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.
Puerto Vallarta travel experiences are made complete by a visit to these twin gems. The Plaza de Armas is the heart of the town, a square full of life and color, music and dancing around the clock. Check out the Presidencia Municipal and Los Arcos amphitheater en route to the Malecon, a mile-long seafront walkway filled with sculptures and home to the much-photographed La Parroquia de Nuestra Senora de Guadalupe church.
Just how cheap is it? Dirtbag backpackers can get by on less than $30 per day, easy. Dorms in La Paz, the sprawling capital, are as low as $5 a night. Lunches cost $3, and including rice, a main (usually meat), and soup. Buy some llama print sweaters to take home at $10 each, and spend $20 to cram onto a bus to the next city. A three-day tour in the damn Amazon jungle will set you back just $200 (bring a headlamp and expect to lounge in hammocks next to baby tarantulas).
Chosen By: Michaela Guzy, an American media executive, entrepreneur and on-air show host. She is the executive producer for two online television shows, Michaela’s Map and OhThePeopleYouMeet. Based in New York City, she is also an adjunct professor at New York University School of Professional Studies, where she teaches a course called "Travel Storytelling: Creating Video Content."
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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.  
Looking for something a little more luxurious? No problem. Check out our lists of the best hotels by island. If money is not so much the issue, we recommend Montage Kapalua Bay on Maui and Mauna Kea Resort on the Big Island. Both of these five star resorts are cozied up to beaches that have been voted #1 Beach in America by Dr. Beach. In addition, Montage Kapalua Bay is Hawaii’s newest Forbes Five Star property.  Another bonus? They both usually offer specials along the lines of “get the 4th night free.”
Hotel Tonight. While Hotel Tonight is an app that bypasses direct communication with travel companies, it can still be a great source for good, last-minute deals. Hotel Tonight takes advantage of hotel owners’ desire to fill empty rooms by enabling last-minute bookings at up to 70% off standard rates. It’s available for iPhones, iPads, and Android devices.
Mexico - Last-Minute Holiday Sale Offer: Valid on new bookings at participating resorts made 10/29 - 12/2/18 for select travel 10/29/18 - 6/30/19. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates may apply.
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.
Prices quoted are examples, valid for travel during dates listed above. Rates may be higher for other days of the week. Surcharges apply to weekends, holidays, special events, and convention periods. Restrictions apply. Rates are subject to change until purchased. Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. See our Terms and Conditions for more information about our policies. Free Night offers must be reserved for consecutive nights to receive the free night. Offer valid for room and tax only. Additional fees may apply. Limited number of rooms available. Promotion Code not combinable with any other offer. Promotional code intended for redemption by individual consumer only. Valid on published scheduled SWA-operated service only. Packages must be booked on southwestvacations.com and at least one day before departure date before 6 pm Central Time.
*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

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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