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Boston Rainy-day activities

Our most recommended Boston Rainy-day activities

Boston Fenway Park: 1-Hour Guided Walking Tour

1. Boston Fenway Park: 1-Hour Guided Walking Tour

Explore the historic grounds of Fenway Park, a true Boston icon since 1906. Visit the home of the Boston Red Sox. Become enchanted by the charm of this 109-year-old Boston monument. Be led by a guide on a 1-hour walking tour of Fenway Park. This authentic gem is home to celebrated baseball World Champions from 1903, 1912, 1915, 1916, 1918, 2004, 2007, 2013, and 2018. On the public guided tour, view the stadium and baseball field where Red Sox legends Williams, Yaz, Fisk, and Rice made their mark on Red Sox Nation. See Pesky's Pole and sit atop the world-famous Green Monster, which stands 37 feet 2 inches high overlooking left field. Take in the magnificent sights and breathtaking views of Boston atop the Roof Deck overlooking right field. Finish your tour at the Fenway Park Living Museum collection, which engages fans of all ages by showcasing the vast collection of Red Sox baseball memorabilia. Fenway Park is not only a local favorite but also an international tourist destination visited by fans from over 93 different countries. Upgrade your experience to a private tour that takes you through the same places as the public tour, but also gives you the opportunity to visit exclusive locations (subject to availability). Your guide will let you know what is available that day once you check-in for the tour. With the upgrade, you can cover the Red Seat, Visiting Team Clubhouse, Visiting Team Batting Cage, Red Sox Hall of Fame, Red Sox Front Office and Trophy Case, Batting Titles & Golden Glove Awards Display, State Street Pavilion Club, Warning Track, and Green Monster Scoreboard. 

Boston: Harvard University Guided Walking Tour with Student

2. Boston: Harvard University Guided Walking Tour with Student

Join a student-led walking tour of America's oldest university, Harvard. See the historic campus through the eyes of a student and visit highlights, including the John Harvard Statue and Memorial Hall. Beginning in the heart of Harvard Square, you'll be led into the historic Harvard Yard by an enthusiastic Harvard student. Enjoy the sights while your guide entertains and inspires with tales of Harvard history and personal experience at the university they call home. You'll get an up-close look at major Harvard landmarks including Johnston Gate, the John Harvard Statue, Memorial Hall, and Widener Library. You'll even become privy to a few Harvard secrets along the way! Whether you're a student visiting colleges or a family on vacation, the Hahvahd Tour is undoubtedly the top way to see Harvard.

Boston: Hop-on Hop-off Old Town Trolley Tour

3. Boston: Hop-on Hop-off Old Town Trolley Tour

Enjoy a hop-on hop-off tour aboard Boston’s charming orange and green Old Town Trolley and visit more than 100 points of interest in the city at your own pace. Enjoy the freedom to hop on or off all day and discover sights like the Boston State House, Liberty Wharf, and the Charlestown Navy Yard. Take in double-decker height views while protected from the elements. The comfortable enclosed trolleys allow you to experience elevated viewing come rain, snow, or shine. Choose between 1-day and 2-day ticket options with free unlimited re-boarding. The Boston Trolley tour covers all the major areas including downtown, Beacon Hill, Back Bay, the theater district, and the waterfront. Conductors narrate the tour, offering a fun mix of trivia and humorous stories. There are 14 stops conveniently located close to over 100 points of interest in Boston, these are: • Stop 1: New England Aquarium/Faneuil Hall Marketplace • Stop 2: Historic North End • Stop 3: USS Constitution/Charlestown Navy Yard • Stop 4: North Station/TD Bank Garden • Stop 5: Old State House * Stop 6: Beacon Hill/Antique Row • Stop 7: Cheers Bar "The Original" • Stop 8: Prudential Center/Skywalk Observatory (Currently closed due to construction) • Stop 9: Christian Science Plaza/Symphony Hall • Stop 10: Copley Place Shopping Galleries • Stop 11: Copley Square/Trinity Church • Stop 12: Old Town Trolley Welcome Center • Stop 13: Boston State House/ Boston Common/Beacon Hill • Stop 14: Boston Tea Party Ships & Museum (discounted admission included)

