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AIRBNB EXPERIENCES

Unique things to do in Boston

Book unforgettable activities hosted by locals on Airbnb.

Travel like a local

Cutting-edge science, 17th-century architecture, political think tanks, and a harbor (hold the “Rs”) crucial to American history—this isn’t your typical US city. Welcome to Boston, where it can feel like a tech-booming metropolis or a small sports town depending where you end up for an after-work drink. For things to do in Boston, embrace its history on the Freedom Trail, take a North End (Little Italy) food tour, and shuck oysters, among other activities led by locals, with Airbnb Experiences.

Top-rated activities

North End Little Italy Food Tour
The oldest neighborhood in Boston"s North End( Llittle Italy) We will experience lots of hidden gems but also the famous Hanover and Salem streets where the best of the best restaurants pastry shops salumerias (Italian Deli) bakeries and caffes. COME HUNGRY because we eat on this tour equivalent to a full lunch. FEAST ON FOOD ** Discover the only woodfired brick oven pizzaria in little italy. ** Tour thru the oldest bakery where the first pizza in Boston was baked in 1907. ** Get all your senses sharpened at an coffee and spice shop.since 1932. ** Experience the Salumeria"s (italian deli"s) specializing in imported cheeses from Italy dry cured meets (salami sopprasata prosciutto cappicola and mortadella) homemade pasta homemade mozzarella and many marinated italian delights in extra virgin olive oil. ** Visit the only Butcher Shop left in the neighborhood. ** Can"t forget about dessert we will cut the line at one of famous Pastry Shops for a ricotta cannoli. ** Along the way we will pass by the Paul Revere Statue Old North Church and the first Italian Church built by Italian immigrants in 1873. **** READ REVIEWS**** ON**** TRIPADVISOR**** GOOGLE**** YELP**** Other things to note Let me know if any guest have food allergies.
Sail on the Schooner Fame of Salem
Haul up the sails! Take the tiller! Or just chill out with a local craft beer or Deacon Stormy while our historic schooner slides through Salem Sound past lighthouses, forts, and waterfront homes. The captain and crew will explain the significance of the FAME, privateering, and the War of 1812. The firing of the cannon is always a highlight! We'll motor out from Pickering Wharf in downtown Salem and call for volunteers to help raise the sails. Depending on the wind, we may shape a course toward Beverly... or Marblehead... or head straight out toward the islands! Our interactive crew point out landmarks, explain the operation of the schooner, and mix drinks with equal facility. The sails last roughly an hour and forty minutes. When we return to Pickering Wharf, you're right in the heart of downtown Salem — perfectly placed for a meal, a drink, or a stroll! Note: We will not sail if steady rain, high winds, or thick fog are expected; you will be refunded. Message us if you are unsure about the forecast. Dress for the weather — you are exposed to the elements on our 1812 schooner! This trip is NOT appropriate for infants or toddlers. But once kids are 4-5 years old, they really enjoy it! The schooner is certified for 49 passengers plus crew, but since 2021 we are sailing at 60% capacity, which means there will be a maximum of 29 guests on your sail.
Welcome to the Freedom Trail Tour
You have picked a great time to visit Boston! Boston is one of the most walkable cities in America - it’s lovely to explore on foot. We’ll be walking about 3,000 steps/1 mile. We will meet at a coffee shop along the Freedom Trail. Feel free to buy something there while we get acquainted & start our exploration of the people & events of the founding of Boston & the early years of the American Revolution. We will head out on foot to walk a portion of the Freedom Trail. You will see & learn about the Old State House & the Boston Massacre, the Old Corner Bookstore & the Irish Famine Memorial & the Old South Meeting House - where the