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Open from first light until late in the evening, this relaxed bar, just around the corner from La Piazzetta, has an entirely different vibe from the fancier options there. You can have a quick caffè (espresso) standing at the bar with the locals or sit under the striped awning and watch the sunset over the Bay of Naples while drinking a spritz. This bar also serves as one of the island’s best bakeries. Try a flaky breakfast pastry with a morning cappuccino, then swing by later to order a lemon or chocolate version of the island’s famous dessert torta caprese, a flourless cake.

Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.

History, natural beauty, rare wildlife, and luxurious digs are among the charms of Maria Island, a few miles off Tasmania’s east coast. You’ll experience them all during this four-day, three-night excursion across 25 miles of pristine scenery—and fueled by gourmet candlelit dining and fine Tasmanian wines. During the leisurely walk you’ll explore Darlington, a UNESCO heritage-listed convict settlement that once housed 600 prisoners; stroll pristine white-sand beaches; and view the unusual wildlife that calls the island home. At the end of each day, bunk down in one of two secluded wilderness camps, close to clearwater beaches ideal for swimming, and on the last night enjoy the comforts of a restored, heritage-listed home, where you’ll have a celebratory champagne lunch before boarding the boat back to the mainland.

St. Lucia’s iconic twin peaks—Gros Piton and Petit Piton—dominate the island’s scenery, soaring 2,500 feet from the sea on the island’s southwest Soufrière corner. Designated a World Heritage Site along with the surrounding Pitons Management Area, these volcanic spires take every first-time visitor’s breath away. There are various ways to experience the Pitons. The brave hike either peak—Petit Piton is more strenuous, and the trail isn’t marked; Gros Piton has marked trails and is a two- to three-hour hike from the village of Fond Gens Libre. Others opt to take it easy and sail past them on a catamaran cruise, or view them from land along the coast or from the terrace of La Haut’s restaurant. Sugar Beach, facing Gros Piton, offers a frontal view of the peaks as you swim.

The Maria Islands—Maria Major and Maria Minor—off the southeastern coast are among the region’s most pristine environments. You can visit the protected wildlife reserve via a 20-minute boat ride from Pointe Sable. On Maria Major, a verdant trail leads you past a variety of unusual tropical flora and fauna, most notably the habitats of six rare native reptile species. Look for St. Lucia’s whiptail lizard and the racer, a nonvenomous grass snake that might appear from a rock crevice. Snorkeling off the beach is part of the experience, too, as the island’s waters are rich with coral reefs. The reserve, a birder’s paradise most of the year, is closed to the public in the summertime to accommodate the nesting season of migratory birds that flock here from Africa.

Deep within Grand Cayman, one finds another restaurant on the water. Be careful not to sit too close to the edge on the deck, however, the breeze might blow you right off. Inside the restaurant is a different story. All the tables and chairs are close together, making your dining experience intimate yet open to that of your neighbor and you can’t help smiling at those sitting next to you. Written on a savvy chalkboard one finds the specials of the day, of which you will find rarities like chicken liver pate and ceviche. The food is fantastic and the drinks are phenomenal. I personally recommend anything with mango in it. Once you’re good and full it almost feels necessary to sit and talk with the wait staff before leaving. The close knit environment makes it all the more friendly. Calypso Grill is definitely one of my favorite restaurants in Grand Cayman and I definitely recommend it to seafood lovers or just food lovers in general.

On an island that’s less than two square miles with fewer than 2,000 people, new hotel openings are bound to cause a stir—as did Bahama House when it launched on Harbour Island in January, 2017. It’s the newest outpost from the folks at Eleven Experience, a vacation outfitter known for offering elegance after a full day of bespoke escapades. Spread across a restored colonial home built in 1800, an annex, and two authentic Bahamian cottages and enclosing a freshwater lap pool, handcrafted tiki bar, and hot tub area, Bahama House’s 11 suites have been appointed with eclectically curated furnishings, artwork, and wall coverings, eschewing island kitsch for beach-chic sumptuousness. Though the hotel leans toward softer adventures than sister properties in Colorado, Iceland, and the French Alps, the flip-flop–wearing “experience managers” are on hand to arrange snorkeling and bonefishing excursions and paddleboard or kayak outings. Or they’ll simply provide a fully stocked Yeti cooler for a day of lounging on famous pink-sand beaches.

A local institution, the Lobster Pot serves up its crustacean namesakes, among other Caribbean delicacies, on a vista-blessed seaside deck. If you can, arrive at sunset for the nightly tarpon feeding (much more engrossing in person than you’d imagine). And even if you don’t get there exactly at the appointed hour, you can still spot these giants as they continue to patrol the dramatically floodlit waters off the restaurant’s deck for leftovers. As you take in the view, you’ll be eating the likes of lobster-and-mango salad, lobster bisque, or lobster sautéed in a tomatoey, peppery blend and served with fried plantains, rice, and beans.

