SALEM AFTER DARK: Boston ↔️ Salem Adults-Only Party Trolley

You drink. We drive.

Drink your way through Salem on Friday, October 2nd aboard a party trolley! Skip the bumpa-to-bumpa traffic, crazy ride-share rates, early as fuck train departure times, and bar lines, and raise some spirits this Halloween season!

Mobsters & Lobsters and Masshole Social Club team up to bring you an adults-only roundtrip trolley party from Boston to Salem!

We'll pick you up in Boston at 6 PM and drive directly to downtown Salem. Our Masshole tour guide will educate you on Salem's rich history—witch trials, pirates, robberies, brothels, murders, and more—while you pregame on the way. We'll arrive to Witch City around 7 PM. 

When we're not driving your drunk ass around, we'll drop you off where you want to go along our route to explore our recommended bars and restaurants on your own. You'll have time to eat, drink, shop, take pictures, hit the Halloween festivities, or wander off and make some questionable decisions of your own.

Whenever you want to get back on the trolley, just wait for us to pull up at one of our designated hop-on-hop-off stops. 

Just make sure to meet your designated driver at our final pickup spot at 1 AM to head back to Boston. 

The Night at a Glance

6:00 PM — BOSTON PICKUP

BYOB. Get your ass on the trolley. We're headed to Salem!

7:00 PM — SALEM

Stay on the trolley or get dropped off at one of our central hop-on hop-off stops. The choice is yours throughout the night. Your tour guide is prepped to give you a Salem history lesson, a bottle of water, song recommendation, or a scolding. 

1:00–2:00 AM — BACK TO BOSTON

Get back on the trolley! Your designated driver's driving your ass back to Boston. 

WHAT YOU'RE GETTING

1. 🚋 Round-trip trolley transportation from Boston to Salem
2. 🍻 BYOB pregame and guaranteed place to party
   
3. 🛑 Convenient hop-on-hop-off stops throughout Salem
4. 🎃 6-Hours of Salem's October nightlife and Halloween festivities
5. 🛍️ Freedom to explore Salem on your own
6. 👯 An adults-only group experience
   
7. 🚔 Designated driver 

WHAT YOU'RE NOT GETTING

Crazy ride-share prices.

An 11 PM leave time to catch the next train back to Boston. 

A two-hour walking tour where somebody whispers about ghosts.

A bus full of people who don't know how to have fun.

21+ only. Valid government-issued photo ID required.
Food and drinks are not included in the ticket price.

THE IMPORTANT STUFF

Date: Friday, October 2, 2026

Boston pickup: 6:00 PM

Pickup/Dropoff Location: 296 State Street, Boston, Massachusetts

Return to Boston: Approximately 2:00 AM

Duration: Approximately 8 hours

Age: 21+

Private Trolley Charters — Inquire

Itinerary and timing may change slightly due to traffic, weather, site access, or day-of conditions.

Presented by Masshole Social Club

The Commonwealth of Bad Decisions