Tea Party started. Next, we head up School Street to learn about the Old City Hall & visit the site of the first public school in America. We’ll step into the oldest continuously run hotel in America & explore the rich history of this beautiful hotel. Onto King’s Chapel Church & the oldest burial ground in Boston. We will see the brutalist masterpiece- New City Hall & conclude at the Faneuil Hall/Quincy Market area. You might want to shop or get a drink or meal at one of the many restaurants & bars at the end of the tour. I will share recommendations for things to do & places to eat. Join me to explore Boston & the Freedom Trail. Boston is a beautiful city - rich in history & stories that I want to share with you! Other things to note Whether you are a history buff or just interested in learning more about Boston, join me for a few hours to expand your knowledge of the city in general and the Freedom Trail specifically, including the events of the early Revolution here in Boston.
The Revolutionary Story Tour
The unique aspect of this tour is that the sights are arranged chronologically so you experience one sustained story the whole way. Instead of random facts and dates, we will focus on recapturing the passions, recreating the personalities, and reliving the drama of the American Revolution. The sightseeing is synchronized with and unfolds through the storytelling. It's not only much more enjoyable it's also the most effective way to both explore Boston and explain America. The entire experience has been built with the aspirations and anxieties of a fellow tourist in mind: the groups are kept small so you aren't herded around; we cover both the major sights and the hidden gems; extensive visual aids and props help you grasp the material; and you'll enjoy the charm of the original neighborhoods while getting a sense of the beautiful and booming modern city as well. The tour is orientated towards adults but enthusiastic younger audience, usually with some level of exposure to the material will enjoy it as well. This tour is NOT for those looking to just scratch the surface or check a box. There are no actors, costumes, scripts, or kitsch. It's wide ranging, in depth, and FUN. 3:45 minutes. (Standard tour is 9:15 a.m. - 1:00 p.m. with a 15-minute restroom break in the middle)
Bloodlust: Mysteries of Victorian Boston
In the late 1800s, Boston experienced a rash of gruesome murders and unexplained phenomena. The “Boston Medical and Surgical Journal” observed, “The increase in the number of the criminally insane has been exceptionally rapid…” Most interesting was the way one community reacted to this – The South End, the country’s oldest and largest Victorian neighborhood. Not only was there a reawakening of the notorious Witchcraft Trials that happened 200 years earlier, but people were also accused of being vampires and conversing with the dead – all while serial murders and molesters lurked just out of sight. Explore this quaint post-Civil War suburb, its architectural gems and strange statuary that tourist rarely get to see. Then delve into the concerns of the people who lived here, their art, science, politics and stories of true crime, with demonstrations on Victorian phantasmagoria and the new fields of forensics and toxicology. Did you know that one of Boston’s wealthiest entrepreneurs was a woman? So was America’s first accused vampire. We’ve also hosted mad scientists, homicidal healthcare workers and psychologists who treated the mentally ill in unsavory ways. Buried the beneath this neighborhood's eye-catching English gardens and breathtaking brick rowhouses is a unique experience you won’t want to miss, and all within a few blocks of Copley Square and Back Bay. Other things to note We will walk outside, about a mile, through the streets and parks of the South End. We will see architecturally significant homes and churches, the background for a number of historic movie and shows. There will be some graphic discussion of violence and murder. Participant discretion is advised.

