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If you’re hungry for a deliciously carb-heavy Hawaiian plate lunch, why not go to Rainbow Drive-in and enjoy a meal fit for a president? It’s true: President Obama ate there as a kid and tries to make it back during his visits. Starting at 7 am, you can order up a big plate of mahi-mahi, eggs, and rice (or the omnipresent Spam). Lunch specials include loco moco, BBQ ahi, fried chicken, and chili dogs, with plenty of gravy poured over everything. Best of all, nothing on the menu is over $9, making this a rare bargain on a very expensive island. Stop at their shop next door for seasonings and souvenirs on your way out.

Though it lacks a beach, this family-owned and professional diver–managed resort on the rocky coast just south of George Town has direct ladder access into the Caribbean. Grand Cayman’s two famous underwater sites, Eden’s Rock and Devil’s Grotto, are just a short swim away, and boat trips offer the option of two daily dives (including night dives). Images by some of the world’s most respected underwater photographers decorate many of the tiled and comfortable smoke-free rooms, some of which have kitchens and private balconies or terraces. The vibe is laid-back; post dive, guests sit by the pool or swap stories at the palapa bar, which has the island’s best sunset vista. Managers Anne Briggs and Lisa Evans, the granddaughters of Sunset House’s founders, make sure everything runs smoothly and ensure visitors explore the best of Grand Cayman both on shore and underwater.

An excellent way to enjoy a long trip around the Big Island is to poke around in Mother’s Antiques & Fine Cigars in Hawi (located near Kapaau). Items from eras gone by populate this store along with a fine collection of cigars. This shop enables visitors to dream of old times when men sat in rocking chairs on a veranda and slowly smoked cigars while sporadically talking about the day’s events. Stop in for a feel of local island lore and to seek out a treasure all your own.

For one of the best views and best meals in Santorini, try Red Bicycle. Located at the tip of Oia on the northern part of the island, the restaurant is housed in a 19th-century Santorini mansion with a 180-degree view of the famed sunset and the volcano caldera. It was heavenly. Soft island breezes on the open-air terrace. The best food I had in Greece (fresh, local Mediterranean dishes with Greek/Santorini influences). A warm hostess who was incredibly kind to our two children. We ate here twice during our weeklong stay - I definitely hope to go back.

For our few days in Vis, a two-hour ferry ride from Split, we would drive our Vespa until we got to a beach—they are not hard to come by on this small island. This beach, right about in the middle of the south coast of the island, is mostly only accessible to boats. But we, boatless, scrambled down a steep cliff because it looked so perfect, and spent a few dreamy hours. We arrived on the ferry at Vis Town, walked into the tourist office and booked an apartment for a few days. Those days were spent going from beach to languid, four-hour meal, to beach again.

Nina Compton, a native of Saint Lucia in the Caribbean, came to New Orleans a few years ago to compete in the Top Chef television series. She didn’t win the culinary slugfest, but New Orleans came out ahead—a short time later she returned to set down roots by opening Compère Lapin, a charming, brick-accented restaurant in a hotel that’s a reasonable stroll from the French Quarter. It’s good to get there early to grab a drink at the bar, which treats its libations with the same seriousness as the kitchen does its food. (A frozen drink… with chartreuse.) The dishes are alive with creative Caribbean flavors—among the more memorable plates are the seafood pepper pot, black drum, and curried goat.

The Iris Inn, a luxury Shenandoah bed and breakfast, is the perfect base to explore Virginia’s Blue Ridge mountains. Located 30 minutes from Charlottesville, the Inn is close to nearly 30 wineries and is within a few minutes drive to the southern entrance of Shenandoah National Park. Owners Dave and Heidi Lanford warmly welcome visitors to their cozy mountainside inn with gourmet breakfasts and a complimentary nightly happy hour. The eco-friendly B&B also offers an electric vehicle charging station.

Known for their ability to combine comfort with luxury, Dominica’s best accommodations range from oceanfront cabanas and cliffside condos to a hotel in a former military fortification and an eco-lodge on a working fruit plantation. Many focus on sustainability and adventure travel, while others highlight local art, world-class spas, and proximity to Dominica’s best beaches.

The famous Hotel St-Barth Isle de France officially became a Cheval Blanc property in 2014, reopening as the Cheval Blanc St-Barth Isle de France. In 2018, after a renovation made necessary by Hurricane Irma, the property also debuted a design concept by architect Jacques Grange, complete with 19 new rooms, freshly landscaped gardens, and one-of-a-kind artwork by Jean-Michel Othoniel. In addition to two gourmet restaurants overlooking the ocean, the resort features the only Guerlain spa in the Caribbean, staffed by Cheval Blanc’s trademarked “alchemists”—employees whose sole purpose is to tailor-make memorable experiences for guests. While Cheval Blanc is always popular with couples, its clientele shifts depending on the time of year. Around the holidays and spring break, families come for offerings like the “Pour les Bébés” menu of homemade baby food. In the late spring and summer, honeymooners are drawn by poolside champagne tastings.

