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Three days in San Sebastián leaves just enough time for the city’s essentials. Visit the hallowed bars of the town’s old part, eating, drinking, and repeating until you find your favorite pintxo, those small bites for which San Sebastián is known. Drink in the city’s views from the surrounding mountains, beaches, and islands. Whether hiking or splurging at the seaside spa, a visit to San Sebastián is a lesson in luxurious living.

Montego Bay and the west coast of Jamaica attract first-timers to the island, and it’s easy to see why: white-sand beaches, the most glorious sunsets in Jamaica, plush resorts, a wide variety of restaurants, and a lively music scene. But there’s also plenty to see and do in the west coast interior away from Montego Bay: rivers, cenotes, and waterfalls such as the stunning Mayfield Falls.

Spending two weeks in eastern Jamaica? Start in Port Antonio, head to Boston Bay and Long Bay, and end in the majestic Blue Mountains. Eastern Jamaica offers wide-ranging natural beauty in which to play: Two weeks is plenty of time to swim in secluded coves and walk deserted beaches, hike to jade pools and waterfalls, surf the waves of Boston Bay, explore ruins and forts, raft across the Rio Grande, bike at 7,000 feet, and, of course, sample both original Jamaica jerk and reggae.

The best hotels in Mexico fit well in a country that dazzles visitors with world-class art, museums, and food, but also relaxes even the most harried traveler with its beautiful beaches. Choose from boutique properties in the city, eco-friendly accommodations on the coast, or luxurious spots that offer the ultimate spa experience.

One of South Africa’s most famous sights, Robben Island is located four miles to the west of Cape Town. Its history as a prison is almost as old as the first Dutch settlement on the cape, dating all the way back to the 17th century. Today, the island is a UNESCO World Heritage site and museum, offering guided tours by former prisoners. After visiting the graveyard and maximum-security facility, guests can finish with a stop at the cell of the island’s most famous prisoner, Nelson Mandela. The half-hour ferry ride to Robben Island includes breathtaking views of Cape Town and Table Mountain. Just note that the ferry only runs three times a day in the low season; in the spring and summer, there’s an additional departure in the late afternoon. Book your tickets far in advance.

Bypass the roadside watering holes and take a boat ride to Floyd’s Pelican Bar, instead. This thatched hut stands on stilts out in the water, making it a dreamy spot for an afternoon of swimming and shooting the breeze, solo or with friends. It’s 30 minutes from Treasure Beach (arrange a boat ride through your guesthouse or resort), and you can arrive for lunch and stay until after sundown for the just-caught fish, rum, and chilled Red Stripe on the menu. Inside the tiny shack, the flags of various countries hang and previous customers have left messages scrawled on planks and benches. Sit outside and watch the pelicans flying in formation across the horizon.

Nearly hidden behind a tall row of hedges is Delano South Beach, a landmarked hotel built in 1947 and renovated by Ian Schrager and Philippe Starck in 1995. Schrager and Starck wanted Delano to feel like a home; to that end, Starck created a series of discrete “living spaces,” with mismatched furniture, in the hotel’s common areas. Each of the spaces is intended to evoke specific images and experiences from his childhood, such as a wall of nightlights. The Delano’s backyard and pool area are an extension of the lobby’s “living room,” and that’s why a table and two chairs sit in a shallow section of the pool, and why the hotel’s veranda features the kind of comfortable furniture usually found inside a building, rather than outside it. In rooms, guests will find oversized marble bathtubs, said to be a favorite among NBA players because of their seven-foot length, along with Malin + Goetz toiletries.

Situated oceanfront on Collins Avenue in the shadow of The Setai (South Beach’s tallest and most expensive hotel), Townhouse is a humble Art Deco concrete building trimmed in red with two very cool venues hidden inside, a subterranean ramen lounge and a laidback rooftop bar. K. Ramen. Burger. Beer excels in all of its eponymous categories and also serves delightful poke bowls and chicken wings, while The Cape is a surprisingly rare rooftop perch in South Beach with a laidback bungalow atmosphere playing host to live music.