Most popular in Boston

Boston's Politically Incorrect North End Food Tour
We will spend 3 hours exploring one of Boston's oldest and beloved area "The North End" aka Little Italy. We will visit hidden gems, unique neighborhood shops and local hangouts. Anthony your local guide will entertain you with his no bullshit politically Incorrect style. Come hungry because there will be many food stops (8) . Don't eat breakfast .You will enjoy delicious Italian cuisine all while laughing your ass off.We will have many interactions with locals since i was born and raised here. A true local ! - We will eat our way through Hanover Street where we will discover the best pasticcerias that offer the best cannoli, biscotti, and other Italian favorites. We will discuss the best of the best restaurants and coffee shops. With my culinary background and years of living here and of course eating here you will learn how to not get caught up in the tourist traps. •We will visit authentic Salumeria (Italian Deli) where you will sample best Italian sub ever. -We will visit hidden gems where you will discover a bakery in a basement of 100-year-ol structure •Visit a very unique 80- coffee and spice shop. -Also some secret stops that we will keep as a surprise. -Most of all you will taste great foods and you will laugh all day long. Other things to note Fun adults only . Sorry no one under 13 . NO WHINNY KIDS.LOL It is a Politically Incorrect tour so some adult content.
Boston's Underground Donut Tour
On this tour, you'll join me as we explore the city and food culture through the medium of donuts. You'll learn history of Boston, each donut location, how they fit into the larger food scene, as well as try some amazing donuts. We start in Boston's financial district at Kane's Donuts. After sampling some delicious donuts, we'll walk along the harbor on our way to Boston's Public Market, where we'll try some amazing apple cider and apple cider donuts. Fresh every day! After that, we'll sample some of the best artisanal donuts you'll have in the entire city at Union Square Donuts. For the last portion of our tour, we'll walk through Boston's North End or Little Italy learning about the history of the neighborhood along the way. Once there, we'll visit one of the North End's oldest bakeries, Bova's where we'll have a uniquely Boston treat. We hope you can join us! Other things to note Currently, many of these shops do not have gluten free or dairy free donuts available. We will try to accommodate allergies, but it has been difficult recently. We still welcome you to come on the tour though.
Ghosts -- Boston Beyond the Grave
The past, the present and the future -- everyone and everything is interconnected. Walk the very streets where Boston's most terrifying killer stalked his victims. Step through the grounds where witches and martyrs were hanged. Hear the stories of our most haunting history and awaken our ghosts -- the broken, the beloved and the betrayed -- their fights for justice and their quests for vengeance. Ask about a Boston Cream Pie at the Omni Parker House, where the dessert originated and one of the most haunted places in Boston! All for the original ticket price, when you book a private tour.* Looking for a time that isn't listed? Send me a message and maybe we can work something out. Dig through the bones of the past, and piece together the fossilized memories of our community. Live the legends that no one has been able to explain or disprove. And try on you own to piece together the form, the footprints, the blood, and eventually the DNA of these crimes. This is more than traditional history. These are the personal records of the rarest kind of human experience, Boston's adventures into the world of the unknown, that mysterious psychic world beyond the five senses. *Food costs will not be billed through Airbnb.
Walk Your Way Through Boston's History
We will start our tour at the Lenox hotel in the heart of the Back Bay neighborhood, and will end at historic Faneuil Hall where there are endless places to eat and explore after the tour. Not only will we visit the famous Boston Freedom Trail, but also hidden treasures not covered on other tours. My tour runs approximately 2 1/2 hours. Unlike some other walking tours, I try to cover as much of Boston as possible. The walk is not fast paced, but we do cover about two miles. Wear comfortable shoes. The Back Bay - Explore one of Boston's most famous neighborhoods. Home to some of Boston's most beautiful buildings such as the Boston Public Library and the Trinity Church. Boston Public Garden - Visit the beautiful gardens, and say hello to the Swan Boats, and the Make Way for Ducklings statues! If you come during the right time of year, they may even be donning some accessories! Boston Common - Bask in the freedom of the oldest public park in the United States. Cheers Bar - Where everybody knows your name. Beacon Hill - View Boston's most historic neighborhood. Complete with original brick sidewalks and gas lanterns (you can thank some friendly 20th-century neighborhood rioters for those bricks). The New State House - Is as impressive as the political debates inside...we think.
Every Site on the Freedom Trail
See all 16 of Boston's Iconic Freedom Trail sites in a single 2.5 hour tour! Join the most comprehensive walking tour of the Freedom Trail available, and learn about icons like Paul Revere and John Hancock, along with lesser known stories of women, African Americans, and immigrant patriots and pioneers. Rebels, gangs, Midnight Riders (and a few cheap dad jokes) all feature in the tales on this tour. Tour goers will leave with an understanding of Boston's role in the American Revolution, but also how Boston has pioneered abolition, American education, and immigration. It all happened at these famous sites along the iconic red brick line. This highly interactive tour will begin opposite the Massachusetts State House and conclude in the North End with the best view of the Charlestown Freedom Trail sites. Along the way you'll experience the explosive events of the American Revolution like the Boston Tea Party and the Boston Massacre in the places they happened. Be sure to bring your best questions for our veteran guides! 10:30 am - 1:00 pm, Friday Saturday Sunday May 1st - November 30th. Experience the Revolution with Cambridge Historical Tours!

Activities near top attractions

Photo of Boston Public Garden
Boston Public Garden440 locals recommend
Photo of New England Aquarium
New England Aquarium397 locals recommend
Photo of Freedom Trail
Freedom Trail470 locals recommend
Photo of Boston Common
Boston Common5 locals recommend
Photo of Fenway Park
Fenway Park811 locals recommend
Photo of Prudential Center
Prudential Center280 locals recommend

