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A narrow strip of land divides the northern Atlantic and southern Caribbean sides of Frigate Bay, making it easy to walk from one section to the other. Many visitors do just that, as hotels like the St. Kitts Marriott Resort and Sugar Bay Club are on the north side, while the beach bars of The Strip sit on the south side. The sand and scenery around the resorts is better, but the nightlife on South Frigate Bay is among the island’s best.

On the principal Orkney island, some 30 miles from the north coast of mainland Scotland, sits the best-preserved Neolithic settlement in Western Europe. From 3000 to 2400 B.C.E.—long before Stonehenge or even the Egyptian pyramids—Skara Brae was a thriving village, full of farmers, hunters, and fishermen. It was rediscovered in 1850 after a particularly strong storm and now serves as a fascinating tourist attraction, complete with nine surviving Neolithic houses. Outfitted with stone furniture made 5,000 years ago, the dwellings are linked by low corridors, roofed with what are believed to be original slabs of boulder. When you’re done exploring the village, head to the visitor center to view additional artifacts like gaming dice, tools, and jewelry.

The Grotto is a famous and impressive underwater limestone cavern that reaches some 21 meters (70 feet) below the sea at its deepest point. Considered one of the best cavern-dive spots in the world, its wealth of underwater life—including turtles, parrotfish, many hard and soft corals and colorful nudibranchs—makes it hugely popular with snorkelers and swimmers, too. Note that navigating the steep 112 steps down to the cave requires a certain level of physical fitness.

Tucked behind a religious statue behind the Cathedral of the Holy Family in Tafuna, you’ll find one of the island’s several tia seu lupe, or star mounds. This example, three meters (almost 10 feet) high, is one of the best-preserved and most easily accessible of these mysterious configurations. Believed to have been used in a ritual by tribal chiefs to capture pigeons for an unknown rite, these stepped-stone structures are similar to others found throughout Polynesia.

While White House Bay is becoming more widely known since SALT Plage restaurant opened on its shores, it’s always had a reputation for offering the best snorkeling on St. Kitts. Off the rocky beach, you’ll find calm waters and two notable wrecks—a sunken tugboat and an 18th-century British troop ship—to explore. A popular anchorage, the beach also features a chic bar, making it a favorite of the yacht set.

Hot chocolate may not sound like a Peruvian classic. However, this country grows some of the best cacao in the world, and sampling the local chocolate can be an exquisite experience. Be sure to visit the ChocoMuseo, a Latin American chocolate museum and workshop chain with locations in both Lima and Cusco. Here, you will find hot chocolate prepared fresh from pure, organic cacao bars – a truly decadent experience. You can customize your drink from a wide variety of chocolate types, based on place of origin and percent of pure cacao.

The Castelo de São Jorge, is one of the Alfama neighborhood’s most historically significant monuments. Plan a visit late in the afternoon so that you can explore every nook and cranny and learn about the castle’s abundant history. Stay for golden hour so that you can capture the light as it dances on the castle walls, and later to watch the sunset dip below the horizon.

If it’s rhinoceros you want to photograph, you can’t miss Ongava Game Reserve just south of the border of Etosha National Park. This private breeding facility has black and white rhino and plays a critical part in conserving this species. When staying at Ongava, there are several options for accommodation including the three luxury suites at Little Ongava, the air-conditioned chalets of Ongava Lodge and the traditional safari tents at Ongava Tented Camp. Best of all, because Little Ongava is so small, guests share a private guide and 4WD vehicle. This allows you maximum flexibility for exploring both Etosha and Ongava’s reserve.

The past two decades have seen the dozens of islands scattered across Boston Harbor transformed from barely noticed dots on the horizon to one of the city’s most popular attractions. The Boston Harbor Island National Recreation Area, established in 1996, has propelled them into prominence, with ferries carrying day-trippers and overnight campers from downtown Boston, Hingham, and Hull to eight of the islands (19 more are accessible by private boat or charter excursions). Most visitors head to Georges Island, home of the Civil War–era Fort Warren, or the beaches and hiking trails of Spectacle Island, the one closest to downtown Boston. (Don’t skip the concession stands here: The food is from James Beard Award–winning Boston chef Barbara Lynch.) You can also camp on Peddocks, Grape, and Bumpkin islands, or take a tour to Little Brewster Island to witness the 300-year-old Boston Light, the nation’s oldest lighthouse.

