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The site of the historic church Hale Halawaio Holualoa has likely been used for ages. Old konane (a game) boards have been excavated from the area along with canoe landings and a grave site. The current building, erected in 1855, was made from stone and coral lime. The building still holds Sunday services, though this congregations now calls themselves Living Stones Church.

The cornerstone of the Kensington Street Precinct, at the heart of the funky Chippendale neighborhood, the Old Clare is the storied pub she used to be and so much more. Tonkin Zulaikha Greer Architects built a glass-and-steel walkway between the former Clare Hotel and the neighboring Carlton United Brewery building, both dating to the early 20th century, to create a 62-room boutique hotel that simultaneously feels historic and edgy. Original wood panels and brick walls blend seamlessly into spotted gum floors and nude-colored walls, exemplifying the creative reuse that pervades the Chippendale suburb, an inner-city district of galleries and cafés situated at the crossroads of Glebe, Redfern, Surry Hills, Chinatown, and the Central Business District. The design echoes other landmark Sydney restorations by Tonkin Zulaikha Greer such as the Paddington Reservoir Gardens and Carriageworks, an arts complex located just down the road. The Old Clare also brings two more standout restaurants to Chippendale, including the first Australian venture by Michelin-starred British chef Jason Atherton. Whether guests soak in the egg-shaped tub in their loft room, take a sunrise yoga class on the rooftop pool deck, or sip a “Ginny Hendricks,” a watermelon-dill concoction with bitters and Hendrick’s gin, at the midcentury-modern bar, they’ll have a story to tell. The Old Clare is a tale that keeps getting better.

This industrial-chic eatery has a covered patio and floor-to-ceiling doors that welcome good weather inside, all overlooking the ocean on Dominica’s east coast. Pagua Bay puts a strong emphasis on seasonal, farm-to-table fare—a commitment made trickier by Hurricane Maria’s destruction in autumn 2017. Still, the restaurant continues to serve reliable American fare with Caribbean twists, including ceviche, goat tacos, chicken Creole, and mahi-mahi salsa. Wash it all down with a frosty beer or coconut rum punch.

What started as a simple hat shop has grown over the years to a full-scale boutique with a wonderful range of women’s clothing from local designers. And you’ll find accoutrements such as scarves, gloves, bags, and umbrellas, stationery sets, coffee table books, cute odds and ends for the home, as well as children’s books and clothes. However, the hats still reign supreme—with fedoras, cloches, caps, and berets from hatmakers like Bailey, Christy’s, and Goorin Brothers.

We hopped in a pick-up truck with a bench in the back (aka a Caribbean taxi) & headed toward Honeymoon Beach, St. John. I never would have discovered this hidden beach if it weren’t for the wonders of social media, but thank goodness I did, as it’s possibly the most pristine stretch of sand I’ve ever seen. After a short walk down a dirt road, we arrived at the beach - nearly empty, despite the fact that it was spring break season. Virgin Islands Ecotours has a small stand there where a $49 day pass gets you snorkeling equipment, kayaks, stand up paddle boards, floats & beach chairs. We grabbed a tandem sit-on-top kayak & headed out into the pristine blue water. We paddled up & down the shore, exploring the waters near Caneel Bay Resort, admiring beautiful 50′ sailboats, checking out the National Park Service Head Ranger’s house & beaching our boat on Saloman Beach, where a friendly hiker helped pull us in. Before long, I could feel my legs beginning to get sun burned (& oh did they burn!) under the strong Caribbean sun & we decided it was time for a swim. Decked out in our snorkel, masks, fins & lifejackets, we snorkeled over to some rocks, where we explored the coral reef hand-in-hand. We saw a lot of black & white fish & a few sting rays. We swam back to the beach & lounged for a while before heading back out to snorkel where we saw sea turtles!

If you were to picture the perfect Caribbean beach, it would probably look something like Salt Whistle Bay on Mayreau. Here, clear, turquoise waters lap at 2.5 miles of sparkling white sand, while palm trees, seagrape plants, and flowering bushes provide shady spots for lounging. At one end, you can walk the few yards of land that separate the Caribbean and Atlantic sides of the island. The only catch is that you’ll need a boat to reach the beach, so rent your own or book a day sail to Mayreau.

Across the bay from Puerto Ayora on Santa Cruz Island, Finch Bay is one of the few hotels in the Galapagos Islands located near a beach. While the hotel prides itself on its ecofriendly touches—such as its own water treatment plant, solar panels, a composting system, and the addition of 500 new mangrove plants surrounding the hotel—the atmosphere is more that of a contemporary resort than a rustic nature lodge. Outside, an oversized pool overlooks the ocean; inside, a Cordon Bleu–trained chef heads a modern restaurant. Dark volcanic stones line the walls in the suites, while standard rooms all come with hammock-slung wooden balconies. Like most hotels in the Galapagos, Finch Bay is all-inclusive, providing land and sea excursions to attractions like the highlands of Santa Cruz, to search for giant tortoises in the wild. Also included are daily excursions on the hotel’s private yacht to nearby islands like Bartolomé or North Seymour, national park highlights, which can be reached on day trips.

