Your Sightseeing Checklist for Boston ...


Boston is one of the country's oldest cities and also one that is so important to America's history as a nation. And as a thriving modern metropolis, visitors can revel in the juxtaposition of antique and contemporary. Ready to jot down the places and attractions you need to see and things to do when you visit Boston?

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Where Everybody Knows Your Name ... Cheers Bar

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Cheers Beacon Hill pub, restaurant and facade, established in 1895, is a must-see destination for any traveler to Boston. Located in the heart of the city's historic Beacon Hill neighborhood, the pub is best known as the exterior that was used to portray the popular 1980s sitcom Cheers.

The bar has been a popular spot since its opening, and has been featured in numerous films and television shows, including The Departed, The Town, and The Company Men. The bar is also known for its signature drink, the "Famous Sam Malone," which was created in honor of the character from the show.

The bar is open seven days a week, and offers a variety of classic pub fare, including burgers, sandwiches, and salads. It also has an extensive beer and wine list, as well as a full bar.

The bar is also a great spot to catch up with friends, as it has a cozy atmosphere and a friendly staff. There is also a pool table, jukebox, and a selection of board games available, making it the perfect place to relax after a long day of sightseeing.


Ride the Swan Boat in Boston's Public Gardens



Eat Pizza in Little Italy

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Experience the charm and flavors of an authentic Italian community by visiting Boston's Little Italy. Nestled in the North End, this quaint area is buzzing with history, picture-postcard streets, and most importantly, pizzerias serving up a slice of heaven. Share an ooey-gooey margherita with friends at a sidewalk café or indulge in a gourmet pie in a cozy trattoria. While there, be sure to sample other Italian delicacies like cannoli and gelato that will transport your taste buds straight to the streets of Rome. It's not only about good food—it's about the joyful atmosphere and enriched cultural experience!


Look across the Ocean at Little Brewster Island, Boston Harbor



Located in Boston Harbor, Little Brewster Island is home to one of the oldest lighthouses in the United States. The Boston Light, built in 1716, is a historic landmark that guided ships safely into the harbor for centuries. The island itself is only 8 acres in size and is a popular destination for tourists looking to explore the rich maritime history of Boston. Visitors can take a ferry ride to the island and climb to the top of the lighthouse for stunning views of the city skyline and harbor. It is also a great spot for birdwatching, with a variety of seabirds nesting on the island. Little Brewster Island is a must-see for anyone visiting Boston and is a perfect addition to your sightseeing checklist.


Capture the Skyline with Your Camera



One of the must-see attractions in Boston is its stunning skyline. With its mix of historic buildings and modern skyscrapers, the city's skyline is a sight to behold. As a popular destination for tourists, Boston offers many opportunities for capturing the skyline with your camera. One of the best spots for taking photos is from the top of the Prudential Tower, where you can get a panoramic view of the city. Another great location is the Charles River Esplanade, where you can capture the skyline with the river in the foreground. Don't forget to also explore the different neighborhoods of Boston, such as Beacon Hill and Back Bay, for unique perspectives of the skyline.


Start the Freedom Trail at Boston Common

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The Freedom Trail, a 2.5-mile walking route, is a must-do for any visitor to Boston. It starts at Boston Common, America's oldest public park, and winds its way through the city's historic sites, including the Paul Revere House, Faneuil Hall, and the Old North Church. Along the way, you'll learn about the city's role in the American Revolution and see some of its most iconic landmarks. The trail is marked by a red line on the ground and can be easily followed on your own or with a guided tour. It's a great way to experience the rich history of Boston and get some exercise at the same time.


Next Stop - the Old State House

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On to the Park Street Church

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Then to the Granary Burying Ground

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Next Stop King's Chapel

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Then the Benjamin Franklin Statue and Boston Latin School

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Make a Stop at the Old Corner Bookstore

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See the Site of the Boston Massacre

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Standing at the intersection of Congress and State Streets, the Old State House marks the location of a pivotal event in American history. Here where the redbrick pavement now glistens, five colonists lost their lives to British gunfire on March 5, 1770. This clash known as the Boston Massacre fueled the revolutionary zeal that eventually led to the War of Independence. As you soak up the gravity of this spot, imagine the bustling crowd, the flare of muskets, and the cries for freedom that echoed through these very streets. A truly evocative site for history buffs and patriots alike.


