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Hemingway’s Restaurant has the best sunset views of one of the world’s most beautiful beaches, Grace Bay, from a pier-like patio. The restaurant at the Sands at Grace Bay Hotel makes blended-just-right Pina Coladas topped with an extra dollop of rum. Sip and keep watch for the resident dolphin JoJo, who has been patrolling the turquoise waters off this picture-perfect crescent of sand for more than a decade – there’s even a bell to ring if you see him, although who knows if it’s the same dolphin. After you get tipsy, order dinner. In addition to conch, the restaurant is known for steak and fresh-caught fish cooked only in olive oil. At lunch, the fish tacos are my favorite dish. There is live music twice a week.

There’s a lot more to the San Fermín festival than the running of the bulls. In Pamplona, a skeptic learns what it’s really like to attend the biggest summer fiesta in Basque country.

Le Rêve rises up like a dollhouse from a street lined with bars and restaurants in the leafy neighborhood of Providencia. Completely renovated in 2011, this pretty boutique hotel works on a B&B basis, the idea being that guests make the most of the surrounding eateries. However, tea, coffee, and snacks are always available, and there is an open kitchen so guests can poke their head in the fridge when peckish. This gives the hotel a unique, homey feel.

Behind the white shuttered windows, communal areas include a lounge area with an honesty bar and a library stocked with international books. The dollhouse feel continues inside with details such as an elegant green velvet sofa, blue and white ceramics, and waitresses dressed in French maid outfits. Rooms are equipped with wireless Internet access.

Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.

Families visiting this coastal city will find outdoor adventure at beaches, waterparks, and islands. Above it all, a thrilling Ferris wheel with air-conditioned seats (really!) beckons view seekers. Back on land, kids may encounter camels and wild animals, and learn about desert culture. Yes, the younger set can easily have fun in this largest emirate.

It’s time to experience island time at your own pace, with your toes in the sand and a cocktail in hand. Sip a happy-hour rum concoction at a beach bar, watch the sun go down with a glass of wine at an open-air bar, or sip a cold local beer while dancing the night away to live music—in the sand.

Jamaica is much more than just the beach. The island’s great outdoors includes thick rain forest, numerous waterfalls, rivers on which the sport of rafting was born, swimming holes, and more. Jamaica’s natural beauty has been the set for more than one Hollywood movie, and if you really can’t drag yourself away from the beach, the bioluminescent bays offer a different form of outdoor adventure.

Along its Atlantic and Caribbean coastlines and in its mountainous interior, the Dominican Republic rolls out the welcome mat for all types of travelers. Whether you feel most at home in a clifftop villa with a private butler, a treehouse in the jungle, or a thatched-roof bungalow on a pristine beach, you’ll find your ideal hotel on this magical island.

Given its long history—including time before records or even writing—Scotland has a wealth of fascinating sites to visit. Spread across the country, from the Borders in the south to the Shetland Islands (which are closer to Norway than to most of Britain), these must-see attractions range from standing stones and prehistoric settlements to ancient abbeys, medieval battlegrounds, and Jacobite monuments.

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.

St. Vincent and the Grenadines are home to a wide variety of restaurants, from fine-dining spots in luxury resorts to authentic local joints on St. Vincent and Union Island. Don’t miss the great beach bars on Bequia and, if you’re lucky enough to be visiting Mustique, the famous Basil’s Beach Bar on Britannia Bay.

Many rivers to cross, and beaches to check out, and swimming holes to test: Jamaica offers visitors a busy schedule of taking it easy. When the most difficult hike on your itinerary ends at a rain forest waterfall, you know you’ve come to the right island.

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.

Chilean society is quite conservative by many standards with the younger generations finally starting to cut loose. Get more playful. Be expressive. US expat Jayne Morgan saw the opportunity to fill the niche for erotic toys in the capital, starting as private bachelorette parties. The idea was a runaway success and she’s expanded to now have two stories in Providencia and Barrio Lastarria to satisfy the demand. Sex toys, games, outfits, and erotic books, all imported of high quality and good taste, are all laid in her attractive stories with attentive staff. Monjitas 580, 2nd Floor (in Bar The Clinic Building) Phone: 56 (2) 2632 5988

A novel way to combine great food with a classic city tour, the double-decker Crystal Bus provides delicious sightseeing. Nibble Chinese dim sum prepared by the restaurant One Dim Sum (which was awarded a Michelin star in 2012), while driving past more than 20 of Hong Kong’s most famous sites (and stopping at one for photos), from the Hong Kong clock tower to the 1881 Heritage Building, a 197-foot-high Ferris wheel, and Portland Street, the city’s famous red-light district, known for its neon. Each tour—one at lunch goes from Kowloon to Hong Kong Island and another at teatime from Kowloon to New Territories—lasts about 2.5 hours. Both start at No. 7 Hankow Road, Tsim Sha Tsui, in Kowloon.