No guide to Antigua‘s beaches would be complete without including Long Bay Beach. Unquestionably, it’s one of the island’s finest beaches. The sand is almost blindingly white, like someone poured out a billion sugar shakers. The water is exceptionally clear and calm, especially at the eastern end where even toddlers could safely roam the shoreline without the fear of being barreled over by waves. There’s even good snorkeling near the beach’s reef, which you can actually walk out to! So, why don’t I love Long Bay Beach? Well, it can get a bit busy for my taste. There’s several restaurants including Mama Pastas, resorts including Grand Pineapple, and even a clutch of tiny shops selling local goods. So, if you’re like me, get here as early as possible. Maybe go for a morning run on the impressive sand. Then move on as the masses begin to descend.

One of the best spots in the Caribbean for surfing is Barbados. And if you’re not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most late afternoon sessions end with a spectacular flourish as the sun sets smack in the middle of the bay.

The Elliott Bay Book Company is the Seattle bookstore and, thankfully, survived its move from Pioneer Square to Capitol Hill with soul and towering cedar bookcases intact. Elliott Bay lost a significant chunk of square footage during the move but gained a home right in the heart of Capitol Hill. Which makes it even easier to execute the ideal lazy Sunday afternoon combo: new novel + Fonte latte and one of the book-size housemade muffins from the on-site café (if it’s sunny, make a beeline for the grassy Cal Anderson park, just across the street). The food is northwest downhome—unpretentious salads with local greens, wholesome soups—but the abundant outlets and cozy café vibe make up for any food misses.

Try it there: The lemon crepe

Bring it home: Thomas Pynchon’s Inherent Vice and tickets to a Neptune Theater reading

Each wooden suite—spread out over the waters of a coral-lined lagoon—has a smartly designed sea-level sun deck, a deepwater pool, and a glass spy hole carved into the floor so you can watch the stingrays and reef sharks glide below. The property underwent massive renovations during 2019 after a fire ravaged the hotel, but it took the opportunity to expand and improve. The resort reopened with 45 luxury villas with furniture made from locally sourced materials.

Near the wharf along upper Bay Street, a distinctive, street-level arcade connects several historic stone buildings, which once functioned as arrowroot warehouses. For centuries, these rows of Georgian stone arches and second-floor overhangs have sheltered Kingstown’s workers, walkers, and vendors from the hot sun and occasional shower—hence Kingstown’s nickname, the “City of Arches.”

The Huon Valley, southwest of Hobart, has long been known for apple farming. More recently, cider has revived the industry, helping Tasmania live up to its moniker “the Apple Isle” once again. Four cideries—Willie Smith’s, Pagan, Frank’s, and Red Sails—are all based around the Huon Valley. Willie Smith’s Apple Shed is a tasting room–cum-museum that highlights Tasmania’s apple-farming and cider-producing heritage. A distillery specializing in apple brandy was added in 2016. But cider and spirits are not the only reason to take a spin through the valley. It’s also home to the Tahune AirWalk and Franklin’s Wooden Boat Centre as well as Cygneture and the Cat’s Tongue chocolatiers; farm-to-table restaurants such as Lotus Eaters Cafe; the Woodbridge Smokehouse; and the Cygnet Market, held on the first and third Sunday.

Like many of the hippest bars in town, Mary’s is intentionally hard to find. As you make your way down King Street, hang a right on Mary Street and look for a bar on the left with no sign and a rocker crowd. Inside the two-story tavern, a chalkboard menu lists enough craft beers (including the house-brewed Slayer Juice), wines, spirits, and cocktails to require a second chalkboard for fried chicken and burgers (known as the best in town). Get your birds by the half, whole, or “Larry style”—two whole birds deep fried with mash and gravy—and your burger with “trashcan bacon.” Mary’s also does a bacon Bloody Mary with American cheese melted over the rim of the glass that’s more than worth a try.

The newly refurbished Sheraton Kona Keauhou Bay Resort is stylish, with a large pool and water slide. But it was the history and the view from the hotel (located off the famous Ali’i Drive) that won me over. The hotel gives you an excellent vantage point to the bay around which King Kamehameha III was born (stillborn, as legend has it). He grew up to become Hawai’i’s powerful and benevolent ruler, and sought to unite the people. He called The Big Island his home and is beloved by many. The hotel offers several notable cultural markers, including two heiau (Hawaiian temple) replicas.