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The classic cocktail list at The Rarebit is hard to beat: Moscow mules served in gorgeous copper mugs, Manhattans with a touch of Benedictine. The food menu is composed of similarly solid throwbacks: a pork chop with mac and cheese and green beans, a perfect chicken club sandwich.

Cypress Point Park offers a relaxing nature escape in the city. Plentiful amenities include a children’s playground, a disc golf park, covered pavilions, and jogging trails.

You can find all sorts of shipyard treasures at Nautical Antiques in Galveston. They have ship lanterns, wheels, flags, glass floats, and figureheads—plenty to choose from for a cool souvenir to represent your time on the Texas coast. Photo via Nautical Antiques Facebook page

Opened in 1962, Curtain Bluff is Antigua’s oldest luxury resort, and one of the island’s finest. It is the kind of place guests return to through the generations, with the same expectation of timelessness they’ve experienced for as long as they can remember. Located at the southern end of the island on a promontory that divides an often roiling Atlantic from a much calmer bay, the resort offers sea views from every room, two beaches, a top-notch tennis center, a pair of restaurants that can boast one of the Caribbean’s most outstanding wine cellars, and a staff whose commitment has often been passed from parent to child. And except for spa treatments, a premium bottle of wine, and the occasional Cuban cigar, there is little that’s not included in the rate, making a stay a better value than the price might at first indicate.

Lime Cay, an uninhabited island about two miles off of Port Royal, is a favorite destination of Kingstonians for white-sand beaches, sunbathing, and swim time. This is an ideal deserted escape on weekdays, and weekends are usually only a bit busier and bring a few vendors. Don’t count on the vendors, though: Bring your own food, water, sunscreen, and snorkeling gear. Wear water shoes, as there can be urchins. To arrange a trip over, ask at your hotel, or inquire at the bar on Morgan’s Harbour called the Y-Knot—they’ll help you find a boat ride or fisherman willing to take you to the island for no more than US$20.

Never has a yummy treat been mired in such controversy as the Whoopie Pie. First, how did this burger-shaped cake with the sugary cream filling get its name? Does the name come from the exclamation that schoolchildren shouted upon opening their lunch bags to discover these delights? Or does it come from the Amish farmers, who were rewarded with these portable “pies” in their lunch boxes? My vote (and Pennsylvania Dutch lore) favors the school kids. But wait—there’s more controversy! While I am one hundred percent certain that these little cakes called pies originated in my lovely state of Pennsylvania, it seems that the state of Maine has also laid claim to their origin, even going so far as to name the Whoopie Pie as its “official state treat.” Other research points to somewhere in New York state as their birthplace. We may never know… There was a time not long ago when Whoopie Pies felt much like a prized local secret because no one outside of Pennsylvania had ever heard of them (excepting, I guess, some of those Mainers). These days, though, you can even find Whoopie Pies in the bakery sections at Trader Joe’s and Whole Foods. But the most authentic and delicious version can only be found at the Amish bakery Beiler’s in the Reading Terminal Market. My personal favorite is the pumpkin flavor, but the chocolate is also delicious. Or maybe try the oatmeal, or the red velvet. Better yet, try one of each—they’re portable!

A tiny, man-made island in Clifton Harbour built with discarded conch shells, Happy Island is really just a small bar where you can tie up for a while and have a drink, a meal, and a conversation with Janti Ramage, the island’s joyful builder, owner, and operator. Just be sure to call ahead, as Ramage keeps flexible hours.

An ancient atoll, Molokini lies 2.5 miles off Maui’s south coast, where the water is calm, clear, and teeming with marine life. Here, snorkelers and scuba divers can expect up to 150 feet of visibility, allowing for perfect views of yellow tang, parrot fish, black triggerfish, bluefin trevally, and even moray eels. To explore it for yourself, book a tour with Maui Classic Charters, which sails to Molokini in a 55-foot catamaran with a glass-bottomed viewing room. Choose one of the early-morning trips for a better chance of calm seas and bigger sea creatures like octopus and eagle rays, and bring along snacks, sunscreen, and, for those who run cold, perhaps a rash guard or thin wet suit, especially in the winter months.

Opened in April 2015, this is one of the newest additions to New Orleans’ hotel scene. It’s also one of the most unique. Set in an 1854 warehouse near the Port of New Orleans, the property pays homage to its past as well as to its Arts District location. The look is contemporary industrial, with plenty of original architectural details (hardwood floors, exposed piping and brick, wall-to-wall windows) paired with Tivoli radios, flat-screen TVs, free Wi-Fi, and other modern conveniences. The hotel lobby is part art gallery, with a rotating collection curated by the New Orleans Center of Creative Arts, part commissary, with locally crafted products displayed in chandlery cases, and part coffee shop, with pastries from the neighboring restaurant—which is one of the hottest openings this year.

