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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.

Fish from tins, fish whose fins were in the sea just this morning—they’re all stars at Saltie Girl, a compact seafood bar and restaurant in the Back Bay from Kathy Sidell of MET restaurant fame. Whether you love your seafood raw, smoked, fried, or—yes—out of a can, settle into one of the 11 stools in front of the active kitchen to watch as your dinner is prepared or, well, opened. Of course, you’re not paying top dollar for Chicken of the Sea here: The tinned seafood comes from small artisan producers, sustainably sourced, packed fresh, and shipped from around the world. Caviar, squid, anchovies, cod liver, and cockles are among the savories served cold with dipping sauces and crusty bread.

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.

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.

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.

One of the most popular spots on the island, Cisco Brewers began as a winery 25 years ago and has now grown into a destination that showcases offerings from the Nantucket Vineyard, Triple Eight Vodka, and the Cisco Brewers beer label. Summer weekends there is a lively crowd listening to music and taking advantage of the food carts and raw bar. For a tour and a more intimate view of the production, visit during the week. There is a seasonal shuttle available and the new bike path makes Cisco all the more accessible.

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.

The supper club is reinvented for the next generation at Yvonne’s, banishing any possible ghosts from the former Locke-Ober’s, and leaving just enough of the old girl (the beautiful hand-carved original bar and woodwork) to recognize her former self. The entrance is a bit mysterious, and the outer-bar area a happening scene. Walk through the “library,” a cozy space that looks like it’s right out of an Anthropologie catalog, and you’ll find lime-green banquettes, fancy chandeliers, and a modern web of lighting. The small plates are meant for sharing and make it possible to taste a good many flavors from the kitchen. Baked oysters Savannah are a nod to the well-heeled crowd, combining lobster, porcini cream, and Parmesan into a decadently rich mouthful. Seared halloumi has just the right sweet-and-savory combination and is a favorite that doesn’t disappoint. Be sure to make a reservation; there is usually a line. Try one of their crowd-pleasing punch bowls presented in unusual vessels. The “Goodbye, Me"—with Moroccan-mint-infused gin, sake, watermelon, lemon, and champagne—lives up to its name.

It’s easy to stay health-focused, even on vacation, if you stop by the Lemon Press. This adorable space in the middle of town has fresh cold-pressed juices and super smoothies. Liquid Sunshine is a winning combination of mango, peach, and organic apple juice. And if you are looking for damage control from the previous evening, try the Scenic Root or Georgia Green. Both will help you get back on track. Also on the menu are delicious sandwiches and photo-worthy toasts.

Home to some 35 colleges and universities, Boston is a wicked-smaht city, and you’ll feel like a genius if you take your kids to the always entertaining Boston Museum of Science. For sheer thrills, nothing beats the museum’s Van de Graaff generator: This electrifying device creates crackling bolts of indoor lightning, and the one here is the largest in the world. It’s strictly look-don’t-touch, but much of the museum is comprised of hands-on exhibits that inform and entertain—including experiments in engineering, scientific methods, model building, and math where your kids can once again prove how much brighter they are than you. The museum’s butterfly garden, fossil exhibit, and quirky Colby Trophy Room appeal to all ages, and the Mugar IMAX Theater and Charles Hayden Planetarium provide immersive entertainment about the earth and stars when you’re done exploring the three floors of exhibit halls.

For an especially scenic drink, try the umbrella-shaded Beachside Bistro at the Summer House. Down a flight of stairs into the gentle dunes, you can’t get much further east unless you want to go swimming. A full bar is available and you can snack on the likes of lobster salad or crab cake. Come at sunset, and even though you won’t see the sun itself, the entire sky glows pink and dreamy as the waves roll in.

Galley Beach has one of the best locations on Nantucket. With views out over the ocean from the dining room and tables spilling onto the beach, there’s not a bad seat in the house. It’s a popular spot with a stylish crowd, and the martinis flow freely. Come early to snag a seat for sunset, one of the best shows in town, and as the evening gets underway enjoy the breeze on your face and scrunching your toes in the sand while tiki torches light up the night.

Café Latte | Quattro Sette is a great find if you’re in need for caffeine, tea, or a snack. It’s a fairly new addition to Merida, frequented by tons of expats, natives, and the occasional traveler. The coffee is delicious and strong, and the service super charming...as long as you play by the house rules below : ) REGALES DE LA CASA – House Rules No se permite hablar por teléfono dentro del Café. (No phone calls inside the Café.) El café Illy es elmejor del mundo: Si le gustaría un descafeinado, tome agua. (Illy coffee is the best in the world: if you’d like a decaf, drink water.) Los niños bien portados son bienvenidos. Los demás los convertimos en postres. (Well behaved children are welcome. The rest will be made into pies.) Hablando de postres: la gente flaca es mas fácil de secuestrar,acompag˜e su café con un pan. (Speaking of pies: skinny people are easier to kidnap, have a pastry.) Don’t bring anyone to Latte | Quattro Sette that you wouldn’t bring to your mother’s house on Sunday. (No triage a nadir a Latte | Quattro Sette que no traería a casa de su mamá el domingo.) OPEN: 8:00AM - 4:00PM +52 999 924 8895 >>>A heartfelt thank you to Yucatan Tourism for an unforgettable 4 days in the Yucatan, my new favorite place in Mexico! @YucatanTourism #TravelYucatan

Cru is a spectacular location for a drink, with the harbor and Billionaires Row as its backdrop. The outdoor patio is great for people-watching, as is the silky-smooth stone-topped bar. The tart and refreshing Crucomber is the signature cocktail: a mix of bison grass vodka, lemon, cucumber, and toasted sesame. If you want to snack, the cocktail pairs well with any of the delightfully fresh crudos and oysters on the menu. After a few, take a walk along the pier and fantasize about life aboard a luxury yacht.

The water is usually calm and a bit warmer on the Nantucket Sound side of the island. Steps Beach is off Cliff Road about four miles from town, sandwiched between Dionis and Jetties, and is not on most people’s radar. Before you take on the massive set of stairs leading down, enjoy the view of Great Point Light off to the right. Steps Beach offers protected shores with gentle waves washing onto the sandy beach, and gray-shingled mansions dotting the surrounding sand dunes. Come prepared, as there are no lifeguards or facilities, and make sure to save some energy to make the climb back up the steps.