ALYS BEACH, FLORIDA
With its stark-white buildings flaunting hip roofs and its emerald-green waters peeking through, this 158-acre Southern town could easily be mistaken for a Greek island or Bermuda. But this is Florida’s panhandle, along Highway 30A and the Gulf of Mexico. Park the car and use your own two legs to get around, both on sand and land. —Kristine Hansen

STAY
While there’s no official hotel in Alys Beach, that only means you get to “live like a local” by booking a vacation home. (Book at alysbeach.com.) All mimic the town’s aesthetics with white exteriors, blue or green shutters, and dark-wood accents—with Moorish influences. Private courtyards with kitchens a few yards away are modeled afterthose in Guatemala and Antigua. Perfect forfamilies to spread out (or a group of girlfriends), most homes offer between two and five bedrooms, although a few one-bedroom, one-bath properties appeal to the design-obsessed wanting solo-cations. Some homes are pet-friendly.

EAT
Kids love Charlie’s Donuts, a converted Sunbeam bread truck serving donuts prepared 1920s style—hand-rolled, dipped, and filled—until they run out. For a more grownup vibe, drop into NEAT in the afternoons and evenings for wine, beer, and inventive cocktails such as Little Emperor, with gin and lemon-rosemary flavors. Pair the drinks with savory and sweet nibbles, from Prosciutto di Parma to truffles. Close out the night at Caliza over dishes like crispy Spanish octopus or black grouper pozole, and finish with a slice of key lime pie. 


DO
From scoring billowy dresses, handcrafted palm bags, and gold pendant necklaces at Alys Shoppe to hiking at the town’s twentyacre nature preserve, there’s something for everyone. Beach bums can find bliss on the private beach, and an elevated wooden boardwalk cuts through slash pine and cypress trees. Plenty of green spaces and courtyards, including a courtyard that’s home to Alberta, Sonia Ebling’s sculpture, are ideal spots to curl up with a good book or watch the kids run around. Embark on two wheeled fun by renting a bicycle from The Bike Shop orfurther explore the waterfront in a kayak or stand-up paddleboard.



BLUFFTON, SOUTH CAROLINA
It’s hard to believe that just a short drive from busy Hilton Head is a quiet, sleepy town where palm tree–lined alleyways shadow quaint storefronts and cozy coffee shops and art galleries. But that’s exactly what Bluffton is. Often overlooked because of its more popular oceanfront neighbor, Bluffton is the antithesis to the busyness of Hilton Head. —Blake Miller

STAY
If you want to be in the heart of Bluffton, book a room at the Old Town Bluffton Inn. Located on May River Road, this boutique property oozes Southern charm with its Lowcountry architecture and traditional interiors. But for a luxury escape, head to the Montage Palmetto Bluff. Set on 20,000 pristine acres, the Montage property features a variety of accommodations, from private May River–view cottages and luxury vacation homes to elegantly appointed hotel suites. montagehotels.com/palmettobluff

EAT
Formerly the executive chef at Palmetto Bluff, Brandon Carter now helms the kitchen at FARM in downtown Bluffton. Sunday brunch is a must here. (Get the Bloody Mary. You won’t be disappointed.) Featuring locally sourced ingredients, FARM’s menu is full of Lowcountry favorites with an elevated twist, such as shrimp & grits, buttermilk fried chicken, and brown butter cornbread. Forlunch,request a table on the oversized porch nearby TheCottageCafé,Bakery& TeaRoom. This lovingly restored circa-1868 home in the heart of Bluffton’s art district serves up classic Southern fare as well as New American cuisine.

DO
Downtown Bluffton boasts numerous art galleries such as La Petite Gallerie, Maye River Gallery, and Lowcountry photographer Ben Hamm, whose works are a refreshing (and breathtaking) snapshot of Southern landscapes. After a day of shopping downtown (don’t miss Spartina 449, which showcases resort-style women’s clothing and accessories—think Lilly Pulitzer and Simply Southern–inspired attire), explore Palmetto Bluff by bike and travel the shaded bike paths that wind through the property.  


