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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.

What began in 1854 as a high school—then grew into a college and, later, a law school—has served as one of San Antonio’s top hotels since 1968. Located near the River Walk, not far from the city’s historic district, the leafy former campus is centered around a seven-story, Spanish colonial-style main building with 338 guest rooms. Each one mixes original touches like wood-beamed ceilings, exposed brick walls, and French doors with modern amenities like HDTVs, marble baths, and Wi-Fi (complimentary for loyalty club members). Some even look out on the River Walk, while others offer views of a verdant garden. Healthy extras like in-room fitness kits, a 24-hour gym, and a year-round heated pool help offset the indulgences served at the on-site restaurants and bars, which include the fine-dining Las Canarias (don’t miss the popular Sunday brunch.) Younger guests can look forward to game-filled backpacks and scavenger hunts, while adults will enjoy the award-winning spa and restaurant at La Mansion’s sister property, Mokara, located across the river.

Of the many galleries in San Jose del Cabo, Galeria Corsica is one of the finest, having been established for over a decade and with outposts in Puerto Vallarta and Mexico City. The gallery specializes in the work of contemporary Mexican artists, including renowned sculptor Jorge Marin and surrealist painter Leonora Carrington, an expat who made Mexico her home for most of her adult life. A wide variety of other artists and genres are represented as well. Seasoned collectors and beginning collectors alike will find plenty of compelling pieces.

This Ferragamo-owned restaurant is located on the river with in-your-face views of the Ponte Vecchio for the lucky few who manage to book one of the tables on the terrace. Chef Peter Brunel has been making waves with his creative menus: Borgo San Jacopo has been awarded a Michelin star for the past several years in a row. Yes, it’s expensive, but with a tasting menu featuring dishes such as porcini mushroom ice cream and fig molasses and risotto with sea urchin, it’s a meal you won’t soon forget.

A fully vegetarian menu is also available, as is a wine pairing for those adventurous eaters who would prefer for the team’s experienced somms to take the lead.

Most people in the city know The Battery as an exclusive social club, but did you know it also houses a 14-suite, boutique hotel, open to members and non-members alike? Featuring a maximalist decor that channels the many sides of San Francisco—be it Chinatown inspired motifs on the curtains or beams from the old ships that used to dock in this location (this area was once water)—the hotel will remind you where you are at every twist and turn. Rooms are spacious, comfortable, and impeccably designed.

Feel instantly cool when you slip through the unmarked wooden doors and enter La Factoria. Garden lights hang from the graffiti-covered walls (designed to look artsy-shabby with a stylish restraint), seductive music plays, and the liquor bottles behind the bar are lit from beneath to add to the glow. The flattering amber light in this neighborhood bar invites whispered conversations and lingering glances. La Factoria, which introduced San Juan to the craft cocktail when it opened in 2013, encourages experimentation. Take your time enjoying your drink of choice, but be sure to wander a bit further into the sprawling building where you’ll come upon separate spaces with different moods: a wine bar, a speakeasy, a dance floor.

From scuba diving to whale watching to playing through on one of the golf courses that overlooks it, the Sea of Cortez is one of Los Cabos’ most inviting attractions. But there are others, of course. So many others. One of Mexico’s best beaches sits amidst the tourist corridor and the artists colony of Todos Santos is just an hour north of Cabo San Lucas. And there are plenty of other day trips on the Baja Peninsula too. Don’t worry. You can visit again...and again.

At first glance, the lobby is the place to be at this boutique hotel in the Gaslamp Quarter. At check-in guests are offered a selection of local wine and beer—and again during happy hour. Under soaring ceilings supported by leather-wrapped pillars and surrounded by colorful art, you can sip and socialize. But don’t ignore the scene on the roof, either, where you’ll find a pool with oversized, floating pillows; fire pits with food and drink service; and views of the Coronado Bridge, Mount San Miguel, and the old and new architectural icons of downtown. In fact, the rooftop is so special, you may want to book the only accommodation in the 159-room hotel that grants you direct access to it: the Cabana Suite, where a private staircase leads to your own poolside cabana. On the other hand, if you’re traveling as a family, you may find that another option beats private rooftop access: the Star Suite, complete with three king-size beds, two of which form a custom-built bunk bed. Either way, expect ultra-modern furnishings paired with skyline views.

Doña Olga* is a large kiosk in Piñones, from which the smell of fritters wafts all the way to the beach. I often find myself getting a large order of bacalaitos (round cod fritters), empanadillas (turnovers), alcapurrias (dough of plantains or yucca and filled with meat), and piononos (deep-fried sweet plantain balls stuffed with meat and cheese). Halfway through the meal, I start thinking my eyes are bigger than my stomach, but the flood of Puerto Rican flavors in my mouth makes me devour every last morsel in front of me. Of course, there’s no way I’d be able to handle all that without a refreshing drink on hand. My drink of choice is coconut water. (It’s completely natural; an employee will chop off the top of the coconut with a machete and bring it to you with a straw.) After you drink the water, you can scoop out coconut meat (the white stuff), which serves as a pleasantly light dessert. A swim in the nearby beach (two minutes away walking) and a nice nap will perfect your day. *Doña Olga is my first choice, but this whole road is bursting with beachside kiosks selling fritters and other Puerto Rican fare.

