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Sure, it’s a bit rustic and the pebbled beach is small, but this beach club has reached legendary status with Amalfi Coast travelers for its charm. And its food. Everything served is fresh and local, and made in a tiny kitchen built into the rocks at a precipitous height. One suggesion for a long and leisurely lunch: Start with grilled mozzarella served on lemon leaves before moving on to the zuppe de cozze, a giant bowl of mussels drenched in a garlicky, tomatoey stew. If friggitelli (sweet Italian chili peppers) are on the menu, by all means order them. A pitcher of cold white wine with peaches is also recommended. Call ahead to reserve a chair on the beach and a table for lunch, and at the ferry jetty in Positano, your ride to the beach club is the boat with the red fish on its mast.

Pass over limestone rocks and through a protected landscape and you’ll arrive at this enchanting pool, which gets up to eight feet deep at times. Surrounded by volcanic outcroppings, it’s so removed from other island attractions that it feels undiscovered and romantic. The water is warm and bubbly and there are some ledges for sitting, all of which make you feel as if you’re in a natural Jacuzzi. Whether you arrive by foot, mountain bike, or jeep, the journey is as exciting as the destination itself. For a dose of adventure, opt for the half-hour guided horseback tour, which winds past caverns and other rock formations on its way to the pool.

You’ll have to pick your jaw up off the ground before you start your alfresco breakfast or dinner on Elk Island, in the middle of Jackson Lake in Grand Teton National Park. Just one mile from Elk Island (the largest island in Wyoming—not a hotly contested title), the hulking Mount Moran explodes up 7,000 feet from the lakeshore. It’s so close you might be able to spot crevasses on one of its glaciers. In this setting, standard fare—trout, steak, and chicken at dinner, and eggs, pancakes, and hash browns at breakfast—tastes almost sublime. The cruise to and from the island is a bonus.

Privately owned Cavallo, just a mile off Corsica, is the only inhabited part of the Lavezzi Islands. It’s no more than half a square mile in size (120 hectares), but it was valued even back in the days of ancient Rome, when the Romans established granite quarries here. And while the island is French, it has been a favored retreat for Italian vacationers since the 1970s, when celebrities first came to frolic among its secluded coves. It’s still a peaceful oasis, with only bicycles and electric golf carts allowed on its winding roads.

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.

The Caramoan area, on the eastern tip of the Caramoan Peninsula in Bicol, is a rugged and remote landscape of white-sand beaches, rich woods, swampland, lakes, and caves. Numerous seasons of the reality TV show Survivor have filmed around this region, including at Gota Beach. Most travelers explore the pristine Caramoan Islands by small outrigger boat. There are too many to scope out in one trip, but don’t miss famous Matukad Island with its pure white sands, exotic rain forest, limestone rock formations, and even a hidden lagoon. Another must-visit is Manlawe Island, a one-kilometer-wide sandbar surrounded by ankle-deep water. Other highlights include Cotivas Island, Gota Island, and Sabitang-Laya, a triangular landmass with powdery sand, caves, and superb snorkeling. Accommodations in Caramoan include family-run inns that are equipped with modern amenities but rustic enough to accentuate the region’s remote and unspoiled ambience.

Among the three Cayman Islands, Brac is the most topographically endowed, thanks to its distinguishing feature: the Bluff, a limestone cliff rising along the length of the island and topping out at about 140 feet at the eastern end. Between that and the island’s densely forested interior, the local hiking options have a lot to offer—one of the best cases in point being the Lighthouse Footpath, a trail that runs two and a half miles (one way) along the bluff’s edge and that serves up endless sea views and likely encounters with the absurdly adorable brown boobies and soaring frigate birds. Try to go in the morning or late afternoon, and of course, take along plenty of water: You’re looking at a two-hour outing to the most beautiful of boonies.

Dedicated to everything olive, Uje sells superior extra-virgin olive oils, olive wood cutting boards and olive tapenade, as well as other favorite tidbits such as hams and cookies. Uje also runs an oil bar (Dominisova 3), an eatery offering olive oil tastings and an olive oil-centric menu.

