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Old San Juan is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors.

Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix.

While many cities have rivers, few take advantage of their waterways quite like San Antonio does. One of the city’s most popular tourist attractions, the River Walk runs along the San Antonio River and features both quiet stretches for jogging and livelier areas lined with colorful bars, restaurants, and shops. For an immersive experience, take a boat tour and learn more about San Antonio’s history and architecture.

While the climb is quite literally breathtaking (900 steps), the Church of San Rocco, perched on the very edge of the Ligurian Sea, is a gorgeous spot to spend the day. Taking the train to Camogli, you can then spend the morning hiking up to the church and enjoying the beautiful altar piece and frescoes. Coming back down into town, make sure you stop by one of the many seaside restaurants for a celebratory lunch, and grab a gelato from one of the boardwalk stands on your way back to the train station!

Puerto Princesa Underground River is set in a protected area of the St. Paul Mountain Range in Palawan. It’s a five-mile stretch of the Cabayugan River that runs through a huge limestone cave and directly into the West Philippine Sea near Sabang village (the bottom half of the river is tidal). Announced as one of the New7Wonders of Nature in 2012, it’s hard to fully envision unless you experience it for yourself. Reservations are required for the tours, which enter the underground river on a small boat. The boatman manually paddles you in as the light fades, the water becomes pitch-black, and you almost lose sight of the person beside you. The boatman will then start flashing his tiny light on the stalactites, stalagmites, and other rock formations you pass. The tour takes about 45 minutes and covers only a mile or so of the river (the inner portion is closed to the public).

If you’re in San Sebastián to eat, chances are you’ll be wanting to eat Pimientos de Gernika and Guisantes Lágrimas long after your trip is over. Semillas Elosegui is a classic stop in the Old Part of San Sebastián, and they have seeds for all of your Basque cooking needs. Perfect souvenirs for the foodies on your list.

Santa María del Coro is San Sebastián‘s token beautiful European church. It has the quiet, sunlit beauty that one comes to expect in European churches. It also is the site of several of the city’s unique celebrations, organ concerts, and the iconic San Sebastián, pierced with the famed arrows.

Cape Flattery is the northwesternmost point of the contiguous United States. It is in Clallam County, Washington on the Olympic Peninsula, where the Strait of Juan de Fuca joins the Pacific Ocean. It is also part of the Makah Reservation, and is the northern boundary of the Olympic Coast National Marine Sanctuary. Cape Flattery can be reached from a short hike, most of which is board walked.

San Antonio’s west side is one of the city’s cultural hubs. Latin and Mexican-American influences are vibrantly displayed through public art and murals. The area around Guadalupe Street is an especially rich place to explore. You’ll find art around every corner, cultural centers, theaters, coffee shops, and bakeries. One of the best resources I came across was the San Antonio Neighborhood Tours sponsored by the City of San Antonio Office of Cultural Affairs. You can download free PDFs of the guides here: http://www.saculturaltours.com/. We did the West Side Murals Y Mas Tour. It was an awesome experience that included more than 50 unique sites.

Each Saturday from October to July (and once a month in August and September), the marina of Cabo San Lucas becomes a stage for local artists, musicians, and performers to peddle their wares and showcase their creative skills in the Circuito Cultural (Cultural Circuit), an event started by local entrepreneurs. Artists display their work from noon to 10 pm and live music and dance keep crowd entertained from 6 pm to 11 pm. The performances aren’t just Mexican in inspiration or origin; recent highlights even included Scottish country dancing.

The church of the mission of San Jose del Cabo is simple, both inside and out, but one of its charms is a special area where locals tie ribbons with petitions for divine intervention or expressions of thanks written on them. If you’d like to join in on the tradition and express your thanks, choose a white ribbon and write about what you’re grateful for on it. Then, tie it to the rack near St. Charbel Mahklouf, the somewhat obscure Lebanese saint who is believed to work miracles.

From the dusty street, the Hotel El Convento in León, Nicaragua, beckons with its stately façade and red Spanish-tiled roof. Step inside and you instantly feel at home amidst ornate period furnishings that are surely a far cry from the building’s humble beginnings as the 1639 San Francisco Convent. The elegant Restaurante El Victoriano offers an indoor-outdoor retreat centered on the hotel’s manicured, tropical courtyard—an example of the colonial hacienda style found throughout León. The restaurant is a meeting place for people from all walks of life—aged former Sandinistas who now hold positions of leadership, locals splurging on a fine meal, or foreign students from one of the city’s many Spanish language schools seeking tranquility and an excellent cup of coffee.

Complete with an in-shop florist and white, honeycomb-tiled wall, this light-filled coffee shop is one of San Diego’s most Instagramworthy spaces. Luckily, it offers more than just good looks—the coffee comes from San Francisco’s Sightglass and the menu includes lavender-honey toast, chia pudding, and an assortment of croissants from Wayfarer Bread & Pastry. Owner Jen Byard is also the cofounder of San Diego’s popular Maker’s Arcade, a holiday market that takes place every December, so she has an eye for artisan items. Communal’s retail section is always stocked with tasteful finds like ceramic mugs and Mexican blankets.

In the mid-1800s, the Pioneer Mills family helped found San Antonio’s active flour milling industry. It’s fitting that their private residence, the Guenther House, is now home to a local history museum and a delicious restaurant that serves some of the best pancakes in San Antonio. The pioneer biscuits and waffles are also a favorite best enjoyed riverside. Come for the food, but linger for the history lesson.

Any hotel in San Francisco that has been operating for more than a century certainly has some stories to tell, and the Westin St. Francis is no exception. From socialites to celebrities to politicians, it seems every bold-faced name has slept (or attended late-night soirees) in its Bliss and Faville–designed towers. Today, guests to this distinctive 1,195-room property still enjoy top-notch service with some thoroughly modern touches: The 1904 landmark building recently underwent a $45 million renovation by Dallas-based interior design firm Forest Perkins, inspired by San Francisco’s moniker as “The Paris of the West.” Guest rooms are painted in Parisian blue, goldenrod yellow, and peony pink, and feature original crystal chandeliers. Downstairs, travelers can marvel at the lobby’s master clock—the first example in the western United States—and study a collection of photographs by Ansel Adams depicting the hotel’s long-lost Patent Leather Bar. Pro tip: Let the hotel’s resident historian bend your ear during a historical tour.

Philippe Starck’s design firm, Yoo, transformed an 1872 dowager hotel into the 63-room Hotel Sans Souci Wien. Expect oversize Starck and Arne Jacobsen furnishings, four-poster beds, parquet floors, pillows made with Fornasetti fabrics, and pieces from the owner’s art collection (Picassos among them) that contrast with a soft color scheme. Downstairs in the spa, you’ll find a true Viennese rarity: a 65-foot indoor pool.