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Portland isn’t exactly the kind of city that’s known for being “fancy,” which was why it was so bold for the Starwood Luxury Collection to add a sleek 15th floor to the top of the iconic Meier & Frank department store building downtown—and turn the top nine floors into the swankiest hotel in town. Who would’ve thought that Louis XVI chairs, tufted white leather and teal velvet, crystal chandeliers, and ornate wallpaper would work so well in the city of plaid, beards, and twee bird patterns? In true Field of Dreams fashion, Starwood built it and the travelers came out of the woodwork, hungry for a luxury hotel that embodies the Rose City with everything from environmentally conscious practices and farm-to-table restaurants to an extensive art collection and rooftop honey bee colony. All that’s to say nothing of the private club-like Library, a collaboration with Portland icon Powell’s Books (the world’s largest bookstore) that allows hotel guests to borrow from a curated collection of 3,000 books during their stay. As it turns out, it’s not all that hard to dress Portland to the nines.

This beautiful one-mile stretch was donated to the people of the Virgin Islands by Arthur Fairchild, a benefactor of the islands who’d made his fortune on Wall Street before retiring here. The usually calm waters of the heart-shaped bay make the beach the most popular on St. Thomas. Rent beach chairs and floats, and pick up lunch from stands selling burgers, pizza, and other snacks. Lifeguards are on duty every day.

Only a 40-minute drive from Saumur, the Château d’Ussé is so magical that it served as the inspiration for the castle in Charles Perrault’s The Sleeping Beauty. Originally built as a stronghold in the Middle Ages, it developed over time into a jewel of Renaissance architecture, then became a splendid residential home in the 17th and 18th centuries. The octagonal Knights’ Dungeon plays a key part in Perrault’s fairy tale, but the castle is also home to enchanting cellars, gardens, stables, a chapel, and a tower with spectacular views over the Loire Valley. Spend some time here and you’ll quickly understand why it’s among the most beloved castles.

Kenya‘s first board-game café. like many great spots in Nairobi, is hidden away—in this case, on the 8th floor of an office building. If anything, Bao Box’s location is actually a boon because the altitude offers fabulous city views, and its seemingly random location adds to the completely fun vibe of the place. Walls are stacked high with all the famous board games like Monopoly, Settlers of Catan… and some lesser-known gems including one bluntly named “Fact or Crap.” Whatever your board-game poison, here lies something for you. The decidedly non-corporate decor is funky and outdoorsy with blankets and colorful cushions on pallets. A simple menu of burgers, chips, beers, wines, and soft drinks will satisfy peckish players.

The Hotel St. Francis lays claim to being Santa Fe’s oldest hotel. Rebuilt in its current location in 1924, after a fire left its predecessor completely ravaged (save the brick chimney), the property formerly known as the De Vargas Hotel played host to elegant ladies and gentlemen in top hats, politicos, and other VIPs during its heyday. After World War II, the hotel lost some of its luster, though it was still popular with government types until the 1960s. In 1986, new owners restored the hotel to its previous grandeur, replaced the barber and beauty shops with a restaurant and bar, and gave the property its current name. Most recently, in 2008, the property was purchased by Heritage Hotels and Resorts and underwent yet another makeover. Inspired by St. Francis, the patron saint of Santa Fe and founder of the Franciscan order, the look is best described as haute-monastic. Think Frette linens and flat-screen televisions paired with neutral hues, wood furnishings crafted by local artisans, and dim, candlelit common spaces.

Locals consider La Soufrière—St. Vincent’s massive active volcano that last erupted in 1979—the “queen of climbs.” Approachable from either the leeward or windward coast, the hike to the 4,000-foot summit is a serious, all-day excursion. You’ll need stamina and sturdy shoes—and a knowledgeable guide from the National Parks Authority—to safely reach the top, but once there you’ll enjoy breathtaking views of the surrounding landscape and sea. Keep your eyes peeled for a rare sighting of the St. Vincent parrot on the way back down.

