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Outerlands is an Outer Sunset institution. The small restaurant near Ocean Beach serves local, organic cuisine in a rustic-chic setting. Covered floor-to-ceiling in warm, rough-hewn wood, the interior invites lingering over an artisan cocktail or a ginger-lemon apple cider. Lunch and dinner feature such refined but hearty options as cast-iron grilled cheese brushed with garlic oil and slow-cooked lamb shank with nasturtium leaf pesto. The weekend brunch draws a crowd and is worth the often lengthy wait. Standouts include the Dutch pancakes and the house-roasted turkey. You can always make the most of waiting for a table and head to the beach for a quick jaunt before you indulge.

With soaring arches, stained-glass windows, and details carved from stone imported from France, Bermuda’s Anglican cathedral is a bit of Gothic grandeur in the heart of Hamilton. Scottish architect William Hay was responsible for the design and construction of the grand building. After two fires—one of them a case of arson—the edifice was officially consecrated in 1911. Climb the bell tower’s 155 stairs for panoramic views that stretch from the city to the Royal Naval Dockyard and the north shore.

There is perhaps no landmark of San Francisco, and perhaps even the entire state of California, more iconic than the Golden Gate Bridge. This much-photographed bridge spans the Golden Gate, the strait separating San Francisco (to the south) and Marin County (to the north). The 2.7-kilometer-long (1.7-mile-long) bridge was completed in 1937 in one of the most remarkable engineering feats of its time. Although the idea of traversing the Golden Gate by way of a bridge had been discussed for decades, the fear that fog and wind would make the project nearly impossible discouraged planners. In the end, the bridge was completed in four years at the cost of $35 million as well as the lives of 10 construction workers. A pedestrian path along the bridge offers stunning views of the bay and San Francisco as well as an up-close look at this Art Deco wonder.

The only building on sheltered Apantima Bay, this funky beach bar with rooms is one of the reasons the tiny island of Antiparos has suddenly become fashionable. Hanging with the skimpily clad in crowd doesn’t come cheap: If you’re not staying in one of the nine quietly chic suites, you’ll have to fork out handsomely for a sun bed. The payoff is chilling under juniper trees with a detox smoothie, idly watching athletic beach babes paddleboard into the sunset. There’s an alfresco massage and yoga pavilion; a stylish boutique where you can pick up caftans, scents, and sandals; and a 26-foot bar for sundowners and tuna burgers with wasabi mayo.

Restaurante Whapin is a great option for getting to know—and love—authentic Caribbean cuisine, with its unusual spices and unmistakable coconut infusions. A yummy snapper, Cahuita-style, does plenty to breach the distance between San José and the Caribbean. And that’s what good eating is all about: building bridges to the world’s farthest corners, one delicious bite at a time.

Art woman about town Rebecca Camhi has been in the city since 1995, but hers was one of first galleries to settle into Athens’ now trendy, and still somewhat sketchy, Metaxourgeio neighborhood. Expect to see beautifully curated and often provocative shows in the upstairs white-cube space (Camhi has exhibited the work of photographer Nan Goldin), but downstairs you’ll find something unusual—a gallery boutique. Here Camhi sells one-of-a-kind ceramics, ethnic textiles, and other small objects at real-world prices. The gallerist lives in the back part of the building, and here you can feel the proximity of an aesthetic visionary.

The only museum on the Turks and Caicos Islands sits on the historic Front Street of Cockburn Town, on Grand Turk. Occupying Guinep House, one of the area’s oldest standing buildings, the museum displays artifacts from the Molasses Reef shipwreck, a sunken caravel found off West Caicos. The ship, which dates from the early 1500s, makes this is the oldest European wreck to be excavated in the Americas. Salvaged items on display include cannons, pieces of the ship’s hull, and a variety of tools. There are also exhibits on local slavery and the indigenous Taino people who originally lived on the islands.

For a quick bite, drop by the unassuming Ecco Espresso and Gelato. Tucked inside an old adobe building near the Santa Fe Plaza, this airy self-service space has a sprawl of metal tables (inside and out) and a menu of pastries, deli sandwiches (tuna with dill and cucumber), locally roasted coffee, hand-pulled espresso drinks, and spicy hot chocolate. As for gelato, uncover an assortment of 20 flavors including classics like chocolate and vanilla to more unusual, creative scoops like strawberry-habanero, amaretto-peach, and cherry-stracciatella.