Things to do near Downtown Boston

Historic · Vibrant · Lively

Every Site on the Freedom Trail
See all 16 of Boston's Iconic Freedom Trail sites in a single 2.5 hour tour! Join the most comprehensive walking tour of the Freedom Trail available, and learn about icons like Paul Revere and John Hancock, along with lesser known stories of women, African Americans, and immigrant patriots and pioneers. Rebels, gangs, Midnight Riders (and a few cheap dad jokes) all feature in the tales on this tour. Tour goers will leave with an understanding of Boston's role in the American Revolution, but also how Boston has pioneered abolition, American education, and immigration. It all happened at these famous sites along the iconic red brick line. This highly interactive tour will begin opposite the Massachusetts State House and conclude in the North End with the best view of the Charlestown Freedom Trail sites. Along the way you'll experience the explosive events of the American Revolution like the Boston Tea Party and the Boston Massacre in the places they happened. Be sure to bring your best questions for our veteran guides! 10:30 am - 1:00 pm, Friday Saturday Sunday May 1st - November 30th. Experience the Revolution with Cambridge Historical Tours!
North End Little Italy Food Tour
The oldest neighborhood in Boston"s North End( Llittle Italy) We will experience lots of hidden gems but also the famous Hanover and Salem streets where the best of the best restaurants pastry shops salumerias (Italian Deli) bakeries and caffes. COME HUNGRY because we eat on this tour equivalent to a full lunch. FEAST ON FOOD ** Discover the only woodfired brick oven pizzaria in little italy. ** Tour thru the oldest bakery where the first pizza in Boston was baked in 1907. ** Get all your senses sharpened at an coffee and spice shop.since 1932. ** Experience the Salumeria"s (italian deli"s) specializing in imported cheeses from Italy dry cured meets (salami sopprasata prosciutto cappicola and mortadella) homemade pasta homemade mozzarella and many marinated italian delights in extra virgin olive oil. ** Visit the only Butcher Shop left in the neighborhood. ** Can"t forget about dessert we will cut the line at one of famous Pastry Shops for a ricotta cannoli. ** Along the way we will pass by the Paul Revere Statue Old North Church and the first Italian Church built by Italian immigrants in 1873. **** READ REVIEWS**** ON**** TRIPADVISOR**** GOOGLE**** YELP**** Other things to note Let me know if any guest have food allergies.
Boston's Underground Donut Tour
On this tour, you'll join me as we explore the city and food culture through the medium of donuts. You'll learn history of Boston, each donut location, how they fit into the larger food scene, as well as try some amazing donuts. We start in Boston's financial district at Kane's Donuts. After sampling some delicious donuts, we'll walk along the harbor on our way to Boston's Public Market, where we'll try some amazing apple cider and apple cider donuts. Fresh every day! After that, we'll sample some of the best artisanal donuts you'll have in the entire city at Union Square Donuts. For the last portion of our tour, we'll walk through Boston's North End or Little Italy learning about the history of the neighborhood along the way. Once there, we'll visit one of the North End's oldest bakeries, Bova's where we'll have a uniquely Boston treat. We hope you can join us! Other things to note Currently, many of these shops do not have gluten free or dairy free donuts available. We will try to accommodate allergies, but it has been difficult recently. We still welcome you to come on the tour though.
Boston's Politically Incorrect North End Food Tour
We will spend 3 hours exploring one of Boston's oldest and beloved area "The North End" aka Little Italy. We will visit hidden gems, unique neighborhood shops and local hangouts. Anthony your local guide will entertain you with his no bullshit politically Incorrect style. Come hungry because there will be many food stops (8) . Don't eat breakfast .You will enjoy delicious Italian cuisine all while laughing your ass off.We will have many interactions with locals since i was born and raised here. A true local ! - We will eat our way through Hanover Street where we will discover the best pasticcerias that offer the best cannoli, biscotti, and other Italian favorites. We will discuss the best of the best restaurants and coffee shops. With my culinary background and years of living here and of course eating here you will learn how to not get caught up in the tourist traps. •We will visit authentic Salumeria (Italian Deli) where you will sample best Italian sub ever. -We will visit hidden gems where you will discover a bakery in a basement of 100-year-ol structure •Visit a very unique 80- coffee and spice shop. -Also some secret stops that we will keep as a surprise. -Most of all you will taste great foods and you will laugh all day long. Other things to note Fun adults only . Sorry no one under 13 . NO WHINNY KIDS.LOL It is a Politically Incorrect tour so some adult content.
Ghosts -- Boston Beyond the Grave
The past, the present and the future -- everyone and everything is interconnected. Walk the very streets where Boston's most terrifying killer stalked his victims. Step through the grounds where witches and martyrs were hanged. Hear the stories of our most haunting history and awaken our ghosts -- the broken, the beloved and the betrayed -- their fights for justice and their quests for vengeance. Ask about a Boston Cream Pie at the Omni Parker House, where the dessert originated and one of the most haunted places in Boston! All for the original ticket price, when you book a private tour.* Looking for a time that isn't listed? Send me a message and maybe we can work something out. Dig through the bones of the past, and piece together the fossilized memories of our community. Live the legends that no one has been able to explain or disprove. And try on you own to piece together the form, the footprints, the blood, and eventually the DNA of these crimes. This is more than traditional history. These are the personal records of the rarest kind of human experience, Boston's adventures into the world of the unknown, that mysterious psychic world beyond the five senses. *Food costs will not be billed through Airbnb.