DUCK, NORTH CAROLINA
Perhaps lesser known than neighboring Corolla Beach, Duck has plenty to offer travelers looking to get the most out of a trip to the Outer Banks. Though a small town, Duck’s low-key nautical vibe will delight and relax, and it offers a swath of restaurants, outdoor activities, shops, and more. —Rachel Chernaskey

STAY
The oceanfront Sanderling Resort feels welcoming and comfortable, like a visit to yourfamily’s beach house. In the main hall’s upstairs lounge, you’ll find a surplus of puzzles, books, and games to play while you gaze out at the ocean. Outside, make s’mores by the family-style fire pit orlisten to the waves from lounge chairs overlooking the water. On a free afternoon, spend the day at the resort’s spa and salon, which is located right on the Currituck Sound and offers steam rooms and boutique sitting areas where you can sip tea in-between services. sanderling-resort.com

EAT
The quaint town of Duck has a plethora of great spots to eat, starting with the Sanderling’s Lifesaving Station, where the pecan waffle with maple-butter pancakes served with Vermont maple syrup is a must. For casual Southern-inspired fare, head to Red Sky Cafe, where you’ll find small plates like burrata salad and fried green tomatoes and duck with chili-spiced marmalade. A visit to the beach means seafood, so Roadside Bar & Grill is a must. You’ll nosh on creamy clam chowdertopped with scallions, lobster mac and cheese, a classic fish sandwich, and other seafoodcentric bites. Finally, a trip to the Outer Banks would be incomplete without a visit to the original Duck Donuts for a perfectly cakey, hot-off-the-griddle donut topped with powdered sugar, glazes, and a number of othertoppings like caramel and bacon.

SHOP
Spend a lazy afternoon perusing the booklinedwalls ofDuck’sCottage orIsland Bookstore,which is located inside a lovely two-story cottage.Afterward, head to  SeaDragon & YellowhouseGallery, which sells handmade goods and art pieces. Forlocal candies and sweets, stock up on localwine, fudges, and saltwatertaffy at Candy&Corks while picking up souvenirs, artisanal soaps, colorfultee shirts, and nauticaltrinkets.

DO
Get out and explore Duck’s natural scenery by taking a beach cruiser, a tandem bike, or even a three-wheeler from Duck Cycle. (Baby seats are available for little ones.) If the water is more your speed, visit Outer Banks Boat Tours for a tranquil trip out onto the water to watch the sunset. Or cruise to Sanctuary Vineyards, where you’ll cross Wright Brothers Farm, which dates back to the 1800s, for a vineyard tour and a private wine tasting. For an activity that’s especially filled with nature, check out Outer Banks Kayak Adventures for a Bioluminescence Full Moon Night Tour, where, if you’re lucky, you’ll catch the natural phenomenon of bioluminescence lighting up the waves. 




NORFOLK, VIRGINIA
 With its picturesque views of the Chesapeake Bay, cobblestoned historic streets, and booming arts scene, Norfolk is the perfect destination for those searching for a relaxing weekend in a walkable city. Fresh seafood, locally farmed fare, and craft breweries reflect a dynamic dining destination, while world-class museums and galleries showcase the city’s rich culture. —Sarah Crosland

STAY
Housed in a historic 1912 building just a few blocks from the water, the newly opened Glass Light Hotel & Gallery is part boutique hotel, part art gallery. Inside, you’ll find stunning works from well-known artists such as Dale Chihuly and Lino Tagliapietra—and be sure to look for the playful oversized bunnies by renowned artist Peter Bremers around the lobby. The rooms are spacious and filled with natural light, featuring curated decor designed to give them the feeling of an artist’s studio, but luxurious touches like Illy in-room coffee, plush Frette linens, and fragrant Nest bath products leave little doubt you’re in an upscale hotel.

EAT
Plan on at least one dinner at the Glass Light’s own lounge and restaurant. This opulent space featuring a backlit glass wall and oversized orb lights draws a stylish crowd. At the helm in the kitchen is Serge Gouloumes, a Michelin-starred French chef whose signature dishes include a slow-cooked farm egg topped with delicate truffle shavings and a decadent foie gras apple tatin. Other spots to stop on your tour around town include Grain, a casual rooftop restaurant with views of the harbor and an impressive craft beer list, and Café Milo, a small but beautiful café where a couple from Manhattan serve up tasty sandwiches, salads, and bowls across the street from the Chrysler Museum.

DO
After a stroll past the historic stately homes in the Waterside Freemason District, pop into Spruce Home + Design. This bright and airy retail shop and design studio is filled with stylish furniture, home accessories, and colorful art. And be sure to wander through Selden Market. Housed in a historic arcade downtown, this innovative market hosts pop-up storefronts ranging from vintage clothing and retro home decor to handmade leather goods and African art. Home to the U.S. Navy’s Atlantic Fleet, no trip to Norfolk is complete without learning a little about its naval history. For a quick lesson, stop into Nauticus, the waterside maritime museum where you can tour the Battleship Wisconsin. Or, to see the Naval Station itself, climb aboard the Victory Rover Cruise, which sets sail to the base for an up-close look at destroyers, submarines, and more.