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Musicians Aimee Mann, Joe Henry, and Loudon Wainwright III gather in Louisville to indulge in raw oysters, dry martinis, and unscripted conversation.

The vivid flavors and colors of Puerto Rico cannot be ignored. Wander San Juan’s candy-colored streets, explore El Morro and the trails of El Junque, and linger on the inviting beaches: A weekend is just long enough to fall in love with this island.

Vieques, off Puerto Rico’s east coast, is known for its quiet island life and tropical vibe. Get away from the hustle and bustle of the mainland and enjoy a relaxing day riding horses, kayaking in the bioluminescent bay, and dining on local tapas, even if you only have one day. Often overlooked by visitors who seek the mainland comforts, be sure to take some time to explore this tiny island and its secluded tropical vibe. A day trip to Vieques will not be forgotten.
(The venues on this list have been confirmed reopened since Hurricane Maria.)

AFAR chose a destination at random—by literally spinning a globe—and sent writer Ryan Knighton to Egypt’s sprawling capital with just 24 hours’ notice.

Any trip to Puerto Rico must include at least one perfect day in the old city of San Juan. The island overflows with a rich culture and history that you can first experience here in San Juan right after stepping off the plane. Spend a day roaming the old city, exploring cobblestone streets with hidden gems and restaurants, art galleries and shops. These are the must-see places to complete your perfect day in San Juan.

Mexico’s Pacific Coast beach town Puerto Vallarta is all about fun. Not sure what to do while in Puerto Vallarta? We’ve got you covered. Puerto Vallarta has fabulous nightlife, a charming downtown, a long malecón, or boardwalk, great al fresco dining options, and the best sunsets of the West. Visit the beach where the Richard Burton-Ava Gardner flick “Night of the Iguana” was filmed, eat fresh, delicious seafood, and then dance until dawn in one of Puerto Vallarta’s many neon nightclubs.

Love architecture? Then you’ll want to know about these hotels.

This is Isla Magueyes, the island that once harbored the Mayaguez Zoo but was later turned into the Department of Marine Sciences of the University of Puerto Rico, Mayaguez. This is solely a graduate department, offering degrees in four disciplines of oceanography. Isla Magueyes is also home to brown Cuban iguanas—pretty much found only on this little island where they are content with human visitors and residents of the island. To give you a glimpse of these large iguanas, you can take tours from mainland La Parguera that will pass by Isla Magueyes. You won’t usually see them anywhere else in Puerto Rico, thanks to the invasive green iguana seen everywhere. If you’re a visiting scientist or prospective student to the department, you can even stay on Isla Magueyes while conducting research or classes.

Mexico’s Pacific Coast is where Mexican beach tourism began. Acapulco, Puerto Vallarta, Mazatlán-- the names hark back to bygone eras of mid-Century Hollywood royalty and the Golden Age of Mexican Cinema. The allure of Mexico’s Pacific Coast has not vanished. Old town Mazatlán overlooking the beach, Sayulita surfing and fish tacos, fun-loving Puerto Vallarta, Acapulco in all its cliff-diving glory--these magical places and more await the visitor to Mexico’s Pacific Coast.

This is my favorite hike by far. Cueva Ventana (“Window Cave”) is a beautiful, scenic hole in the side of a mountain that opens up to a lush, green valley down below. You’ll trample through mud, hunker down under low-hanging stalactites, dodge around stalagmites, and never look up (there are bats, of course) while wandering through the cave. All this winding around through two caves leads you to one of the most spectacular views in all of Puerto Rico (but I may be biased). The hike to this cave is half the fun. You climb down into a small opening under enormous, ancient tree roots, and you get the feeling of a tomb raider. But, if you’re claustrophobic or don’t feel up to lowering yourself down a cave wall, there’s an additional path that bypasses the first cave and leads you straight to the easier hike to Cueva Ventana. There’s something for everyone! I’m pretty sure I saw one Puerto Rican woman doing the whole thing in heels. This is a must-visit site for anyone touring the northwest central part of Puerto Rico. Another tidbit is that it’s practically free! You can find the directions on PuertoRicoDayTrips.com, park at the adjacent Texaco gas station. UPDATE (2014): There is now an easier way to access this awesome view! There are now boardwalks for ease of access, and you must pay $11 to tour the site. You get a flashlight and hardhat for safety.

This is a great place to spend a free day in Puerto Rico. There are many interpretative trails in this park, and all are free and open to the public. Some lead to caves, others lead to beautiful views.

There are also many covered areas for picnics. The trails are mostly leveled off and easy hikes, although some can be a bit more challenging. Be sure to bring lots of water, as it can be humid. Also, bug spray will be your friend! If you plan to take a trail that leads to a cave, be sure to have a flashlight with you as well.

Surf the world’s most famed waves, from the heavy sets of Tahiti to the fast-breaking rides in Puerto Escondido, Mexico.

Arts in Puerto Rico range from lavish recitals to paintings of humble local scenes. The Luis A. Ferré Fine Arts Center in San Juan puts on various performances, including theater, concerts, ballet, and opera. The center itself is a work of art, with a vibrantly-colored mural of the Muses, and a stained-glass window symbolizing the elements of nature. Meanwhile, the neoclassical Puerto Rico Museum of Art showcases visual art pieces from the 17th century onwards. Its collections feature a linoleum portrayal of a girl gathering food, and a collage in oil that depicts two faces of the famous Puerto Rican poet Julia de Burgos.

Ocean State of Mind is a flourishing store right in the ever-growing center of Rincon, PR. The town center has attracted many new businesses with the installment of its popular “Art Walk” on Thursday nights. You can find artisans from all over the northwest corner of the island. One shop in particular features handmade silver jewelry using beachcombed finds from Puerto Rico. The shop features sarongs, handmade bikinis, ocean finds and all sorts of home decor and gifts. It’s the perfect stop to pick up a special piece for someone back home, or to splurge on yourself for something you will always remember from Puerto Rico!

At Mosquito Bay Beach—also known as Starfish Beach—on Vieques Island in Puerto Rico, you’ll find tons of colorful starfish. While the beach itself is small, it’s still beautiful and perfect for a scenic walk. You won’t get bored searching for sea creatures in the water.