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If you’re driving out to the beaches or bars of St. Kitts’ southeast peninsula, make sure to stop for an envy-inducing photo op at the top of Timothy Hill. Up here, your 360-degree view includes the Atlantic Ocean, the Caribbean Sea, Friar’s and Frigate bays, Nevis, and the hilly peninsula itself.

While not as large as other ancient Mayan cities in the region, Tulum draws in visitors for its stunning setting of centuries-old temples perched on a cliff by the Caribbean Sea. You’ll pass a large market with souvenirs, a casual Mexican restaurant, and even a Starbucks before reaching the entrance, where a train can take you to the site if you’re not up for the 10-minute walk. It’s advisable to hire a guide to fully understand each structure’s significance and the history behind the ruins; informative signage is all but nonexistent. Don’t forget to bring your swimsuit, as the site encompasses a white-sand beach with soothing waves and beautiful rock formations that’s reached by a long wooden staircase.

Chef Drew Hedlund combines classic and contemporary Southern fare here in a retired 1940s naval building on the east side of the Charleston peninsula. Long used for storage by the South Carolina Port Authority, today it’s home to one of the city’s most popular waterfront restaurants, with incomparable views of the harbor. Some highlights of the menu include crispy whole flounder with apricot glaze, Charleston shrimp and grits, crab cakes, Lowcountry boil and lump crab bruschetta.

The bay of Les Saintes ranks among UNESCO’s list of most beautiful bays in the world—and it’s not hard to see why. The views, whether on approach from the sea or from atop one of its bluffs, make up a dreamy Caribbean postcard, with the bluest of waters punctuated by small sailboats and a few docks, and its shores lined by sugar-white beaches. Under its surface, coral reefs thrive, making it an excellent snorkeling and diving destination. Lazying on a catamaran drifting across the bay is also a worthwhile experience, whether you get into the water or not.

In a city built on steep terrain, it is a wonderful thing to have the option to ride up and down the hillsides rather than walk. In 1883, Valparaíso’s first funicular (ascensor), the hydraulic Ascensor Concepción, made it unnecessary for locals to climb hundreds of stairs every day. Today, about 15 of these little vehicles, most using electric power, are in operation; passengers ride for a small fee. The most popular one—and the one with the best views—is the Funicular Cerro Artillería. The Ascensor Concepción Prat is the oldest.

This five-kilometer-wide, forest-covered, extinct volcanic cauldron hugs the green (Lagoa Verde) and blue (Lagoa Azul) lagoons and is visible from the Vista do Rei (King’s View) lookout. If the crater seems familiar, that’s because it’s the landscape depicted in countless postcard photos of the Azores. According to an ancient legend, the different colors of the lagoons are the result of one being formed from the tears of a shepherd and the other those of a princess with whom he shared a forbidden love. It’s a much more romantic story than the scientific explanation: the different colored algae found in each.

The views of the skyline of Gaira (once a separate town, near Playa Blanca, but now part of greater Santa Marta), the ocean, and the surrounding hills are part of the magical experience of dining at Burukuka, located right on the water. But it is the restaurant’s commitment to excellent fusion, Caribbean and local cuisine that is the real reason for its success. One must-try is the callelle, a local specialty of mashed green bananas with cheese, sour cream and homemade sausage. The alfresco seating on a large deck is a plus even on warm days, as it’s cooled by ocean breezes.

The Gant feels like your mountain home away from home. Tucked away on five acres at the base of Aspen Mountain, the Gant’s condos offer the comforts of staying in a home but with the service perks of a hotel. Guests can choose from one-, two-, three-, or four-bedroom condos, making this a great option for families and friends on ski getaways. Condos feature full kitchens so you don’t have to worry about booking reservations in town each night, and the staff can arrange for grocery and liquor delivery right to your door. Condos also have wood-burning fireplaces, large living rooms for lounging, and patios or balconies to soak in the fresh mountain air. A housekeeper comes to tidy up each day while you’re off hiking or skiing, and families have the option to book child care. The Gant is just steps from the Silver Queen Gondola and offers ski storage and overnight tuning. After a day outdoors, guests can relax weary muscles in one of the Gant’s three hot tubs.

Life in Montevideo is focused on its seafront, both the working port and the beaches. Few capital cities can boast as many stunning beaches, many lined by waterfront promenades. Pocitos, ten minutes from downtown, is an affluent neighborhood and home to many of the city’s most beautiful buildings including a number of embassies. It’s a good place to experience life by the seashore, perhaps with a glass of wine at one of the many sidewalk cafés with views of the beach and the Río de la Plata.

This airy, oceanfront restaurant can get crowded, so expect a wait whenever you go. It’s worth it, however, for the stellar menu of Hawaiian seafood dishes, plus the tropical cocktails. Pair a ginger mojito or strawberry piña colada with pupus (appetizers) like macadamia-crusted calamari and soy-ginger ahi poke, topped with local Surfing Goat Dairy cheese. Then move on to entrées like citrus-herb grilled fish tacos or the coconut-crusted catch of the day. If you’re not one for seafood, there are also excellent burgers and a teriyaki sirloin on the menu.

Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.

Catching the sunrise at Pandawa Beach, also known as the “Secret Beach” in South Bali, was an adventure from beginning to end. After learning about it from Rob, the owner of Suara Ombak Cottages (www.wavevoice.com) where we stayed during our SURF LIFE retreat, we woke up before the sun, hopped on our motorbikes and headed for the unknown paradise. Once there, we first stopped to admire the massive sculptures being carved out of the cliffs along the path to the beach. Then, down on the sand, as we waited and appreciated the natural beauty around us with only us three and some local fisherman, we witnessed the most magnificent sunrise that looked as if the sky was lit on fire. Riding our motorbikes to catch the sunrise at Pandawa Beach was spontaneous, powerful, unforgettable, and felt like our own treasured secret adventure.

Husband-and-wife team Genevieve Gergis and Ori Menashe are behind Bestia, an Italian haven that consistently ranks high on local “best of” lists. The decor follows the name—which translates to “beast” in Italian—with its wall of weapons and meat-hook chandeliers. There’s no wrong choice on this menu, but the roasted marrow bone and alla ‘nduja pizza are favorites for first-timers. Without a reservation, expect to wait at least an hour, even on a weeknight. If you’re looking to dine in a big group or want a primo time slot (7 p.m. on a Saturday night, say), then you’ll need to plan ahead and make a reservation at least a month in advance.

Just a few hours north of Lima, you can visit the sacred city of Caral-Supe, an ancient archaeological site that marks the earliest known instance of complex civilization in the Americas. The ruins at this UNESCO World Heritage Site date to approximately 3,000 B.C., and they are remarkably well-preserved for their age. Caral was almost certainly developed by a highly religious society, as evidenced by the stone monuments and pyramids, the the sunken circular courts, and the remnants of homes that likely belonged to the city’s elite. The physical setting is as striking as the cultural setting: the 626-hectare city is perched on a dry desert terrace overlooking the lush Supe River Valley, framed by mountains, close to the sky. You can hire a tour or take a car to visit this site on a day trip from Lima.

Surprisingly enough, you can round the point at Point Dume and discover your own hidden nooks to spend the day. With cliffs at your back and a private beach with decent size waves in front of you, it’s not a bad place for a picnic.