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Those who just stumble upon the Hundertwasserhaus apartments in the Third District will likely be wowed by the buildings. Friedensreich Hundertwasser’s funky, mid-1980s organic housing complex is weird and gorgeous with a wavy, eclectically painted facade that looks like something out of a cartoon. With trees growing on its terraces and roof, it’s the antithesis of staid imperial Vienna. A freethinker if there ever was one, the artist, architect, and environmentalist Hundertwasser could be called Austria’s Gaudí. Visitors can learn more about him in the ground-floor café. Nearby, Hundertwasser designed the Kunst Haus Wien art museum out of an old Thonet furniture factory, while up the Danube Canal an incineration plant’s chimney got the Hundertwasser treatment with trippy colors and a funky golden ball on top.

Stretched out from the northwest corner of the island like a small arm, Pigeon Island is a historical landmark and a satisfying all-in-one nature, beach, and hiking escape minutes from Rodney Bay Marina. The 44-acre mountainous green plot is home to the preserved ruins of British military forts and garrisons; the Brits chased the Caribs out and used the islet to monitor French activity. Walk among the ruins, and hike up to the cannons of Fort Rodney, where the lookout point offers a breathtaking panoramic view of St. Lucia’s coastline and the sea below, dotted with sailboats. Hike down to the beach for a swim and a toast to history at Jambe de Bois, a restaurant on the water.

Scuba divers flock to this diving paradise, as the island sits right on the cusp of “wreck alley.” On shore, the island is home to a handful of private homes and one seriously cool eco hotel (the Cooper Island Beach Club) that makes their own micro-brewed beer with solar power at the Cooper Island Brewing Co. on site.

A combination of train and bus, this three-hour tour weaves a fascinating route past some of the island’s most historic sights. Constructed from 1912 to 1926, the rail system originally carried sugar from St. Kitts’ estates to the factory in Basseterre, but today serves as a fun tourist attraction. Visitors ride in double-decker cars—the lower is air-conditioned, the upper open-air—past black-sand beaches, old plantations, and sugarcane fields, and then up a portion of Mount Liamuiga.

You don’t have to be a golfer to enjoy spending time at Carmel’s Quail Lodge—but if you are, you may never want to leave. The 18-hole championship golf course—designed by Robert Muir Graves in 1964 and later refined by Todd Eckenrode—features short grass areas that surround the greens for more shot options, as well as grass swales that come into play on seven holes. There’s also an on-site academy for those duffers who want to polish their skills with the aid of a pro. The stylish 93-room lodge is inspired by historic California ranches and Spanish colonial design, with guest room balconies and patios opening up to the grounds. Off the golf course, take advantage of the heated outdoor swimming pool, bocce ball courts, and tennis courts (with a pro on hand for lessons), or rev up at the Off-Road Land Rover Experience Driving School. Reward all that activity at the Waypoint Bar & Deck, with signature cocktails and casual dishes, or at Edgar’s restaurant, with ingredients from nearby organic farms. Pro tip: Friday nights are Cioppino Night at Edgar’s—a local favorite.

Open every day for lunch and dinner, this casual spot next to the Fort Myers Beach pier has been around for more than two decades. Grab a spot on the outdoor terrace overlooking the sand for mango ceviche made with Gulf shrimp and bay scallops, or the more-adventurous gator tail platter. For an extra lively scene, go during happy hour at the grill or the twice-daily live music at Famous Blowfish Bar. With an always-on-vacation vibe, this spot keeps the party going from early until late.

One of the most popular anchorages in the BVI, Cane Garden Bay is home to a lively boating community. It makes a great day trip, whether you arrive by land or by sea. In this scenic cove, calm blue water laps a gentle arc of blinding white sand. Open-air beach bars offer lounge chairs and rum drinks; a few shops sell souvenirs, along with provisions for the sailors coming in off their boats to stock up.

From an unassuming strip mall on Portland’s far east side, Rose VL Deli dishes out two types of pho daily. The rich, complex, aromatic broth is transcendent whether it’s made for a simple bowl of bun bo Hue or a flavor-palooza like the Vietnamese turmeric noodles. (The shop’s smaller, original location, Ha VL, also serves banh mi sandwiches.) Fans include local Asian food ambassador Andy Ricker, of Pok Pok, and other chefs around town who fancy themselves connoisseurs of Vietnamese cuisine. Slurp loudly, enjoy the soap operas playing on the TV, and plan on a nap afterward.

Within the rapidly trendifying area of Dashilar is Ubi Gallery, founded by Dutch former diplomat and art enthusiast Machtelt Schelling. Ubi showcases and sells ceramics and “wearable art,” aka contemporary jewelry. The featured artists are a slew of nationalities, with a handful from China and Holland. Everything is unique and handmade, with prices to match, although there are enough moderately priced pieces to please most visitors. Look out for black-and-white-polka-dot cuff links by Malin Jansson, Japanese-style striped tea bowls by Arita, and a set of angular celadon cups by Park Mun Hee.

Just 14 kilometers (less than nine miles) from La Serena, the white-sand La Herradura Beach is ideal for swimming and relaxing, as the water is warm and nearly as placid as an outdoor pool. On-site lockers mean you don’t have to worry about keeping an eye on your stuff when you want to take a dip.

This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

This little private church is probably the most photographed stop in Oia. Our rented house was right next to it but lower on the steps so we could see lots of people getting lots of photos. Married couples would take their photos next to it, photographers were offering workshops that included this spot. I woke up at 5.30AM to wonder when nobody else was around. Best time of day to walk around this very busy tourist destination.

Not far from the white-sand beach within the Four Seasons Costa Rica, Bahia restaurant is the physical and spiritual heart of the resort, with a casual vibe by day and a cozy feel by night, thanks to soft mood lighting and a nightly live band. A wood-fired open kitchen serves a Latin American-inflected, regionally-sourced menu: Try the octopus carpaccio, or the grill menu’s enormous Pacific blue prawns with locally grown heirloom tomatoes and a side of sweet plantains.

A trip to the Land of 10,000 Lakes wouldn’t be complete without spending some time on, well, a lake—even if you’re only visiting the cities. In Minneapolis, everyone heads to Bde Maka Ska, the largest of five in the city’s Chain of Lakes. Located in the Uptown neighborhood, the 401-acre lake is surrounded by parkland and trails, making it a favorite of locals for everything from ice fishing in the winter to swimming, biking, and volleyball games in the summer. Along the shore are rental options for nearly every water sport, from sailing and kayaking to paddleboarding, plus lockers for stashing your stuff when you’re out on the water. For those who prefer dry land, there are also several Nice Ride stations where you can access the city’s bike-share program, and a seasonal restaurant serving sandwiches, wings, and tacos.

This enchanting corner of Costa Rica, blessed with a superb climate, provides visitors with a chance to experience an ideal rural setting. If you’d like some action with your relaxation, you’re well positioned to hit local sights like Poás Volcano, as well as try camping, horseback riding, and trout fishing. Fraijanes Lagoon, set amid grasslands, forests, and strawberry fields, is particularly idyllic. There’s another attraction you may not associate with a rural setting: Good restaurants abound. Get up early to enjoy the sunrise and a cup of delicious coffee alongside warm bread and natilla, the local sour cream.