If you only visit one plaza while you are in Mendoza, this is the gem to see. It’s constructed like a typical Spanish plaza with a central fountain with a monument of San Juan representing Argentina’s patriotic Spanish roots. Its beautiful ceramic tile work and seven painted murals are reminiscent of Seville’s Plaza de Espana. The scenes depict Mendoza’s foundation in 1561, the discovery of the Americas, scenes from Don Quixote, as well as the epic poem Martin Fierro. On the weekends vendors sell artisan handicrafts, and you’ll see locals strolling through or lounging about with their families.

With its waterfront location across from the San Francisco Ferry Building on the edge of downtown, the 1 Hotel is an ideal launchpad to explore San Francisco. Rooms have expansive views of the Bay or the city, and travelers can step out onto the Embarcadero for a morning run, to browse at one of three weekly farmers’ markets at the Ferry Building.

The luxury hotel upholds a commitment to environmentalism, using local and reclaimed materials for the biophilic interior design, sustainability sourced bedding, and providing filtered water taps instead of single use water bottles. Rooms are equipped with soft cotton robes, slippers, and yoga mats to help turn a stay into a relaxing, wellness-minded retreat.

On the first floor, the bar and restaurant, Terrene is a lovely place to swing by for a drink or meal—whether you’re a guest or not. If the weather is nice, don’t miss the chance to enjoy a cocktail on their expansive outdoor patio (complete with space heaters) with great views of the Bay Bridge. If you’re looking for something more substantial, they have an excellent selection of fresh, Mediterranean-inspired dishes, like roasted carrots with a feta dip and refreshing tuna tartare.

Pets are welcome and there’s also a rooftop spa on site, complete with stone tubs and scenic views.

Nestled on beautiful Playa Dorado in Puerto Plata, this elegant hotel features 50 stylish suites, complete with neutral decor, flowering orchids, and private furnished balconies. Some suites can be connected, but for even more space book the penthouse, which includes three bedrooms, a large living room, and a freestanding outdoor tub. In addition to a pristine beach, Casa Colonial boasts a sleek rooftop pool, a restaurant that serves fine French-Caribbean cuisine, and a spa with a treatment gazebo above a tropical pond. When staying here, don’t miss the chance to explore Puerto Plata and its charming main square surrounded by Spanish colonial and Victorian buildings, as well as the more-than-500-year-old remains of Fort San Felipe. Fifteen minutes from the resort, you can also swim in freshwater lagoons in El Choco National Park.

When Domingo Ghirardelli immigrated to the United States in 1849, he planned to strike it rich in the California Gold Rush. Unsuccessful, he opened a store in Stockton selling supplies and some confections to other hopeful miners. Flash forward a few years (and failed businesses), and Ghirardelli opened another confectionary company called Ghirardely & Girard, which would lay the foundation for today’s Ghirardelli Chocolate Company.

Chocolate was made on San Francisco‘s northern waterfront for many years but eventually moved out of the city. Luckily the buildings still stand, including the historic power plant with clock tower. Two floors were added to a warehouse in 1923, and atop those the famous 15-foot-high letters spelling out “Ghirardelli.” Though the company continues to make chocolate, it is no longer owned by the Ghirardelli family.

Still, there are plenty of reasons to visit the brick buildings that have been transformed into a thriving marketplace with restaurants—including our favorite, an upscale dim sum restaurant, Palette Tea House—, art galleries, shops, a winetasting room, and of course, a place to taste and buy Ghirardelli chocolate, a true San Francisco original. The square also hosts some popular San Francisco events, including an annual Christmas tree lighting and a chocolate festival held each September.

This top-of-the-line property of the San Vicente Hotel Group (which owns the nearby San Vicente and Hostal Villamil), is a three-level, all-white hotel that feels almost like a beach villa. It’s actually just a couple of blocks from Puerto Villamil’s two-mile-long stretch of municipal sand, and most of the surrounding sandy streets are filled with palm trees. The facilities here provide enough so that guests’ only real concern will be getting to other parts of the island. The restaurant stays open all day with a varied menu and drinks list. There are flat-screen TVs in the rooms and free Wi-Fi in common areas. Shaded by a few umbrellas and a cane canopy over the Jacuzzi, the rooftop terrace is the favorite hangout for most guests at this small hotel. In every direction comes another jaw-dropping view, such as the Pacific Ocean, the Sierra Negra Volcano, the highlands, or a saltwater lagoon filled with flamingos.

You can find a number of small craft boutiques in Rincon, but none as eclectic as The Mango Beach Shop. Owned by a longtime resident of Rincon, one of the first non Puerto Ricans to call the west coast home, it’s a local legacy and favorite. Whenever I want to bring home a piece of local flare to friends and family, this is always my first stop. They have custom-made T-shirts, sarongs, jewelry, paintings, and more. Tell Milena that Chelsea sent you!