Things to do near Back Bay

Hip · Fashionable · Picturesque

Discover Salem with a Real Witch
Ever wanted to truly understand the history of Salem and be a part of the very real magic of the city with a resident, historian, and modern day witch? This fascinating tour will lead you through the city as you explore the lore, secrets and intricate history of Salem that go beyond just the 1692 trials. This 90 minute journey starts with some important sights such as the famed Samantha statue, the Witch House, the Old Burying Point cemetery, and a few Hocus Pocus locations. It also includes the otherworldly history of spiritualism, the city’s ties with the Parker Brother's Ouija Board , and we finish off near maritime wharf to demonstrate Salem's illustrious maritime history. Along the way, you will learn the truth behind witchcraft as a culture. Prepare to soak in some magical knowledge, ranging from connecting with nature, energy protection, manifesting with the moon and how we interact with the local spirits. This tour even includes locally sourced materials to craft simple spells as we journey through Salem! Our group/coven experience will be personable- limited to 10 guests that will leave time for meaningful questions and answers to create an absolutely spellbinding, one of a kind experience that will deeply connect you with the heart and soul of the city both past and present.
Sail on the Schooner Fame of Salem
Haul up the sails! Take the tiller! Or just chill out with a local craft beer or Deacon Stormy while our historic schooner slides through Salem Sound past lighthouses, forts, and waterfront homes. The captain and crew will explain the significance of the FAME, privateering, and the War of 1812. The firing of the cannon is always a highlight! We'll motor out from Pickering Wharf in downtown Salem and call for volunteers to help raise the sails. Depending on the wind, we may shape a course toward Beverly... or Marblehead... or head straight out toward the islands! Our interactive crew point out landmarks, explain the operation of the schooner, and mix drinks with equal facility. The sails last roughly an hour and forty minutes. When we return to Pickering Wharf, you're right in the heart of downtown Salem — perfectly placed for a meal, a drink, or a stroll! Note: We will not sail if steady rain, high winds, or thick fog are expected; you will be refunded. Message us if you are unsure about the forecast. Dress for the weather — you are exposed to the elements on our 1812 schooner! This trip is NOT appropriate for infants or toddlers. But once kids are 4-5 years old, they really enjoy it! The schooner is certified for 49 passengers plus crew, but since 2021 we are sailing at 60% capacity, which means there will be a maximum of 29 guests on your sail.
Bloodlust: Mysteries of Victorian Boston
In the late 1800s, Boston experienced a rash of gruesome murders and unexplained phenomena. The “Boston Medical and Surgical Journal” observed, “The increase in the number of the criminally insane has been exceptionally rapid…” Most interesting was the way one community reacted to this – The South End, the country’s oldest and largest Victorian neighborhood. Not only was there a reawakening of the notorious Witchcraft Trials that happened 200 years earlier, but people were also accused of being vampires and conversing with the dead – all while serial murders and molesters lurked just out of sight. Explore this quaint post-Civil War suburb, its architectural gems and strange statuary that tourist rarely get to see. Then delve into the concerns of the people who lived here, their art, science, politics and stories of true crime, with demonstrations on Victorian phantasmagoria and the new fields of forensics and toxicology. Did you know that one of Boston’s wealthiest entrepreneurs was a woman? So was America’s first accused vampire. We’ve also hosted mad scientists, homicidal healthcare workers and psychologists who treated the mentally ill in unsavory ways. Buried the beneath this neighborhood's eye-catching English gardens and breathtaking brick rowhouses is a unique experience you won’t want to miss, and all within a few blocks of Copley Square and Back Bay. Other things to note We will walk outside, about a mile, through the streets and parks of the South End. We will see architecturally significant homes and churches, the background for a number of historic movie and shows. There will be some graphic discussion of violence and murder. Participant discretion is advised.
Pizza, Beer, and Paul Revere
We start off in Bostons historic North End, other wise known as Little Italy, home to amazing history and unbelievable pizza!! We’ll make our way through cobblestone streets and back alleys, seeking out brick oven pizza and super locals only style bars, while checking out Paul Reveres old stomping grounds. I’ll show you the locals only version of our city, the awesome little nooks and crannies, small bakeries, hidden history, and fantastic views that most major tour companies can’t get into, because of their large group size. I know when I travel, I typically ask the concierge or Airbnb host where THEY go out for a beer and to get a bite. My whole reason for doing this tour is to share with you, the city that I love. The nuance and locals point of view. I hope you come grab a slice and drink a beer! Note: As we move into the winter season, this tour will continue to run every day at noon. One of our stops includes having a slice of pizza outside. While not a big deal in the summer, it can get pretty chilly, so all parties should make sure to dress warm!!
Mobsters, mayhem and murder in Boston
The tour will take you on a scenic route through the heart of Boston, and off the beaten path to areas most tourists do not venture. The tour is an approximately 2.5 hour walk with frequent stops to sit. Omar will tell you not only about general Boston history, but the darker side of Boston's history. This will in include stories about Whitey Bulger, the Boston Strangler, the Mafia and more! There is mature language on this tour, similar to an R-rated movie/TV-MA show. It is not recommended for children under 12. Parental discretion is advised. Other things to note Walking shoes, water, umbrella in case of rain. Be on time, tour starts promptly at the time indicated for the consideration of other guests. This tour will take you off the beaten path and leave you with memories, a knowledge of Boston crime history and at least one funny joke. As someone who grew up here, I can also provide suggestions of local restaurants or places to visit that are hidden gems.

