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Sugar sands, shallow waters, and consistently smooth seas are just a few factors that make Captiva Beach a Southwest Florida favorite. The shelling is great here, especially after storms, but it’s the sunsets that make it famous—and why Captiva is considered one of the most romantic beaches in the state. For a swim, stroll, or sunset viewing party, it can’t be beat. Be sure to keep your eyes peeled for the dolphins that are regularly spotted offshore.

There’s no need to fly all the way to Italy to try the pie that earned first place at the 2007 World Pizza Cup. Just head to North Beach and Tony’s Pizza Napoletana, where chef-owner Tony Gemignani was the first American to win the title. Gemignani serves only 73 of the prize-winning Margherita pizzas a day, but the seven ovens in the kitchen make a broad selection of styles, including Sicilian, Roman, New York, St. Louis, and even a Detroit-style pie—a square pizza made with Wisconsin brick mozzarella cheese. To find Tony’s, either follow the scent of baking crust or look for the line of eager customers awaiting entry to the no-reservations corner eatery.

Adobe streetfront: door...window...sky. Color. Much of Tucson, like most western U.S. cities, is devoted to strip malls and parking lots, but the historic core still has blocks of 19th-century Sonoran-style row houses. In the 1960s, acres and acres of the Barrio Viejo was razed, but fortunately not all of it. Today it’s a combination of gentrification and the pleasantly decrepit: attorney’s offices, student rentals, and family homes share this yard-less streetscape in a bilingual neighborhood. In reading about the history of the neighborhood, I came across this description, written back in the 1930s by Dr. James Harvey Robinson of Columbia University, who was visiting Tucson for the first time: “But this cannot be the United States of America, Tucson, Arizona! This is northern Africa - Tunis! Algiers! - or even Greece, where I have seen as here, houses built flush with the sidewalks with pink, blue, green and yellow walls, flowers climbing out of hidden patios and overall, an unbelievable blue sky. And the sweet-acrid smell in the air? Burning mesquite. Lovely! And the people - charming. But all this is the Old World, not America.” The Barrio Viejo is perfect for a bike ride. You do feel as if you’ve left reality-TV-obsessed Gringolandia...if only for a few blocks...

New Orleans’ green spaces run the gamut from City Park, which spans 1,300 acres and is the 6th largest urban park in the United States, to the city block-sized Jackson Square, a French Quarter gathering point for artists, musicians, and street performers. The former has walking trails, botanical gardens, and an open-air sculpture garden, plus tennis courts, an 18-hole golf course, and a mini-golf course, but most come to see the world’s oldest grove of mature live oaks. Uptown’s Audubon Park is frequented by walkers, joggers, and cyclists who make their way around the park’s 1.8 mile loop—and it’s also home to the Audubon Zoo.

For the time it takes most Angelenos to commute to work, you can be ferried into the alternate reality of Catalina Island, a romantic escape far from the daily traffic jams and urban sprawl. The evergreen-shrubbed hills spotted with an artists palette of summer homes and surrounded by bright hues of blue waters, coves and marinas feels more like the islands off the coast of Spain than the United States. It is rejuvenating to arrive at a place so close to the city yet feel so completely removed.

Sitting pretty on seven acres below Canyons Resort, the Waldorf Astoria is one of Park City’s preferred stays thanks to its elegant suites, sleek spa, and signature service. Opened in 2009, the stone-and-log lodge projects alpine grandeur. Interiors mix natural elements with posh details like a Baccarat crystal chandelier, an Italian marble fireplace, Oriental rugs, and leather furnishings. Outside, the hotel’s private gondola whisks skiers to the slopes and back, after which they can take a soak in the heated outdoor pool or indulge in a massage at the sunny, 16,000-square-foot spa—one of the finest in the Wasatch Mountains. Come dinnertime, guests head to onsite restaurant Powder, an antler-lined spot offering locavore fare and stunning mountain views.

The 174 guestrooms and suites all feature gas fireplaces; many also have balconies. Available with one to four bedrooms, the Bi-Level Suites even include fireplaces and gourmet kitchens outfitted with Viking appliances.

Federal Donuts, which sells wacky-flavored handmade doughnuts, coffee, and Korean-style twice-fried chicken, is just one example of how chefs in the City of Brotherly Love are pursuing their culinary obsessions. The original Center City shop has been joined by branches around town (including one at the baseball stadium) as well as a satellite shop in Miami: The owners’ whimsical impulse to pick up a doughnut machine on Craigslist in 2011 now seems less crazy and more like the first steps of delicious empire-building.

