How to Visit Boston in 2021 | The Ultimate Weekend Itinerary

How to Visit Boston in 2021 | The Ultimate Weekend Itinerary

The Bushari Team knows Boston. You're on, after all!

Further, as leading agents in the Boston real estate industry, our team is regularly being asked for tips on navigating a weekend in The Bay State.

Most vacation guides will give you the typical suggestions that are widely accepted in the community; duck boats, freedom trail, etc. But we want to shed some light on some of Boston's lesser known attractions as well!

While the COVID pandemic has impacted several of these attractions, we are anticipating the majority of them to open once again in the coming months.

Take a deep dive into our city:

Renowned Boston Attractions


• Walk the Freedom Trail

What: The Freedom Trail is a unique collection of museums, churches, meeting houses, burying grounds, parks, ships, and historic markers that tell the story of the American Revolution and beyond. The 2.5 mile-long path is marked largely with brick along Boston's sidewalks, so self-guided tours are possible - though we recommend having a guide!

Where: The Freedom Trail starts at Boston Common. Printable PDF map available here!


• Check out the Historic USS Constitution Ship in Charlestown

What: Also known as Old Ironsides, this 200+ ft frigate is the world's oldest commissioned naval vessel still afloat. This wooden-hulled, three-mastered ship was named by President George Washington after the United States Constitution.

The ship was used during the War of 1812 against the United Kingdom. It's now used to promote the understanding of the Navy's role in war and peace through educational outreach and historic demonstration.

Where: The USS Constitution is free to explore every day from 9am - 6pm. Location at Boston National Historical Park at Charlestown Navy Yard, 02129.


• Boston's Famous Duck Tours Give You a Unique Tour of the Land... and Water!

What: Boston's most popular tour offers a fully narrated, historic tour of Boston in a WWII style amphibious vehicle that travels on land and water. You'll be greeted by one of their legendary conDUCKtors, who are exceptionally knowledgeable in Boston history and culture.

Where: Duck Tours are available 8 days a week, every half hour from 9am to one hour before sunset. Departure points are located at 53 Huntington Ave, 1 Science Park, and 1 Central Wharf.

Tickets / More Information Here.


• Boston Public Library - A Treasure Trove of Art and Culture

What: Although not a museum, the 1895 Renaissance Revival Boston Public Library is crammed with spectacular paintings, tapestries, architectural details, and sculpture - plus a fabulous 3rd floor gallery filled with John Singer Sargent murals.

The library's vast collection contains over 1.2 million books and documents. It welcomes over 2.2 million visitors every year - researchers, art and architecture lovers, and Boston residents who simply want a quiet place to read or find a book to check out.

Where: The BPL is open Monday - Thursday from 9am - 9pm. Friday and Saturday from 9am - 5pm. and Sunday from 1pm - 5pm. It is located at 700 Boylston Street in Boston's famous Copley Square.


• Fenway Park Tour

What: Visit Fenway Park, America's most beloved ballpark. Fenway is a place where dreams are made, traditions are celebrated, and baseball is forever. See the home of Red Sox Legends, Williams, Yaz, Fisk and Rice. Visit Pesky's Pole and sit atop the fabled Green Monster.

Where: Available year round from 9am - 5pm. Fenway Park is located at 19 Yawkey Way, Boston.

Tickets / More Information Here.

Picturesque Views and Locations

Copy of beacon-hill-youll-fall-in-love-with-1

• Acorn Street in Beacon Hill

What: The most photographed street in Boston. Nestled in Boston's beautiful Beacon Hill neighborhood, Acorn Street is a charming cobblestone alley that dates back to the 1820s. The street is flanked on one side by gorgeous redbrick row houses and on the other by enchanting hidden gardens.

Where: Acorn Street is located in Boston's gorgeous Beacon Hill neighborhood.

• Mount Auburn Cemetery in Cambridge

What: The first garden cemetery in the United States, Mount Auburn is the burial site of many prominent members of the Boston Brahmins, as well as a National Historic Landmark. While it is a beautiful spot, the cemetery will always be a sacred place of remembrance, a place to mourn those we've loved, and a place to seek inspiration and solace.

Where: Mount Auburn Cemetery is open 7 days a week from 8am - 7pm. 580 Mount Auburn Street, Cambridge



• Boston Harbor Shipyard & Marina

What: Boston Harbor's marina facility offers quality protected dockage and magnificent views of the Boston skyline.

Where: Boston Harbor Marina is located at 256 Marginal Street, Boston.

• Marriott's Custom House Tower Observation Deck

What: The Custom House Tower is a skyscraper in Boston's Financial District. Standing at nearly 500 feet tall, the tower was constructed in 1837-1847 and was designed by Peabody and Stearns.