Things to do near South Boston

Vibrant · Hip · Industrial

Nice New York City Day Tour from Boston
Depart from Boston in the morning, and heading to New York. At a first glance, traveling around the entire of New York City seems like the mission impossible; however, our highly organized tour is specially designed for you: by visiting amounts of famous landmarks, you will learn more of the city’s unique history, culture, and the core spirit of the New Yorkers! Itinerary: Boston → New York → One World Trade Center Observatory (Optional, 70 mins) → USS Intrepid (Optional, 60 mins) → Liberty Cruise (Optional, 60 mins) → Times Square & Madame Tussauds New York (Optional,80 mins) Special Notes: 1. If the One World Trade Center Observatory is closed, we will visit the Empire State Building (Optional, 70 mins) instead. We will return to Boston around 22:00-23:00 in the evening.
Create a Mosaic in Boston Artist Studio
In this experience you’ll make your own mosaic at the SoWa Mosaics studio in the heart of Boston’s Art + Design district! SoWa Mosaics is a bright and welcoming space featuring mosaics made with homemade tiles of all shapes and sizes. Each student chooses a square board or picture frame as their base. We will spend a few minutes talking about mosaics and our unique process then you’ll get started glueing tiles and creating your own unique mosaic selecting from an abundance of our handmade colorful tiles. During the workshop we’ll be walking around to help guide and encourage your work. For smaller groups we like to sit down and create one with you too! At the end of the workshop, your mosaic will be glued and safe to take home but needs a day to get sturdy and dry completely before you can grout it. Each student goes home with a goodie bag containing grout, gloves and instructions on how to put the finishing touches on the artwork. After or before the workshop we encourage you to walk around and visit the 100+ other artists, galleries and shops here. Sundays are the most active with several other studios open and a vintage market in the basement. On Sundays in May thru October we have food trucks and outdoor markets too! Other things to note No art experience necessary. Intended for adults but appropriate for kids 10+. All ages welcome for birthday parties or private family activities. I can host 20ish people. Want a different day/time? Message me! I’m happy to adjust times and/or plan private events. Excited to create with you!
Time Travel through History
On this brisk walk, we will see how Boston transforms itself physically while casually changing the course of history. Winding through the streets, we encounter Puritans to re-discover what they made of this wilderness. From these roots, we see three stories unfold: the American Revolutionary War, the political ascent of the Kennedy family, and the transformation of Boston itself. Coming full circle, we end near the Boston Massacre at the Old State House, the cross-section of the city’s political and economic life today. Other things to note Walking shoes! Appropriate clothing! Love of adventure and learning!
Remember the Ladies Walking Tour
We will walk the streets of Boston starting at the Massachusetts State House and delve into the lives of women from the colonial era to today in chronological order with sites that are relevant to, and support, the story of their lives and influence on the formation of the United States of America and society in general. We will start with Anne Hutchinson at the State House and site of the Old Corner Bookstore. Next we will explore the life of the slave Phillis Wheatley and why she should be a household name at the Old South Meetinghouse. We will “meet” Mercy Otis Warren and her writings and Abigail Adams at the Old State House. Onto Beacon Hill, Boston’s most prestigious neighborhood to explore the influences of Margaret Fuller, Elizabeth Peabody and Isabella Stewart Gardner. We will round out the tour by looking at the great social worker Amelia Earhart before she was the great and famous aviator ending with the living sculptor Nancy Schon who created the beloved “Make Way for Duckings” sculpture in the Boston Public Garden. We will walk the streets of Boston at a leisurely pace discussing our ideas of the women of history in relation to these known and lesser known women that have had an impact on history. Other things to note Please be prepared to walk on uneven sidewalks with some small inclines. Sneakers are best for city walking. Bring water. We will have a restroom stop.
Southie Walking Tour
Experience the culture and history of south Boston, MA! Enjoy this private walking tour while learning about the people and places that make this Boston neighborhood — past, present, and future! Walk can be customized to guests’ interests including: - local shops (thrift stores + artisans) - best bars - southie’s hidden gems for places to eat! Just DM me to learn more.

