Boston’s best tours focus on three main themes: history, food, and culture. The most worthwhile options stick to small groups and cover specific neighborhoods or interests.
For history buffs, the 90-minute Freedom Trail Small Group Tour efficiently hits the major Revolutionary sites with knowledgeable guides who keep the stories lively and memorable. Food lovers should consider the North End Food Experience, which combines generous tastings at family-run shops with neighborhood history. The Foody Freedom Trail Tour cleverly mixes both – sampling local treats while walking through historic sites.
These well-organized tours range from $40-85 per person, offering good value through expert narration and skip-the-line access at popular stops. Small groups (usually 12 or fewer) allow for questions and personal attention.
Let’s look at our favorite Boston tours in detail.
Key Points
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Boston offers a variety of engaging historical tours, including the highly-rated Boston Freedom Trail Small Group Tour and The Revolutionary Story Epic Tour.
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Culinary enthusiasts can explore the flavors of Boston’s North End through guided food tours, such as the Foody Freedom Trail Tour and the North End Food Experience.
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Unique experiences like the Boston Bash Amazing Race & Tour and the Death and Dying Ghost Tour provide interactive and thematic explorations of the city.
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Tours often feature high traveler satisfaction, with recommendation rates of 98% or higher, and accommodate accessibility needs with small group sizes and expert local guides.
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Pricing for the tours ranges from $54.65 for the Foody Freedom Trail Tour to $4,217 for the private Heart of the Freedom Trail tour, with various options to suit different budgets and schedules.
Freedom Trail: Small Group Tour of Revolutionary Boston
Exploring Boston’s rich Revolutionary history, the Boston Freedom Trail Small Group Walking History Tour takes visitors on a captivating 2.5-hour journey through the iconic sites that shaped America’s founding.
Praised for its knowledgeable guides and engaging storytelling, this small-group tour (maximum 16 guests) allows travelers to discover all 16 official landmarks along the Freedom Trail, including the Boston Common, Granary Burying Ground, and the site of the Boston Massacre.
Offering an immersive experience, the tour focuses on the key events and figures of the American Revolution between 1760-1775.
Highlights include visiting the Paul Revere House and Copps Hill Terrace.
Wheelchair and stroller accessible, the tour caters to a wide range of visitors, though it’s not recommended for those with serious medical conditions or difficulty standing.
With 98% of travelers recommending the experience and an attractive price point, the Boston Freedom Trail Small Group Walking History Tour is an excellent way to explore the city’s revolutionary past.
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The Boston Bash Amazing Race & Tour
Though the Freedom Trail offers a captivating glimpse into Boston’s revolutionary past, the Boston Bash Amazing Race & Tour provides a unique and interactive way to uncover the city’s hidden gems. Priced from $24 per person, this 2-hour adventure invites participants to work collaboratively in solving clues and tackling quirky challenges.
With a focus on family and pet-friendly activities, the tour alternates between indoor and outdoor settings, allowing groups to engage with locals and earn points along the way.
Kicking off at a scenic local favorite, the tour features visits to various checkpoints throughout the city, as well as bonus challenges to add excitement to the experience. Guides are on hand to provide hints and assistance as needed, and the tour concludes with a leaderboard standing and the option to extend the hunt.
Suitable for corporate groups, travelers, locals, and celebrations, the Boston Bash Amazing Race & Tour offers a one-of-a-kind way to explore Boston’s hidden gems.
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Harvard University Campus Guided Walking Tour
The Harvard University Campus Guided Walking Tour offers visitors a captivating exploration of the prestigious institution’s rich history and vibrant student life.
Led by current Harvard students, the 70-minute tour guides guests through the iconic Harvard Yard, past the John Harvard Statue, and into the renowned Fogg Art Museum.
With a remarkable 4.7-star rating from over 2,800 reviews, the tour’s popularity is undeniable, and it’s easy to see why – the knowledgeable guides provide insightful narratives that bring the campus to life.
Whether you’re considering attending Harvard or simply want to learn about its storied legacy, this tour is a must-do.
Accessible to all, the route covers less than a mile and is wheelchair and stroller-friendly.