It is currently used as an 87-room Marriott Vacation Club. The top of the tower is accessible to the public during limited hours for a small fee. A fenced in area surrounds the top floor and allows visitors to see panoramic views of the city.

Where: Marriott's Custom House Tower is located at 3 McKinley Square, Boston.

Late Spring/Summer/Early Fall Locations

• The Lawn on D - An Outdoor Event/Park Space in Boston's Waterfront District

What: The Lawn on D is Boston's most innovative and dynamic outdoor event space in the heart of the thriving Waterfront District.

The space brings high-caliber programming and art displays to the Seaport. The venue has freshly planted trees, paved walkways, picnic tables, ping-pong, bocce courts, and neon swings.

Where: The Lawn on D is open from 7:00am - 10:00pm on Mondays, Wednesdays, Fridays, and Saturdays. 6:00am - 10:00pm on Tuesdays. 4:30pm - 10:00pm on Thursdays. Closed on Sundays. Located at 420 D Street, Boston.


• Kayaking on the Charles River

What: One of the most popular spots to enjoy the warmer days in Boston is to go kayaking along the Charles River, which begins in Hopkington and goes through 23 cities and towns until it ends in Boston.

Where: Paddle Boston offers kayaks, canoes, and paddle boards in multiple locations -

Boston (1071 Soldiers Field Road, Boston)

Cambridge (15 Broad Canal Way, Cambridge)

Newton (2401 Commonwealth Avenue, Newton)

Medford (2501 Mystic Valley Pkwy, Medford)

Somerville (32 Shore Drive, Somerville)

and Waltham (195 Moody Street, Waltham)

Check for hours and rates.


• SoWa Artists Galleries and Food Truck Market

What: Now in its 16th season, the award-winning SoWa Open Market is Boston's largest celebration of local art, food and music. Every Sunday, over 175 makers and thousands of visitors converge in SoWa, amidst a vibrant backdrop of artist studios, galleries, boutiques and vintage shops.

After shopping, kick back and relax at their outdoor Beer Garden, featuring live music, food trucks, and lawn games.

Where: Every Sunday in May to October from 10am - 4pm. 500 Harrison Street, Boston.

Late Fall/Winter Locations


• Ice Skating on Frog Pond

What: A hopping spot for Boston ice skating is Frog Pond on the Boston Common. Frog Pond has its own ice-making system and offers skate rentals and hot coca at the Pond Cottage. 

Where: Frog Pond is located in Boston Common. Opening Day is weather dependent. Check the Frog Pond website for detailed information on weather and dates.

• Sledding at Mount Hood Golf Course in Melrose

What: The sprawling 26-acre Mount Hood Golf Course is one of Massachusetts' best spots for sledding and tubing.

Where: Mount Hood Golf Course is located at 100 Slayton Road in Melrose.

Brewery Tours


• Samuel Adams Brewery Tour in Jamaica Plain

What: Samuel Adams' Boston Brewery was opened in 1988, and ever since it has been their research and development hub. On their classic tour, you'll learn all about beer ingredients and the brewing process.

You can taste the roasted malts and smell classic German Noble hops that give Boston Lager its distinct flavor and aroma. All guests 21 and older will receive a complimentary tasting glass to keep and you'll sample three Samuel Adams beers.

Where: Samuel Adams Brewery Tours are offered Monday through Thursday from 10am - 3pm. Friday from 10am - 5:30pm. Saturday from 10am - 3pm. Roughly every 40 minutes. Located at 30 Germania Street, Boston.

Tickets / More Information Here.

• Harpoon Brewery Tour

What: See what's brewing at Harpoon! Tours, fresh Harpoon, UFO, and Clownshoes beers, pretzels, and a retail store. The Harpoon Beer Hall is 21+ on Saturdays.

What: Brewery Tours runs Sunday - Thursday from 11am - 8pm. Friday and Saturday from 11am - 11pm. Located at 306 Northern Ave in Boston.

Tickets / More Information Here.

• Downeast Cider Brewery Tour

What: From its humble beginnings in the basement of a Bates College dorm, Downeast is the result of hundreds of test batches at crafting great cider. Their Original Blend is made from hand-selected, freshly pressed local apples. 

Where: Brewery Tours run approximately 5 hours every day of the week. Capacity is 14 total spaces at $99 per person.

Tickets / More Information Here.

Museums / Aquariums


• The Museum of Fine Arts (Free Admission on Wednesdays)

What: The Museum of Fine Arts (MFA) is the fifth largest museum in the United States. It contains more than 450,000 works of art, making it one of the most comprehensive collections in the Americas. Highlights include paintings by Monet, Renoir, Pissarro, Sisley, and Gauguin.

