Things to do over Labor Day weekend in Massachusetts (Updated 2026)
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...
$44.98
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...
$54
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...
$77
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...
$124
Boston Harbor Narrated Sunset Cruise
Escape the heat and enjoy amazing views of Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening...
$28.44
Save $10 when you embark on all three captivating tours! Immerse yourself in tales of History, Mystery, and Magick through Salem's past and present: 1....
$81
If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic...
$70.35
***Please read the entire description before purchasing. Strenuous Long Walk and doesn’t end near start location *** Come celebrate Disney's blockbuster, Hocus Pocus! Starring Better...
$51
We are a veteran owned coach service to Martha's Vineyard. Our ease of booking, convenient pickup and drop-off locations and comfortable, air-conditioned coach will provide...
$129
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,...
$105.47
Immerse yourself in the real-life stories of real pirates! Featuring Black Sam Bellamy – one of the youngest most successful pirates of all time, and...
$20.50
See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant...
$44
No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in...
$29
Join us for a spine-tingling adventure through Boston's historic district on our captivating walking ghost tour. Led by an expert local guide, this tour intertwines...
$25
Situated on the Cape's northern-most tip, Provincetown is known for its art galleries, shopping, restaurants, landmarks, picturesque beaches and more. With our high-speed catamaran, all...
$78
The Ghosts of Salem Walking Tour
Ready to explore the haunted heart of Salem with the whole family? Join Ghost City Tours for a thrilling, ghost-filled journey through the city's most...
$28.99
This tour is only given by Krystina, a historian specializing in the history of witchcraft that has presented academically both nationally and internationally. This tour...
$29
The Salem Witch Walk
Welcome to the Salem Witch Walk! You will enter the Enchanted Garden where the magic begins! With a: -Musical Light Show -Dragons -Cauldrons -Fog and...
$24
Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston....
$134.15
Enjoy Beantown at night-time on Boston's only sunset tour and river cruise on the Old Town Trolley! Relax and enjoy all that Boston has to...
$49.40
