Info The Classic Harbor Line is dedicated to providing the most impeccably luxurious and hospitable sailing experience in Boston. Guests can look forward to the privilege of being escorted on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor, the schooner Adirondack III. If you’re a first ... more
60 Rowes Wharf
Boston, MA 02110
Landmark / Outdoor Activity
Party Earth Review The oldest public park in the country, Boston Common is a year-round gathering point for Bostonians of every stripe. Founded in 1634, the fifty-acre expanse of green is a favorite hangout in warm weather, when students, young professionals, and lovers show up to stroll through the picturesque Public Gardens, picnic on the ... more
151 Tremont Street
Boston, MA 02108
Party Earth Review Home to Boston’s vibrant Italian district and many historic landmarks, the North End and its narrow cobblestone streets draw everyone from pasta lovers and tourists to wine-drinking partiers. Though gentrification has attracted a growing number of young professionals, the small neighborhood is still home to a high concentration ... more
I-93 and Commercial Street
form the rough boundaries of the North End
Party Earth Review Dating back to the Revolutionary period when figures like Sam Adams stoked the flames of war, Faneuil Hall and its surroundings are now a daytime hotspot for shoppers and a nighttime haunt for barhoppers. Particularly packed on sunny summer days, the marketplace and its vendors attract hordes of tourists and bargain hunters ... more
4 South Market Building
Boston, MA 02109
Party Earth Review An eight-block stretch containing some of the city’s best high-end shopping, restaurants, and cafés, Newbury Street is sometimes referred to as the Rodeo Drive of the East. Hidden under water until 1860 when part of the Boston Harbor was filled in to create the Back Bay neighborhood, the street is now ... more
Newbury Street between Massachusetts Avenue and Arlington Avenue
Boston, MA 02116
Market / Outdoor Activity
Party Earth Review An art guild located in the trendy South End, and home to hundreds of studios and dozens of galleries, SoWa hosts an outdoor market every Sunday from May to October that attracts a dynamic array of local artists, farmers, designers, and vendors looking to sell their wares. Sometimes referred to as Boston’s ... more
460 Harrison Avenue
Boston, MA 02118
Party Earth Review A six-mile stretch of trails offering spectacular views along the Charles River, the Boston Esplanade is a year-round destination for Bostonians of all stripes. Early morning sees suited bicycle commuters and joggers passing each other on the picturesque riverbank, while later in the day, fit young professionals take to ... more
Along the Charles River between the Longfellow Bridge and Massachusetts Avenue
Boston, MA 02108
Landmark / Outdoor Activity
Party Earth Review Located in the center of Cambridge, Harvard Square is a fun and happening area with a past that draws tourists and local history buffs alike. The spot in which Washington took control of the Continental Army, and the home of Harvard University, the nation’s oldest college, nowadays the Square is more of a commercial and ... more
HSBA: 18 Brattle Street, Suite 352
Boston, MA 02138
Boston was designed with outdoor spaces in mind, so it’s not all that surprising to find a cornucopia of outdoor activities and events in the city on a daily basis.
If you’re looking for great things to do outdoors in Boston, you don’t actually have to look very far. The Emerald Necklace (nine intricately designed and connected parks) was created to give Bostonians plenty of room to stretch their legs, especially when the weather gets warm. Boston Common and Harvard Square may be the most well-known of the green spaces, but there are countless areas for jogging, picnicking, bike riding, and any number of outdoor activities in areas all over the city.
If you’re looking for outdoor events in Boston, just check the calendar as there seems to always be a festival, holiday, and tournament where people can take to the streets to celebrate. The 4th of July is one of the biggest holidays in Boston, and sitting along the Boston Esplanade gives denizens one of the best views for the fireworks. The Boston Marathon, meanwhile, is one of the biggest marathons in the world where thousands of locals and tourists come to watch and run every year.
Because it gets so bitterly cold in the winter, Bostonians truly take advantage of any warm day. So whether you’re looking for a little exercise in the parks or just want something to commemorate, there are always great outdoor activities in Boston no matter what you’re looking for.