Cape Town’s Mount Nelson Hotel is a city icon. And who better to preside over the entrance than another icon? Mahatma Gandhi, who had a strong connection to South Africa (he worked in the country as a young man, and developed his political views and thoughts on social injustice and civil rights here), is immortalized in a statue at the hotel. Say hello as you visit the Mount Nelson — affectionately known as the Pink Lady, for its rosy hue — for its celebrated high tea.

Darwin’s proximity to Indonesia is evident at the Mindil Beach Sunset Markets, a gorgeous place to be on a balmy tropical evening in this Northern Territory city. Held every Thursday in the dry season months between May and October, this fabulous market is a bit of a Darwin institution. Locals start arriving at dusk (out of the heat of the day), armed with tables, chairs, rugs and kids. They settle on the beach or the grass to watch the sun sink into the ocean (that’s one thing the east coast of Australia doesn’t offer). Like Darwin, these markets are melting pot of cuisines and cultures. People from more than 50 nationalities live in Darwin and more than 30 exotic national flavours – including Aboriginal, Islander, Thai, Indonesian, Chinese and European – are showcased in the tasty food stalls at Mindil Beach. There’s arts and crafts to pick up here too, so bring a carry bag for new treasures.

Walking through the CBD, I was delighted to come upon this buzzing shopping area. The street has been turned into a mall, with a covered area, where vendors can set up to sell all kinds of things. Haircuts are one of the favorites. There are nice shops, like Kurt Geiger, opening in the area, to go with the street vendors. I heard that people come from all over Africa to shop here.

Jewelry designer Michele Mercado’s showroom and work space in Boston‘s historic South End is filled with metal treasures. Her award winning designs feature 100% recycled Harmony Metals and she is a big champion of up cycling clients old pieces into new designs that will fit with their lifestyle. The timeless styles are minimal, clean and modern. Also on display is a unique grouping of handcrafted pieces of fellow jewelry artists. During my visit the hammered wall compositions of clouage artist Robert Kobayashi were incredibly detailed and meticulously constructed out of old metal.

Let me put the good news front and center: This is not your father’s Ritz-Carlton (nor your mother’s). For example take the infinity pool, which practically drops you in the Atlantic. Then, there’s the art deco décor, which comes alive with the Latin beat infused throughout the property. Finally, consider the location: the completely restored landmark hotel is literally steps from Lincoln Road, the epicenter of South Beach life – at least the part of life that’s off the beach. I, for one, could not have been happier reading in a poolside chaise or taking a soak in the Jacuzzi, unless it was when I headed up to the state-of-the-art spa, and then down to the beach, where attendants are standing by to cater to your (nearly) every whim. Sunrises are breathtaking — instead of taking photos to post online, I suggest you do what I did: Stand there and let the new day bathe you in its rays. But there is one important way that this Ritz-Carlton is like every Ritz-Carlton: The top-flight service. I barraged handsome Patrick, the day concierge, with a series of questions: “Where can I have dinner that is quiet and outside?” “Can you find me a yoga studio with ‘flow’ classes?” And so on. Let me say this: He knows his stuff and so does the rest of the staff. I was genuinely sad to leave, wanting more time at the pool, at Bistro One LR. Basically, more of everything, which is the ultimate compliment for any hotel. (A $28 resort fee is charged per night, per room)

We absolutely loved the energy and atmosphere at Myoga, the 100-seater restaurant at The Vineyard Hotel & Spa. Chef Mike Bassett serves a dining extravaganza of seven courses paired with South Africa’s finest sparkling, white and red wines. You’d think with seven courses to choose from, decisions wouldn’t be so tough. But OMG. Gorgonzola creme brulee or kaitafi prawn? Roast leek or chilled avo and cucumber soup? Springbok medallions or duo of lamb? To top it off, Pearl Oliver, our most excellent sommelier, beautifully described the attributes of each pairing. Believe me, it’s worth the long flight to SA just to dine here, and have a look at the menu first on the link below.

Swim the Caribbean Sea. Hike through Tayrona National Park. Trek to Ciudad Perdida, the Lost City. Take in Colombian coffee culture in the Coffee Triangle. Or just wander the streets of one of Colombia’s cities to take in enough art and culture to keep you talking about this stellar South American country for the rest of your life.