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Bowens Island Restaurant has existed in one form or another since 1946. The original building, covered in Sharpie messages scrawled by diners over the years, burned to the ground in 2006. Owner Robert Barber rebuilt it almost immediately, all the while serving steamed oysters straight from the inlet beyond the dock. Today, the paper plates are modest but come piled high with fried seafood, fries, and hush puppies. Order the oysters, top them with cocktail sauce, and wash it all down with a local beer for one of the best dining experiences in town. Bowens may not have white linen tablecloths or awards hanging on the walls, but this is where you want to be eating in Charleston.

Just down the street from the charming Carreau du Temple, an open-air market square in the Haut Marais that recently reopened after heavy renovations, sits OFR: a bookshop-cum-gallery that houses an extensive collection of multilingual art and design books and fashion magazines. Here, you’re likely to mingle with a modish crowd, willing to strike up a conversation about anything from travel photography to urban design. If you go, check OFR’s website for regularly rotating events. Added benefit: open 7/7!

Thanks to its views across Charleston Harbor, the Edmondston-Alston House is one of the city’s most popular historic homes open to the public. Its hyphenated name joins that of its builder and of the rice planter who purchased it from him just a decade later. The mansion, with its Corinthian columns and rooftop piazza, is a prime example of the Greek Revival architecture popular in the early 19th century. The house was at the center of several key Civil War events: as a lookout spot for Confederate general P.G.T. Beauregard during the siege on Fort Sumter in April 1861, and as a refuge for General Robert E. Lee on the night of the Great Charleston Fire of 1861. The mansion is owned by the Alston family, and its interior is preserved to look much as it did 150 years ago.

Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.

Masullo Pizza is my idea of the perfect pizza place in the U.S.—the servers are friendly, the interior is stylish, the food honors what is local and seasonal, and the pizza is outstanding. Robert Masullo, the owner, takes pizza seriously, using a combination of expert technique and carefully picked ingredients to create beautifully simple and delicious pizzas. Greatness continues with the rest of the menu: the appetizers, salads (which change with what’s in season—I was once told that the oranges were from his friend’s tree), desserts, and selection of local wines and beers. Their freshly baked bread (shown above) is sold at nearby Taylor’s Market. I have loved Masullo since it opened about 5 years ago. Then again, I love just about anything from Italy—especially authentic Italian pizza. Masullo Pizza is located in the cute Land Park neighborhood just south of downtown. Outdoor seating is available. Open all day 11:30-9:00 on weekdays (until 9:30 Fridays) and 5:00-9:30 on Saturdays. Closed Sundays.

This colorful, photography-friendly collection of the one-eyed glass artist’s work is more than just another tourist attractions. The Northwest room, with its ceramics, textile art, Pendleton blankets, and photography of Native Americans, is a nod to the traditional arts that inspired Chihuly’s work. Playful, brightly colored glass is everywhere: oversized spheres piled into a rowboat, sea creatures and undulating glass ribbons that evoke the movement of the ocean, and fanciful “flowers” in the outdoor garden. The gift shop is large, with a nice selection of gifts, novelties, and Pendleton blankets. King County residents get a $4 discount off admission. Great for visitors, residents, and anyone who has a nice digital camera they’re itching to try out.

Chef Roberto Solís’ menu showcases the area’s fresh ingredients including fish, lobster, cooked in the flavors and spices that have driven Maya Caribbean for centuries. Located inside the Hotel Casasandra, the restaurant’s setting is as warm as the service. Pair dishes with some locally-produced wines or a mezcal margarita. Thanks to his colorful ingredients and artful plating, Chef Solís’s dishes tend to be as appealing to the eye as they are to the palate.

Perched high above the Bay of Positano, Il San Pietro is the epitome of Italian seaside glamour—the hotel has attracted a coterie of international VIPs since its opening in 1970, including Gregory Peck, George Clooney, and Julia Roberts—but retains the charm of a family-run inn. Michelin-starred Zass restaurant culls ingredients from the property’s organic gardens, which spill down to the sea across 10 terraces teeming with local produce, and rooms feature custom ceramic tiles made in local factories using traditional techniques. If the 400 steps down to Positano’s only private beach sound daunting, an elevator cuts through the rock to water level, where tangerine loungers on the stone sundeck give way to a cove with sandy shores. Here, breezy Carlino restaurant serves up lemon spaghetti beneath a cheerful thatched roof. Prefer more active endeavors? Hugging the cliff face above, seaside tennis courts serve up sets with a dazzling view.

