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A once-impenetrable country reveals itself to writer Matt Gross one meal at a time.

If eating huge plates of pork, deciphering local slang, and snowshoeing through the woods of Québec can’t bring two siblings together, what can?

There are countless ways to achieve a perfect New York City day. It depends, of course, on what you’re looking for and a bit of luck—and the biggest challenge may be to pace yourself. Here’s one route that hits many local favorites, from a hearty breakfast near the High Line to an intimate evening concert below the Brooklyn Bridge. Think of it as your very own New York marathon.

A journey into the ethnic neighborhoods redefining the City of Light

What could an Alaska local ever discover on a voyage through the Inside Passage? Just the essence of the place he thought he knew.

Any trip to Puerto Rico must include at least one perfect day in the old city of San Juan. The island overflows with a rich culture and history that you can first experience here in San Juan right after stepping off the plane. Spend a day roaming the old city, exploring cobblestone streets with hidden gems and restaurants, art galleries and shops. These are the must-see places to complete your perfect day in San Juan.

New Zealand’s North Island is home to volcanoes, beaches, movie scene locations, stellar dining options, and cosmpolitan (but always friendly) cities. Easy to travel around in, you’ll find that you’re not far from anything including friendly North Island locals willing to personally point you in the right direction and show you what ‘secret places’ not to miss out on. Your best route: Start in Auckland, rent a car, and head south to settle in at Rotorua and Taupo. Enjoy the capital Wellington before heading home or, better idea, making your way to the South Island.

Born free, today’s post-apartheid generation asks, what’s next?

It is not quite accurate to say that this 13-room beachfront property on sparsely populated South Andros Island is off the beaten path. Sure, there are no roads to bring you here, and the only neighbors are the denizens of the 125-acre nature preserve that surrounds it, but a seaplane flight from Nassau will have you wading ashore in just 15 minutes. Once settled into their thatch-roofed private villas, guests gravitate toward the Great Room for fruity drinks, fresh-caught meals, and tall tales. While there is every kind of watery diversion, from bonefishing to scuba diving—and nature tours, too—it’s the kind of place where kicking your feet up is the most strenuous thing you’ll do all day, and where privacy is so valued that beach butlers won’t intrude unless, in one of the older nautical traditions, you raise a flag to indicate that you require food and drink.

From roast pork, empanadillas, and plantains to street snacks, seafood, and freshly-made ice cream, Puerto Ricans enjoy many hearty local flavors. To really experience local culture and customs, you must take time to try each region’s culinary specialty. These foodie delights could be a unique twist on non-Puerto Rican food, or a delicious concoction of fruit and juices, to sandwiches stuffed with three kinds of meats. Locals love the flavors, and you will too!

Bringing riders on a journey through the heart of the Grand Canyon since 1901, Grand Canyon Railway takes you from a starting point in Williams, Arizona, to the South Rim and back for a full-day excursion, complete with on-train entertainment from strolling musicians. Multiday packages include a Wild West kickoff show, narrated motor coach tours along the South Rim, and free time to explore the canyon on your own. Overnights take place at the Maswik Lodge North and the Grand Canyon Railway Hotel, along historic Route 66.

The Museo Soumaya, financed by Carlos Slim, the richest man in Mexico, has the ambitions of the Guggenheim Bilbao from the outside. It’s a stunning building whose sweeping, soaring curves couldn’t help but make it an instant landmark near Polanco, one of Mexico City‘s ritziest neighborhoods. Inside, the museum recalls the Guggenheim New York, with galleries off of a ramp which spirals down (or up) the building. Unfortunately the museum’s permanent collection isn’t as impressive as those at either Guggenheim. The Soumaya does have some strengths—one of the world’s largest collection of Rodins and some especially noteworthy colonial Mexican works—but it can feel hit or miss, with many undistinguished pieces. Slim’s museum is free, however, so you won’t regret paying admission even if you just pass through quickly to take in the building itself and some highlights.

Set down a small alley just a few meters from Piazza San Lorenzo, the art gallery Il Vicolo is a lovely spot to browse, and purchase, contemporary art in the ancient city. One of the oldest galleries in town, Il Vicolo routinely changes their artistic focus - thus one can come back often for pieces and exhibits from new, well-followed, and even young emerging artists.

Mount Kilimanjaro is a treasure of Tanzania and a popular attraction for tourists wanting to conquer Africa’s tallest mountain. Because of its fame and relatively easy ascent—if you don’t count the altitude sickness—this hike attracts more than 16,000 climbers a year. If you want to climb in relative peace, take the Northern Circuit detour, which avoids the busiest trails.

Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.