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The past two decades have seen the dozens of islands scattered across Boston Harbor transformed from barely noticed dots on the horizon to one of the city’s most popular attractions. The Boston Harbor Island National Recreation Area, established in 1996, has propelled them into prominence, with ferries carrying day-trippers and overnight campers from downtown Boston, Hingham, and Hull to eight of the islands (19 more are accessible by private boat or charter excursions). Most visitors head to Georges Island, home of the Civil War–era Fort Warren, or the beaches and hiking trails of Spectacle Island, the one closest to downtown Boston. (Don’t skip the concession stands here: The food is from James Beard Award–winning Boston chef Barbara Lynch.) You can also camp on Peddocks, Grape, and Bumpkin islands, or take a tour to Little Brewster Island to witness the 300-year-old Boston Light, the nation’s oldest lighthouse.

Sarma is the third outpost in restaurateur Ana Sortun’s Boston empire after the acclaimed Oleana and Sofra. Meyhanes—literally, “houses of wine”—have been social gathering places in Istanbul since Byzantium, and Sarma channels the communal spirit of these traditional Turkish bar/restaurants while serving up craft cocktails, local beer, and of course wine, not to mention typical meyhane snacks like parsnip fritters and lamb kofte (albeit the latter in slider form). Mezes, the eastern Mediterranean’s version of tapas, are also dished up alongside sarma wraps and shish kebab: Chef/owner Cassie Piuma gets creative with the latter, skewering and grilling scallops, quail, and barbecued duck.

A public art piece by Native American artist - Bob Haozous, Artificial Cloud is a peculiar and somewhat eerie sculpture to look at. The artificial cloud is the artists representation of the death of the Earth, separation between racial and social classes, and a reminder of the fragility of humanity.

Mile-long Newbury Street, lined with handsome 19th-century brownstone homes, is synonymous with shopping in Boston; it’s also the place to go to get your hair done up nice. Between Arlington Street and Massachusetts Avenue you’ll find an eclectic mix of boutique and designer shops, hair salons, art galleries, and restaurants that generally skews upscale (Tiffany’s, Chanel, Dolce & Gabbana) but also includes the original location of the Newbury Comics record store and a T.J. Maxx. Eminently strollable and dotted with sidewalk cafés, Newbury Street is the hip heart of the Back Bay neighborhood, perfectly distilled at eye-candy drinks-and-dining hot spots like Sonsie and Stephanie’s on Newbury.

Hidden Pond blends Maine cottage living with its own quirky, Instagram-worthy take on luxury. The enclave of 14 colorful one- and two-bedroom clapboard bungalows is spread over 60 acres of birch groves and balsam fir, just a 10-minute drive from downtown Kennebunkport. Each private house comes with a full kitchen that practically begs to be used, with first-rate cooking equipment and serving pieces and, for guests staying in the two-bedroom cottages, the option to send along a grocery list prior to arrival. However, dining at Hidden Pond’s farm-to-table Earth restaurant, with its awe-inspiring chandelier made from a preserved apple tree, shouldn’t be missed. For an even more memorable experience, guests can supper in one of two private garden sheds, which are outfitted with a sole table surrounded by hurricane lanterns, pitchforks, and potted plants, and situated steps from a chef’s garden that supplies ingredients for every meal. The Tree Spa is aptly named: Treatment rooms are nestled in the treetops eight feet above ground and are reached via wooden footbridges.

The Blue Ridge Mountains stand in for the Black Forest at Grand Bohemian Asheville, a 104-room luxury property inspired by old-world Bavarian hunting lodges, complete with stag-antler chandeliers, rich velvet and brocade textiles, and a popular mascot in the lobby—a taxidermied wild boar named Zsa Zsa. In contrast to the more dramatic public spaces, rooms and suites are spacious and light with crisp white bedding and tufted headboards; almost all of the bathrooms have large tubs with shutters that open up to the sleeping area. In addition to the rare original artwork that’s scattered throughout the hotel, there’s a gallery featuring paintings, art glass, woodwork, and sculptures from local, regional, and international artists. George W. Vanderbilt’s Gilded Age castle is across the street, and the hotel is within walking distance of Biltmore Village’s popular restaurants and shops and only two miles from trendy downtown Asheville, making it a convenient jump-off for exploring the Great Smokies.

At the beginning of the 20th century, a physics professor in Massachusetts inherited a ton of money. He promptly headed for the South Pacific, settling there and founding what’s now the Harrison Smith Botanical Garden. Maybe Smith had a slight Noah complex: He brought in plants from around the world, which means an African flower might sit next to a South American fern. The problem is that he inadvertently killed off the native plants with his imports. Still, the garden is a lovely spot to wander around, a sampler box of world botany.

After more than 15 years atop Boston’s fine-dining scene, Barbara Lynch’s No. 9 Park may be familiar, but never ordinary. Facing the Boston Common, this restaurant is split between a dress-to-impress bar where Beacon Hill pols gather for after-work cocktails and a dining room favored for special-occasion gatherings, from proposals and wedding anniversaries to Harvard-graduation celebrations. Expect an expertly designed Cat Silirie wine list and elegant French-Italian cuisine (the foie-gras-and-prune-puree-filled gnocchi is guaranteed to please, and go with the steak frites if you’re dining at the bar), with an atmosphere to match.