Located in a former shoe factory, City Museum devotes 600,000 square feet and four levels to play for all ages. The museum was the brainchild of artist and entrepreneur Bob Cassilly—along with a crew of 20 artisans known as the Cassilly Crew—who constructed the space from objects found around the city, from construction cranes and fire trucks to church pipe organs, old airplanes, and plenty of reclaimed building materials. The result is a wonderfully weird and wacky museum that’s constantly evolving, depending on what’s been donated and collected recently. There’s a sky-high jungle gym, a rooftop Ferris wheel, an aquarium, and multi-story slides that once served as chutes for shoes. The museum has a “no map” policy to encourage exploration, but does advise visitors to bring their own flashlight—you never know what you’ll find in those dark caves.

Founded in 1868 by French painters Eugène Boudin and Louis-Alexandre Dubourg, this small museum, housed in a 19th-century chapel, pays homage to the Normandy artists who spent time in Honfleur, like Monet, Courbet, Friesz, and Boudin himself. Here, you’ll find an impressive collection of pre-Impressionist works, as well as several Boudin paintings and drawings that he bequeathed to his hometown. Also on display are more than 1,000 objects, headdresses, and pieces of furniture, providing a fascinating picture of Norman culture.

Sometimes you have to be a tourist to enjoy the great pleasures that travel offers. That’s why a visit to Mountain Top on St. Thomas is a must-do activity for any visitor. In 1949, a British restaurateur began a mission to develop the best Caribbean libation. He finally settled on the now-famous banana daiquiri, which he first mixed on St. Thomas. The drink is still served up daily using the original ingredients at Mountain Top, an emporium of souvenirs and kitsch. Just walk through the mountains of t-shirts to enjoy both the drink and, honestly, one of the best views on the island.

Fashion Show Mall is one of the largest shopping areas on the Strip, and it’s accessible to everyone, whereas other shopping experiences tend to teeter on the higher end. Certainly there are name brands like Louis Vutton and Tiffany & Co., but there are also several stores that appeal to a wider audience. The two-story Forever 21 is one of the most popular stores, but anchor classics such as Neiman Marcus also draw shoppers. On the weekends, a runway platform is raised and there are fashion shows featuring models wearing clothing from retailers in the mall.

With hundreds of castles and chateaux in Belgium, open to the public, it’s hard to know which ones to visit. The castle of Freÿr, in Wallonia, is a great place to start. This grand building has remained in the same family for 20 generations and one wing is still home to the current owners. Exploring the interior of the castle is a must, as you’ll be visiting some of the same rooms as Louis XIV and the Archduchess Maria-Christina. The best place to take in the scope of the castle and its grand formal gardens, however, is across the river. You’ll need a good GPS or map to find the 2 unmarked lookout points. You’ll be rewarded for your diligence by this spectacular view.

At Paradise Beach Hotel Restaurant on Villa Beach, about 15 minutes south of Kingstown, you can get a meal of local specialties like crab back, Creole chicken, grilled fish, and lobster straight from the holding tank, along with a picture-perfect view of Young Island. There’s live music and dancing several evenings a week, and the Friday night barbecue (called “Grillin’ with the Captain”) is an island tradition.

Housed in the Mariners Hotel overlooking Villa Beach, The French Verandah Restaurant satisfies diners with delicious French cuisine, prepared with a Caribbean twist. Expect such unique dishes as lobster crêpes and fish in green pepper sauce, as well as more standard French fare like grilled beef tenderloin with Béarnaise. Views of boat “traffic” and Young Island set the stage for casual dining during the day, while candlelight and twinkling stars up the romance come evening.

You’ll likely do your sunbathing and swimming on the white-sand beaches of the Grenadines, but St. Vincent’s black-sand beaches are also quite stunning. In Biabou, for example, along the windward coast south of Georgetown, you can stare for hours at frothy ocean waves crashing onto the volcanic black sand. With luck, you’ll also catch a rainbow.

Orange County’s first urban winery, Laguna Canyon makes award-winning wines right in town with premium grapes from Napa and Sonoma valleys. Guests can swing by the public tasting room for a range of different experiences, from traditional pours of signature and reserve wines to red wine tastings directly from the French oak barrels. Complete with 62 barrels, a wine press, a bottling line, and an intimate view of the working winery, the tasting room makes for a fun, educational place to spend a few hours downtown. It’s also available for private events upon request.