All activities near Boston

Discover Salem with a Real Witch
Ever wanted to truly understand the history of Salem and be a part of the very real magic of the city with a resident, historian, and modern day witch? This fascinating tour will lead you through the city as you explore the lore, secrets and intricate history of Salem that go beyond just the 1692 trials. This 90 minute journey starts with some important sights such as the famed Samantha statue, the Witch House, the Old Burying Point cemetery, and a few Hocus Pocus locations. It also includes the otherworldly history of spiritualism, the city’s ties with the Parker Brother's Ouija Board , and we finish off near maritime wharf to demonstrate Salem's illustrious maritime history. Along the way, you will learn the truth behind witchcraft as a culture. Prepare to soak in some magical knowledge, ranging from connecting with nature, energy protection, manifesting with the moon and how we interact with the local spirits. This tour even includes locally sourced materials to craft simple spells as we journey through Salem! Our group/coven experience will be personable- limited to 10 guests that will leave time for meaningful questions and answers to create an absolutely spellbinding, one of a kind experience that will deeply connect you with the heart and soul of the city both past and present.
Every Site on the Freedom Trail
See all 16 of Boston's Iconic Freedom Trail sites in a single 2.5 hour tour! Join the most comprehensive walking tour of the Freedom Trail available, and learn about icons like Paul Revere and John Hancock, along with lesser known stories of women, African Americans, and immigrant patriots and pioneers. Rebels, gangs, Midnight Riders (and a few cheap dad jokes) all feature in the tales on this tour. Tour goers will leave with an understanding of Boston's role in the American Revolution, but also how Boston has pioneered abolition, American education, and immigration. It all happened at these famous sites along the iconic red brick line. This highly interactive tour will begin opposite the Massachusetts State House and conclude in the North End with the best view of the Charlestown Freedom Trail sites. Along the way you'll experience the explosive events of the American Revolution like the Boston Tea Party and the Boston Massacre in the places they happened. Be sure to bring your best questions for our veteran guides! 10:30 am - 1:00 pm, Friday Saturday Sunday May 1st - November 30th. Experience the Revolution with Cambridge Historical Tours!
North End Little Italy Food Tour
The oldest neighborhood in Boston"s North End( Llittle Italy) We will experience lots of hidden gems but also the famous Hanover and Salem streets where the best of the best restaurants pastry shops salumerias (Italian Deli) bakeries and caffes. COME HUNGRY because we eat on this tour equivalent to a full lunch. FEAST ON FOOD ** Discover the only woodfired brick oven pizzaria in little italy. ** Tour thru the oldest bakery where the first pizza in Boston was baked in 1907. ** Get all your senses sharpened at an coffee and spice shop.since 1932. ** Experience the Salumeria"s (italian deli"s) specializing in imported cheeses from Italy dry cured meets (salami sopprasata prosciutto cappicola and mortadella) homemade pasta homemade mozzarella and many marinated italian delights in extra virgin olive oil. ** Visit the only Butcher Shop left in the neighborhood. ** Can"t forget about dessert we will cut the line at one of famous Pastry Shops for a ricotta cannoli. ** Along the way we will pass by the Paul Revere Statue Old North Church and the first Italian Church built by Italian immigrants in 1873. **** READ REVIEWS**** ON**** TRIPADVISOR**** GOOGLE**** YELP**** Other things to note Let me know if any guest have food allergies.
Sail on the Schooner Fame of Salem
Haul up the sails! Take the tiller! Or just chill out with a local craft beer or Deacon Stormy while our historic schooner slides through Salem Sound past lighthouses, forts, and waterfront homes. The captain and crew will explain the significance of the FAME, privateering, and the War of 1812. The firing of the cannon is always a highlight! We'll motor out from Pickering Wharf in downtown Salem and call for volunteers to help raise the sails. Depending on the wind, we may shape a course toward Beverly... or Marblehead... or head straight out toward the islands! Our interactive crew point out landmarks, explain the operation of the schooner, and mix drinks with equal facility. The sails last roughly an hour and forty minutes. When we return to Pickering Wharf, you're right in the heart of downtown Salem — perfectly placed for a meal, a drink, or a stroll! Note: We will not sail if steady rain, high winds, or thick fog are expected; you will be refunded. Message us if you are unsure about the forecast. Dress for the weather — you are exposed to the elements on our 1812 schooner! This trip is NOT appropriate for infants or toddlers. But once kids are 4-5 years old, they really enjoy it! The schooner is certified for 49 passengers plus crew, but since 2021 we are sailing at 60% capacity, which means there will be a maximum of 29 guests on your sail.
Boston's Underground Donut Tour
On this tour, you'll join me as we explore the city and food culture through the medium of donuts. You'll learn history of Boston, each donut location, how they fit into the larger food scene, as well as try some amazing donuts. We start in Boston's financial district at Kane's Donuts. After sampling some delicious donuts, we'll walk along the harbor on our way to Boston's Public Market, where we'll try some amazing apple cider and apple cider donuts. Fresh every day! After that, we'll sample some of the best artisanal donuts you'll have in the entire city at Union Square Donuts. For the last portion of our tour, we'll walk through Boston's North End or Little Italy learning about the history of the neighborhood along the way. Once there, we'll visit one of the North End's oldest bakeries, Bova's where we'll have a uniquely Boston treat. We hope you can join us! Other things to note Currently, many of these shops do not have gluten free or dairy free donuts available. We will try to accommodate allergies, but it has been difficult recently. We still welcome you to come on the tour though.

