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Set on the grounds of a cacao plantation turned hotel, Boucan’s open-air restaurant is just one more fine-dining option with impressive views, in this case, St. Lucia’s verdant hills and Petit Piton. But the difference between Boucan and the others is that Boucan offers a menu informed by its immediate surroundings, throwing a hint of cacao into many of the dishes. Chocolate balsamic vinegar, cacao butter dip, chocolate onion soup—a meal here is a unique experience. Dessert, of course, is divine; opt for the molten chocolate cake. For more insight, ask for a walking tour around the plantation’s cacao groves. Better yet, sign up to take part in a tree-to-bar chocolate-making experience.

With more than 400 shipwrecks and its fair share of coral reefs, St. Kitts is a favorite of the scuba set. To try your hand at the hobby, consider staying at Bird Rock Beach Hotel, which houses one of the island’s most popular dive operators. Here, guests can charter a boat to nearby Devil’s Cave and swim among barracuda, lobsters, and nurse sharks, then retire to one of 46 tropical-hued rooms overlooking the sea. Less adventurous travelers can visit the on-site dolphin park, sunbathe on the private beach, or simply sip rum punches from the pool’s swim-up bar. Hotel staff is also happy to arrange off-site activities like catamaran cruises, rainforest treks, and volcano crater tours.

One of Maui’s best hikes, this trail climbs 800 feet through the lush Kipahulu area of Haleakala National Park. Half a mile from the visitor center, an overlook provides sweeping views of the gorge and the almost-200-foot-long “horsetail” of Makahiku Falls. Continue on past a sprawling banyan, stopping to marvel at the sunlight trickling through the dense bamboo forest. Here, you’ll also find the even more dramatic cascade of Waimoku Falls, which plunges 400 feet down a sheer-walled lava amphitheater. If you’re wary of tackling the four-mile round-trip hike by yourself, know that park rangers offer guided tours every Sunday at 10 a.m. Reservations are available at 9 a.m. a week ahead of time.

While Campobello Island is located in the Canadian province of New Brunswick, the only access to it by car is by crossing the International Bridge from Lubec, Maine. The 2,800-acre park honoring President Franklin D. Roosevelt covers most of the island’s southern end. The Visitor’s Centre and the Roosevelt Cottage are about a mile from the bridge. Begin there, and register for Tea with Eleanor, an engaging one-hour program during which park interpreters share stories about the former First Lady’s visits to the island over tea and cookies. After touring the 34-room, memento-filled, red-shingled cottage and the exhibits at the Visitor Centre, pick up park maps and explore the carriage roads, picnic areas, beaches, woodlands, lighthouse, hiking trails, and scenic viewpoints.

Opened in 2012, the West Street Hotel wholeheartedly embraces its waterfront location. All 85 rooms have views of Frenchman Bay and are decorated in nautical Americana (think navy, red, and cream color schemes and lots of sailboat patterns on the upholstery). The hotel can arrange a lobstering trip on a real-deal commercial boat or an excursion to nearby Acadia National Park. There are more than 120 hiking trails that range from low-key to strenuous: Advanced climbers can summit Cadillac Mountain, the tallest peak on the U.S. Atlantic Coast. For a guided tour of the park with less effort, board Oli’s Trolley, which picks up riders across the street from the hotel.

This appeared in the June/July 2015 issue.

Mole Creek Karst National Park, along with the surrounding Tasmanian Wilderness World Heritage Area, offers subterranean streams and pools, plus at least 300 caves. At Marakoopa Cave, you’ll feel as though you’re in mother nature’s planetarium—the walls are lit up by Australia’s largest colony of glowworms. Caves like Honeycomb and Westmorland are best explored during a half- or full-day trip with Deb from Wild Cave Tours. Unlike most guides, she holds a PhD in speleology. But if one day is not enough, make it a wild caving weekend to progress from walking and wading to scrambling and squeezing through tight crevices. Local beer and wine await you at Mole Creek Guesthouse.

If you happen to be interested in architecture, or even if you are not, the Harry Weese-designed River Cottages located from 357 to 365 North Canal Street in downtown Chicago are something you should see. A native of Illinois, Weese is best known for his modernistic style which also focused on historic preservation. The wonderful River Cottages, a mesmerizing display of glass and steel square and triangular shapes, rests beautifully along the edge of the Chicago river. The ideal vantage point for taking in this architectural masterpiece is being perched on a boat in the river. Find a friend with a boat (challenging), or hop on the any of the numerous architectural boat tours originating from Navy Pier (easy), and make your way to Harry’s cottage.

About a 30-minute drive west of downtown Tampa, this popular beach on the Gulf of Mexico is built up with mid-range and luxury hotels, shops, and restaurants. But all that matters when you’re down on the shore is the sugar-fine sand and beautiful, crystal clear water for swimming. The Clearwater pier has really come into its own in recent years, drawing crowds by the hundreds for nightly sunset celebrations that attract buskers and vendors selling crafts. Visit the marina to book fishing trips or dolphin-spotting tours, or head out on a pirate ship into the bay for another way to enjoy the sunset.

