Unique things to do over Thanksgiving in Boston (Updated 2026)

Unearth the spooky history of Boston on this 2.5-hour guided ghost tour and pub crawl. A costumed guide will lead you through historic streets and...
$36

The Independence Pub Crawl combines Boston’s revolutionary history with four iconic and unique pubs along the Freedom Trail. An expert local guide will share the...
$57

Recently voted as one of City Helicopter Tours's top food tours in the US. Explore Boston’s sweetest side on the Underground Donut Tour, a delicious...
$70

Boston Harbor Sunset Sail Tour
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon....
$82

Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secret Food Tour. Over 3 delicious hours, our local guide will...
$86

Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, to the famous Freedom Trail, into...
$25

Boston's 250th Freedom Trail Tour
The Tour of The Freedom Trail by the Histrionic Academy is the best way to see Boston. Depending on your chosen timeslot, guests will either...
$26

View Boston, the city’s only observation deck, offers unrivaled 360-degree views of Boston’s breathtaking city skyline. Encompassing the top three floors of Boston’s iconic Prudential...
$34

Uncover Boston’s best-kept secrets on a walking tour that blends history, culture, and flavor. Wander through the iconic North End, tasting fresh bread, pastries, pizza,...
$91

Discover Boston’s famous sites and hidden treasures on this 2.5 to 3-hour guided bike tour – a perfect way to explore the city! Start in...
$55

The Lexington Massachusetts Liberty Ride is a 90 minute guided tour in an air conditioned trolley. An entertaining and knowledgeable guide in authentic period dress...
$40

Most tours of the Freedom Trail are partial tours, skipping sections to save time. This tours will take you from start to finish -- with...
$79

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s...
$77

Travel back 400 years to the founding of Boston, rich with history and pivotal moments that shaped the United States. Hear how the city played...
$38

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best...
$35

Boston Harbor Sightseeing Cruise
Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for...
$46

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary of the famous...
$55

Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part...
$125

Boston Harbor Brunch Cruise
Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island,...
$106

A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique...
$169

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so...
$100