Your guide to Boston

What do locals do in Boston?

The seasons (and yes, sports) really do factor into what people do here. In the summertime, if you’re not reveling in Provincetown (P-Town) or relaxing on the Cape, the Seaport District hums with outdoor dining and harborside bars. During the holidays, people get festive with a quick trip over to Salem during the fall months, and a stroll around Beacon Hill just feels that much more special when the leaves turn, or the snow falls. And you’ll always find action at (or near) Fenway, the TD Garden, and Gillette Stadium, depending on the sports season.


Where do locals eat in Boston?

You can’t beat the lobster rolls and chowda, but there’s also an eclectic and impressive dining scene in Boston, where Michelin-star chefs and old-school diner cooks dish out memorable meals.

North End

This part of town is synonymous with Italian food. Heated debates can arise from where to get the best cannoli (you can hear all about it on a food tour), but one thing is always agreed upon: this is an authentic Boston neighborhood, the city’s oldest in fact. The smell of pasta lures you off the cobblestone streets and sidewalks and into the dining rooms of historic buildings, where Italian grandma-approved recipes fill the menus. It’s also where you can catch a glimpse of the Paul Revere House, built around 1681, in between bites.

South End

Not to be confused with South Boston (better known as Southie), the South End is an extremely walkable Victorian-style neighborhood with galleries, brownstones, and some of the trendiest places to eat and drink. It’s as much a place to go for lunch options as it is for cocktails with friends, or a romantic date night. Bonus: It’s not far from Chinatown and Back Bay for even more good eats.

Jamaica Plain

This is Boston’s melting pot, where global cuisine is at its finest, and sometimes still the most affordable. Centre Street is at the heart of it all, a string of independently owned cafes and restaurants where it’s common to see the owners involved in daily operations.


What are the best ways to experience Boston’s history?

Take a Freedom Trail tour (really)

Sometimes, even locals like to play tourist in their own city, and the Freedom Trail is a good example of that. Whether it’s on a jog, stroll, or visit to entertain out-of-town visitors, there’s plenty of reasons to travel along this 2.5-mile path dotted with 16 historical landmarks (just follow the red brick road). Be sure to make a stop at the Quincy Market for fresh fare from local vendors.

Learn Boston’s legacy through its food

Tour Cambridge to see the Harvard campus, with stops at local eateries along the way. Take cooking classes with local families who share their Italian heritage. Eat the lobsta roll how it’s supposed to be eaten (in a hot dog bun). Boston is a city of traditions and history and you’ll be more than satisfied with what you discover through its food.

Explore its academic side

This is an intellectual hub, and you don’t have to be big on poli-sci or mathematics to appreciate what this city has done for the world when it comes to innovation and research. It is a city of firsts: the first school, the first subway, and the first public park — downtown’s Boston Common where you can still explore today. Take a walk with a local expert to see the architecture and history of places like Harvard, and learn the women’s history of Beacon Hill.

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