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There are two Geysir stores in downtown Reykjavik—both on Skólavörðustígur, the attractive road that stretches upwards towards Hallgrimskirkja. Specializing in high-quality wool garments and outdoor products, both shops are nicely designed and well stocked with Icelandic and international designs, including Geysir, Fjallråven, Alas, Ganni, Royal RepubliQ, Wood Wood, and Barbour. There are blankets, pants, sweaters, backpacks, and more—none of which are cheap, but for the most part they’re good-looking and long-lasting.

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.

When I first moved to the island, I joined a friend in the Old City for a tour and lesson on the history of Puerto Rico. When passing by this little section of town near Pigeon Park, my friend and native-turned-tour-guide said that this was the smallest house in Old San Juan. Wow, okay, so this little yellow portion is technically a house? I’ve visited this site several more times since then and have never actually seen anyone enter or leave this door. Whether it’s true or not, it makes for a cool story and great photo.

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.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

This three-mile stretch of white sand is the only public beach at the gated Puntacana Resort & Club. Even so, non-guests can only reach the beach after dining at the resort’s oceanfront Playa Blanca Restaurant. It’s worth it, though, as the calm turquoise water is ideal for swimming, kayaking, and catamaran sailing. A mesh barrier keeps seaweed out of the swimming and beach areas, ensuring pristine water and sand as far as the eye can see.

San Juan Cemetery lies on the coast adjacent to El Morro (San Juan’s beloved fort) and nestled in the district La Perla, a rougher part of town. Its statues and tombs make it as beautiful as a New Orleans cemetery. Exiting El Morro, head down the grassy field to your left to catch this flustering overhead view. On this day, a powerful storm was rolling in, casting everything in gray.

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.

I love exploring the markets in São Paulo. There are many, some big and some small, but my latest discovery is the big one on Sundays in Praça da República in the center of the city, very close to the famous Italian and Copan buildings. This lively market takes place around one of the city’s historic buildings. Artisans sell their work, and there’s a nice selection of handicrafts, jewelry, and other typically Brazilian goods for sale. There is a large food area with tables, live music, and vendors selling traditional Brazilian street food, including the specialties of Bahia. If you take the subway, get off at the Republica station. The market takes place during the first half of the day on Sundays.

From trinkets and tchotchkes to silver jewelry, high-quality hand blown glass, and the pottery of your dreams, the shops on the Baja Peninsula can cover your every spending whim. There are plenty of clothing shops too, if you forgot to pack enough bathing suits or some beach-to-dinner-perfect flip-flops. Between San José del Cabo and Cabo San Lucas, you can shop an art gallery or 12, open air markets, and shopping malls.

Los Baúles de Juana Cata is a must-stop for anyone interested in high quality textiles. The boutique is run by Remigio Mestas Revilla, who is devoted to reviving and preserving lost or disappearing textile techniques. He works directly with artisans in various communities who produce very fine pieces. The boutique offers blouses, dresses, embroidered huipiles, and rebozos (shawls) and other traditional garments. Many of the pieces are exquisite, and they are priced accordingly. The shop is located in the same building as Oro de Monte Alban jewelry store and Los Danzantes restaurant.

One of the world’s best beaches according to UNESCO, this beautiful palm-lined stretch of golden sand 40 minutes north of Punta Cana is known for its top-rated surf school and its oceanfront restaurants that serve delicious, Dominican-style fish plates. Catch some waves at one end of the beach, then swim in the calm water at the other, where fishing boats loaded with red snapper and lobster pull ashore. Mid-beach, you’ll find food and drink stands alongside activity concessions, from buggy rides in the dunes to stand-up paddleboarding, horseback riding, and surf lessons.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

A week in and around Los Cabos provides the perfect amount of time for both extreme adventure and extreme relaxation. You’ll experience magical towns and places like Flora Farms, water sports, art galleries, and beaches beaches beaches. Take day trips to go whale watching on the Sea of Cortez. Spend nights out dining on fresh local seafood and listening to live music. So, off you go: Cabo San Lucas, San José del Cabo, the corridor, and the rest of the Baja California Peninsula is waiting for you.