Compere Lapin (French for “brother rabbit” and also a fictional character in Caribbean and Creole folk tales) serves food that draws on chef Nina Compton’s island roots, classic French training, and traditional Creole fare. The result is wonderfully colorful dishes like conch croquettes with pickled pineapple tartare sauce, roasted jerk corn with aioli and lime, and curried goat with plantain gnocchi and cashews.

Close to Miami’s busy center, but set back from it, the Mandarin Oriental, Miami enjoys a quiet spot and the designation of the only hotel to sit on Brickell Key, a small island connected to Brickell Avenue by a bridge. This location gives the Mandarin Oriental a sense of both exclusivity and privacy; it also means that rooms offer some pretty incredible views of Biscayne Bay, the city, and one of Miami’s causeways. And what rooms they are; with 13 different types, expect a variety of choices with respect to layout and amenities. Standard in every room, though, are oversized tubs, large flat-screen televisions, Illy espresso machines, luxurious linens, and Carthusia toiletries. Turndown service is also included, as is the guest’s choice of newspapers, delivered to the room each morning. Mandarin Oriental, Miami does not have beachfront access, but it does have a pool. Finally, although the hotel doesn’t go out of its way to advertise the freebie, Wi-Fi is complimentary for guests who set up an account on the hotel website.

Taking a trip to Fort Sumter gives visitors a chance to explore a little Civil War history (the first shot of that long bloody war was fired here in 1861) through an orientation in town at the education center, followed by a ferry ride out to the fort itself, built on an island at the mouth of the harbor, for a brief park ranger introduction and a self-guided tour. In addition to being a fascinating experience for the site’s historical significance, the excursion offers water views of Rainbow Row, the homes along The Battery, and the Holy City’s many steeples.

Along with stylish boutiques and design shops, the narrow lanes of the upscale Khan Market are lined with all manner of eateries, from cafés and cocktail bars to food stalls and fusions restaurants. As of late 2018, the roster also includes Sly Granny, which arrived on a wave of buzz generated from its original Bengaluru location. Through this often-packed bi-level outpost is smaller than the sprawling first location, the concept here is the same: a space “inherited” from a mythical globetrotting grandmother and inspired by her favorite recipes and eclectic style. Here, that translates to a décor of plush velvet sofas, old cookbooks, and crystal bric-a-brac, statement tableware, and bold, quirky artwork in the snug dining room, plus a cozy upstairs bar that converts to a cocktail lounge come dark. Drinks there range from the creative (crafted with ingredients like elderflower, yogurt, or honey-ginger syrup) to the classic (twists on G&Ts and Pimm’s cups), not unlike the style of the food menu below, which starts with pastas, steaks, and burgers, then veers towards tacos, schnitzel, chicken liver pâté, and Kerala-style fish moilee. You won’t need a granny’s encouragement to eat up dishes like bacon-gruyere mac-and-cheese balls, house-cured salmon, chocolate lava cake, and a twist on grilled cheese with ricotta, onion jam, tomato chutney, and two kinds of chilies.

Snorkel, fish, relax and recover while you’re in Panama on Contador Island, in the Pearl Islands Archipelago. These beautiful boats are ready for hire (in hugely affordable fashion) once you’ve left Panama City and landed on this enchanting island. With Air Panama there appear to be two or three short (45 minutes) flights a day that will get you there from Panama City. Be sure to pack your swimsuit, a good book and some sunscreen. This is a very small island and you can explore land on foot or by a rental scooter to see it all. In Spanish, Contador means ‘the one that counts’, and it’s easy to make your day on the island count with a local rental boat. Your captain (that will inevitably also be fishing while you’re moving) are a reliable way to go and find nearby remote snorkel locations. Be sure to agree on the price before you head out for your big day on the water.

If you want to vacation like British royalty, visit the mosquito-shaped island of Mustique, which Naomi Campbell, Mick Jagger, and Princess Margaret have all called their home away from home. Once on land, there’s no better place to stay than the Cotton House, a private retreat that feels like the lap of luxury. Set on 13 acres of cerulean beachfront and gardens thick with jasmine and frangipani, the 20 rooms and suites are awash in neutral hues inspired by their surroundings, with wicker pendant lighting, ikat throw pillows, and breezy mosquito nets over the beds. Explore the coral reefs near the shoreline in a glass-bottom kayak, or improve your backhand with help from the resident tennis pro. After a day of sun-soaked adventure, dine on fresh-caught specialties (pan-seared barracuda, Caribbean-style sushi) at Veranda restaurant, then retire to the Great Room, a colonial-inspired lounge offering rare and local rums.

Though toma means “take it” in Spanish, this intimate cafe offers far more than takeaway service. Toma’s staff are able to interact with customers while showing off their impressive coffee knowledge (as well as English language prowess). Homemade pastries, cookies, and cakes are available, with some gluten-free options. The current consensus around town is that Toma Café has the best staff, bean sourcing, and know-how on pulling a proper shot. Best coffee in a city of coffee drinkers is a mighty statement, but I’ll stand behind it.