Concluding at The Harvard Shop, run by students, the experience offers a unique glimpse into the university’s vibrant community.
With optional translations and a free cancellation policy, this tour is a fantastic way to discover the heart of Harvard.
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Boston by Little Feet Walking Tour: 60 Min Private Tour
For families seeking a captivating and interactive exploration of Boston’s Revolutionary history, the Boston By Little Feet Walking Tour offers a 60-minute private experience tailored for children ages 6-12.
Priced at €168.01 for up to 12 participants, this wheelchair-accessible tour whisks families through key historical sites like Faneuil Hall, the Old State House, and the Old South Meeting House.
Led by engaging and passionate local guides, the tour encourages discovery and exploration, with interactive experiences at locations such as the first public school and the oldest burying ground in Boston.
While the tour receives an overall rating of 4/5 based on one review, some customers have expressed a desire for more historical content.
The Boston By Little Feet Walking Tour provides a family-friendly and immersive introduction to the city’s revolutionary past, making it an excellent choice for young history enthusiasts.
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Tour of Historic Fenway Park, Americas Most Beloved Ballpark
Fenway Park, America’s most beloved ballpark, offers visitors a captivating tour through its century-old history and legendary status in the world of baseball.
The guided tour, which lasts 1 hour, is recommended by 92% of travelers with a 4.7 rating based on 2,379 reviews. Visitors will explore the iconic stadium, including the famous “Green Monster” and “Pesky’s Pole,” and gain an insider’s look at the best moments in Red Sox history.
The tour provides access to the Fenway Park Living Museum, home to a vast collection of 170,000 stadium artifacts and 150,000 photographs. Knowledgeable and enthusiastic guides offer informative commentary and answer questions, making the experience suitable for baseball fans, history lovers, and Boston enthusiasts alike.
While the tour is wheelchair accessible and operates in all weather, visitors should dress appropriately and note that no bags larger than 12x12x6 inches are allowed, with exceptions for medical and diaper bags.
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Boston Food of the North End Private Walking Tour
What better way to take in Boston’s vibrant North End than a private walking tour showcasing the neighborhood’s renowned culinary delights?
The “Boston Food of the North End Private Walking Tour” promises a two-hour adventure through this historic district, with a focus on the area’s exceptional food scene.
The tour begins at Faneuil Hall and takes guests on a journey through the North End, stopping at local bakeries, bistros, and cafes to sample freshly baked bread, pizza, pastries, and more.
Participants will also visit the iconic Old North Church and the Paul Revere Mall, before finishing up in the scenic Public Garden.
Priced at $147 per person, this private tour offers a comprehensive and personalized culinary experience.
With free cancellation up to 24 hours in advance and wheelchair accessibility, it’s an inviting option for both adventurous foodies and those looking to explore Boston’s rich history and culture.
Reservations can be made online, with the flexibility to choose from various start times.
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Boston: North End to Freedom Trail – Food & History Walking Tour
Combining the delights of Boston’s renowned North End cuisine and the historical significance of the iconic Freedom Trail, the “Boston: North End to Freedom Trail – Food & History Walking Tour” offers a captivating 5-hour adventure.
Operated by a B Corp certified company, this carbon-neutral tour accommodates a maximum of 12 people, ensuring personalized attention. Travelers will savor local specialties at 3 food stops, all owned and operated by locals. The tour also includes a surprise local delicacy, adding an element of delight.
As you stroll along the Freedom Trail, your friendly, English-speaking guide will share insights into the American Revolution and key historical sites. The tour starts at The Greenway Carousel and ends near Beacon Hill and the Boston Public Garden, with easy access to public transportation.
With 1,502 reviews and a 98% traveler recommendation, this tour is highly endorsed for its informative and enjoyable experience.
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Foody Freedom Trial Tour
Foody Freedom Trial Tour combines two of Boston’s top attractions – the Freedom Trail and North End’s renowned food scene.
This 2-hour small group walking tour takes visitors on a culinary exploration of the historic North End neighborhood, home to some of the city’s best Italian restaurants and bakeries.
Along the way, guests make stops to taste local specialties like pizza, cannoli, and meats and cheeses.
