Why: Following the devastation caused by Hurricane Maria, travelers might be reluctant to visit the territory of Puerto Rico. But, on a recent visit to the island to help rebuild some of the most popular tourist attractions, I was thrilled to see that Puerto Rico is thriving and really is open for business. If you don’t have a passport — or if you have one that’s closed to expiring or being filled — one of the best parts about visiting Puerto Rico is that no passport is needed for U.S. citizens. With plenty to see both in San Juan — from the charm and bright colors of Old San Juan to checking out where one of the most famous rums in the world is made at the Bacardi Factory ($15 for a historical tour) — and outside, such as a trip to El Yunque National Forest, you'll be kept busy. Flights to San Juan generally will run you less than $250 from the East Coast, making it a perfectly close and affordable getaway. While there are several affordable chain hotels, boutique hotels flourish — especially in Old San Juan. Check out The Gallery Inn or Decanter Hotel.
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
Of course, “top-notch guest services” is subjective. You could stay at a five-star hotel where the concierge is snooty and there’s constant construction, whereas you could find a gem of a two-star hotel where you’re treated like royalty by a warm, welcoming staff. That’s why it’s so important to value guest reviews over star ratings. Guest reviews give you an indication of what it’s actually like to stay at the hotel.
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Cruise around charming cobblestone streets and hidden alleyways to come across some of the best bargains in Mexico. Buy handmade pottery, silver jewelry and leather goods for insanely low prices, and peruse the sidewalk artwork by local artists. The food is a steal, too, so be sure to check out the carts selling mouthwatering fresh fruit and margaritas.
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.

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.

Why: When it comes to cheap destinations, you can not beat Thailand. Phuket is a beautiful beach spot that is famously known for nice people, affordable hotels and amazing food. Low season is in the spring and winter. (Don't go during summer because it will rain everyday.) Once in Phuket, head to Patong beach at night: The nightlife is something to see, with loud music and constant entertainment. The next day you should head to Phuket Town. With its colorful buildings, Phuket Town looks like you stepped into Portugal. Stay at Andakira Hotel Patong for under $50 a night. Before you leave Phuket, make sure you take a ferry for around $30 roundtrip to the Phi Phi islands: It's a two-hour boat ride, but so worth it.
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.”
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.
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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