All aboard for a rollicking ride through Rye's past! Join the Rye Historical Society on July 20, 2025, for a breezy, air-conditioned trolley tour, "From the Gilded Age to the Roaring Twenties" – followed by a delightful picnic!

Picture this: You're cruising in a vintage trolley, past the swanky summer digs of New York’s elite and hearing tales of how the railroad turned sleepy Rye into their playground. We'll get a peek at one of their exclusive clubs and imagine the high times!

Then, hold on to your hats as we trace the old trolley tracks down to the shore, where Rye Beach exploded with fun! Think bustling hotels, summer cottages, massive clam bakes, thrilling amusement parks, and the birth of the iconic Rye Town Park and Playland Park. Get ready for juicy stories and a vibrant look at our historic waterfront!

Recommended for children 10+

Commencing at Nursery Field parking lot (parking available), 421 Milton Rd, Rye, NY, concluding back at the same location. Picnic lunch will be served next door at the Knapp House, 265 Rye Beach Ave, Rye, NY. Folding chairs and blankets will be available for lunch seating.

Please note that Trolley boarding will begin 15 minutes prior to departure. We cannot guarantee large parties will sit together unless they plan to arrive early to secure seats. The Trolley will depart promptly at the scheduled tour time.

PURCHASE YOUR TICKETS HERE: TROLLEY TOUR 2025

Brought to you by the Rye Historical Society with the generous support of our Sponsors:

All-Aboard Sponsors: Carpet Trends