South Shore Sights and Lights — Holiday Trolley Tour (21+, BYOB)

Not your grandmother's holiday trolley.

No holiday party? No problem. We’ve got the trolley, the lights, the music, and a seat waiting for you — whether it’s for one, two, or twenty.

South Shore Sights and Lights is a 21-and-up, BYOB holiday lights trolley party — the South Shore's own answer to "what should we do this Christmas," now in its 8th season.

WHAT'S INCLUDED

A 4-hour trolley ride through the South Shore's best holiday light displays, with a stop at Ben's PourHouse & Grille in Avon along the route (drinks and food at the stop are on you — BYOB is what's included, not a comped drink).

WHAT TO EXPECT

Loud, festive, social and fun — our reviewers describe strangers becoming friends by the bar stop and a "we're doing this every year now" feeling. We have a perfectly pre-planned route to bring you to some of the nicest light shows on the South Shore.

WHO THIS IS FOR

Friend groups, couples looking for a different kind of date night, and anyone 21+ who wants an easy, no-planning-required holiday night out. (Corporate and private groups: We've got you covered too.)

DATE & TIME

Nightly at 6PM and 7PM, November 27, 2026 through January 2, 2027, with select nights off (see full calendar on this listing).

LOCATION

Departs from Wollaston Station, Quincy, MA — accessible via the MBTA Red Line, local bus, or rideshare. Returns to Wollaston at the conclusion.

PUBLIC TICKETS

$64 per person, General Admission. Please plan to leave gratuity for your staff.

PRIVATE BOOKINGS:

WE ARE OFFERING 2 DIFFERENT SIZE PRIVATE EVENT OPTIONS THIS YEAR, BUT YOU MUST BOOK THE ENTIRE TROLLEY.

Option 1: 40-Passenger Private Event

• Minimum purchase of 38 tickets at $64 each (Sunday - Saturday)
• You may bring up to 40 guests total
• Must pay for any additional guests beyond the 38-ticket minimum

Option 2: 26-Passenger Private Event

• Must purchase all 26 seats, regardless of guest count. Friday and Saturday Pricing is $2199, Thursday and Sunday is $1999. Monday-Wednesday is $1664.

FOOD & BEVERAGE

BYOB — bring your own drinks and snacks. We will stop at a local bar/restaurant along the route where you're welcome to grab something on your own (not included in ticket price).

AGE REQUIREMENT

21+ only, valid ID required.

IMPORTANT POLICIES

All ticket sales are final — no refunds. This is an all-weather event; we run rain, snow, or shine.

FAQ

Can I really bring my own alcohol? Yes — that's core to the experience.

Can I book the whole trolley privately? Yes — buy out all the seats for your group (corporate parties, families, weddings, whatever) and we can customize your pickup location. Email holidaytrolley@gmail.com.

What if it rains or snows? We run in all weather — no reschedules.

Are you running on New Year's Eve? Dec 31 is reserved for private charters this season — email holidaytrolley@gmail.com to inquire about booking the trolley for your group that night.

Ready? Grab your seats before your date sells out — weekend dates go first.