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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.

Occupying what were the Maison Blanche department store and the S.H. Kress & Co. five-and-dime, this stately hotel first opened its doors in 2000 after a $250 million overhaul of the then-shuttered Beaux-Arts buildings. After Katrina, the property underwent a second renovation, which included the expansion of its spa (now a sprawling 25,000 square feet) and the addition of a private entrance for Club level guests.

This is a Ritz-Carlton, so you can expect the same (high) level of service and luxury—think ornate furnishings, sumptuous linens, and a $3.5 million art collection—as at other properties within the brand. But the property isn’t just another Ritz. Bellmen wear seersucker, the bistro serves po’ boys, and there’s live jazz in the lounge (which also serves a mean Vesper).

There is never a dull moment at Covent Garden, a labyrinthine open space peppered with restaurants, vintage markets, craft stalls, and independent boutiques. There is festivity in the air. This is compounded by singers, magicians, and miscellaneous street artists performing at every corner. Explore the rich history of the area by visiting the London Transport Museum or the Royal Opera House. Pick up a unique gift at The Apple Market, which boasts of a variety of quirky craft stalls. For lunch, head to one of Leicester Square’s numerous al-fresco restaurants.

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.)

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.

At Graycliff Chocolatier on Nassau, you can do more than just taste delicious, gourmet chocolates—you can learn how to make them yourself with the help of Graycliff’s master chocolatier. The chocolate-making experience is part of the chocolate factory tour, in which guests learn how the chocolate goes from raw cocoa beans to a rich liquid that can be poured into molds. Then you’ll have the chance to mold your own chocolate bars. Of course, if you’d rather taste it than make it, you can purchase a selection of chocolate and truffles, or join one of the chocolate and spirits tasting sessions to learn how to pair gourmet chocolates with spirits like rum, whiskey, and port.

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.

Located on a half-mile stretch of white-sand Ha My Beach, a short drive from the UNESCO World Heritage town of Hoi An (a hotel shuttle can ferry you back and forth), the Nam Hai sits on the grounds of a former fishing village (a temple from that time is preserved on-site), and it still feels like a community. Guests bike between public spaces designed to evoke the high-ceilinged Tu Doc royal tombs found in the region, as well as 86 acres of tropical gardens and 100 villas, each outfitted with indoor/outdoor lounging spaces, king beds, lacquered bathtubs, and alfresco showers. The dining options range from a casual beachside spot to a fine-dining restaurant, and serve everything from Vietnamese and Western fare to Indian tandoori specialties; learn how to make some of your favorite dishes in a chef-led cooking class, or join the kiddos at the Junior Cooking Academy, part of the kids’ club. When you’re ready to take a break, don’t miss the central trilevel infinity pool and the exceptional spa, where the eight individual treatment pavilions appear to float on a koi-filled lagoon.

Hôtel du Roi Christophe is a small, relaxed boutique hotel, nestled in a lush tropical garden in the midst of humming Cap Haitien. It’s not über–luxurious, but perfectly comfortable, and it attracts travelers and business people alike. There’s a great, comfortable terrace, a good place to hang out and let the day spool past one more time, drink in hand. The central location (ten minutes to the cathedral and Place d’Armes) makes it a perfect starting point for excursions on foot. Speaking of walking and exploring, if you want to get to know Haiti by yourself, Cap Haitien is a safer place to venture out on your own, than Port-au-Prince. ___________________________________ Warmest thanks to my incredible guide Anne-Rose, with Ayiti Tours (http://caribbeantours.info/en/haiti-tours), for her competence and brilliant knowledge of Haiti’s past and present.

Located just two miles north of Port Elizabeth, on an 18th-century sugar plantation and working sea salt farm that overlooks Spring Bay, Firefly Bequia has all the sophistication of its sister accommodations on tony Mustique. Scattered along the hillside to maximize ocean views, the four suites and one two-bedroom cottage are outfitted with king-size four-poster beds, indoor-outdoor showers, and rattan ceiling fans that recall the island’s colonial past. Though it’s a five-minute walk to the beach, you’ll spot the remnants of the plantation’s original sugar mill, a croquet lawn and swimming pool, and the hotel’s resident goats along the way. Upon your return, a cocktail in the stone bar, where green bananas hang like chandeliers, is just the thing to ease you into a star-filled night.

When you see this UNESCO World Heritage–listed train station, you’ll understand why it’s described as an eastern version of London’s St. Pancras. This imposing reminder of the British raj, designed in an extravagant Victorian-Gothic style with Islamic and Hindu elements thrown in, is often referred to by its colonial name of Victoria Terminus, or VT; a statue of Queen Victoria still lords over the building’s dome. Inside, watch with awe as thousands of people spill on and off the trains—and if you’re feeling brave, have a go at riding the rails yourself.

On the non-descript, busy corner of Bucareli and Morelos streets in Mexico City is a café with a famous history: Fidel Castro and Che Guevarra met here at Café La Habana several times, chain smoking and drinking strong coffee, to plan the Cuban Revolution. Nowadays, you can still get excellent coffee—and pretty good food—while you plan something a little less dramatic (but more enjoyable), like your vacation itinerary. Old journalists and businessmen congregate here for hours on end while salt-of-the-earth, slightly surly waitresses take your order and bring you your food and drink. Come for breakfast and order their chilaquiles, motuleños, or molletes, and wash it down with an espresso or café americano.

Most people who visit Florence know that walking to Piazzale Michelangelo is a must. However, fewer people know that walking a little higher to the old church of San Miniato al Monte is an even better experience. Amble down the Arno River to Viale G. Poggi, up the green pathways to Piazzale Michelangelo, then continue on until you reach the busy square with a bronze cast of Michelangelo’s David at its center. This church facing the square is one of the oldest in the area, a beautiful 12th-century example of Romanesque architecture. Note, especially, the mosaics on the facade and, inside, above the altar; the floor decorations are also worth a look. There is also a small shop next to the church, run by monks. Take in the views from the outside, stroll the grounds, and see the old cemetery. Entrance to the church is free, and if you’re lucky, you might even hear the monks singing.