A short walk from Larnaca’s palm-fringed seafront is the old Turkish Quarter (the Skala). Old Larnaca’s whitewashed buildings, now home to shops selling pottery and other artisan goods, feel distinctly Old World—like a seaside port from Zorba the Greek. Pick up treasures like hand-painted olive oil bottles that look like they’ve been unearthed from ancient Greek sites. Sea sponges and local shells are also for sale and hang from shop walls in colorful Instagram-ready displays. Wander the narrow alleyways and stop for a Greek/Turkish coffee to savor the feeling of strolling backwards in time. A copy of Lawrence Durrell’s memoir of old Cyprus, Bitter Lemons, is a great companion on your tour.

The early-10th-century Greek Orthodox church of St. Lazarus in Larnaca has the distinction of being the supposed last (and final) resting place of Lazarus, the New Testament figure raised from the dead by Jesus. According to some legends, Lazarus became a bishop of Larnaca after his resurrection. The church, which has also served as a Roman Catholic church as well as a mosque, was renovated after a fire in the 1970s. In the process, bones were found that were said to be those of Lazarus. There’s a fine small ecclesiastical museum in an adjoining building from 1856. Many of the church’s icons are extremely beautiful and rare.

One of Japan‘s most talented chefs, Yoshihiro Narisawa presents Japanese ingredients in a style he calls “innovative Satoyama cuisine,” which highlights the country’s natural bounty. Narisawa works directly with purveyors to get the freshest seafood and produce. Bread is cooked on the table, there is soup made from soil (yes, literally dirt, along with burdock roots), and a forest-inspired dish that has a live audio feed from a forest in Japan. The exquisite meal is not gimmicky and involves a dizzying array of ingredients, and the wine-pairing option includes some very interesting, untraditional sakes, a great education in the spirit. Knowledgeable staff explain the provenance of each dish—it’s like an edible tour through Japan.

The Mercado Agrícola de Montevideo is a must-see for both architecture- and culinary-minded travelers. The majestic cast-iron structure is one of the most elegant buildings erected in the early 20th century in Montevideo. And while the Mercado del Puerto has been converted to a home for upscale restaurants, the Mercado Agrícola remains a working market. A walk through its food hall provides a chance to sample the best of Uruguayan produce as well as sauces, jams and sweets. The market also regularly hosts musical performances.

On most days in Prague, it feels like every tourist in town has gathered on the Charles Bridge. And for good reason — this 14th-century cobblestone span crosses the Vltava River, connecting the Old Town with the Lesser Town (Mala Strana) and providing picturesque views of both sides of the river, medieval churches, towers, and Prague Castle on the hill. King Charles IV commissioned the bridge in 1357. The bridge has 16 arches and protected by towers on either end: the Old Town Bridge Tower in Old Town and the Judith Tower and Lesser Town Bridge Tower on the Mala Strana side. The bridge is lined with 30 large statues of religious figures and luminaries, dating from the Baroque era to the present day The best time to go is at dawn, sunset or after dark after the crowds have thinned and romance is in the air.

A short trip to the hilltop town of Monreale, just outside Palermo, offers the chance to explore some exceptional Norman-era buildings, most notably the Monreale Cathedral. The church’s interior has an extravagant mosaic that covers more than 6,000 square meters (66,000 square feet), much of it glittering with gold. Afterward, stroll through town to window-shop along the narrow lanes and enjoy the view of Palermo in the valley below.

No matter how many postcards you’ve seen of Rome’s iconic Colosseum, you just don’t get it until you pass beneath its crumbling arches. Built by Emperor Vespasian in 72 C.E., the huge amphitheater held 50,000 spectators and marked its opening with 100 days of brutal spectacles like gladiator combat and animal fights. The Colosseum was in use for four centuries, and now you can tour the ruins. Walk through the Hypogeum, an intricate series of tunnels and elevators originally used to transport animals, slaves, and gladiators, to the performance above, or take a moonlit tour to have one of the world’s most storied structures all to yourself.