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: 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.