The tour then transitions to the iconic Freedom Trail, where the guide shares the stories behind key landmarks like the Old State House, King’s Chapel, and the final resting place of John Hancock.
With Skip-the-Line access and a knowledgeable local guide, this tour provides an immersive experience highlighting Boston’s rich history and vibrant food culture.
Priced at $54.65 per person, the Foody Freedom Trial Tour earns a 4.6 out of 5 rating from 125 reviews, making it a must-do activity for any visitor to Boston.
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The Revolutionary Story Epic Small Group Walking Tour of Boston
Immersing visitors in the rich revolutionary history of Boston, The Revolutionary Story Epic Small Group Walking Tour takes guests on a captivating journey through the city’s most iconic landmarks.
With a maximum of 16 travelers, this highly-rated tour (99% recommendation rate from 1,744 reviews) offers personalized attention from expert guides known for their engaging storytelling and thorough knowledge.
The 3-hour walking tour covers 14 revolutionary sites, including Faneuil Hall, the Boston Massacre location, and the Paul Revere House.
Highlights include the Granary Burying Ground, where notable patriots like Revere, Hancock, and Adams are buried, and the Old North Church, the site of the famous “one if by land, two if by sea” signal.
With a focus on making history relatable, the tour seamlessly blends the past and present, allowing guests to vividly connect with Boston’s revolutionary story.
At $76 per person, this immersive experience is a must for anyone seeking an authentic glimpse into the city’s pivotal role in America’s fight for independence.
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Boston Food and History Highlights of the Freedom Trail Tour
Though Boston’s iconic Freedom Trail winds past some of the city’s most significant historical landmarks, this guided walking tour offers visitors a chance to delve deeper into the city’s culinary heritage as well.
Over the course of 2 hours, the North End Food Experience with Pizza, Meats & Cheese tour takes participants on a delicious exploration of Boston’s storied North End neighborhood. Rated 4.9 out of 5 with 102 reviews, this unique experience includes stops at local eateries for samples of pizza, meats, cheeses, and the quintessential Boston treat – cannoli.
Along the way, the knowledgeable guide shares insights into the neighborhood’s rich history and Italian-American culture.
At $75 per person ($67.50 with the discount), this tour provides an engaging blend of food and history that allows visitors to truly savor the flavors of Boston.
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Bostons North End Pizza & History Walking Food Tour
This highly-rated Boston food tour offers a delightful blend of the city’s rich history and delectable culinary offerings.
Covering the North End, also known as Boston’s Little Italy, the 2.5-hour walking tour takes visitors on a journey through the historic Freedom Trail while indulging in three full-size slices of pizza from top local pizzerias.
The experience culminates with a sweet treat – a classic cannoli from the renowned Modern Pastry.
Along the way, knowledgeable guides provide insight into the neighborhood’s significant landmarks, including the Paul Revere House, Old North Church, and Bunker Hill Monument.
With a maximum group size of 12, the tour ensures an intimate and personalized exploration of this vibrant area.
Accessible by public transportation, the tour operates rain or shine, making it a convenient and enjoyable outing for visitors to Boston.
Highly recommended by past participants, this tour offers an immersive experience blending the city’s culinary and historical highlights.
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Heart of the Freedom Trail in Boston: 60 Min Private Tour
Explore the heart of Boston’s revolutionary history with this 60-minute private walking tour. Uncover the pivotal sites that shaped America’s independence on this immersive experience led by a passionate local expert.
The tour covers key landmarks like the Old State House, Faneuil Hall, King’s Chapel, and Old South Meeting House for an in-depth look at the city’s revolutionary past.
At just $4,217 for up to 12 participants, this private walking tour offers exceptional value. Booking is flexible, with the option to reserve now and pay later, as well as free cancellation up to 24 hours in advance.
The tour is also wheelchair accessible, making it an inclusive experience for all. Engage with the stories of ordinary people who fought for liberty and witness firsthand the places where these historical events unfolded.
This 60-minute tour provides an essential introduction to Boston’s revolutionary heritage, perfect for history buffs and casual visitors alike.
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Bostons North End Small Group Food Tour
What better way to experience Boston’s vibrant North End neighborhood than through a small group food tour? The Boston’s North End Small Group Food Tour offers an authentic taste of the city’s rich Italian heritage.