Verde is actually two stores in one. It carries one-of-a-kind accessories, jewelry, and gifts, which makes it stand out as one of several unique shops in the Midtown Village district of Center City. Serendipitously, the boutique shares space with Marcie Blaine Artisanal Chocolates. In fact, you can watch the chocolate confections being made in the back room by peeking through the large window. A shopa-choco-holic’s dream! While in Midtown Village, venture across the street to another notable shopping stop, Open House, which sells Philly-themed items as well as a curated selection of housewares and accessories.

The owners of FnB—James Beard Award semifinalist chef Charleen Badman and front-of-house manager Pavle Milic—were early champions of Arizona wine and produce, curating a wine list that includes lots of Grand Canyon State vintages to accompany their locally sourced dishes. They still highlight the state’s great bounty, and Milic even produces his own wine label, Los Milics, which is available in small batches at the restaurant. Badman’s seasonal menu showcases Arizona’s flavor with an imaginative, very veggie-forward lineup. (Don’t worry, meat and seafood are on the menu, too.) The cozy eight-seat bar is the perfect spot to sample FnB’s wine offerings, showcasing a different region every four weeks.

Spectacular sands—making up the longest stretch of beach in Hawaii—sweep for 15 miles starting here, fringed by postcard-perfect turquoise water. This patch of ocean is rough, rowdy, and perilous: Watch for sneaker waves as you stroll along the coast. Swimmers should stick to the Queen’s Pond, an area girdled by a protecting reef. But the big attraction at Polihale Beach remains the dunes, which can pile up to 100 feet high. In summer, hot sand can slip into your shoes, causing burns; savvy beachgoers wear only wool socks, according to Andrew Doughty, author of the excellent Ultimate Kauai Guidebook. Make sure to pack plenty of water—and also an umbrella, if you plan to linger.

Also known as the High Test Deli & Sweet Shop, this local standby—situated just over the state line in Bryson City, North Carolina—has fueled hikers, area residents, and tourists for more than a decade. The signature Cuban is a best seller, but every sandwich is customizable, with more than a dozen bread varieties, nearly as many cheeses, and all the proteins you’d expect from a top-notch deli. Still, you wouldn’t be blamed for skipping the meats altogether and heading straight for the “frozen sandwich” section, where you can choose from a creative selection of ice cream sandwiches that will challenge even the most decisive sweet tooth.

Local restaurateur Hide Sakurai—also the force behind Shokudo next door—brings healthy grab-and-go options to the heart of Honolulu’s Ala Moana, the state’s largest shopping center. An artisan café and pinot wine bar, Bread & Butter seats around 50 and serves three meals a day. Argentine chef Arnaldo “Masa” Gushiken adds hints of Spanish and Japanese cuisine to the otherwise very locavore American menu. Highlights include the beet-peach-arugula salad and the house-smoked-ahi sandwich, balanced by the bright crunch of pickled vegetables in its side salad. Regulars also rave about the single servings of paella, the bell-pepper-goat-cheese dip, and the decadent truffle chicken starring an entire game hen.

One of the world’s most epic drives, the Hana Highway connects Kahului with Hana in eastern Maui. The scenic stretch is just 64 miles long but can take up to three hours to drive, thanks to 62 twists in the road as it winds through rain forests and past waterfalls, natural pools, and seascapes. Plan at least a half day to properly experience the drive, or slow it way down and spend a night in Hana so you can linger at places like Twin Falls, the Keanae Peninsula, the Garden of Eden arboretum, and the black sand beach at Waianapanapa State Park. Sun worshippers should also budget plenty of time for stops at Hamoa Beach and Ho’okipa Beach Park Beach Park.

Rising from the corner of Park City’s Main and Heber streets, the six-story, 33-suite Main & SKY blends a modern loft vibe with traditional ski-lodge service. Concrete, steel, and glass define the building and interior design, from the fireplace in the lobby to the elevator whisking beautiful people to their rooms. The hotel’s state-of-the-art lofts are unique to Park City, and the one-, two-, and three-bedroom suites feature floor-to-ceiling windows, full kitchens, living rooms with fireplaces and private decks with hot tubs. Sliding wall panels open to the master bathroom, the centerpiece of which is a soaking tub filled by a ceiling-mounted faucet.