On to Faneuil Hall

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Faneuil Hall, also known as the "Cradle of Liberty," is a historic marketplace and meeting hall located in Boston, Massachusetts. It has been a popular tourist attraction since the late 18th century, known for its unique architecture and role in American history. Faneuil Hall has served as a marketplace, town hall, and meeting place for events such as speeches by famous figures like Samuel Adams and James Otis. Today, it continues to be a vibrant hub of activity with shops, restaurants, and street performers entertaining visitors. It is also a popular spot for political rallies and protests, making it a must-see for anyone interested in American history and culture.


Next Stop Copp's Hill Burying Ground



Bunker Hill Monument Comes Next



View the USS Constitution

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Last Stop on the Freedom Trail - the Old North Church

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Shop in Quincy Market

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Quincy Market, located in the heart of downtown Boston, is a must-visit for any traveler exploring the city. This historic marketplace dates back to the 19th century and is a popular destination for shopping, dining, and entertainment. With over 50 shops and restaurants, visitors can find everything from local souvenirs to delicious seafood and international cuisine. The market is also home to street performers and musicians, adding to the lively atmosphere. Don't forget to try the famous Boston cream pie at one of the many bakeries in the market. Quincy Market is easily accessible by public transportation and is a great spot to take a break and soak in the bustling atmosphere of the city.


East Coast Meets East in Chinatown

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Chinatown in Boston is a vibrant and culturally rich neighborhood, offering a unique blend of East Coast and East Asian influences. The main entrance to Chinatown is marked by the iconic China Town Gate, a historic landmark that was built in 1982. The neighborhood is home to many traditional Chinese businesses, including restaurants, bakeries, and herbal medicine shops. Visitors can also explore the area's beautiful temples and learn about the rich history of Chinese immigrants in Boston. With its bustling streets, delicious food, and fascinating cultural attractions, Chinatown is a must-see destination on any trip to Boston.


Must Have a Boston Creme Pie

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Eat in One the USA's Oldest Restaurants - Union Oyster House

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One must-visit destination for any food lover in Boston is the Union Oyster House, known as the oldest restaurant in the United States. This iconic establishment has been serving up fresh seafood since 1826 and has welcomed famous guests such as John F. Kennedy and Daniel Webster. Located in the historic Faneuil Hall Marketplace, the Union Oyster House offers a charming atmosphere with its original tin ceilings and wooden booths. Don't miss out on their famous oyster bar or their signature clam chowder, which has been on the menu for over 100 years. It's a must-try for anyone looking to experience a piece of American history while indulging in delicious cuisine.


Visit Paul Revere's House - the Oldest Wooden Building in Boston

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Keep Quiet at the Boston Public Library



Admire the Exhibits at the Isabella Stewart Gardner Museum



The Isabella Stewart Gardner Museum is a must-visit destination for any art enthusiast in Boston. This historic museum, located in the Fenway-Kenmore neighborhood, was founded by Isabella Stewart Gardner in 1903. The museum houses an impressive collection of over 2,500 works of art, including paintings, sculptures, furniture, and decorative arts. One of the highlights of the museum is the stunning courtyard, which is modeled after a 15th-century Venetian palace. Visitors can also admire the beautiful architecture of the building, which is a work of art in itself. The museum also offers guided tours and special exhibitions throughout the year.


Eat a Plate of Boston Baked Beans

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Another must-try dish while in Boston is the famous Boston Baked Beans. This traditional New England dish consists of navy beans slow-cooked with molasses, brown sugar, and salt pork, giving it a sweet and savory flavor. It is often served as a side dish or as a topping for hot dogs. The dish originated from Native American and English settlers and has become a staple in Boston cuisine. It is also a great source of protein and fiber, making it a healthy and filling option for travelers. Don't leave Boston without trying a plate of these delicious baked beans!


Have Some Quiet Time in Christopher Columbus Waterfront Park



Take a Stroll along the Waterfront

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In addition to being the largest city in the New England region, Boston is also known for its picturesque waterfront. Taking a stroll along the water's edge is a must-do for any visitor to the city. The Boston Harbor offers stunning views of the city skyline, as well as historic landmarks such as the Bunker Hill Monument and the USS Constitution. Along the way, you can also stop at popular attractions like the New England Aquarium and the Boston Tea Party Ships and Museum. The waterfront is also a popular spot for outdoor activities like kayaking and sailing, making it the perfect destination for both sightseeing and adventure.