Who wouldn’t trade an ugly elevated highway for a ribbon of new parkland? Boston’s famous Big Dig dismantled the eyesore John F. Kennedy Expressway that long separated downtown from its waterfront and turned most of its former route into a linear park named in honor of JFK’s mother. The Rose Fitzgerald Kennedy Greenway snakes for a mile and a half from Chinatown to the North End, mostly parallel to Boston Harbor. It’s a pleasant alternative to walking the city’s busy streets to get around, and you can use the park’s free Wi-Fi to plan your visit. Along the way you’ll find seven decorative and interactive fountains; a carousel where lobsters, codfish, harbor seals, and other local animals take the place of horses; and a variety of food trucks for when you need to recharge with a taco, a grilled-cheese sandwich, or a cupcake. The Greenway’s visitor center for the Boston Harbor Islands National Recreation Area has information and ferry tickets.

Baseball had nothing to do with the naming of Fenway Park: The stadium gets its moniker from the nearby Back Bay Fens, a stretch of saltwater marsh in the heart of Boston that was landscaped into a park by Frederick Law Olmsted. The Fens are among the wilder parts of the Emerald Necklace, 1,100 acres of parklands running from the Charles River to Brookline that include familiar spaces like the Boston Common and Boston Public Garden but also less-traveled (by visitors, anyway) sections like Olmsted Park, Jamaica Pond, the Arnold Arboretum, and Franklin Park. The arboretum, part of Harvard University and established in 1872, is one of Olmsted’s most unaltered terrains, with paths running up and around 261 acres of woodland interspersed with a curated collection of trees, plants, shrubs, and vines native to New England.

It’s hard to go wrong with Italian food in Boston’s North End, but one surefire way to go right is to turn left from the door of the Paul Revere House and slip inside the historic town house that’s home to Mamma Maria, an unmissable fine-dining restaurant facing North Square. Settle into the serenely elegant dining room overlooking the square to feast on classics like terrine of suckling pig, veal osso buco, Tuscan-style rabbit pappardelle, and a wide selection of seafood dishes from local waters. The uninitiated may mutter a “mamma mia” at the prices, but for Northern Italian in the North End, Mamma Maria rules the house.

A Caribbean coral reef in Boston? You’ll find it at the New England Aquarium, as part of the aptly named Giant Ocean Tank, which contains 200,000 gallons of water and is swimming with sharks, sea turtles, barracuda, and hundreds of other reef fish. While you can meet a family of harbor seals right outside the front door of the aquarium, it’s well worth your time to head inside to explore the exhibits that focus on habitats from the Amazon rain forest to the Gulf of Maine. The aquarium also boasts an IMAX theater and touch tanks, and if you want to encounter local marine life in their natural environment, you can join one of Boston Harbor Cruises’ whale-watching tours, which depart from the Central Wharf daily between March and November.

Well worth the effort it takes to locate this tiny establishment, Flower Gin is a hybrid gin bar and flower shop that feels as though you’ve stumbled into a bygone speakeasy, yet smells like an English country garden. The space is decorated with Alice in Wonderland-esque images, and serves six different cocktails, all created with cucumber-infused Hendrick’s gin. Opt for the classic G&T, or get fancy with an Elderflower Collins or Hot Gun Punch. All are picturesque and served with a delicate pink rose on top. Be sure to say hi to Coco the Boston Terrier, the little mascot that happily greets patrons who are lucky enough make their way in. Kyungnidan 684, Itaewon-dong, Yongsan-gu, Seoul

The Black Rose is reliable in every way: It’s a genuine Irish pub in a part of Boston where authentic can be hard to find among the tourist joints; the bar food is first-rate (you can’t go wrong with a pint of Guinness and the house-made corned beef on marble rye, hold the mustard); and there’s live music seven nights a week. Located across the street from the historic Custom House and close to Faneuil Hall, the Black Rose has thrived for 40 years by keeping it real, and you’ll find a lively crowd of locals and visitors here even on wintry weeknights to drink Irish beer poured by Irish bartenders and listen to Irish music.

Like Sean Bean in National Treasure, you won’t find the booty of the Knights Templar in the basement of the Old North Church, but there is a crypt here with thousands of bodies dating back to the 18th century. This prominent stop on the Freedom Trail is rich in colonial and Revolutionary War history, most notably because the 191-foot steeple was where patriots hung two lanterns on the night of April 18, 1775, warning that British troops were setting out by sea to their fateful encounter with local militias at Lexington and Concord. A walk around the church, constructed in 1723 (making it Boston’s oldest house of worship), is a revelation in irony: While the building played a role in the start of the Revolutionary War, most of its Episcopal congregants remained loyal to King George. Chimes from the steeple still announce Sunday services, thanks to the Bellringers Guild, which is comprised of MIT students.