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At Pappa Zouk’s rum bar in Antigua the truest path to happiness is through a mix of rum, fresh fish, new friends, and zouk music. First you should know that Pappa Zouk’s is not a restaurant. It’s a rum bar with a dizzying array of rums, rhums, and rons from across the Caribbean and beyond. Yes, lucky rummies can supplement their rum intake with a full menu of authentically prepared fresh fish and other seafood delights, but first-and-foremost this quirky little space is dedicated to drinking and being merry. Secondly, you should know Pappa Zouk is not the mad German owner and bartender. No, that curmudgeon with a penchant for abruptly ending the night’s festivities with a hearty “Get the f**k out!” is Bert Kirchner. He named his place after a deaf, dumb, old man he met on Dominica who would transform from a shuffling ancient to a lithe dancer with pure joy radiating from his gap-toothed smile down to the tips of his barefoot toes any time zouk music was played. He couldn’t hear the music, but he certainly felt it. And his pure happiness in the face of his meager existence was something that always stuck with Bert. Now he spreads happiness his own way — with rum, fresh fish, and zouk playing in the background.

Downtown Hagatna is one of the few places where you can view relics from Guam’s almost 400-year history as a Spanish colony. The first stop on a tour of downtown is Plaza de Espana, which housed a sprawling Governor’s Palace during the colonial era. Today, only the handful of structures remain, including a covered Azotea, Garden House, and Chocolate House, where governors used to entertain guests. Next, stop in at the Dulce Nombre de Maria Cathedral-Basilica, the religious hub for Guam’s predominantly Catholic population. The original church was constructed in 1669 under the leadership of Padre San Vitores, a Spanish missionary who is credited with spreading Catholicism in the Marianas Islands. The current structure is more recent, dating back to 1959. Finally, head across the street to Senator Angel Leon Guerrero Santos Memorial Park, better known as Latte Stone Park. The park contains eight examples of traditional latte stones, stone pillars that are said to have been used by the ancient Chamorros for building. Today, the latte is an important symbol of Chamorro identity, and this park is one of the few places where you can view them.

Boasting some of the best views in Kauai, this dreamy eatery serves up spectacular sunsets alongside splurgeworthy lunches and dinners. Start with the signature Monkeypod Mai Tai: A potent blend of Old Lahaina rums and orange curaçao, graced by honey foam. Then try the Thai-inspired coconut crab cakes, followed by the oven-roasted Jidori chicken with goat-cheese polenta or the wasabi-crusted fish with passion-fruit beurre blanc. Vegetarians won’t go hungry either, thanks to dishes like coconut corn chowder sweetened with local lemongrass and slow-roasted beets with tomato-cilantro salad and tempura asparagus. Often voted the island’s top restaurant by Honolulu Magazine, Beach House has also won a steady streak of awards from Wine Spectator.

Eons of running water are responsible for Hawaii’s escarpments and canyons. After a rainfall, innocuous streams, pools, and waterfalls can swell to impressive sizes. For an easy hike, walk along the Maunawili Falls trail on Oahu to glimpse the 20-foot cascade. There’s a lovely swimming hole, and you can scramble to a rocky overhang to dive into the pool below. On Maui, hike to the Makahiku Falls and climb to the overlook above to view two very different representations of water: the thundering 181-foot cataract below and the vast panorama of ocean beyond. Kauai, “The Garden Island,” is known for its spectacular waterfalls. The beautiful double streams of the Wailua Falls are easily seen from a roadside viewing point.

Driving around the southern roads in the North Island often lulls you into believing that this pocket of New Zealand is mostly rural farmland with more sheep than you could ever imagine. Once leaving the comfort of the Wairarapa wine region, it doesn’t take long for the rolling green hills, budding vineyards and gentle mountains to fade into something a bit more wild. Reminiscent of the volatile South Island, the winding ocean road that leads to the famous Cape Palliser Lighthouse is anything but calm. Frequently washed out from behemoth waves, you’ll witness a few groups of houses on a narrow road that barely pass for towns before heading on towards the lighthouse. Normally there is a large seal colony that inhabits these rough waters that will give you a show if you get too close. But don’t worry, you will smell them long before seeing them. Perched high on the rocks overlooking the turquoise rough waters, the lighthouse monitors the cape offering unparalleled views that remind you that this southernmost point of the North Island truly feels like the end of the world.

The Pacific Asia Museum’s collection includes art and artifacts from the Pacific Islands and Asia, and the museum offers free cell phone audio tours in multiple languages. The audio tour includes a curatorial tour, a family-friendly tour focusing on animals and legends that appeal to kids, and a poetry series featuring original music and poetry relevant to the collections. Even if you’re not a shopper, don’t miss the gift shop as you leave. One of the highlights of my visit was discovering the gift shop’s collection of old photographs (certified, authentic, and matted for sale)—most are originals taken in Asia during the 1800s and early 1900s.

A great find in Southern Maine, a beautiful five mile beach with spectacular views and long stretches of white sand. No place can compare to the beauty that this beach embraces that families have come to summer for many generations. A perfect day to relax, take advantage of the many water activities out in Goose Rocks Bay overlooking Timber Island. There’s something for everyone around every corner of Goose Rocks. Be sure to check it out while your in Southern Maine. Just bear in mind during the summer months you will need a parking sticker, which can be purchased directly from the Kennebunkport Police Department or Kennebunkport Town Hall.

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.

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.

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.

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.