Jutting up from the crest of a flat-topped hill, the Callanish Standing Stones comprise one of the world’s best-preserved Neolithic monuments. Erected 5,000 years ago, they predate England’s famous Stonehenge and are believed to have been an important place for ritual activity for at least 2,000 years. To this day, archaeologists disagree about why the stones were placed here, but the general consensus is that the cross-shaped arrangement served as a kind of astronomical observatory. Unlike at Stonehenge, visitors to Callanish can walk right up to the monoliths, which are more roughly hewn than their English counterparts. There’s also an interpretation center and café on-site; it’s closed on Sunday, but the stones are always accessible.

Located in the charming harbor town of Portpatrick, Campbell’s is the perfect combination of welcoming informality and smart professionalism—with views of pleasure crafts and fishing boats, to boot. The best dishes highlight the fruits of the sea, whether it’s grilled langoustines or poached halibut, but also worth trying are the Thai green curry, the surf-and-turf with Galloway beef, and desserts like chocolate marquise and crème brûlée. Most ingredients come from the nearby coastline and surrounding farms, and bread is made daily on the premises. There’s also a decent wine list for pairing with your meal. Designed to mimic the seaside, the dining room is done up in shades of green, blue, and gold, with fresh flowers, candles, elegant glassware, and rustic cutlery lending the restaurant a homey yet elegant feel.

Separating the islands of Maui and Molokai—at little more than eight miles at its narrowest point—the Pailolo Channel is one of the windiest in the Hawaiian Islands. This means swimming and water sports in and around the channel are only for the very experienced. Some believe that Pailolo combines pai (lift) and olo’olo (shifting), while others say the name means “crazy fisherman,” in reference to the rough sea conditions. The annual Pailolo Challenge, held in September, is a 26-mile course from D.T. Fleming Beach Park on Maui to Kaunakakai Pier on Molokai—one of Hawaii’s best downwind runs.

Hiking the French Valley is part of the W-trek through Patagonia’s Torres del Paine National Park. It’s about 16 mi round-trip from Refugio Paine Grande to the French Valley Mirador, to see the French Glacier and the Paine Massif as close as you can get. The trail is diverse and only reaches a steep height at the last 5.5 km on the way there. You begin at Lago Pehoe and take grassy paths through the forested valley, on an terrain that the locals call “Patagonia flat,” i.e. an undulating up and down of several feet. On the way you’ll see tiny magenta--and edible--berries that taste just like apples; you’ll cross small glacial streams where you can fill up your water bottle with fresh, wild water. You’ll trek right by the Cuernos, or the “Horns,” another well-known set of peaks in Torres del Paine. Over the French River you go as you get deeper into the valley, over wobbly rope bridges. The final 5.5 km to the French Valley Mirador has you balancing on thousands of loose boulders on your way up. The very top of the trek feels like being in the middle of a Patagonian fishbowl: Paine Massif to your left, French Glacier in front, the Aleta de Tiburon (the Shark’s Fin) and the Cuernos to the right, and turquoise Lago Pehoe behind you.

One can’t help noticing Brazil’s stark social contrasts, especially visible in Rio thanks to rich neighborhoods that often sit cheek by jowl next to some of its poorest, the city’s famous favelas. High up in the favela called Tavares Bastos, visitors can take in an evening that includes some of the city’s best jazz, yet in a setting like few others: a boîte called The Maze. The owner, a British artist and longtime Rio resident, first decided to mount a First Fridays show in 2005, and those monthly events have become a citywide musical tradition. Those who journey up—aboard a minibus or in a taxi—will get breathtaking vistas to go with the great entertainment.

A Lisbon favorite, this family-run chocolate-and-coffee café is continually showered by locals with love and devotion. Here, both the coffee and cocoa beans come from São Tomé and Príncipe. The former are roasted in-house and perfectly executed in one of Lisbon’s best espressos, while the latter are churned into artisan chocolate bars in outstanding flavors like ginger, orange, sea-salt-and-pepper, and toffee. If you order an espresso, you’ll get a free sample of chocolate so you can suss out your favorite before committing to a pricier piece of heaven.