Boston: Boston Tea Party Ships and Museum Interactive Tour

4. Boston: Boston Tea Party Ships and Museum Interactive Tour

Considered the most important event that led to the American Revolution, the Boston Tea Party was part of a resistance movement in British America. Be part of this event that changed history on an interactive tour. Meet live characters, see replica ships, and learn about the people involved. Take a handbill from one of the colonists and find out what part you’ll play. In the meeting house, hear the story of the night of December 16, 1773 and receive your own mohawk disguise before the march to Griffin's Wharf begins. Experience the thrill of throwing a crate of tea into the sea and explore the replica ships that recreate the original vessels from the 18th century. Inside the museum, travel back in time with 3D holographic characters and watch British soldiers and colonial patriots argue right before your eyes. Then experience the battle inside the giant wraparound theater for a complete history lesson.

Massachusetts Institute of Technology Public Tour

5. Massachusetts Institute of Technology Public Tour

Meet your student guide in Kendall Square and visit the university that ranks among the top schools in the U.S. Tour the campus and learn about some of the world's most talented innovators in the fields of math, science and technology. Get the inside scoop on the history, culture and alumni who hail from MIT, the Massachusetts Institute of Technology, on a 1 hour 10-minute tour. Hear about some of the institution's alums, from engineer and astronaut Buzz Aldrin to world-famous architect, I.M. Pei. See the Great Dome, home to the school's engineering library and lovingly referred to by alums as the Center of the Universe.

From New York City: Boston and the Freedom Trail Day Trip

6. From New York City: Boston and the Freedom Trail Day Trip

Depart New York along the Eastern Coast through Connecticut to Massachusetts and to its capital, Boston. Your first stop is the city of Cambridge where will find one of the most famous and most prestigious universities in the world: Harvard. The tour starts with a walk in Harvard Yard; the oldest academic ground in America. See Widener library, then rub the shoe of John Harvard for good luck. Continue to a panoramic tour passing by City Hall, MIT and Cambridge College. Then cross the Charles River and arrive in the center of the intellectual capital of the country. Visit Copley Square, home to beautiful Trinity church. Next up is a walk along the Freedom Trail through Boston Common Park. Break for lunch at Quincy Market, and try the world famous Clam Chowder or a lobster roll. After lunch, visit the site of the famous Tea Party and the navy ship Constitution. In the late afternoon, depart southwest for an evening arrival in New York.

Boston: Ghostly Patriots Haunted Walking Tour

7. Boston: Ghostly Patriots Haunted Walking Tour

Embark on a unique after-dark tour and explore downtown Boston’s most haunted hotspots. Discover both the paranormal and historical worlds of each carefully selected tour site and listen to researched, authentic, and up-to-date accounts that ensure you have the best, most chilling experience possible. Highlights of the tour include: Omni Parker House Haunted by its first owner and other notable ghostly guests, the Omni Parker House is considered Boston’s most haunted location. One room, in particular, has caused so much trouble, terror, and grief that the hotel was eventually forced to convert it into a storage room, lest they risk another guest suffering from a grisly night’s stay in the cursed room. What could possibly drive a hotel to permanently retire an otherwise perfectly good guest room? Discover the details on our tour. Boston Common This seemingly placid area is the country’s oldest park. For a century of its long history, Boston Common was the site of hundreds of hangings. Not all of the victims of these executions managed to escape the park, even after death. The grim ghosts of the hanging victims are the least of your paranormal concerns in the Common. Keep your eyes open and your wits about you whenever you’re at this park… or else. Old South Meeting House Witness the birthplace of the Boston Tea Party protest and the very American Revolution itself at the Old South Meeting House. This building is of crucially historic importance, but that’s not the only legacy the meeting house is known for. It is a specter that sometimes appears and always acts as a harbinger of impending death. Or perhaps it’s no messenger of death at all, but instead directly responsible for the string of deaths that have befallen the unlucky ones who’ve encountered it. Old City Hall This former hub of Boston’s local government has since become a bustling mixed-use commercial and office property. Because of its historical significance being covered up with the new polish of redevelopment, at least one ghost exacts its revenge for this perceived disrespect for history on visitors. The Old City Hall may be magnificent looking, but watch where you look inside…

