Travel Guide for
Oak Bluffs

1 Hour Boston Segway Tour

We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to modern attractions, Boston is sure to amaze you with its beauty. We start at our location at 199 State Street and as we make our way along the Freedom Trail, we will explore some of the most famous locations that have played an integral role in the history and development of the city. See iconic landmarks like Old North Church, Faneuil Hall, Zakim Bridge, and TD Garden to truly appreciate Boston's history and unique architecture. Learn about the Big Dig. Feel the cool breeze on your face and take in stunning views of the waterfront as we glide along Compass Point – all in an hour! So what are you waiting for? Come join us on this tour and discover the story behind this awe-inspiring city!

Tour-in-Four -- A Private four hour walking & driving city tour

Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a ton of walking.(aprox. 90 minute walk) Stroll through the historic North End. Have a snack from a famous North End pastry shop. Go inside the Old North Church and see Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood. Visit the USS Constitution, and go up Bunker Hill where the first organized battle of the Revolutionary war took place. Learn how the Colonists lost that battle but won at the same time. Ride through Downtown, up Beacon Hill, The Back Bay, Fenway and over to Cambridge to see Harvard & MIT. You will see the entire city in half a day. ​Learn all about our history as well as what makes Boston such a great 21st century city. We can confirm tour start time after booking is complete. Weekday tours during the school year tours can only start after 2:30PM

A Taste of the Freedom Trail: Boston's Iconic Food & History Tour

Sample Boston’s Most Iconic Dishes on a Delicious Journey Through History! Taste Boston’s history with every bite! From a creamy chowder that long fueled sailors and city workers, to a buttery seafood favorite straight from New England’s coasts, a hearty, slow-cooked traditional dish with colonial roots, and a decadent famed dessert beloved since the 1800s — this Downtown food tour serves up flavors as rich as the stories behind them. As we explore historic sites along The Freedom Trail, you'll uncover fascinating food origins that span centuries — from Native American beginnings and colonial influences to the beloved local flavors we savor today. It’s a fresh (and flavorful!) twist on the city’s most famous walk — experience The Freedom Trail through the lens of Boston’s legendary local foods. Don’t miss this unique “Feed’em Trail” adventure — where every stop reveals a delicious secret of Boston’s culinary soul.

Delicious Donuts of Harvard Square: A Historical Walking Tour

Our tour begins at the Charles Hotel to make sure you get your morning fix before we quickly head over to our first stop, Union Square Donuts. Union Square is featured on both our Harvard Square tour as well as our downtown Boston tour - that’s how good they are! After we get our first fill of donuts, we’re off for a quick walk through Harvard Square and through the university itself. We’ll give you a brief history of Harvard Square, the surrounding area and Harvard University itself. After a short walk through the picturesque campus, we’ll stop at our second shop in the campus center for some unique donut flavors. We can’t tell you what the flavors will be as they change seasonally and we want your input on which ones we pick. All of them are good, we guarantee it. Our last and final stop will be Saloniki, a local Greek restaurant that serves some amazing loukoumades. What are loukoumades you ask? Well, it’s a unique greek twist on donuts. You’re going to love it.

Marthas Vineyard Luxury Tour (2hrs)

Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. Relax and enjoy this narrated tour as we drive along the scenic coast, stop for photos, talk about famous people, learn about local history, all while passing through the 3 down-island towns. For those travelers coming over for the day with limited time, who would like to see the down Island towns, this is the perfect tour.