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A journey through one of the world’s last, best travel secrets.

With its striking white facades and terra-cotta rooftops, you might mistake Cap Maison for a Mediterranean villa on the Costa Brava. However, this all-inclusive resort set on a former sugar plantation on St. Lucia’s north coast offers more than meets the eye. The pastel-hued interiors are matched by the sunny dispositions of the superb staff, who cater to every request, whether it’s finding a shady spot by the terraced pool area, booking a paddleboarding excursion off the private beach on Smuggler’s Cove, or arranging for the house yacht to take you to the neighboring island of Martinique for the day. Don’t miss the sunset views at the Cliff at Cap restaurant, where locally sourced dishes like reef conch ceviche and passion fruit soufflé are topped off with some of the resort’s house-made rum.

With its 26 suites, private beach, and two waterfront bars, Calabash Cove offers a boutique hotel alternative to the typical all-inclusive experience. Set a stone’s throw from the turquoise waves of Bonaire Bay, the sprawling, Balinese-inspired Water’s Edge cottages are the ones to book thanks to private plunge pools, outdoor rain showers, and patio hammocks positioned to highlight superb sunsets. The resort’s remote location ensures tranquility, as does the spa, which offers in-room treatments using ingredients sourced from St. Lucia’s floral and culinary bounty. That abundance is also on display in the Windsong restaurant, where local dishes get an elegant twist (octopus tempura, smoked coconut crème brûlée) in a terrace dining room with the ultimate ocean backdrop. Follow your meal with a brief walk down Calabash Cove’s small boardwalk and stop to spot shooting stars in the dark skies above.

Touting itself as “killer burgers and manly drinks,” Urban Stack is an upscale bar food restaurant that just happens to be LEED certified. Choose from one of their signature burgers, with selections like standard beef burgers, alongside lamb, chicken, turkey and veggie patties. Urban Stack also prides themselves on their bar, which leans heavily on bourbon and, of course, “Tennessee whiskey.” Try the Dixie 8, made with Chattanooga Whiskey. The renovated Southern Railway Baggage Building is the best place to enjoy a cocktail in Chattanooga.

Go Bar occupies an old colonial house on a leafy Mendoza street (formerly Winery & Company). Its old, worn wooden floors speckled with sunlight have just the right vintage feel for wine browsing. It’s several rooms are stacked with wrought iron shelves featuring the region’s numerous wine labels. The staff is friendly and knowledgeable and will give you the perfect packaging to carry wines in your suitcase back home. Chile 898 (corner of Montevideo)

Wide-open expanses and breathtaking scenery make the Pineapple Isle ideal for horseback riding. Hop in the saddle and wind along trails through the rustling ironwoods and red hills of Lanai. These excursions—available at all skill levels—often pass deer and quail rustling in hidden, verdant valleys. One of the highlights: clopping past the island’s signature Cook pines. Each one spins the highland fog into 200 gallons of water daily! This equestrian program has exceptional guides, gear, and horses, as might be expected from the Four Seasons Lanai. Ask about lessons if you don’t feel ready for the mellow 90-minute ramble for novice riders.

In the Caribbean’s Windward Islands, a string of some 600 islands and islets dot the sea between St. Lucia and Grenada. It’s a paradise for yachters, where you can drop anchor off an uninhabited island and live out your Robinson Crusoe fantasies. A handful of these islands are home to resorts, including the private Palm Island, first leased to an American couple in 1966 for $1 per year. They established the ten-room Palm Island Beach Club, which over the years has grown—though there are still only a total of 43 guest rooms on this single-resort island.

From October to February, sperm whales, humpback whales, and pilot whales make their way from the cold Atlantic to the warm waters of St. Lucia to breed and mate. Whale-watching tours leave from Castries and some of the other towns on the west coast and sail north to south to spot the whales, breaching and spouting, from a safe distance. Over the last few years, sperm and pilot whales have more frequently been spotted than humpbacks. It’s not unusual to see schools of spinner and bottlenose dolphins along the journey. Some whale-watching trips offer lunch as well as a chance to snorkel and swim, so shop around for the excursion you want.

