Interior of Fannie May Jolly Trolley (Eventbrite photo)

Interior of Fannie May Jolly Trolley (Eventbrite photo)

Step into a sparkling holiday wonderland on wheels with the Fannie May Jolly Trolley! From the moment you board, the streets of Chicago transform into a moving chocolate-lover’s dream, with twinkling lights, garlands, vintage décor and the irresistible scent of handcrafted chocolates filling the air.

Fannie May Jolly Trolley, exterior. (Photo courtesy of Fannie May)

Fannie May Jolly Trolley, exterior. (Photo courtesy of Fannie May)

Whether you’re savoring sweet tastings, snapping photos at every corner or enjoying live jazz and storytelling from the charismatic Taste Conductor, every moment is designed to delight the senses and spread festive cheer. Surprise performances, holiday visitors and secret chocolate treats make each ride a memorable adventure for locals and visitors alike.

Read more on Chicago Star:

Ride & Pop-Up Details:

Weekend Cruises (Fridays–Sundays, through Dec. 21)

  • Departure Location: 343 N. Michigan Avenue, Fannie May Flagship Store

  • Ride Duration: 35–45 minutes along Chicago’s Magnificent Mile

  • Tickets: Pre-reserve via Eventbrite for first-boarding access; walk-up guests may board at any of four Chocolate Stops, space permitting. (Sold out as of this date)

  • Included: Chocolate tastings, keepsake trolley tickets with exclusive in-store rewards, live 1920s jazz holiday classics, storytelling from the Taste Conductor, surprise performances, photo-worthy décor, and holiday giveaways

Weekday Pop-Ups (Wednesdays–Thursdays, through Dec. 21)

  • Locations: Christkindlmarket, select suburban community hubs, various Jewel stores

  • Experience: Explore the decorated stationary trolley, snap photos, enjoy chocolates on-site, and soak in a festive slice of holiday magic

Insider Tips:

  • Reserve early for guaranteed first-boarding access

  • Arrive early for walk-up spots at Chocolate Stops—they fill fast

  • Combine your ride with shopping or sightseeing on the Magnificent Mile for a full holiday outing

"The Jolly Trolley embodies everything we love about the holidays – togetherness, nostalgia, and delicious, handcrafted chocolate," says Fernando Bernardo, Director of Marketing, Fannie May in this press release. 

For tickets, schedules, and pop-up locations, visit FannieMayJollyTrolley.eventbrite.com. Follow @FannieMayChocolates on social media for updates.

(Source: Ferrero Group,  FannieMay.com )

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