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I think the most appealing aspect of Old San Juan is the architecture and design of the city. Residential apartment buildings have been converted to designer boutiques or little B&Bs, and interior courtyards invite hungry guests to relax and unwind in the shade.... I’ve been to this area multiple times and still I manage to find a street I’ve never wandered down. Some are more popular than others, in particular Calle San Sebastian, which hosts eateries, bars, and shops, and Calle San Francisco. At the corner of this street is my particular favorite, Franky’s antiques. It’s in a four-story building, loaded with vintage goodies. There’s so much to see, one trip is not enough. If you want to shop, consider wandering all morning and into the early afternoon. You’ll be delighted by all the unique shops. Then, take a break at my favorite restaurant, Triana, for Spanish-style tapas and their famous sangria. It’s a must-stop place any time I’m in the old city. You don’t need a car to get around. Just park at one of the garages and explore by foot. There’s lots to see and do in Old San Juan.

Dating to 1521, the Cathedral of San Juan Bautista isn’t just one of the oldest buildings in San Juan—it’s the second-oldest cathedral in all of the Americas. Go inside to see the tomb of Spanish explorer Ponce de León, who founded the first settlement on Puerto Rico and in 1509 was named the island’s first governor. The remains of St. Pio, a Roman martyr, can also be seen in the cathedral—the saint’s mummy has been displayed here in a glass box since 1862.

What could an Alaska local ever discover on a voyage through the Inside Passage? Just the essence of the place he thought he knew.

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

A short drive from San Sebastián, the village of Getaria sits sleepily on the coast. Set between the sea and vine-covered mountains, Getaria has a privileged position that makes it a destination not to be missed if visiting nearby San Sebastián. Enjoy the local Basque wine, txakoli, in situ. Bonus points if you do so over some grilled fish, caught and brought daily to Getaria’s active port.

A land of contrasts, Baja California Sur has both lonesome desert landscapes dotted with date palms and deserted missions and the raucously popular beach resort towns of Cabo San Lucas and San Jose del Cabo, collectively known as “Los Cabos.” The variety of things to do is just as striking: whale watching, snorkeling with whale sharks, sailing, and discovering deserted coves and beaches are just a few of the adventures that await you in Baja California Sur.

AFAR chose a destination at random—by literally spinning a globe—and sent Sloane Crosley on a spontaneous journey to Ecuador.

From restaurants that lean traditionally Mexican to others that veer off into Japanese and Argentinian menus, Los Cabos delivers big flavors. Both San José del Cabo and Cabo San Lucas are as much dining destinations as they are beach spots. Yes, there are tacos. But there are also fine dining restaurants you’ll remember for their fresh local seafood and farm to table delights.

Costa Rica isn’t known as a shopping destination but there are some excellent gift shops and galleries around the country. Don’t miss the Central Market in San Jose or farmers markets in smaller towns. You can think of the fresh fruit you buy as your souvenir of the day.

Located on the southern tip of Mexico’s Baja California Peninsula, Los Cabos (made up of San José del Cabo and Cabo San Lucas) is the ideal beach getaway. Here, a variety of accommodations—from boutique hotels with palapas on the sand to luxury resorts with infinity pools, golf courses, and even butler service—await, all with breathtaking views of surf and sunset.

From beers at open air bars in beach towns to craft beers and cocktails on dance floors in San Jose, Costa Rica’s bars serve up good times. There’s plenty of live music to pair with whatever you’re drinking (and plenty of new friends to make among locals and tourists at dance clubs) so go, have fun and enjoy Costa Rica’s spirit of pura vida.

Kimana Sanctuary is special for a number of reasons. Not only was it the first community-owned conservancy in Kenya when it was established back in 1996, it’s also located in a crucial wildlife corridor that links Amboseli National Park with the with the Chyulu Hills and Tsavo protected areas, providing animals with a route though the narrowest part of the space between two settled areas. When elephants pass between the areas, they are able to use this corridor; sometimes they will just pass through the Sanctuary and other times they will stay for months.

Accommodation for guests is available either by camping in a tranquil spot by the river or staying at the dreamy Kimana House, a four-bedroom self-catering property that comes with an on-site manager to do the washing up. Two notable organizations are involved: Big Life Foundation manages the Sanctuary in partnership with the Sheldrick Wildlife Trust.

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.

Pinotxo, which stands for Pinocchio in Catalan, is a longtime family-owned restaurant in the Mercat de la Boqueria, Barcelona‘s most important central market. Reasonable prices and fresh produce entice tourists and locals for breakfast, lunch, or a quick coffee and fried donut (called a xuxo). Look for Juanito in the bowtie.