A laid-back beachy vibe with a compelling overlay of French style is the hotel’s hallmark. Comfy rattan furniture is offset by a palette of blues and light shades, and rooms are stocked with custom Leanor Greyl products to protect from salt and sun.

Too often us intrepid experiential travelers can get caught up in the whole effort of trying to do it all. “I must explore this off-the-map place!” “I have to try this exotic dish!” It’s easy to forget that sometimes the best way to get to know a place is to simply stroll aimlessly. Luckily, Barbados makes it an attractive prospect.

Skip the crowds at the Jordan Pond House and opt for tea and popovers at the Asticou Inn instead. Say “Asticou,” and most people think of the lovely, 2.3-acre, Japanese-style pocket garden famous for its 70 varieties of azaleas, rhododendrons, and laurels, not the inn of the same name across the street. Truth is, the garden was created in 1956, when Charles K. Savage, longtime Asticou innkeeper, learned that famed landscape designer Beatrix Farrand’s Reef Point garden was being dismantled. Credit him for saving many of the treasures. Betwixt and between poking around Asticou Garden and the equally delightful English-style Thuya Garden located nearby, savor a break at the Asticou Inn for tea and popovers on the back porch. The views extend down landscaped lawns and over the yacht-filled harbor.

Accessible only by boat, and with a daily rhythm determined by the tides, this beach resort co-founded by Scottish fashion and costume designer Ellis Flyte sits on the southwest part of Pemba Island, a 30-minute flight from Unguja, the main, more touristy island of the Zanzibar archipelago. The 18 thatched-roofed, canvas-walled rooms and suites are set directly on the white-sand beach, shaded by the surrounding mangrove forest, or perched on the hillside above, providing panoramic Indian Ocean views. A wooden jetty extends over a long, shallow drop-off, enabling guests to swim in front of the hotel at low tide. But the best beaches and snorkeling are 15 minutes away by speedboat off Misali Island, a conservation zone with more than 300 fish species, giant sponges, sea fans, and fields of old-growth cabbage corals. More sites reachable by boat offer a variety of reefs and drop-offs for experienced divers. Other activities include sunset dhow cruises, kayak trips through the mangroves to the ruins of an Omani fort, windsurfing, water skiing, wake- and knee-boarding, dolphin watching, and deep sea fishing. The resort’s informal vibe encourages guests to go barefoot even at the dinner table, but bring wading shoes to protect your feet against sharp coral and sea urchins.

In The Gallery of Great Things, visitors will find much more than “things” to experience when they walk in the shop. The actual building was a nurses’ quarters during WWII serving an estimated 50,000 soldiers who passed through during the war. Maria, the shopkeeper who founded the gallery, has filled her store with art, antiques, and curiosities that reflect the Pacific culture, history of the Islands, and Hawai‘ian lifestyle. She has endeavored to preserve the culture of the Islands through her work in the store and sells the work from more than 200 local artisans, including the best known Hawai‘ian artists. One walk through her crowded shop guarantees everyone will find a treasure—whether it’s a wind chime, koa wood sculpture, painting, or just postcard.

Brasswood Bar + Kitchen is part of Brasswood Estate, a sprawling complex at the north end of St. Helena, comprises a winery, tasting room, restaurant, café, art gallery, and bottle shop. The property was formerly known as Cairdean Estate but was rebranded in 2016. Like many eateries in Napa, this one features local bounty—produce and protein grown in Napa and surrounding counties. Executive chef David Nuno specializes in Italian cuisine, so everything has a bit of a Mediterranean flair. In the restaurant, the duck Bolognese, with duck from Sonoma, is rich and savory; the herb-crusted lamb chop is made with local lamb, as well. The artisan bakery serves food in a less-formal setting; here, pay for your white corn soup or mushroom salad at the counter, and enjoy it by the fountain on the plaza outside.

Set high above the tiny capital city of Tórshavn, Hotel Føroyar blends the best of modern Faroese art and style with tradition. Danish firm Friis & Moltke A/S designed the sleek interiors, which feature original pieces by Edward Fuglø. Outside, however, a traditional grass roof and grazing sheep evoke more typical images of the Faroe Islands. High up as it is, the hotel is a bit of a walk (about 35 minutes) from downtown, but the sweeping views of the harbor make the distance worth the effort.