Founded in 1558, Bayerische Staatsbibliothek is a historic, expansive, and important universal library. With almost nine million volumes and countless reading rooms, this is the perfect place to become lost in a text, work remotely, or explore with the family. Since 1663 they have collected copies of almost every Bavarian printed text—making it a wonderful place to learn about the regional culture and heritage. It’s also a lively cultural space that hosts regular exhibits and events. Come here either to marvel at the architecture, history, and texts or to get lost in a book. If you’re just passing by, be sure to check out the famous stone statues adorning the flight of stairs known as “the four magi.” See if you can guess which scholastic founders they represent!

Step back in time to Prague’s Bohemian past—the Old Town Square, St. Vitus Cathedral, Prague Castle, the romantic Charles Bridge—before visiting the somber memorial to its Communist rule. Today Prague basks in modern optimism, evidenced by such landmarks as Frank Gehry’s Dancing House Hotel and DOX Centre for Contemporary Art.

The moment the snow melts, young Torontonians begin their annual spring migration to Trinity Bellwoods Park. The hippest park in town, Bellwoods stretches from the shopper’s paradise of Queen West up to central Dundas Street. On a summer’s day, sun-and-fun seekers spread out on beach blankets to watch the action: at the dog run, on the tennis courts, in the kiddie pool, and even closer, on the adjacent blankets. After dark, head to nearby Bellwoods Brewery for a pint.

The smallest holding in the mini-empire of Uri Jeremias, who also owns Akko’s Uri Buri restaurant and Efendi Hotel, this bright and no-frills ice cream shop sits along the old city’s western seafront. These are natural treats, made using local dairy products and no powders or stabilizers. The result is smooth and creamy, and the flavors (up to 16 available at a given time) are ones you won’t find too many other parts of the world, such as date, halva, cardamom, and rose.

Nina Compton, a native of Saint Lucia in the Caribbean, came to New Orleans a few years ago to compete in the Top Chef television series. She didn’t win the culinary slugfest, but New Orleans came out ahead—a short time later she returned to set down roots by opening Compère Lapin, a charming, brick-accented restaurant in a hotel that’s a reasonable stroll from the French Quarter. It’s good to get there early to grab a drink at the bar, which treats its libations with the same seriousness as the kitchen does its food. (A frozen drink… with chartreuse.) The dishes are alive with creative Caribbean flavors—among the more memorable plates are the seafood pepper pot, black drum, and curried goat.

Deemed the second-smallest Catholic church in the world by the Guinness Book of World Records in 1983, St. Francis by the Sea clocks in at just 1,008 square feet, with room for just 42 people at Sunday mass. While it’s certainly diminutive, it more than makes up for its size in charm. In addition to hosting regular services, the church is home to the National “Sick Call” Set Museum, which features kits from as far back as the 1880s that were used to perform last rites. In the choir loft, visitors can peruse everything from crucifixes and bowls for holy water to devotional items like statues, then head downstairs to ogle the church’s beautiful stained-glass windows and wood-beamed ceilings. Though St. Francis doesn’t hold regular hours, guests are welcome following Sunday mass or during larger Laguna Beach tours.

The Bahamas has many attractions to choose from but if you’re looking for a memorable and exciting excursion then this experience is right for you. Arrange to be picked up either from the port or from any hotel on paradise island. The stables are about a 25 minute drive from downtown Nassau. Whether you’re a novice or an expert at horseback riding, Duke, The trainer at Happy Trails Stables, is very experienced and will teach anyone how to ride a horse the English style. Horses are assigned to you based on your riding experience. (This helps to ensure safety.) Your adventure begins at the stable where Duke will escort you and fellow riders to Coral Harbour Beach. Along your journey you will see breathtaking views of natural unused beaches while you and your horse splash around in the water to cool off. The setting is very intimate since there’s only about 6 horses available for riding. This experience will surely stick with you for a lifetime.