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You don’t have to go far to find fun at Hawks Cay, nor do you have to go far to relax by the water there. The resort, which takes up much of tiny Duck Key, is known for its lagoon, five pools (including one reserved for adults and another featuring a pirate ship slide), and a Dolphin Connection program that offers complimentary viewings and hands-on experiences. Water sports are plentiful as well, with kayaks, paddleboards, and boats to rent, and guests can book fishing trips, scuba and SNUBA diving, and kiteboarding instruction. There’s also a Cliff Drysdale tennis program, a spa and fitness center, and a kids club. The resort closed for one year after Hurricane Irma, reopening in September 2018 after a $50 million renovation to the main hotel, a project that included the redesign of all 177 rooms and suites, as well as the creation of a new upscale steakhouse, a seafood-focused café, and a marketplace with to-go options—these supplement the three poolside grills and cocktail bars. Privately owned two-and three-bedroom homes are also available to rent through the resort.

For a break from Port-of-Spain’s congestion, a 15-minute drive up curvy roads outside the city leads to Mount St. Benedict Monastery, with its fine hilltop views over the plains, the coast and the Northern Range. Just over a century old, the enormous yellow monastery (also known as The Abbey of Our Lady of Exile) sits on a large swath of land whose hikeable woods are filled with birds. The monks sell their popular homemade yogurt while the guesthouse serves traditional afternoon tea.

A long jetty with a thatch-roofed shelter at the far end is the signature motif of Pigeon Point Heritage Park. This is Tobago’s favorite swimming beach, a classic scene of golden sands bordered by coconut palms. The well-maintained 125-acre park is also a hub year round for island events, from dragon-boat races and culinary feasts to jazz and other music festivals. Colorful glass-bottomed boats pick up visitors here for tours over the ample reef system. And there’s shopping, too: Look for island-made ceramics, batik and beachwear.

Maracas Bay is known as much for “bake ‘n’ shark” as for its fine waves. Hungry beachgoers line up at shacks to devour deep-fried fish (rarely shark) that is packed into fried dough sandwiches and served with a plethora of spices and pepper, tamarind, garlic and oyster sauce.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

Founded in 1984, this is the oldest cigar factory operating in the Florida Keys, and it uses traditional Cuban methods to cure and roll its stogies. You can choose from a large selection of cigars and also watch a skilled torcedor (cigar roller) in action.

Visitors can browse an extensive selection of cigars—ranging from mellow to full-bodied blends—many of which are rolled on-site using premium tobacco sourced from Central America and the Caribbean. One of the highlights of a visit is watching a master torcedor (cigar roller) at work, offering a rare glimpse into the artistry behind every hand-rolled cigar. Whether you’re a seasoned aficionado or a curious first-timer, the factory’s welcoming staff are happy to guide you through the selection process and share insights into the island’s rich cigar-making heritage.

Whistler Blackcomb receives lots of press about its big-mountain features, but the resort offers plenty of terrain for every family member and skill level. The Whistler Blackcomb Snow School, among the best in North America, is great for both seasoned skiers and kids as young as toddlers. Even tweens and teens can enjoy small-group lessons, which offer equal parts socializing and instruction in the terrain parks and beyond. Welcome on the Whistler and Peak 2 Peak gondolas, non-skiers will have the village to themselves during the day. When back with their group, they can hang at one of the more than 25 on-mountain restaurants.

Cuban cigars, considered the best of the best by tobacco connoisseurs, are technically out of reach for most Americans, thanks to the U.S. embargo of Cuban goods. If you’re in Cabo, though, there’s nothing preventing you from taking a puff on an authentic Cuban, and if you enjoy a good cigar, the best place to find one here is at this shop.

Just seven hectares (17 acres) in size, the Botanical Gardens in Scarborough pack a tropical punch. They were founded in the 19th century on a former sugar plantation, with views of the town and bay. Visitors will see orchids and bromeliads, royal poinciana and silk-cotton trees, a huge saman tree with spreading branches and an allée of stately palms. Keep an eye out for the island’s colorful blue-crowned motmot bird flitting about the grounds.

In the 1770s, at a time when islands were changing hands dozens of times, both the French and the British gave Tobago something every island needed—forts overlooking bays. Today, the cannons at Fort King George, constructed by the English, still point out to sea. Visitors enjoy the site, high on a hill over Scarborough, for its marvelous views. The restored stone structure that was once a barracks now houses the Tobago Museum, with exhibits of military relics, maps and pre-Columbian artifacts.

Just as Rome has the Colosseum and Paris the Eiffel Tower, so Switzerland has the Matterhorn. Located above Zermatt, this 48,195-foot wonder attracts hordes of visitors, eager to see the morning sunlight beam off its four faces, ski its neighboring mountains, or even attempt to climb the beast itself. The Matterhorn, however, is not for the faint-hearted and has claimed the lives of more than 500 people since it was first scaled in 1865—an average of 12 per year. It’s also been replicated at Disneyland in California as a rollercoaster.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

This beautiful Parisian cemetery is on the Boulevard de Menilmontant and next to the Metro station Philippe August, in the 20th arrondissement. Upon entrance to the main gate, grab a map so not to get too lost. The art work on the memorials and the stories behind the names on the headstones inspire a mood of great tragedy and romance. The locals call it the la cite des morts (the city of the dead). The cemetery makes the ideal place to explore if you’ve seen a lot of Paris before and want to dig a bit deeper. Seek out the tombs of 1) Oscar Wilde (for all of those declarations and kisses left behind); 2) Georges Rodenbach, a Belgian writer and poet of the 19th century with a breathtaking tomb; 3) Victor Noir, who became more famous in death (by duel) than life. Seek the answer to the riddle of why his tomb is seen as good luck for fertility You’ll also see the gravesite of Gertrude Stein and Alice Toklas, buried side by side in a testament to their love. The list of the celebrity dead goes on and includes Gericault, Piaf, Chopin, Heloise and Abelard. Even Jim Morrison. An afternoon here is guaranteed to leave you grateful for the treasures you found but weren’t expecting.