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Shop for an authentic souvenir in Everything but Match, a store inspired by a T-shirt line designed by the owners’ 6-year-old daughter. In this shop in Old San Juan, you’ll find original art, accessories, and children’s clothing made by local artists and artisans. From unique jewelry to brightly colored throw pillows, you’re sure to fall in love with something unique to bring home in your suitcase.

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.

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!

Mustique has nine magnificent beaches, but Macaroni Beach—an isolated strip on the eastern side of the island—is touted as one of the best in the world. Access is limited to on-island residents and guests, however, as Mustique is virtually private. If you can get here, look forward to a blissfully quiet stretch of sparkling white sand, bordered by lush greenery and bright-blue water.

Catch a glimpse of what Hawaii looked like before European contact. An unmissable destination for culture buffs, this sacred area stretches along the lava flats of the Big Island’s western coast. Behind a massive wall stands an ancient pu’uhonua (place of refuge)—where defeated enemies and those who violated the kapu (laws) could seek pardon. The park also shelters the Royal Grounds, a residential and ceremonial epicenter, and the 1871 Trail that takes in the shoreline. Tip: This is a religious site, so be respectful and don’t smoke, picnic, play sports, take wedding photos, or carry beach equipment (including towels) here. Just north of the boat launch outside of the park you can find Two Step, a phenomenal scuba and snorkeling spot.

Larvotto is a small stretch of pebbles along the shore, and the country’s only beach. Gathered at Monaco’s extreme eastern border, it is the ideal spot to appreciate the Mediterranean. Paddle boards and kayaks are available for rent, while SkiVol offers inner tubing, water skiing or parasailing. It is a great place to snorkel, but insiders continue walking the Sentier Littoral into Roquebrune-Cap-Martin, France, following the pedestrian tunnel under the exclusive 1930’s Monte Carlo Beach Hotel to the tiny public beach and cement jetty, where there are no amenities, but plenty of peace and quiet. Photo : Sylvia Sabes

Renowned Costa Rican architect Ronald Zürcher looked to his country’s colonial past when designing this hacienda-style property—witness its central courtyard, arched doorways, and terra-cotta roofs. Set amid a 30-acre coffee plantation just outside the capital city of San Jose, the hotel’s 308 traditional accommodations follow suit with dark wood furnishings, but a modern aesthetic pervades renovated guest rooms with streamlined furniture, intricately patterned bathroom tiles, and expansive views that extend from green lawns to forested mountains and urban skyline; some include small balconies that overlook the hotel’s two pools. On-site dining options include gourmet takes on Costa Rican fare at Hacienda Kitchen, Peruvian specialties at La Isabela, and fresh-made sushi at La Castilla, as well as a sports bar and café. The open-air great room invites reading and quiet conversations, but if you’re up for something a little more energetic, there are tennis courts, a driving range, a fitness center, and invigorating coffee scrubs at the spa.

Offering a bit of the South Pacific in the Caribbean, the Van der Valk Kontiki Beach Resort features thatched-roof cottages set amid gardens and green, saltwater pools. The deep, wood-paneled rooms have direct paths to the pools as well as the Cabana and Mood Beach clubs. For an extra $20 per night, you can even book a full-service room, which includes a lounging bed at the beach (reserve it a day in advance to ensure you get a spot), a minibar with drinks and snacks, and nightly turndown service. The beach clubs serve the standard international fare and host weekly theme nights like a Friday fresh fish market with live music. A range of additional dining and nightlife options exists along Mambo Beach Boulevard, adjacent to the resort, and the aquarium is a short walk away. While Kontiki does not have a full-service spa, guests can book massages and manicures right on the beach.

Located in the town of Ocho Rios, Mammee Bay Beach is a sight for sore eyes—wide and spacious with powdery white sand and electric blue water. Even though half of this beach is private for guests of the gigantic RIU Resort, the other half is accessible to the public. Drive over to Bamboo Blu Restaurant (30 Beach Road), where you can park your car and enjoy the beach with a meal or some cocktails.

Diani Beach is a 25km strip of pale, sugary sands backed by the cerulean Indian Ocean. As one of the more developed towns on the Kenyan coast, there’s a great variety of restaurants, cafés, bars and shops here. Also on offer are activities from horse riding to kite-surfing and tours of the ancient Kaya Forest. Popular haunts in Diani include the Forty Thieves Beach Bar - renowned for their fun beach parties and tasty pizzas, as well as Ali Barbour’s restaurant – set inside a candle-lit cave which opens out onto the starry night’s sky above. However you choose to spend your time in this idyllic costal location, one thing is for sure: as the sun sets, castling a golden glitter on the sea below, and the beach-front restaurants lay flickering lanterns on the sand, there are few other places in the world you will want to be.

At-home entertainers will enjoy the expansive digs at this Upper West Side property, where a number of studios and suites feature terraces and enough space to host upwards of 30 guests. Even its more modestly sized rooms evoke big-time comfort, though, thanks to luxury bedding, signature mattresses, and an array of everyday conveniences (think Keurig machines and free morning papers). There are plenty of perks to be found beyond the rooms as well, namely at the property’s three dining venues. Serafina restaurant excels at Northern Italian plates, while LOCL offers speakeasy-inspired cocktails alongside live piano sets and a library with an original fireplace. Guests will also want to check out RedFarm, where chef Joe Ng serves clever takes on Chinese fare and dim sum, such as oxtail dumplings and BBQ duck lettuce wraps.

Resting amid verdant gardens overlooking eastern Crete’s Mirabello Bay, the five-star Elounda Mare Hotel is a family-run Relais & Chateau property that feels like a stylish cocoon—no wonder it has entertained everyone from Tom Hanks and Leonardo DiCaprio to Kathleen Turner and Lady Gaga. Designed in the manner of Cretan mansions, the 92-unit resort makes generous use of stone and timber, with warm shades of white and red splashed throughout; balconies or terraces and full-length windows look out on the sapphire Aegean, and bungalows and suites include private pools and fireplaces. While the hotel itself has three restaurants and a bar on site, guests have access to five other restaurants and three additional bars spread among two sister properties, which are separated by olive groves but reachable via golf-cart shuttles. Chances are good that you’ll spend your days sunbathing on the private sandy beach or near the salt-water pool, but guests can also arrange to use shared facilities, like the spa and nine-hole golf course.

On a tree-studded peninsula between Monaco and Nice, this whitewashed luxury boutique hotel features 28 rooms and suites with a serenely chic vibe (think crisp white linens and richly patterned textiles, contemporary art and modern streamlined furnishings). A third of the units reside in the hotel’s main building, a mansion that dates back to 1889 but was fully restored and updated in 2003, and three additional rooms designed to resemble ship cabins are built into a wall with direct views onto the sea; the rest of the accommodations are housed in a quiet Italianate structure and a separate edifice at the edge of the property. Cap Estel’s Michelin-starred restaurant highlights seasonal ingredients, many of which are sourced from the on-site gardens. Guests who come to disconnect from the jet-set scene can relax in the hammam or waterside sauna, or with a massage and dip in the saltwater pool, though many guests would just as soon head straight into the azure waves of the Mediterranean, accessed through the hotel’s private beach.

The Thoroughbred Club is in the lobby of Charleston Place hotel, right in the middle of downtown Charleston. They serve up classic cocktails (try their gussied-up negroni) and also have a great tea service, with live music every afternoon and evening.

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.