Over the course of 2 kilometers, you’ll sample pizza, pastries, meats, and cheeses at three carefully curated food stops, including a generations-old bakery and a family-run pastry shop.
The tour is led by knowledgeable and engaging guides who share historical insights and tips on local attractions. You’ll also have the opportunity to enjoy a traditional Italian beverage and pastry, as well as a cappuccino or espresso.
Covering approximately 1.3 miles, the tour is wheelchair accessible and child-friendly, with free admission for children under 6. With a maximum group size of 12, this intimate experience provides a personalized glimpse into the culinary delights of Boston’s North End.
Priced at $76.46 per person, the tour has earned a 97% recommendation rate and a Badge of Excellence from over 1,000 reviews.
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The Dark Side of Boston: 90 Min Private Walking Tour
While the North End is renowned for its vibrant Italian heritage, a darker side of Boston’s history awaits on the 90-Minute Private Walking Tour. This immersive experience takes visitors through the city’s haunting past, delving into the chilling tales of witchcraft, murder, and the paranormal.
Led by knowledgeable guides, the tour transports participants back in time, exploring the city’s most notorious haunts and eerie landmarks. From the Old Granary Burying Ground, where victims of the Salem Witch Trials are laid to rest, to the site of the notorious Brink’s robbery, the tour uncovers the spine-chilling secrets that lurk in Boston’s shadows.
Guests can expect to be captivated by the guide’s engaging storytelling, as they navigate the darkened streets and alleyways, uncovering the city’s macabre history.
With a duration of 90 minutes, this tour offers a thrilling and unique way to experience the darker side of Boston, leaving participants with a newfound appreciation for the city’s complex and captivating past.
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Guided Freedom Trail Walking Tour
Immersing visitors in the rich history of Boston’s founding, the Guided Freedom Trail Walking Tour transports participants back in time, offering an engaging and informative exploration of the city’s iconic landmarks.
With a 90% traveler recommendation and a Badge of Excellence, this tour covers approximately 1.2 miles, showcasing the city’s most significant historical sites. Costumed, in-character guides bring the era to life, sharing exclusive stories about the Founding Fathers and insights into colonial America.
The tour operates in all weather conditions, accommodating up to 50 travelers per group, and offers flexible start times to fit diverse schedules.
Widely praised for its knowledgeable and entertaining guides, the tour provides an immersive experience that combines historical facts with interactive storytelling and humor.
Whether you’re seeking to explore Boston’s past or simply enjoy a fun and educational outing, the Guided Freedom Trail Walking Tour is a top choice for visitors to the city.
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Boston: Revolutionary Rockstars Freedom Trail Walking Tour
This captivating tour along the iconic Freedom Trail in Boston invites visitors to discover the city’s revolutionary past.
Priced at just $32 per person and lasting 1.5 hours, the Revolutionary Rockstars Freedom Trail Walking Tour promises an engaging exploration of the individuals and events that shaped America’s birth.
Participants will hear tales of the Massachusetts 54th, Crispus Attucks, and Rachel Wall, as well as uncover the truth behind John Hancock’s famous signature.
The tour also includes stops at historic sites like Boston Common and the Old South Meeting House, where guides share hidden stories, including Harriet Tubman’s military service.
With free cancellation available up to 24 hours in advance and no upfront payment required, this tour offers excellent value.
However, it’s not suitable for those with mobility issues, as participants must be able to walk over a mile.
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Cocktails & Cannoli: Bostons North End Dessert Tour
Explore the rich culinary heritage of Boston’s historic North End on the Cocktails & Cannoli: Boston’s North End Dessert Tour. This 2 to 2.5-hour walking tour takes you on a delectable journey through the neighborhood, offering a maximum of 12 travelers the chance to indulge in locally-sourced desserts and cocktails.
Led by a knowledgeable local guide, the tour includes skip-the-line access, allowing you to sample an array of treats and libations without the hassle of long lines. Highlights include sampling traditional Italian cannoli, sipping on refreshing cocktails, and learning about the area’s unique history and culture.
