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Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.

Cuevas del Indios (Indian Caves) of Arecibo offers a tidbit of ancient history of a lost people. An easy-to-find natural wonder, with a simple $2 fee for parking, this you won’t want to miss. Bring some sunscreen and your camera. Begin your hike up sharp and spiky cliff sides (no worries, I was able to do it all in sandals). Work your way up to the top of the cliff and enjoy the fantastic view below. Ocean spray from the massive waves breaking against the side of the rocks will cool you off with a little salty mist. Dare to look over the edge to see a landscape of arches and tunnels, burrowed below your feet. Climb down into the rocks to find a wonderful—and surprisingly well-preserved—variety of Taino Indian petroglyphs. A small climb down a somewhat sturdy, handmade ladder lands you at the base of the cave with stone carved images surrounding you. Now is your chance to experience some history. Wander through the smaller tunnels, and listen to the ocean making its way inside the cave with every massive wave crashing outside.

Convenient to Montevideo’s cruise ship terminal, the Mercado del Puerto was first inaugurated in 1868 and long served as the city’s principal meat and produce market. The clock here is almost as famous as the building itself. Constructed, like the entire market, in England and then shipped to Uruguay, it dominates the central hall of the cast-iron building. The Mercado del Puerto no longer operates as a market and today houses a number of popular restaurants serving typical Uruguayan dishes.

This surfer town draws tourists keen to catch a wave, so it’s little wonder that it’s chockablock with folks who want to sell their wares to the visitors. From New Agey shops to a farmers market, there are lots of opportunities to shop and support the local economy. Be sure to bring cash, as many vendors don’t accept plastic.

One of the newest - and most popular - attractions to hit these shores, “Xoximilco Cancun,” is a floating fiesta, offering entertainment, colorful anecdotes, history, good food and drink - and three hours of sheer delight. Thanks to the entrepreneurial genius of the Xperiencias Xcaret visitors can experience an improved recreation of Mexico City‘s renowned Xochimilco. Both are replicas of the canals in the ancient Aztec capital of Tenochtitlán and the lake it was founded on. A series of floating gardens (chinampas) separated by canals became the marketplace for flowers and agriculture, which were transported in flat boats known as trajineras. The party in Cancun begins at 7: 30 p.m., when you’ll be given the name of the boat you need to board. When the marine bell rings, you head off on your dinner “cruise,” featuring delectable Mexican cuisine and local refreshments, including Tequila. As you glide along the canals, an assortment of musical ensembles glide by, treating you to traditional live music, including: mariachi, bolero trio, jarocho quartet and marimba medleys. A small gift shop offers plenty of souvenir options Recommended for children 10 and older.

Guadalajara visitors craving an escape from the city should know that the ocean breeze isn’t far away. The bohemian beach town of Sayulita is about a four-hour drive, and even closer by plane. Popular in the 1960s among American and Canadian surfers, the sleepy fishing village has more recently become known for its laid-back vibe and impressive food scene. If you’re looking to get even farther off the grid, the surrounding area is filled with beautiful bays that are less trafficked by tourists than the main town.

A beautiful drive through the mountainous west coast past the bayside city of Mayaguez opens up to windy roads lined with banana trees. Your destination is the coffee town of Maricao—a small, unassuming city that plays host to festivals, coffee tours, and aquaculture. Also the home to the hidden gem of Salto Curet waterfall. To get down to your starting point, a car with 4x4 is preferred but not always necessary (Going during the rainy season? Drive a truck or SUV). You’ll park in a vacant lot at the bottom of a hill and follow the trail over a river and up the mountain. You’ll eventually reach an abandoned ranger station; at that point you’ll turn left and trek up river. Just a short distance later is the isolated waterfall. Take a swim in the cool water, or hunt down the even smaller trail off to the left that takes you up the rocks to the higher and more roaring waterfall above. This is my most loved waterfall site. It’s secluded and never sees many guests at one time. Bring your camera and a waterproof bag, as it’s likely you will be caught in the rain. It is a rainforest, after all!

The Red Door Boutique is a relatively new gift shop to Rincon. You can find all sorts of handmade crafts and upscale items for host gifts or trinkets for yourself. Nautical and island themed, this is a great place to find something out of the ordinary—not your typical souvenir. The shop stays open most days during the tourist season (Nov - Apr) and sporadically during the off-season, like many other places around town.

To get from point A to B on the river delta, you’ll need to board a water taxi. These polished wood boats cruise the canals day and night, dropping passengers off and picking them up at rental houses, cabin complexes and restaurants along the way. The ride, of course, is part of the fun. Board one at the harbor - and make sure you know where it’s going before you sit down, or it might be awhile before you find yourself back in civilization.

As with many other natural wonders in Puerto Rico, there isn’t a clearly defined marker. Normally, to find Gozalandia, you would first have to visit it with a local, because getting directions there can be complicated. Lately, there is talk of turning the waterfalls into an ecoresort). Parking is cheap, but get there early to avoid crowds. There are several muddy paths leading to two beautiful waterfalls. I recommend going on weekdays in the morning. Forget going on weekends, as it will be way too crowded to enjoy it peacefully. If you go during the wet season (August to October), be prepared to just go barefoot. Shoes lose grip, you slide everywhere, and you eventually take them off anyways. I always start by hiking to the top waterfall first, as this one usually has fewer people around it. There’s a rope swing for the adventurous and a nice cool water pool for the rest of us. This is definitely a beautiful place to relax in nature.

Also called Matías de Gálvez, Santo Tomás de Castilla has been functioning as a leisure cruise port since 2004. Whatever you call the coastal town, it was once under Belgian rule. The European influence is most notable in the streets—literally. The main promenade was constructed using Belgian stones, and it is lined with local shops and homes. The Belgian cemetery houses 19th-century pioneers.

While Tamarindo in Costa Rica is no longer a sleepy beach town known only to a lucky few, we can still settle ourselves onto the sand and feel like we have the vast skyline to ourselves. Staying in Playa Langosta, the beach just south of Tamarindo, provides a welcoming relief from clusters of tourists while keeping us close enough for sunsets like this! Extra bonus: Have a friend or loved one in one hand and a cocktail in the other.

Like the island nation’s other famous export—rum—cigar crafting is an art form. The best puros are made from aged tobacco and hand-rolled. And this intimate company, owned by a German expat, prides itself of small, quality productions. The shop at the factory is the best bet for freshness. A tour offers a sample. By request, tours take visitors through the 40 steps of cigar making. They include tobacco selection, as well as rolling and pressing. The shop at the factory is the best bet for superfresh cigars.

It’s hard to believe you’re in the middle of the Costa Rican rainforest at Amor Loco, part fine dining restaurant and part swanky lounge at Nayara Springs, a resort located near Arenal Volcano National Park. Moody lighting, velvet chairs and an onyx-topped bar set the stage for such diches as pumpkin puree soup or a perfectly cooked steak. Ask for bartender Carla to whip you up a cocktail on the spot (just let her know what your favorite tipple is).

Puerto Vallarta, on Mexico’s Pacific coast, no longer lacks small, design-driven hotels. Located in the city’s Old Town, Amapa has 55 guest rooms that display Mexican weavings by fiber artist Mariella Motilla and hammocks handmade in the Yucatán peninsula. From $200. This appeared in the May/June 2018 issue.