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A short walk from the city sits imposing Castillo San Felipe de Barajas, covering almost the whole of San Lázaro Hill, 135 feet above sea level. The castillo bit is something of a misnomer, as the structure is not technically a castle but a fort; it happens to be one of the most impressive the Spanish ever built, resisting a number of land and sea attacks. Allegedly its tunnel system was engineered so that the slightest sound anywhere within it would reverberate a warning of approaching danger or attempted escape. Audio guides, available in English, Spanish, and other languages, recount the full story. The castle also happens to be one of the best spots in the city from which to watch the sunset.

Centuries-old catacombs decorated with human bones pepper the crypts at this Franciscan monastery dating to 1774. Decked out in impressive Spanish Baroque architecture, the canary-yellow church and monastery also house a remarkable library with some 25,000 antique texts (some predating the Spanish Conquest) and are flush with romantic courtyards and cloisters. Don’t forget to look up: A magnificent Moorish-style cupola, carved of Nicaraguan cedar in 1625, oversees the main staircase.

Head to this jetty near the Golden Gate Yacht Club in the Marina district and simply listen. The Wave Organ, a wave-activated sculpture made of granite and marble culled from the demolished Laurel Hill Cemetery, provides an enchanting experience. As waves roll in and crash against 20 pipes that extend out into the water, the sound is amplified, creating a liquid symphony of gurgles, rumbling, whooshing, and swishing. The balance of high- and low-pitched sounds is both entertaining and strangely profound. A bonus: The views of Alcatraz and the Golden Gate Bridge never get old.

There was some trepidation among locals when Rosewood first announced its plans for this 13 plus–acre resort—the largest in the UNESCO World Heritage Site’s cobblestone historic center. But it didn’t take long for both residents and repeat guests to embrace it. The property evokes an authentic sense of place, with buildings made with the limestone used to build parts of the old town, decor crafted by local artists and artisans, and the same beloved ladies making fresh tortillas and sopes at breakfast since the hotel was under construction. Designed to feel like a hacienda, the 67 rooms and seven multibedroom townhouse residences—some of which are available to rent—are scattered around intimate courtyards and gardens, many featuring art and sculptures; a large outdoor pool, rotating indoor art gallery, and spa featuring treatments inspired by indigenous healing traditions are also on-site, while programs such as the Art Concierge help engage guests with the destination. The cuisine is also a big draw: Savor reimagined Mexican flavors and learn about regional wine at the gourmet restaurant; try a tequila tasting at the bar, which turns into a sushi-and-craft-beer spot on the weekends, or join locals for the popular Sunday brunch.

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.

Pass through the iconic arched doorway at College Green and enter the elegant quads, handsome architecture and verdant lawns of Trinity College, one of Ireland‘s most prestigious universities. Among its many attributes is the atmospheric 18th-century Old Library, whose most precious tome is the 1,200-year-old Book of Kells, a priceless illuminated manuscript. Also worth a visit are the college’s Douglas Hyde Gallery, devoted to contemporary art, and the thought-provoking Science Gallery.

They intended it as their gift to Mexico, and what a gift it is. Diego Rivera and Frida Kahlo, two of the most famous artists of the 20th century, worked with renowned Mexican architect Juan O’Gorman to create Museo Anahuacalli, a temple-like structure that houses the 50,000+ pre-Hispanic objects Rivera collected during his lifetime. The museum, whose design was also influenced by Frank Lloyd Wright and his notions about the role of the physical environmental in the conceptualization and construction of buildings, also showcases hundreds of pieces of artisan and craft works representative of Mexico. Note that the museum is not open on Monday or Tuesday.

Hotel Zelos brims with understated luxury. Rooms are kitted out with on-demand movies and music, in-room spa services upon request, and a complimentary honor bar stocked with organic treats. The hotel’s 4th and Market Street location puts it within walking distance of Union Square, AT&T Park and the Moscone Center. For further distances, guests can borrow free bikes. The hotel’s crowning jewel, though, is Dirty Habit, it’s rooftop restaurant and bar. A favorite among locals as well as tourists, Dirty Habit’s film-noir-inspired dining room offers guests a chance to play the part of old Hollywood glamour while nibbling on seasonally inspired dishes like seared king salmon and sipping inventive craft cocktails (try the Bonzai, a mix of whiskey, orgeat, grapefruit, lemon, and matcha green tea).

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.

A visit to the incredible 365-island archipelago (also called the San Blas Islands) within the communal lands of the Guna Yala indigenous nation provides some extraordinary seaside experiences. The islands making up the outer archipelago are unspoiled and feature gorgeous white-sand beaches, turquoise seas, and a one-of-a-kind encounter with Guna culture. Visitors lodge in natural-material huts (cane walls and interwoven palm-frond roofs) or—if you’re in the mood—sleep under the stars in palm-strung hammocks. Local women sport colorful dress made in the style known as mola, a traditional Gula artisanal weaving technique. A highway was built several years back that lets you travel from Panama City to Puerto de Cartí in as few as two hours.

Since few areas within the city of Venice afford high perspectives of the entire city, take the elevator (no stairs) to the top of San Marco’s Campanile in Piazza San Marco. You may have to put up with a few elbows to get a spot against the railing, but it is all worth it for the spectacular panoramic views of Venice and the lagoon. While here, contemplate the history of this spectacular bell tower and observe the view from the same spot where numerous doges have stood, as well as Galileo. It was here that he introduced his telescope to the doge!

One of Dubrovnik’s oldest fortresses stands atop a 100-foot rock, guarding the western land entrance to the Old Town. Vigilantly turned toward Venice, it serves as a monumental tribute to Dubrovnik’s foresight, encapsulated in the motto of the Ragusan Republic engraved above the main entryway: “We do not sell our liberty for any gold in the world.” After entering the Old Town through the Pile Gate, walk down to Kolorina Bay and climb the stairs to the fortress. Because it’s far less busy than the city walls, the theatrical space offers a more intimate way to experience Dubrovnik’s history and charm, with breathtaking views to boot.

This huge buffet restaurant, designed to look like an old hacienda, offers more than 120 dishes every day. Hacienda Santa Martha has extensive grounds with play areas for kids, an artificial pond with pedal boats, and even movies for kids projected inside an old DC-4 airplane. Sample seven different kinds of mole, have meats and seafood grilled to your liking, and fill up on soups, salads and almost any Oaxacan dish you can imagine. It’s a great option for families and picky eaters because you can choose what looks tastiest - or try a bit of everything until you find something you like. Hacienda Santa Martha is open from 1:30 to 6:30 pm daily except Monday.

A recent makeover of the Four Seasons Hotel Chicago from Houston-based Rottet Studio did away with the dark and clubby vibe common in older Chicago hotels in favor of a brighter natural palette. Today, the lobby is open and bedecked in oversize floral arrangements; the open-plan lounge there, with its modern glass chandelier, has become a high-end local watering hole known as the Social Bar. The new Adorn restaurant is now a big-night-out dining destination courtesy of chef Richie Farina’s creations that range from a perfectly prepared filet mignon to caviar and eggs. Upstairs, the 345 guest rooms—more than half are suites—feature understated grays and pale greens and come with deep soaking tubs and (if you ask) unimpeded views of Lake Michigan.

The epitome of fine dining, La Marmotte is as sophisticated as Telluride’s mountains are wild. While dining here, you can expect to enjoy expertly prepared dishes like beef tartare with caper berries and lemon, and roasted mahi-mahi, dusted with bee pollen and served with black garlic and sage sauce. Despite the elegant atmosphere, service is always fantastic, with no hint of snootiness.