At Boschendal, guests can slow down and savor “Le Pique Nique,” a pre-packed picnic basket that you can order in advance of your visit to the vineyard. When you arrive, collect your wicker basket filled with sweet and savory treats, pick up a bottle of wine to pair with your snacks, and find a spot under the pine trees to sit for the afternoon, relaxing and enjoying the sunshine.

Boschendal is right on the edge of Stellenbosch, about an hour’s drive from Cape Town through the beautiful hills and valleys of the winelands. The owners transformed several farm laborers’ cottages into luxury accommodations, should you wish to spend the night after a day of vineyard tours, winetastings, and dining at the estate’s several restaurants.

Housed in Johannesburg’s historically significant University of Witwatersrand, the Origins Center details the history of humankind through displays, artwork, and more. Touring the interactive exhibits, either with a guide or a headset, will not only change the way you think about human existence, but also provide further insight into the way we’ve developed over the ages. While the museum focuses most on South African human development, there’s enough on offer to keep everyone engaged. Be sure to check out the 11 panels depicting the history of the San people in South Africa. Created by local women’s groups, the works serve as a timeline, covering everything from the distant past and the colonial period to issues affecting the San community today.

Generally speaking, shopping isn’t a big draw on St. Vincent, but if you’re searching for the perfect souvenir, you can’t do better than Nzimbu Browne’s famous banana art. Besides tourism, banana production is a driving force behind St. Vincent’s economy. By using the industry’s waste products—the banana leaves—Browne creates sustainable art with a strong sense of place. His works depict local scenes, brought to life with snippets of dried, multicolored leaves. If you’re not into art, he also makes goat-skin drums and tie-dye clothing. His studio is located on McKie’s Hill in Kingstown, but he often sets up shop in front of the Cobblestone Inn on Upper Bay Street.

Tours of the Sacred Valley, and the entire Cuzco area, often feature side trips through gorgeous landscapes like Moray, an archaeological site with remarkable concentric agricultural terraces. It’s believed the Incas used these terraces—on which temperatures vary 59 degrees Fahrenheit from the top tier to the bottom—as a way to acclimatize non-regional crops for highland cultivation. Even if you don’t find that fascinating, it’s hard not to appreciate the beauty of the spot, and given that this part of Peru is not so heavily visited, it’s a nice escape from the beaten path. The Boleto Turístico covers this admission.

No matter how many postcards you’ve seen of Rome’s iconic Colosseum, you just don’t get it until you pass beneath its crumbling arches. Built by Emperor Vespasian in 72 C.E., the huge amphitheater held 50,000 spectators and marked its opening with 100 days of brutal spectacles like gladiator combat and animal fights. The Colosseum was in use for four centuries, and now you can tour the ruins. Walk through the Hypogeum, an intricate series of tunnels and elevators originally used to transport animals, slaves, and gladiators, to the performance above, or take a moonlit tour to have one of the world’s most storied structures all to yourself.

The thermal hot springs in Rincón de La Vieja at Rio Negro (Black River) may not be as well known as those in the Arenal area, but we had the pools and surrounding forest to ourselves. From where we stayed at the Hacienda Guachipelin Rincón de La Vieja, the springs were accessible by horseback or vehicle, followed by a short hike and crossing a rather dubious hanging bridge. The pools are heated by the Rincón de La Vieja Volcano, so you definitely want to test the steaming water. There are seven pools to sample of different shapes, sizes and temperatures. The first pool was too hot to plunge more than our toes into. And the pool that was “just right” was the last one, which happened to be ideally situated next to the churning river. After two days of horseback riding, hiking, canyon ziplining and rappelling, it was great to unwind at this private oasis. If a rainforest/volcano adventure beckons you, I recommend staying at Hacienda Guachipelin Rincón de La Vieja and getting an adventure pass from Adventure Tours--both are at Rincón de La Vieja National Park.

The Herdade da Malhadinha Nova is located in Albernoa, in the heart of Baixo Alentejo and offers comfort and design in a perfect harmony between Nature and the surrounding Landscape. Its concept is based on offering experiences wrapped in the theme of wine, as well as Wine Tourism, Hotel and Restaurant. Wines are the Herdade da Malhadinha Nova ex-libris and reflect a huge respect for the Nature and for all the passion and dedication taken for their creation. The vine planted in 2000 takes now the total area of 33 ha. (81 ac.) - 27 ha. (66 ac.) on production and 6 ha. (15 ac.) of new vine. The enotourism experiences and the modern Cellar, combining traditional wine making methods with technology, are one of the best reasons to visit the Herdade. Besides the wine production the Herdade has complementary areas: the production of Olive Oil 100% Galega from the 60 ha. (148 ac.), traditional olive grove, breeding of the Alentejana DOP caw, an indigenous breed perfectly adapted to the conditions of the region, breeding of the Alentejano DOP black pig and the Lusitano thoroughbred horse.