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One of the iconic activities when visiting Jamaica is to raft along one of its rivers—particularly the long Rio Grande—and take in the island’s interior landscape. You can enjoy the Rio Grande’s range of flora and fauna during the relaxing, slow ride down its length. You’ll spot horses drinking along the riverbanks and plenty of tropical flowers and greenery, as well as locals cooling off near shore. Arrange your excursion with your hotel or an outfitter because you’ll need not only a raft but also a ride to the launch site at the mouth of the river, called Rafter’s Rest.

Italian food is the specialty at this restaurant at the Four Seasons, with house-made pastas and braised meats from chef Antonio Minichiello stealing the show. Though the dining room is stylish, the best tables are outside on the veranda—as the name suggests. The brunch features fresh cold-pressed juice and, on weekends, a doughnut-making machine. There’s also an afternoon tea service from 3 p.m. to 4 p.m. that includes scones with cream and lemon curd and a variety of finger sandwiches. For those who prefer cocktails, the evening happy hour is surprisingly affordable.

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.

Chef Drew Hedlund combines classic and contemporary Southern fare here in a retired 1940s naval building on the east side of the Charleston peninsula. Long used for storage by the South Carolina Port Authority, today it’s home to one of the city’s most popular waterfront restaurants, with incomparable views of the harbor. Some highlights of the menu include crispy whole flounder with apricot glaze, Charleston shrimp and grits, crab cakes, Lowcountry boil and lump crab bruschetta.

Set right on a stretch of sand, Eladio’s is a superb choice for a cool drink and a bite to eat while exploring the port town of Progreso. Dine in the large restaurant under palapa roofs or sit directly on the beach. Eladio’s has been a Yucatán favorite for over 60 years; the first outpost opened in Mérida in 1952. The coconut shrimp and fish in avocado sauce are great options for daytime dining, and the margaritas are refreshing in Progreso’s heat. Look for live music, day and night, which brings in the crowds.

Tel Aviv is known for its picturesque stretches of soft sand beaches filled with lively tanned locals and tourists swimming, snorkeling, and playing matkot (the Israeli version of the raquet sport paddle ball). But with a handful of different spots, including the ports of Jaffa and Tel Aviv, it can be difficult to decide where to put down a towel. A tried-and-true local favorite is Gordon Beach, with its volleyball nets set up on the sand, selection of restaurants and bars lining the boardwalk, and the adjacent saltwater Gordon Pool. A handful of water activities, such as kitesurfing and stand-up paddleboarding, are also available at neaby beaches. Visitors often stay after hours to watch the unrivaled sunset.

Life in Montevideo is focused on its seafront, both the working port and the beaches. Few capital cities can boast as many stunning beaches, many lined by waterfront promenades. Pocitos, ten minutes from downtown, is an affluent neighborhood and home to many of the city’s most beautiful buildings including a number of embassies. It’s a good place to experience life by the seashore, perhaps with a glass of wine at one of the many sidewalk cafés with views of the beach and the Río de la Plata.

Fleetwood Mac front man Mick Fleetwood is behind this bar and restaurant, located on a third-floor rooftop in Lahaina. Here, guests sip drinks under beige umbrellas while taking in views of the dreamy blue Pacific. To pair with award-winning cocktails like the Heart of the Jungle (Cynar, Velvet Falernum, coconut rum, and lemon juice), which comes in a tiki artichoke, executive chef Eric Morrissette serves a menu of elevated bar bites, fresh local fish, and meatier dishes like filet mignon with peppercorn reduction. If you’re not a cocktail person, know that the robust drink menu also features beers from Maui Brewing Co. and Kohola Brewing as well as exclusive wines like Krug Brut from Reims, Luberri Gran Reserva rioja, and even a Chateau Musar red blend from Lebanon.

For many, Thessaloniki is a happy alternative to the chaos of Athens. Although it’s home to just under 400,000 people, it’s the second largest city in Greece. There’s a large student population here, and so you’ll find the city busy with cafes, pubs, clubs, and restaurants. Of noteworthy mention is the iconic White Tower, built in the Byzantine period and still standing guard over the waterfront. There are a number of other Byzantine monuments around as well, including the churches of Acheiropoietos and the Heptapyrgion castle. The Old Town is worth exploring as well, which has a classically Macedonian feel to it.

Running from the waterfront to Montréal’s City Hall, at the opposite end of a gently sloping hill, Place Jacques-Cartier has been a center of the city’s street life for more than two centuries. It was laid out at the beginning of the 19th century after the Château Vaudreuil, which had stood on the site, burned down in 1803. Originally known as New Market Place, the square stays true to those roots with the many vendors who sell flowers here in the summer. You’ll find them on sunny days alongside the outdoor tables of the cafés that line the square. In December, Place Jacques-Cartier is dressed for the holidays with rows of Christmas trees. Given the name of the square, you might expect the column at its western end to be topped with a statue of the French explorer. Instead, the English admiral Lord Horatio Nelson looks over the city from the perch. Erected in 1809, it is Montréal’s oldest public monument and preceded London‘s column honoring Nelson by three decades. To this day, the choice of hero to honor still causes some resentment in this largely francophone city.

Opened in 2002, Coffee House Aruba is an homage to Vienna’s traditional coffeehouses. The three-room gathering space invites guests to sip coffee drinks on overstuffed furniture, surrounded by several antiques. While coffee is the principal focus—there are roasts from Jamaica, Colombia, and Curaçao as well as a house blend from local roaster Smit & Dorlas—the spot also offers an impressive selection of teas. Rounding out the menu is light fare like quiches, salads, and pastries. Note: The coffeehouse is closed on Sundays.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

Pamela Echeverría founded her original Avenida Ámsterdam space in 2010, after experiences at Galería OMR and the Museo de Arte Carrillo Gil. Since then, the gallery has made a name for itself by providing a forum for contemporary-art proposals based on impassioned research; its catalog has included artists such as Teresa Margolles (2009 Venice Bienniale and the 2012 Prince Claus Award), Erick Beltrán, Santiago Sierra (2003 Venice Bienniale, representing Spain), and Héctor Zamora, as well as Jill Magid, Pablo Vargas Lugo, Terence Gower, and Antonio Vega Macotela. Labor’s current headquarters were originally functionalist architect Enrique del Moral’s 1948 residence and lie just across the street from 1980 Pritzker Prize winner Luis Barragán’s house, which was declared a UNESCO World Heritage site in 2004.

Limo offers Peruvian fusion par excellence that uses typical ingredients in daring new ways. It’s particularly known for fish, including many types of sushi, as well as a variety of entrées that feature tuna, shrimp, octopus, crab, salmon, or trout, some inspired by Andean recipes, others taken from the Japanese tradition. Not a seafood lover? No problem! Limo also has delicious options featuring chicken, pork, beef, and alpaca. This second-floor restaurant overlooking the Plaza de Armas is also a great place for sampling pisco cocktails. Reservations are a good idea, especially if you’d like to score a balcony table with a town-square view.

The historic MV Liemba is the oldest functioning ferry in the world, and a voyage down Tanzania’s Lake Tanganyika on this landmark is a colorful experience. Your fellow passengers will include traders loading and unloading cargo (anything from pineapples to flip-flops) and locals using the ferry for transport. On the southbound journey, the boat departs from the town of Kigoma and travels 300 miles to Zambia, where its makes its first port of call on land. But in between those two stops, while still on the water, travelers can transfer to smaller ships in order to reach places like Lagosa (a jumping-off point for the Mahale Mountains National Park) or the peaceful beach area of Kipili.