If you want to eat like a local, try heading to Potter’s Cay—an enclave of modest fish shacks tucked beneath the bridge to Paradise Island. The most famous of these is Twin Brothers, which serves up paper plates full of deliciously authentic cracked conch, conch fritters and citrus-marinated conch salad.

Retail therapy takes on new significance at this nonprofit, where the vintage-inspired dresses, jackets, and bags are designed and handmade by the inmates of the women’s prison on Giudecca island as part of a skills training program. Fortuny and Bevilacqua donate some of the more sumptuous fabrics, and colors tend to be bold and cheery.

In the southwest of Providenciales, this national park encompasses the tranquil Chalk Sound lagoon, a large expanse of shallow water connected to the ocean by a small channel. Check out the fringe of jagged limestone, called ironshore, along the shorelines of the lagoon and its small islets. You can rent a car and explore scenic Chalk Sound Drive, or you can stop at Las Brisas Restaurant to rent kayaks for a paddling adventure. See if you can spot stingrays and small sharks finning through the water, or the local rock iguanas foraging on the islands.

You want locally sourced? The sourdough starter at this East Austin restaurant was made using wild grapes foraged from a nearby alley and a recipe from the Chez Panisse cookbook. That should tell you almost all you need to know about Dai Due. A butcher shop and restaurant (may as well throw bakery in there as well), Dai Due was started by Jesse Griffiths, a chef who had previously run a supper club and a stand at a farmers’ market. The restaurant offers quintessential Texas food. All the ingredients are local, or only from about as far away as the Gulf of Mexico, and Griffiths has the sense to do just enough to let the ingredients shine while staying out of their way. Beet-cured onions add zing and earthiness to a killer pastrami sandwich, honey shines up a pork chop, and pickled cabbage enlivens the huge beef rib.

Conveniently located a few miles from Florence, this estate has been producing wine and olive oil for over 1200 years, making it one of the oldest in Tuscany—though the current owning family has been involved for “only” about a century. Today, in addition to producing beautiful wines using sustainable and certified biodynamic farming methods, the estate includes a few accommodation options (including a restored farmhouse), a noted cooking school, a restaurant and wine bar, and acres of organic vineyards and olive groves. Book a guided tour to visit the historic cellars, the crushing area, and the wine bar, where you’ll get to taste some of the delicious homegrown products, including wines, olive oil, and Vin Santo. Wine-paired lunches in the bar or main villa can also be arranged, and if you’re there in the summer, take a glass onto the terrace, which boasts views out to Florence’s Duomo.

As of May 2018, El Conquistador Resort and Las Casitas Village are closed indefinitely, due to damage sustained during Hurricane Maria.

Situated atop a 300-foot bluff on the eastern tip of Puerto Rico, El Conquistador Resort, a Waldorf Astoria Resort, spreads across 500 acres overlooking the converging waters of the Caribbean Sea and the Atlantic Ocean. A stay at El Conquistador is a transformative experience. Guests can relax at the Eucalyptus steam room, enjoy exotic cocktails while gazing at the El Yunque Rainforest, or even kayak around a private island. Guestrooms and suites are divided into five villages, and feature ocean views, 23 restaurants, an 18-hole golf course, a state-of-the-art aquatic playground/water park for families, and the resort’s private island, Palmino Island, featuring water sports and white sand beaches.

The Blue Lagoon geothermal spa is one of Iceland’s most visited attractions, and its Lava restaurant has become a big part of making the experience memorable. Set into a lava rock face, the restaurant offers stellar views over the lagoon and serves international food created by Ingi Þórarinn Friðriksson and his team of experienced chefs in a modern, refined environment. The menu features traditional Icelandic dishes such as arctic char, lobster, and slow-cooked lamb, all updated with modern techniques and ingredients. There are also vegetarian dishes and an array of tasty desserts, set menus at lunchtime, and special menus for kids. The drinks list is impressively broad, with a good selection of cocktails and fine European wines should you want to make an evening of it.