The tour covers approximately 1.5 miles, making it an accessible and enjoyable experience for visitors of all ages (21 and up). Dietary requirements can be accommodated, and the tour operates in all weather conditions, ensuring you can savor the flavors of Boston’s North End no matter the season.
With a 100% recommendation rate and rave reviews, this tour is a must-do activity for both locals and visitors alike.
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Boston: Beacon Hill Small Group Walking History Tour
Visitors seeking to explore Boston’s rich African-American history can embark on the Boston: Beacon Hill Small Group Walking History Tour. Priced from €33.60 per person, this 2.5-hour tour takes guests on a journey through Beacon Hill’s hidden landmarks and the Black Heritage Trail.
Led by knowledgeable historians, the tour explores stories of racial equality struggles and anti-slavery movements. Key highlights include the 300th Anniversary Monument, Mount Vernon Street, Acorn Street, Louisburg Square, and the African Meeting House.
Guests will also visit the Phillips School, Charles Street Meeting House, Lewis & Harriet Hayden House, and the Shaw and the 54th Regiment Memorial. The tour concludes at the Robert Gould Shaw and the 54th Regiment Memorial, where guests can take a 20-minute break.
Operated in a small-group setting to avoid crowds, the tour is primarily outdoors and not suitable for those with mobility issues or young children. Comfortable shoes and weather-appropriate clothing are recommended.
With an overall rating of 4.6/5, this tour offers an engaging and informative exploration of Boston’s African-American history.
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Boston Small-Group Walking Food Tour With Tastings
Foodies and culinary enthusiasts can embark on a captivating Boston Small-Group Walking Food Tour that showcases the city’s diverse gastronomic delights.
This highly-rated 981 review tour is capped at 12 participants, ensuring a personal experience. The tour includes tastings of classic New England dishes like clam chowder and lobster rolls, as well as a secret dish revealed on the day.
Travelers can also savor Italian specialties such as brick oven pizza and cannoli. With enough bites to constitute a hearty meal, the tour provides an immersive culinary journey.
Though not recommended for those with serious medical conditions, the experience is suitable for most travelers. While the itinerary and menu are subject to change, the tour aims to deliver engaging historical insights and local stories from its knowledgeable guides.
With an overall rating of 4.8 out of 981 reviews, the Boston Small-Group Walking Food Tour offers an excellent opportunity to indulge in the city’s vibrant food scene.
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Boston: Death and Dying Walking Ghost Tour
Although the city of Boston is renowned for its rich history and vibrant cultural scene, it also harbors a darker, more macabre side. The “Boston: Death and Dying Walking Ghost Tour” offers visitors a unique opportunity to explore this side of the city, delving into its haunted past.
At $34.99 per person, this 1.5-hour tour takes guests to some of Boston’s most haunted locations, including the Kings Chapel Burying Grounds, Boston Common, and the Granary Burying Ground. Along the way, you will hear captivating stories of hauntings and the dark history of Colonial America.
With a maximum group size of 9 and a minimum age requirement of 16, the tour provides an intimate and adults-only experience. While the tour is wheelchair accessible, it’s recommended that participants arrive 15 minutes early to the meeting point at the Massachusetts State House gates.
With an overall rating of 4.2/5 based on 5 reviews, the “Boston: Death and Dying Walking Ghost Tour” promises to be a thrilling and informative exploration of the city’s supernatural side.
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Walking Tour Downtown Freedom Trail + Beacon Hill & Copley Square
The “Walking Tour Downtown Freedom Trail + Beacon Hill & Copley Square” offers visitors an immersive journey through Boston’s historic and architectural highlights.
This 2-hour tour, led by knowledgeable local guides, explores significant sites along the Freedom Trail, including Faneuil Hall and the Boston Massacre site. Guests then stroll through the charming Beacon Hill neighborhood and marvel at the Victorian brownstones and modern skyscrapers of the Back Bay area, culminating at the stunning Copley Square.
With a maximum group size of 20, the tour provides a personalized experience. Guests can expect informative commentary on the city’s colonial and revolutionary history, as well as insights into the architectural significance of the landmarks.
While not wheelchair accessible, the tour is suitable for children accompanied by adults. The tour’s 90% recommendation rate and 4.6-star rating suggest a well-received experience that allows visitors to explore Boston’s rich past and present.
