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Set on a steep hillside overlooking vineyards and the Silverado Trail, Stuppa Estate Napa Valley manages to be both secluded and well positioned for exploring Napa Valley’s wineries and towns. The suite-only property has five poet-themed rooms—refreshed in 2021 by Erin Martin Design and embellished with hand-painted murals by artist Michael Duté.

Each suite is themed after a literary icon, such as Emily Dickenson, and includes a private patio, a soaking tub, and an outdoor shower—including a few oriented toward the valley. Sunset is a highlight: All rooms face west, giving guests unobstructed evening views of the valley and vineyards below.

Breakfast is a lavish spread with dishes like seasonal pancakes or shakshuka—served either in-room or on the open-air patio. A small outdoor pool and on-site spa treatments add to the quiet atmosphere, and staff can arrange private tastings at Sullivan Rutherford Estate, a boutique winery under the same ownership. Service is a defining feature; the team handles everything from sunset cocktails to dinner reservations with a level of care that consistently elevates the stay.

No trip to Antigua, the “Land of Sea and Sun,” would be complete without spending quality time on one (or two, or three) of its fabled 365 sugar-white, sparkling beaches and the Galley Bay Resort and Spa sits on one of the best of the bunch. Galley Bay Beach is graced with three-quarters of a mile of quintessential Antiguan beach. Perfectly sized sand won’t blow in the breeze, palm trees dot its length providing natural shade, beds and hammocks dare you escape their relaxing embrace, and the water… Well… The water looks like you see above. Immaculate. Turquoise. Radiant. In the distance, you can see Nevis and St. Kitts on the horizon almost close enough to touch adding to the impossible perfection.

Translating into cake of three milks, pastel de tres leches is a sponge cake doused in, yes, three kinds of milk. Evaporated milk, condensed milk and run-of-the-mill milk (or even cream, depending on the baker) are combined and poured over the cake base, which has been punctured with tons of tiny holes, allowing the milks to be evenly soaked up. Topped with a layer of whipped cream and squirts of caramel, the cake is surprisingly light for something so saturated in milk, and manages to steer clear of the too-sweet territory. While I got to try it in El Sal--at the amazing Juayua Food Fest--it’s a popular dessert across Latin America, busted out at many a celebratory occasion.

One of the iconic activities when visiting Jamaica is to raft along one of its rivers—particularly the long Rio Grande—and take in the island’s interior landscape. You can enjoy the Rio Grande’s range of flora and fauna during the relaxing, slow ride down its length. You’ll spot horses drinking along the riverbanks and plenty of tropical flowers and greenery, as well as locals cooling off near shore. Arrange your excursion with your hotel or an outfitter because you’ll need not only a raft but also a ride to the launch site at the mouth of the river, called Rafter’s Rest.

Expat owned and run, this spot brings California-style burritos to Mexico. The tiny outdoor restaurant—featuring only three long tables—routinely fills with an eclectic mix of locals, foreign residents, and tourists in search of a casual spot for laid-back socializing. The hole-in-the-wall chic surfer vibe pairs well with made-to-order burritos and tacos with several kinds of seafood and tortillas; you’ll also find umbrella drinks, traditional Mexican micheladas (beers served with ingredients like lime juice, chili powder, and Worcestershire sauce), burgers, and ceviches. Best of all, it’s open round the clock, making it an easy option for wee-hour snacking when Party Center clubs let out.

A new member of The Set hotel group, the Lutetia reopened in the summer of 2018 following a four-year renovation led by noted architect Jean-Michel Wilmotte. Now, the original Art Nouveau–meets–Art Deco structure provides a backdrop for 184 enlarged rooms and suites, each with wood paneling, handblown Murano glass, and Carrara marble. The seven signature suites, which include two penthouses, also boast perks like private balconies and 360-degree views of the city. Enjoy a drink in the sophisticated Bar Aristide (with its two smoking rooms and cigar sommelier) or the chic Bar Josephine (named for actress and dancer Josephine Baker, another hotel regular), then find sanctuary in the glass-roofed Le Saint-Germain salon and its adjacent courtyard. L’Orangerie restaurant serves casual fare with a healthy, organic twist, while the sleek Lutetia Brasserie offers gourmet menus from three-Michelin-starred chef Gérald Passedat. Continue the indulgence at the brand-new, 7,500-square-foot Akasha Spa, with six treatment rooms, a pool and Jacuzzi, and a state-of-the-art gym.

Every Saturday from 7 a.m. to 1 p.m., the island’s largest open-air market sprawls across the University of Hawai‘i Maui College campus, creating a lively scene with more than 200 vendors. Many of Maui’s best boutiques sell their wares here, but for much cheaper prices than at their brick-and-mortar locations. Browse for muumuus, wood carvings, and other handmade crafts like bone and shell jewelry, or treat yourself to a shave ice while perusing piles of leis, local fruit, and homemade baked goods. The market is especially strong when it comes to street food—don’t miss the spam kebabs, banana bread, and goji kombucha.