From Boston: Quincy, Plymouth, and Mayflower II Day Trip

8. From Boston: Quincy, Plymouth, and Mayflower II Day Trip

Start with a pickup from downtown Boston in a comfortable, air-conditioned, latest model minibus. Travel 30 minutes south to the historic city of Quincy to visit the birthplaces of two former US Presidents, John Adams and his son, John Quincy Adams. Next, enjoy a scenic view of New England's coastline as you travel through Cohasset to the town of Scituate. Once in Scituate, you will have the opportunity to visit the Scituate Lighthouse and hear the amazing story of the "American Army of Two." Then, travel along the beautiful New England coastline towards Plymouth. Visit coastal towns, waterfront mansions, and a lighthouse. Once you arrive in "America's Hometown," visit Plymouth Rock. Benefit from admission to the Mayflower II and Plimoth Patuxet and learn about the site where New England was first established in 1620. Climb back on the bus for a relaxing return trip to Boston.

Boston: Freedom Trail Tour

9. Boston: Freedom Trail Tour

Start the tour from the official Visitor's Center on America's first public park, The Boston Common. Meet your colonial-costumed historical interpreter and guide before embarking on a journey through Boston's colonial history. Spot lots of incredible historical sites along this short 1.2-mile stretch between The Boston Common and Faneuil Hall. Pass by the Granary Burial ground where American Fore Fathers are buried, and the site of the world-famous Boston Massacre. Also discover the Park Street Church, America's first public school, the site of The Boston Tea Party, the Old State House, and the Old South Meeting House. Finally contemplate Boston's most visited attraction, Faneuil Hall.

From New York City: Boston in One Day Tour

10. From New York City: Boston in One Day Tour

Come discover beautiful Boston. Have your transportation and itinerary taken care of your while your only job is to sit back and enjoy this stunning city. Explore the best Boston has to offer including: Fenway Park stadium, home to the Boston Red SoxHarvard University Main campus: Harvard Yard, Old Yard, John Harvard Statue, Johnston Gate, Harvard souvenir store.Copley Square: Trinity church, Fairmont Copley Hotel, Boston Public Library, John Hancock Tower, “End line” to Boston MarathonBoston Common and the public gardens  Freedom trail: Massachusetts State house, Old state House, Granary Burying ground, Kings chapel, Faneuil hallQuincy Market Start your day in New York City, where your tour guide will share stories of different places on your journey to Boston. Once in Boston, begin your tour at Copley Square, have lunch at Quincy Market and visit Harvard University's main campus.

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What people are saying about Boston

Overall rating

4.7 / 5

based on 622 reviews

This was a GREAT Tour!! We went to Harvard (which I did not think I would be very interested in) and learned quirky and little know facts and trivia, then toured Bunker Hill, and Old Ironside! For the money you cannot beat a tour with Stuey!! He’s a great conversationist, and it was just four of us on this private tour!! Besides our tour of Fenway Park it comes in a close second on the list of adventures in Boston!! Thank you, Stuey!!

The guide was very funny, super knowledgable and managed to fit a huge amount of information into the tour. We left with a much clearer understanding of the MIT Campus and the amazing things that happen within its walls.

The 2 tour bus drivers we had the pleasure of travelling with were incredibly entertaining as well as full of fun facts, I wish I could remember their names!

We love Austin! His speech is so informative and very personal.

Interesting and fun to see all the sports Fenway supports!