Get a Different View of the World at the Mapparium, Mary Baker Eddy Library

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The Mapparium at the Mary Baker Eddy Library in Boston is a three-story, stained-glass globe that provides a unique and immersive experience for visitors. Built in 1935, the Mapparium is a 30-foot diameter globe that visitors can walk through and see the world from the inside out. The colorful glass panels depict the political boundaries of the world as they were in 1935, providing a fascinating glimpse into the past. In addition to the stunning visual display, the Mapparium also offers a multimedia presentation that highlights global issues and encourages visitors to think about their place in the world. This one-of-a-kind attraction is a must-see for anyone visiting Boston.


Make Way for Ducklings in Boston Common

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Make Way for Ducklings is a beloved children's book written by Robert McCloskey that tells the story of a family of ducks who make their home in Boston's Public Garden. The book has become so popular that there is now a statue in the park depicting the mother duck leading her eight ducklings across the street. This statue has become a popular tourist attraction, and visitors can often be seen taking photos with the ducks. The book and statue have also inspired an annual parade called the Duckling Day Parade, where children and their families dress up as ducks and reenact the story. The statue was originally installed in 1987 and has since become a symbol of the city, representing the importance of family and community.


See a Game at Fenway Park

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Get a 360° View from the Prudential Center Skywalk

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See the Skinny House - the Narrowest House in Boston

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Relive History at the Boston Tea Party Ship and Museum

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The Boston Tea Party Ship and Museum is a must-visit attraction for those interested in reliving a pivotal moment in American history. Located on the Congress Street Bridge in Boston, this interactive museum offers visitors the chance to step aboard a full-scale replica of the original tea party ship, the Beaver. You can also explore the museum's exhibits and learn about the events leading up to the Boston Tea Party, including the taxes imposed by the British and the colonists' fight for independence. The museum also offers educational programs and reenactments, making it a great stop for families and history buffs alike. Don't forget to grab a cup of tea at the Abigail's Tea Room before you leave!


Walk the Cobbles in Beacon Hill



Beacon Hill is a charming neighborhood in Boston, known for its historic cobblestone streets and quaint architecture. It is a popular spot for tourists, as it offers a glimpse into the city's past. Visitors can take a leisurely stroll along the cobblestone streets, admiring the beautiful brownstone homes and picturesque gardens. The neighborhood is also home to many boutique shops, restaurants, and cafes, making it the perfect place to grab a bite to eat or do some shopping. Some notable landmarks in Beacon Hill include the Massachusetts State House and the famous Acorn Street, known as one of the most photographed streets in the city.


Take the Duck Tour

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The Duck Tour in Boston is a popular sightseeing activity that combines land and water transportation. It takes visitors on a unique journey through the city's historic streets and then plunges into the Charles River for a scenic cruise. Along the way, tourists can see famous landmarks such as Trinity Church and the metropolitan area. The tour is led by knowledgeable guides who provide interesting facts and stories about Boston's rich history and culture. The iconic amphibious vehicles used for the tour were originally designed for military use during World War II. Today, they offer a fun and informative way to explore the city.


Stop a While in Copley Square

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Take the Sam Adams Brewery Tour

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The Sam Adams Brewery Tour is a must-do for any beer lover visiting Boston. Located in the Jamaica Plain neighborhood, this tour offers a behind-the-scenes look at the brewing process of one of America's most popular craft beer brands. Visitors can learn about the history of Sam Adams and its founder, Jim Koch, as well as sample some of their signature brews. The tour also includes a visit to the Barrel Room, where limited edition and experimental beers are aged. It's a fun and informative experience that gives visitors a deeper appreciation for the art of brewing and the story behind Sam Adams.


Skate on Frog Pond (winter Only)



Frog Pond, located in the heart of Boston Common, is a popular spot for ice skating during the winter months. This frozen pond transforms into a picturesque skating rink, offering visitors a unique and fun winter experience. The pond is open daily from mid-December to mid-March, weather permitting. Skate rentals and concessions are available on-site. In addition to skating, visitors can also enjoy stunning views of the city skyline and take part in special events such as ice shows and holiday celebrations. Whether you're a beginner or a seasoned skater, Frog Pond is a must-visit destination for anyone exploring Boston during the winter season.


Star-gaze at the Coit Observatory at Boston University


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