The award for most prized piece of Sydney real estate must go to the Park Hyatt. The hotel is tucked directly beneath the Harbour Bridge, and many rooms showcase head-on views of the Sydney Opera House, perfectly framed in floor-to-ceiling windows and doors. In 2011, the Park Hyatt was layered with sandstone and marble to reflect the local Rocks neighborhood, which was built from sandstone in the Georgian period. Carvings, sculptures, paintings, and photographs by eight renowned Australian artists—including Robert Billington and Bruce Armstrong—further connect guests with the hotel’s setting. Travelers get what they pay for here; every room, no matter the price, comes with a balcony, butler, and harbor views from the tub. Guests also have access to the coveted rooftop pool deck—where a sunset cocktail is highly recommended. The Park Hyatt is unbeatable for New Year’s Eve, the Vivid Sydney festival, or really any time of the year.

Chef/owner Roberto Solís is widely considered one of Mexico’s best chefs—and Néctar deserves its reputation as one of the area’s top restaurants. The kitchen serves up traditional dishes from the area, all featuring local and seasonal ingredients so the menu changes depending on what’s being harvested around the Yucatán. But several local favorites are always available, including cochinita pibil(roast pork); relleno negro-stuffed turkey; and tikin xic (fish marinated in Achiote and sweet chile.

No signs designate this speakeasy-style bar located near Dupont Circle, but rather a green light and a relief of Senator Morris Sheppard, namesake and architect behind the Sheppard Bone-Dry Act of 1917 banning booze in DC. Upon seeing the green light, enter the lobby and take an escorted elevator ride to the second floor where a 35-seat small, sexy, dark place with banquettes, chandeliers, and photos from DC’s prohibition era awaits you. While enjoying the bevy of rotating cocktails and snacks like deviled eggs with caviar and key lime pie, honor the following rule: no photography inside.

The end to a perfect day in Bozeman is waiting for you somewhere on the doorstep of the beautiful Lehrkind Mansion Bed & Breakfast, quite possibly the most picturesque building in all of Montana. The Victorian marvel is a perfect base for a few days of exploring Bozeman, with a great library filled with inspiring tomes and photography books that will stir your Montana wanderlust further. Each of the mansion’s nine rooms has its own unique character, though The Muir Room is where you want to stay if you’re a writer looking for a spark.

If you like to admire art in the open air, Oostende has plenty for you to enjoy outdoors. Start at the Royal Gallery where you can enjoy a free exhibition of portrait photography. Walk towards the casino along the promenade and admire the ‘Dansende Golven’ (Dancing Waves) sculpture by Patrick Steenon. Continue along the promenade until you reach the bright red shapes that make up ‘Rock Strangers’ by Arne Quinze (pictured). Watching people move through and interact with the shapes can be almost as interesting as the art itself. More Information on Oostende: http://cheeseweb.eu/2013/10/10-reasons-visit-oostende-beach/

Whether you’re a fan of awe-inspiring dinosaur skeletons & dioramas, or 19th century European painting, the Carnegie Museums of Pittsburgh have you more than covered. The Carnegie Museum of Natural History is a great place to learn about the history and development of life and human cultures, while the Carnegie Museum of Art offers a broad spectrum of collections, including contemporary art, photography, decorative arts and design, and the Heinz Architectural Center. The best part is, admission to one buys you admission to both, so you can indulge your interests in the Jurassic period and Impressionism in one go.

Wine, as they say, belongs at the table. Yet most tasting rooms offer only the wine. For a richer experience, seek out wineries that offer food pairings or, better yet, an entire meal. At Robert Sinskey winery, cookbook author and Chef Maria Helm Sinskey pairs bites made with ingredients from their garden with the new releases of Pinot Noir and the excellent Abraxas, a blend of Pinot Gris, Pinot Blanc and Gewurztraminer. Round Pond Estate takes it a step further — the four-course lunch served on the terrace uses all biodynamically farmed produce, vinegar and honey from the estate as well as olive oil that is crushed by stone just a stone’s throw from the winery.