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Boston: Freedom Trail History and Architecture Walking Tour
This 70-minute Boston: Freedom Trail History and Architecture Walking Tour allows visitors to explore the city’s iconic sites and discover its rich history and diverse architecture.
Priced from $30 per person, the tour takes participants on a journey through cobblestone streets, where they’ll encounter significant landmarks like the Old State House, Faneuil Hall, and the Boston Massacre Site.
Led by knowledgeable local guides, the tour provides a comprehensive understanding of Boston’s evolution, from its settlement to modern times. Guests can expect to learn about the city’s architecture and culture, with highlights including the Park Street Church, King’s Chapel, and the Old Granary Cemetery.
With an overall rating of 4.7/5 based on 18 reviews, the tour offers exceptional value for money and a personable, informative experience.
Visitors can book the tour with the option to pay later, and enjoy the flexibility of free cancellation up to 24 hours in advance.
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Bostons Revolutionary and Drunken Past With Ye Olde Tavern Tours
Combining Boston’s rich history and vibrant drinking culture, the Ye Olde Tavern Tours offer a captivating exploration of the city’s revolutionary and drunken past.
This small-group tour takes visitors on a journey through the Freedom Trail, visiting 10 key historical attractions while stopping at multiple centuries-old taverns for included beers or ciders.
Led by knowledgeable and engaging guides like Kelly, Brooke, Olivia, and Ella, the tour provides an immersive experience, blending fascinating historical insights with a fun, lively atmosphere.
Travelers consistently praise the tour’s ability to seamlessly interweave Boston’s revolutionary history and drinking heritage, creating a unique and memorable experience.
With a maximum of 12 attendees, the tour ensures a personalized and intimate setting.
While not wheelchair accessible, the tour is near public transportation and suitable for most travelers, excluding pregnant individuals.
Priced at $87 per person, the tour includes alcoholic beverages, gratuity for tavern staff, and a 100% traveler recommendation based on 178 reviews.
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Boston: Beacon Hill True Crime Walking Tour
Although Beacon Hill is known for its picturesque streets and historic architecture, this Boston walking tour delves into the neighborhood’s dark side, uncovering its notorious true crime history.
Priced from $35 per person and lasting 2 hours, the Beacon Hill True Crime Walking Tour provides an immersive experience led by expert guides. Participants will explore landmarks like the Massachusetts State House while learning about famous murder cases and serial killers that have plagued the area.
The tour is ideal for true crime enthusiasts, who’ll appreciate the guide’s engaging storytelling and the opportunity to walk through the hilly, uneven terrain of Beacon Hill.
With an impressive 5-star rating from 8 reviews, this tour consistently earns praise for its knowledgeable and interactive guides, who bring the city’s grim past to life.
Whether you’re a local or a visitor, the Beacon Hill True Crime Walking Tour offers a unique and captivating glimpse into Boston’s darker history.
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Boston Signature Guided Brewery Tour
Travelers seeking an immersive craft beer experience in Boston can embark on the Boston Signature Guided Brewery Tour. This half-day excursion allows visitors to taste award-winning beers and ciders, learn about brewing history, and explore the production process.
With up to 12 samples included, guests can indulge in a variety of locally crafted beverages. The tour, which is led by a knowledgeable beer guide, includes round-trip transportation and hotel pickup/drop-off.
Participants will meet at 2 Park Plaza, where they’ll check in 10 minutes prior to the start. The tour has a maximum capacity of 14 travelers, ensuring an intimate and personalized experience.
Reviewers praise the knowledgeable guides, clean breweries, and comfortable transportation, describing the overall experience as enjoyable and fun.
While some visitors expressed disappointment in the brewery choices, the tour generally maintains a 93% recommendation rate and has earned a Badge of Excellence.
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The Sum Up
Boston offers an array of fantastic tours for visitors to explore the city’s rich history, architecture, and culture. From walking tours of the Freedom Trail and Harvard University to brewery tours and true crime excursions, there’s something to suit every interest. Whether you’re a first-time visitor or a local, these tours provide an immersive and engaging way to experience the best of Boston.