Often ranked as Maui’s top bed-and-breakfast, this adults-only sanctuary in Lahaina holds its own among Hawaii’s top accommodations. As its name implies, the inn boasts plantation-style architecture, but rooms feature modern conveniences like dual rain showers and whirlpool hot tubs. Guests can also expect hardwood floors, French doors, four-poster beds topped with Hawaiian quilts, and complimentary breakfasts at the award-winning on-site French restaurant Gerard’s. Set right in Lahaina, the property is close to shops, sights, and restaurants and just 10 minutes from the beach, but guests often find themselves lingering at the tranquil outdoor pool instead of venturing out.

Belly up to this Wailea bar, which dazzles with a display of blue-glass Japanese fishing floats, for Hawaii’s best mai tai. Here, chef Peter Merriman, a pioneer of Hawaii Regional Cuisine, brings his genius to the classic cocktail, adding a thick head of honey-lilikoi (passion fruit) foam. Be sure to also score a table for later, as Monkeypod Kitchen does double duty as one of Maui’s top restaurants. Menu standouts include such seasonal dishes as kiawe-roasted squash ravioli, coconut-corn chowder, Hamakua wild mushroom pizza drizzled with truffle oil, and bulgogi pork tacos with Asian pear and house-made kimchi.

Expect the unexpected at Ka‘ana Kitchen, set within the funky yet sophisticated Andaz Maui. Here, executive chef Isaac Bancaco draws from the best of the island’s bounty, using local ingredients in a mix of Filipino, Chinese, Japanese, French, and Native Hawaiian cuisine. Think breadfruit hush puppies, Kona clams with savory malasadas (Portuguese doughnuts), and ahi tataki with burrata and lilikoi (passion fruit), enhanced only by the restaurant’s sweeping coastal views. You don’t need to change out of casualwear to dine here, but Bancaco has a knack for turning meals into events, inspiring diners to dress up a little.

Located right on the Pacific Coast Highway, Watermarc is a people-watcher’s dream, with an oversize front patio and large windows overlooking Peppertree Lane. Grab a window seat if you can, then dive deep into the extensive wine list, which features 239 varietals perfect for pairing with the wide range of “grazing plates” on offer at dinner. Order dishes like sizzling shrimp, cod-and-potato croquettes, ahi watermelon skewers, and charred octopus to share with the table, then pick an entrée like day-boat scallops with lobster risotto for yourself. The menu here goes well beyond seafood, but while you’re staring at the ocean, you might as well try her delicious offerings.

With its exposed brick walls, small tables, and inventive Japanese fare, this Elmwood Village sushi spot is a restaurant you’d expect to find in Brooklyn rather than Buffalo. Still, chef Kuni Sato has run the local favorite since 1996, serving everything from traditional sushi and sashimi to daily specials with a modern twist. Don’t miss the Kuni’s Fried Chicken (chicken breast marinated in ginger and soy sauce, then deep-fried until perfectly crispy) or the impressive sake collection, imported directly from Japan. Guests can either grab a table, eat at the sushi counter, or belly up to the bar, but act fast when space opens up because this place is typically packed.

This 1937 diner car was disassembled, moved to its current location in the heart of Larkin Square, and fully restored before opening in 2017. Today, it looks just as it did 80 years ago—from the mahogany trim and barrel-vaulted ceiling to the original bar stools and glass-topped counter—with an appropriately nostalgic menu to match. Open from 7 a.m. to 3 p.m., Swan Street serves simple breakfast and lunch fare. Head over in the morning for the breakfast poutine with home fries, cheese curd, sausage gravy, and over-easy eggs, or stop by at lunch for a burger or classic tuna melt.

Billy Club opened in Allentown toward the end of 2015 in a formerly boarded-up apartment building turned contemporary hideaway. From the start, owners Dan Hagen and Jake Strawser focused on cocktails, in part inspired by the speakeasy that operated out of the building during Prohibition. Drinks here are creative and delicious, made with top-notch spirits and local ingredients. There’s also a strong focus on whiskey, as well as a full food menu with dishes like house-made pasta, whole trout, and aged duck breast with figs. While you should definitely try one of the whiskey cocktails, you should also visit during Sunday brunch for the Bloody Mary—it’s one of the best in Buffalo.

For the coolest and most unique clothing in Buffalo, head to this streetwear-focused consignment shop in Allentown. While everything here is vintage, the selection puts a special focus on the 1980s to the present, with pieces from Supreme, Bape, Palace, Off-White, Anti Social Social Club, and more. Sneakerheads will be particularly impressed with the collection of vintage kicks in pristine condition, while sports fanatics will love all the old-school team gear, from Sabres sweatpants to a Bills Super Bowl T-shirt from 1991. Prices are affordable, especially considering the quality of products for sale, and the selection is updated regularly so you’re always guaranteed to find something new.