for longer stays (seven nights or more). Many vacation rentals require minimum stays, so if you’re hoping for a weekend getaway, you may have to look elsewhere.
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.
Why: The second largest city in Morocco, Fez has an enchanting souk, lively markets, fascinating leather tanneries (which you can sniff out before you see) and quaint cafes serving Moroccan mint tea and local pastries. Fez is also filled to the brim with palatial riads, Moroccan homes built around a central courtyard or garden, which feature cozy rooms and rooftop terraces where you can relax after a walk through the bustling labyrinth of alleyways right outside your front door. Prices for a double room in a riad can be as low as 550 dirhams ($60), while a tangine dinner is around 50 dirhams ($6). Step inside a medersa, a theological college, to marvel at the splendid architecture and tilework and get a scrub at a hammam for a fraction of the cost of a spa in the U.S.
Why: For an affordable and sun-soaked vacation, southern Portugal’s Algarve region should be hot on your radar. The city of Albufeira boasts a beautiful climate, fabulous beaches, inexpensive apartment-style hotels and a central location within the Algarve. There are over 100 different restaurants, bars and nightclubs, and Albufeira even has a charming Old Town with traditional Portuguese streets and plazas within the city center. The prices for both food and wine are extremely reasonable; be sure to sample the wines of Portugal. While summer remains the busiest and most popular time to visit, I love visiting in late spring — the weather is pleasant and sunny, there are fewer tourists and hotel rates are very affordable. Albufeira also offers easy access to nearby towns such as Loulé, with its famous market and an authentic slice of Portuguese culture. Rent a car to see the church of São Lourenço in Almancil, famous for its exquisite blue tile. Head north of Lagos to see Ponta da Piedade, with its towering red rock formations against the sea. Play a round of golf in one of the many beautiful courses in the Algarve. The place to stay: the Epic Sana Algarve overlooking Praia da Falésia, where you can bask in the sun at one of its five outdoor pools and indulge at the beautiful spa.

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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
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