Happy Hour Trolley Tour

Two Fun Experiences Rolled Into One Great Adventure!

Hop aboard Portland’s happiest happy hour for a rolling craft beverage experience through the city’s award-winning brewery scene. This guided trolley tour blends local history, waterfront charm, and prohibition-era storytelling with exclusive stops at favorites like Shipyard Brewing Company, Apres, and Bissell Brothers. Enjoy curated drinks, shareable bites, behind-the-scenes brewery views, and a Dark & Stormy chocolate truffle to finish. It’s Portland after-hours served with salty sea air, lively company, and plenty of local flavor.

1. Hop aboard the trolley on Commercial Street and get ready for an afternoon of great drinks, local flavors, and a fun ride through Portland as you make your first stop at Shipyard Brewing Company.
2. At Shipyard, you’ll pick a 10oz drink from a wide variety of options including craft beer, CBD sodas, Prosecco, and lemonades with Ice Pik vodka, and enjoy a grilled red hot dog with whole grain mustard and chips.
3. Next, head to Apres for a tasting of a hard seltzer or gluten-free hard cider paired with a snack board of smoked gouda or goat cheese, dried fruit, and crackers.
4. Then visit Bissell Brothers at Thompson’s Point to view the active brewing space from upstairs while enjoying a house ale with flavored popcorn and fries with warm beer cheese dipping sauce.
5. On the ride back down Commercial Street, receive a Dark & Stormy chocolate truffle before returning to the tour starting point.

Stops and menu offerings may change based on partner availability or private events.

• Curated tastings at three iconic Portland beverage destinations.
• Shareable local bites paired with craft drinks.
• Behind-the-scenes views of active brewing operations.
• Waterfront scenery and prohibition-era storytelling on a vintage trolley.
• Sweet chocolate truffle finale on the ride back.