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Too often us intrepid experiential travelers can get caught up in the whole effort of trying to do it all. “I must explore this off-the-map place!” “I have to try this exotic dish!” It’s easy to forget that sometimes the best way to get to know a place is to simply stroll aimlessly. Luckily, Barbados makes it an attractive prospect.

Founder’s Note: Where the Grass is Greener

When traveling with family or friends in Turks and Caicos, a private villa rental often works out to be cheaper than sleeping in a hotel. Staying in a private villa also offers more privacy and flexibility when it comes to meals and experiences. From bare-bones to full-service with butler, maid, and chef, villa rentals in Turks and Caicos cover all budgets.

Bracingly fresh wines, just-picked organic vegetables, and local cheeses are served alongside Indian curries and Indonesian noodles in New Zealand’s increasingly cosmopolitan cities. While touring vineyards, stop for food and wine paired perfectly with stunning landscapes. Wine lists are, as expected, top notch in every part of the country.

When it comes to shopping, Buffalo has you covered with everything from quaint boutiques and high-end fashion retailers to consignment stores, vinyl shops, and a variety of small, family-run spots. A stroll through Allentown, Elmwood Village, the West Side, and Hertel reveals one-of-a-kind clothing, classic home decor, vintage records, and pretty much everything in between—no need to head out to the suburbs for a mega-mall experience here.

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.

There are some experiences that you shouldn’t miss: Taste a custard tart (the famous pastel de Belém), visit the Jeronimos Monastery, listen to fado (Portuguese folk music), and stroll through Lisbon’s alleys, Rossio Square, and the narrow streets of the Bairro Alto and Alfama. There is also time to visit some museums or the castelo.

Right on Key West’s famous Sunset Pier and next to Mallory Square, Ocean Key is at the center of the action, proven by the flocks of tourists who descend on the pier every evening at sundown. Inside the resort, the contemporary rooms are decorated in tropical colors like bright lime and turquoise, and have bathrooms with rainfall showers and whirlpool tubs and private balconies with views of the Gulf of Mexico or buzzy Duval Street. The angular pool is surrounded by cabanas and day beds; grab a ringside seat for the daily fashion show at Liquid, the kicking poolside bar. Prefer a quieter experience? The spa has a full range of treatments and packages that lean heavily on Asian traditions and ingredients, from Balinese massage to a Javanese rice-and-turmeric body scrub.

Miami’s food scene reflects South Florida’s diverse culture and international flavor, attracting some of the best culinary talent in the world (and more than its fair share of James Beard Award winners). And when the call of comfort food beckons, head to a down-home restaurant for local favorites like stone crab and fried chicken.

Life in Curaçao is a colorful mash-up of cultures. Locals speak a multitude of languages (four is the norm), thanks to its Dutch and Spanish colonial history and the influence of nearby South America. One of the best ways to get to know Curaçao is through its cuisine, a mix of sights, smells and flavors. You can take your pick among casual catch-of-the-day spots and chic beachside dining—for taste that’s uniquely its own among Caribbean islands.

While strolling along Stellenbosch’s oak-lined avenues, you’ll come across several boutiques selling everything from jams and baked goods to artisanal crafts. For the best souvenirs, stop into Local Works on Drostdy Street, where you’ll find handsome wooden giraffes. Though cumbersome to carry home, they make for great gifts. You’ll no doubt see someone on your return flight with one wrapped in newspaper.

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!

It can be extremely difficult to keep up with cool restaurant openings in NYC. My trick? I look for the lineups. On Soho’s edge, Jack’s Wife Freda had a buzz that caught my attention. When I returned, I was able to get a table solo at this packed boite. Duo Dean and Maya Jankelowitz (ex-Balthazar) make an inventive brunch menu stemming from Israeli and South African influences. I was in a Dr. Seuss mood and had the green shakshuka - yes, green eggs, no ham. I’m a fan of their housemade juices as well. Next time: rosewater waffles.

As you walk through Stellenbosch’s town center, you’ll probably smell the bread baking at Boschendal at Oude Bank before you even arrive at the café’s main entrance. Owned by Boschendal Farm Estate since early 2017, the local favorite is a bakery, bistro, and farm shop in one, serving seasonal dishes made from locally sourced, farm-fresh ingredients. The warm interior features cozy dining nooks, but you should really sit outside, where you can sip your matcha latte while people-watching on Bird Street. Go for breakfast and order the brioche French toast, or stop by for lunch and pair the trout salad with a glass of chenin blanc from the farm.

The Red Herring in Noordhoek is a local pub that is a nice place to dine in all seasons. In the summer, you can toast the sunset over Noordhoek Beach from the rooftop balcony (but arrive early to ensure you get a seat). In the winter, you can dine downstairs next to this cozy fireplace. Their pizza is a delicious, too. Their large, crispy pies and rival that of the nearby pub The Toad. The setting and menu are varied enough that you can eat there more than once.