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One of my favorite places in the whole world—Vieques! I’m actually a little apprehensive to share, because I’d love to keep it the semi-secret it is. If you time it well, you can have this beach all to yourself.

Try on these warm, pancake-shaped hats, known as txapelas in Basque, in traditional blue or another color of your choosing. Open since 1857, this elegant family shop specializes in artisan-made and custom berets as well as reproductions of historic hats.

Inside the historic Glen Helen Homestead, an old cattle station set along the Finke River—possibly the oldest river in the world—is a restaurant dedicated to Albert Namatjira, the late Aboriginal landscape painter who grew up nearby. Namatjira Gallery Restaurant serves such outback fare as crocodile spring rolls, barramundi with apples and potatoes, and pepper steak in a dining room covered in Namatjira’s windswept masterpieces.

Owners Bryan Lewis and Eric Gaspard recently opened the Twisted Cork Café, a wine-focused restaurant located in the historic Frenchtown district of Charlotte Amalie. The neighborhood, which is busy with cruise passengers during the day, slows down to a more mellow island speed in the evenings. Daily specials, which often feature just-caught fish and produce from an on-site garden, are recommended.

The 112-room Surfjack Hotel channels 1960’s Hawaii, with vintage upholstery on the headboards, reed ceilings, and midcentury modern furnishings. The onsite Swim Club, with its outdoor pool bar, hosts music events and movie nights. Don’t miss a meal at Mahina & Sun from celebrated Honolulu-born chef Ed Kenney, whose menu showcases island cuisine and ingredients, or a trip to the Olive & Oliver boutique, whose clothing and accessories line are inspired by Hawaiian culture.

When a place has not only the longest wooden bar in Texas (100+ feet) and is the oldest watering hole on the Riverwalk, you just know it’s worth a visit. But rather than rest on the above laurels, Esquire Tavern churns out some terrific and thoughtful scratch-made eats and drinks. From starters like pink peppercorn-flecked deviled eggs and mashed potato-filled tacos con papas to heartier fare like burgers, chicken mole and shepherd’s pie, the food takes comfort foods to the next level with fresh, well-sourced ingredients and modern executions. And as the icing on the culinary cake, the craft cocktail program here is award-winning and endlessly interesting. Plan for some enjoyable late nights at the Esquire on your next stop in SA.

Krug is an important winery for a couple of reasons: Founded in 1872, it is one of the oldest wineries in Napa Valley and it is here that Robert and Peter Mondavi had their infamous disagreement that led to Robert leaving and starting his eponymous winery. Peter and Robert’s parents, Rosa and Cesare Mondavi, originally made their money shipping zinfandel grapes to other Italian immigrants on the East Coast during Prohibition. In 1943, with the money they made, they purchased Krug. The Mondavi family recently renovated the original redwood cellar—lining the walls with staves from the original redwood casks. Now one of the oldest family-owned wine companies in Napa Valley, Krug and its line of C. Mondavi wines is a must visit.

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.

If there are ghosts haunting the Historic Bar—which was rebuilt in 1895 after a fire decimated the original building—we don’t blame them for wanting to stay for eternity. Tucked within the New Sheridan Hotel, the tin-ceilinged space is what Rocky Mountain dreams are made of, from the carved mahogany bar to the affordable prices. Don’t miss the leaded glass panels and brass chandeliers, both of which are original to the 1895 space.

The peak called Monserrate towers over central Bogotá and lends its name to the church that tops it. Perched more than 10,000 feet above sea level, the sanctuary—dedicated to the Passion of Christ—has beautiful gardens showcasing marvelous highland vegetation, and the city views from here are spectacular (sunsets are especially recommended). Ascend Monserrate by cable car, via railway, or on foot (this last is only for the fittest and those already acclimated to the altitude). That beautiful white house on the mountainside is Casa Santa Clara restaurant, a better-than-expected, special-occasion-suitable venue at which to try traditional Bogotá favorites like ajiaco, a thick potato-and-chicken soup.

No visit to Antigua is complete without taking in the sunset atop Shirley Heights Lookout at its weekly Sunday sundowner party. The view from Shirley Heights is without a doubt the most famous, most photographed, most celebrated vista gracing Antigua. Immediately below, English and Falmouth Harbours clutch their bays. On clear days you can see Guadeloupe to the south and Montserrat with it’s still active volcano to the south west. It does get busy, so expect a crowd and while there might be a couple locals sprinkled in here and there, it’s mostly visitors. Around 7ish, the tunes crank up with either some reggae classics, some pumping soca, or even live a steelpan band. Smoke from a collection of barbecues compete with the music to fill the air and stimulate your senses. Expect chicken and ribs slathered in local flavors, plus burgers for the less adventurous. I did have some trouble getting grilled fish on my last visit, but once I found some, it was charred to perfection.

La Virgen de Guadalupe-Our Lady of Guadalupe–is revered by Mexicans, and her image is ubiquitous, found in every form imaginable, from traditional statues to bumper stickers. She also lends her name to any number of businesses and buildings, including the Basilica to which faithful flock–many on their knees or carrying crosses–each December 12. The arrival of the pilgrims is a sight to behold, but so is the basilica, an architectural marvel, which you can visit any time of the year. Completed in 1976, the present basilica is not the first one to have sat on this site; an older one, which needed to be replaced because it was sinking, remains on the grounds and is open to the public after renovation and rehabilitation. The principal architect, Pedro Ramiréz Vázquez, who died in 2013, is responsible for some of the most compelling modern buildings in Mexico City, including Estadio Azteca and the National Anthropology Museum, as well as a number of buildings throughout the country and abroad.

Checking out the famously preserved mummies at the world’s oldest public museum is on many London wish lists, but there’s much more to the British Museum than ancient Egypt. Other must-sees include the Elgin Marbles and the African masks, both part of an enormous collection that spans ancient Iran to modern Sweden. The Great Court, which was cleverly revamped with a geometric glass roof by Foster + Partners in 2000, is a spacious gathering area with a shop and a café—and a sight worth seeing in itself.

Washington Square Park is only a fraction of the size of Central Park, but it is as almost as much of an icon of New York as its much larger counterpart uptown. It’s likely because it sits in the heart of Greenwich Village, and has thus served as a backdrop for many events in the city’s history. In the late 19th century, it was one of New York’s most fashionable addresses (that period was captured by Henry James in his 1880 novella Washington Square, later the basis for The Heiress, a play that was also adapted into a movie). The arch along its northern side dates to 1892 and was designed by Stanford White to replace an earlier one, in wood and plaster, erected in 1889 to mark the centennial of George Washington’s inauguration. When Greenwich Village became the haunt of artists and writers, the park was a green space for the city’s counterculture; folk singers and street performers are still a common sight, and the park is also frequently used for political protests and rallies. On sunny days, especially during the academic year, the park is filled with NYU students, neighborhood residents, and tourists taking in the scene.

Looking like the graph of a boom-and-bust financial market, the Riverside Museum’s jagged tooth–like facade, designed by the late Iraqi-British “starchitect” Zaha Hadid, is an iconic bit of development on the banks of the River Clyde. Inside, you’ll find Glasgow’s extensive collection of all things related to transportation, from skateboards and locomotives to prams, cars, and an Imperial Stormtrooper. Wander through the interactive displays to visit city shops, bars, and subway stops, then climb aboard a train, tram, or bus and get a feel for old public transportation. Visitors can also discover Glasgow’s rich shipbuilding history, explore the car and motorbike walls, and help put out a blaze with an interactive fire engine. Before leaving, head outdoors to the quayside to see the Tall Ship Glenlee—one of only five Clyde-built sailing ships that’s still afloat.