Dining in a beach chair—or at least a chair by the beach—is an essential part of the experience at Spice Mill Restaurant, which looks directly across the water to St. Kitts’ sister island of Nevis. The menu here journeys across the global culinary landscape, but the fish and produce are sourced as locally as possible—including from the restaurant’s own gardens. Expect fine dining with your toes in the sand.

My sister freaked out when she heard that Kenny Chesney would be playing a special concert at the Atlantis Resort on Memorial Day weekend last year. She begged me to go, and with neither of us having been to the Bahamas, it was an absolutely fabulous experience. We shopped and laid out by the pool during the days, while experiencing all the nightlife and restaurants that the resort has to offer. We had a great weekend, and Kenny was the topping on the cake!

Gaze at the beautiful floor to ceiling mosaic that pictures the marine life and coral reef in Grand Cayman as you climb the double helix staircase to the top of the 75ft observation tower. Located in Camana Bay, this tower offers 360 degree panoramic views of Seven Mile Beach, George Town, and the North Sound. Not up for the big climb? No worries, there’s a full service elevator available to take you to any floor for observation, including the very top.

For the time it takes most Angelenos to commute to work, you can be ferried into the alternate reality of Catalina Island, a romantic escape far from the daily traffic jams and urban sprawl. The evergreen-shrubbed hills spotted with an artists palette of summer homes and surrounded by bright hues of blue waters, coves and marinas feels more like the islands off the coast of Spain than the United States. It is rejuvenating to arrive at a place so close to the city yet feel so completely removed.

Designated a UNESCO World Heritage Site in 1992, Komodo National Park covers vast areas of land and sea between the islands of Sumbawa and Flores. It’s much more than the home of the legendary Komodo lizard (aka the Komodo dragon). Terrestrial denizens include Timor deer, 72 bird species and an endemic rat. And the underwater world is beyond compare, with pristine coral reefs and ocean currents patrolled by manta rays, dugongs, sharks, sea turtles, dolphins and at least 14 whale species.

Two plane flights, plus a drive and you arrive to this tiny island off the coast of Mozambique in the Bazaruto Archipelago. The former Indigo Bay Hotel was the nicest accommodation on the island when it opened in 2001. In May 2014, the property was touched up and relaunched by Anantara, giving travelers a comfortable base to experience Bazaruto’s natural beauty and local culture. The hotel has its own in-house naturalist and a whip-smart, PADI-certified dive instructor who can take guests snorkeling and diving. The Bazaruto Archipelago has been a national park since 1971 and is home to more than 100 species of coral, four types of whales, sea turtles, mantarays, dolphins, and it boasts the largest population of the rare dugong on the African east coast. In addition to water activities, Anantara can arrange cooking classes, horse riding, dune boarding, and bird watching (Bazaruto is home to 180 species of birds).

But this resort isn’t only for active types. It equally caters to sybarites who are seeking R&R in a remote place. The 44 villas are all spacious and many come with large outdoor patios with dining areas and plunge pools. A highlight is the spa, perched high above the property. Make sure to arrive early and save time after to truly enjoy the views. The resort works closely with the local community, many of whom are employed by the hotel. Guests can visit one of the local villages and observe some of the community projects Anantara helps fund. But the best way to get to know the locals is simply by interacting with the friendly staff.

Guests at Anantara Bazaruto Resort can opt to explore this very different side of the island by sandboard (think snowboarding down sand dunes), safari Jeep, or on horseback. I went on a horseback ride up at sunset. The uphill was lovely, but going down a towering sand dune atop a horse is about as scary as dropping down a double black diamond run on skis. But my horse mastered the vertical drop expertly. More terrifying than the drop was the ride around the freshwater lake, which my guide said is inhabited by 12-foot long Nile crocodiles. Luckily the few we saw were snoozing far away.

The moment you walk into Buba’s, you feel like family. It’s easy to understand why when you consider that surrounding this blink-and-you’ll-miss-it hillside restaurant are Buba’s house, Buba’s sister’s house, and Buba’s Brother’s house across the street. Buba’s own two daughters, nephews, cousins, and other miscellaneous family either host, help in the kitchen, play dj, man the bar, or simply greet visitors from their porches with welcoming, West Indian waves. This homegrown approach extends beyond hospitality to deliciously impact the food as well. Nearly every fruit, vegetable, and herb used in the dishes at Buba’s are all grown on the sloping overgrown gardens surrounding the restaurant. The result is a quintessential island restaurant with no real set menu. Instead, expect the freshest ingredients of the day lovingly coaxed into a collection of authentic Caribbean fare like rice and peas, stew chicken, steamed veggies, salad, and more.