Where: The Museum of Fine Arts is open daily from 10am - 5pm. Wednesdays are free admission! It's located in Boston's Fenway neighborhood at 465 Huntington Avenue, Boston.

Tickets / More Information Here.

• The Institute of Contemporary Art (Free Admission on Thursdays)

What: The Institute of Contemporary Art (ICA) is a waterfront museum with a robust variety of exhibitions, music, dance, film, talks, tours and programming throughout the year. It features cutting-edge contemporary, painting, sculpture, architecture, film and photography.

Where: The ICA is open Tuesdays, Wednesdays, Saturdays and Sundays from 10am - 5pm. Thursdays and Fridays from 10am - 9pm. Free admission on Thursdays! Located at 25 Harbor Shore Drive, Boston.

Tickets / More Information Here.


• New England Aquarium

What: This public aquarium is one of the most popular visitor attractions in Boston, with over 1.3 million visits a year. The aquarium has something to entertain visitors of all ages, with a 200,000-gallon Caribbean coral reef, four-story Giant Ocean Tank, and fish and shark touching centers.

Where: The New England Aquarium is open daily from 9am - 6pm. It is located at 1 Central Wharf, Boston.

Tickets / More Information Here.


• The Isabella Stewart Gardner Museum

What: This beautifully decorated art museum in Boston's Fenway neighborhood houses significant examples of European, Asian and American art. Its collection includes paintings, sculptures, tapestries, and decorative arts in a picturesque setting.

Where: The Isabella Stewart Gardner Museum is open from 11am - 5pm on Mondays, Wednesdays, Fridays, Saturdays and Sundays. Open 11am - 9pm on Thursdays. Closed on Tuesdays. Located at 25 Evans Way, Boston.

Tickets / More Information Here.

• The Museum of Science

What: Just imagine getting up close and personal with a 65 million year old Triceratops fossil, witnessing an indoor lightning storm in the iconic Theater of Electricity, walking among butterflies, taking a journey inside the human body, or exploring the galaxies in the Charles Hayden Planetarium! With 700 interactive exhibits, hands-on activities, and live animals, the Museum of Science has something for everyone.

Where: The Museum of Science is open daily from 9am - 5pm. It is located at Museum of Science Driveway in Boston.

Tickets / More Information Here.

Food / Shopping


Boston Public Market: A year-round indoor market with scores of vendors selling local produce, fish, gourmet treats and more.

Faneuil / Quincy Hall: Shop. Dine. Experience. This shopping center houses many stores and restaurants comprising 3 historic market buildings and a promenade.

Time Out Market: Shop. Dine. Experience. This shopping center houses many stores and restaurants comprising 3 historic market buildings and a promenade.

Prudential CenterAn urban shopping center located at the base of the Prudential Tower. Featuring over 75 shops and restaurants including Vineyard Vines, Lord & Taylor, Saks Fifth Avenue, Sephora and Under Armor.

Copley Place: An upscale shopping mall connected to the Prudential Center with 75 luxury stores including Neiman Marcus, Barneys New York, Tiffany & Co., Gucci, Jimmy Choo, Ferragamo and more.

Back Bay Social Club: A stylishly old-fashioned, bustling bi-level bistro for New American eats and intricate cocktails in Boston's Back Bay neighborhood.

Union Oyster House: Boston's oldest restaurant serving chowder and other New England seafood standards since 1826 in a historic setting on the Freedom Trail.


Neptune Oyster: Lines form for the raw bar and warm, buttered lobster rolls at this small scale, high-end oyster bar in Boston's North End.

Beehive: A hip spot in Boston's South End for creative New American fare, cocktails, daily live music, patio dining and jazz brunch.

High Energy Bars: The Harp, Lansdowne, Howl at the Moon, Hong Kong, Ned Devine's

Clubs: Royale, House of Blues, Bijou, Phoenix Landing

Bars: Bukowski, Sunset Grill & Tap, Publick House, Deep Ellum, Lord Hobo

Rooftops: Felipe's in Harvard Square, The Sinclair, Envoy, Pier 6

Coffee: Thinking Cup, Voltage, Clover Food Lab, Render Coffee Bar, Caffe Nero, Tatte

Live Music: Sinclair, Middle East, Great Scott, Brighton Music Hall, House of Blues, Paradise Rock Club

Live Comedy: ImprovAsylum, Laugh Boston, The Wilbur, Blue Man Group


We'd love to hear about your weekend in Boston!

Shoot us over an email at and let us know what you thought.


Looking to buy or sell your home in Boston? 

Work with a top-grossing team that makes every step an exhilarating, seamless and richly rewarding process. | 617.245.8200 |



Subscribe for off market home opportunities, Boston development news, market reports and more.