Salem from Boston: An Adults-Only Full-Day Trolley Tour
About this Event
Salem from Boston: An Adults-Only Full-Day Trolley Tour
The Salem Witch Trials didn't actually begin in Salem...
Join The Masshole Social Club for an adults-only day trip from Boston to Salem—with a private trolley, a whole lot of history, and plenty of opportunities to get your drink on.
We'll pick you up in Boston at 9 AM and head north to historic Salem Village (now Danvers), where the whole goddamn mess began in 1692. We'll visit the sites where the accusations, paranoia, and executions unfolded—including the Salem Village Parsonage site, Ingersoll's Tavern, and the Witchcraft Victims' Memorial.
Then we're heading into Salem.
From 1–4 PM, we'll drink our way through the city, seeing the iconic sights and hearing the stories that don't make it into your average Salem tour. Stops at local bars will be made along the way! 🍻
Because Salem's history is a hell of a lot more than witches.
We'll get into pirates, robberies, brothels, M**der, immigration, colonial trade, and Salem's long artistic history—all while your guide talks your ear off from the trolley.
We'll also hit some of Salem's most famous spots, including Proctor's Ledge, the Witch House, Ropes Mansion, Salem Common, Derby Wharf, the House of Seven Gables, and the infamous Hocus Pocus House.
And when we're not dragging you around to look at old-ass buildings, you'll have time to eat, drink, shop, explore, take pictures, hit the Halloween festivities, or wander off and make some questionable decisions of your own.
The Day at a Glance
9:00 AM — BOSTON PICKUP
Get your ass on the trolley. We're going to Salem!
10:00 AM–1:00 PM — DANVERS / HISTORIC SALEM VILLAGE
Visit the places where the 1692 witchcraft crisis actually started. Hear the stories and theories behind the people, paranoia, and drama that led to the Salem Witch Trials.
1:00–4:00 PM — SALEM
Time for Salem proper: historic sites, Halloween festivities, sightseeing, food, drinks, and plenty of wandering around.
4:00–5:00 PM — BACK TO BOSTON
Get back on the trolley, relax, and let someone else deal with the traffic.
WHAT YOU'RE GETTING
- 🚋 Private round-trip trolley transportation from Boston
- 🍻 A full day of history, sightseeing, drinking & general debauchery
- 📖 A live, guided history tour throughout the day
- 👻 Historic Salem Village and Salem stops
- 🍸 Stops at local bars
- 🎃 Salem's October/Halloween festivities
- 🛍️ Time to explore Salem on your own
- 👯 An adults-only group experience
WHAT YOU'RE NOT GETTING
A boring history lecture.
A two-hour walking tour where somebody whispers about ghosts.
Or a bus full of people who don't know how to have fun.
This is Salem history for people who like their history with a drink in hand.
Admission to individual museums, historic houses, and other attractions is not included, so you're free to decide where you actually want to spend your money and your time.
Food and drinks are also not included in the ticket price.
21+ only. Valid government-issued photo ID required.
THE IMPORTANT STUFF
Date: Friday, October 2, 2026
Boston pickup: 9:00 AM
Return to Boston: Approximately 5:00 PM
Duration: Approximately 8 hours
Age: 21+
📍Pickup Location: 296 State Street, Boston, Massachusetts
Itinerary and timing may change slightly due to traffic, weather, site access, or day-of conditions.
Presented by The Masshole Social Club.
Drinks. Culture. Bad Decisions.
Agenda
🕑: 09:00 AM
Pickup
Info: 296 State Street, Boston, Massachusetts
🕑: 10:00 AM - 12:30 PM
Historic Salem Village
Info: Visit the places where the 1692 witchcraft crisis actually started. Hear the stories and theories behind the people, paranoia, and drama that led to the Salem Witch Trials.
🕑: 01:00 PM - 04:00 PM
Witch City Salem
Info: Drink your way through the city, seeing the iconic sights and hearing the stories that don't make it into your average Salem tour. Stops at local bars will be made along the way!
🕑: 05:00 PM
Drop Off
Info: 296 State Street, Boston, Massachusetts
Where is it happening?
Event Location & Nearby Stays:
USD 295.29
