Savannah: Tipsy Trivia Walking Tour with Pubs & Happy Hour

Summary

Happy hour strolls through savannah’s stories, trivia laughs and cocktails in hand

You’ll laugh your way through Savannah’s historic district on this happy hour walking tour with trivia games and pub stops. Expect quirky questions outside famous spots like Chippewa Square and Mercer Williams House Museum, plus stories from locals along the way. Drinks aren’t included but picking your own adds to the fun — you’ll leave with new friends, odd facts, and maybe even a prize if you’re lucky.

What’s the experience like?

I’ll be honest — I almost missed the start of the Tipsy Trivia Tour because I got lost looking for the Savannah Taphouse. My phone map spun me in circles (classic), but as soon as I saw our guide waving by the door, everything felt easy again. She handed out these little scorecards and pens, grinning like she already knew half of us would get the first question wrong. The air was sticky-sweet, kind of that late afternoon Georgia humidity that makes your shirt cling a bit. We set off into the Savannah Historic District with plastic cups in hand — apparently, open container laws are a thing here. Who knew?

Our group was a mix: a couple from Atlanta, two college friends celebrating something (they never said what), and me tagging along solo. The first trivia question hit right outside Chippewa Square — something about Forrest Gump’s bench. I completely blanked, but someone behind me whispered “bus stop!” and we all cracked up when our guide admitted she’d sat there once just to see if anyone would ask her for directions. Between questions we’d duck into pubs for happy hour drinks (drinks aren’t included, but honestly, it’s more fun picking your own). The bartender at one spot told us a ghost story while pouring my gin & tonic — I’m still not sure if he made it up or not.

We wandered past the Mercer Williams House Museum and paused in front of those iron gates — you could almost feel the weight of all those stories from “Midnight in the Garden of Good and Evil.” Our guide asked who Jim Williams was, and I totally butchered his name trying to sound Southern (she laughed so hard she nearly dropped her trivia cards). There was this moment near Cathedral of St. John the Baptist where everything went quiet except for church bells echoing down the street. It felt weirdly peaceful after all the joking around.

The final round happened at Pinky Masters — it’s one of those old bars where you can feel how many secrets have been spilled over sticky counters. Someone actually won a prize (not me), but nobody really cared about points by then. We just swapped stories about Savannah Theatre ghosts and tried to remember which movies had filmed on which square. I left with my scorecard tucked in my pocket and a head full of random facts — plus maybe a slight buzz, not gonna lie.

Step-by-step itinerary

Day 1 — Savannah walking tour with trivia and drinks

• Meet at Savannah Taphouse
• Walk through Savannah's historic squares
• Visit Wright Square and learn history
• See Savannah Theatre and performers
• View Mercer Williams House Museum
• Visit General Sherman's home
• Visit Indian Chief Tomochichi's grave
• Explore Chippewa Square and movie sites
• See Cathedral of St. John the Baptist
• See author's inspired home
• Answer trivia questions throughout tour
• End tour at Pinky Masters

Top questions

Where does the Tipsy Trivia Tour start?

The tour starts at Savannah Taphouse, 135 E. Brighton Street.

Are drinks included on this Savannah walking tour?

No, drinks are not included; you can purchase them at each pub stop during happy hour.

What sites are visited during the Tipsy Trivia Tour?

You’ll see places like Chippewa Square, Mercer Williams House Museum, Savannah Theatre, Cathedral of St. John the Baptist, and more in Savannah Historic District.

How long is the walking distance on this tour?

The route is leisurely through central squares; exact distance isn’t specified but is suitable for most fitness levels.

Is there a prize for winning trivia?

Yes, there’s a prize for whoever gets the most points during trivia games on the tour.

Can children join this tour?

Infants and small children can join if they’re in a pram or stroller; service animals are allowed too.

Where does the tour end?

The tour ends at Pinky Masters bar in downtown Savannah.

Do I need to bring anything for trivia?

Nope! Everything you need to play trivia is provided by your guide during the walk.

What’s included

Your day includes everything needed to play trivia as you stroll through Savannah’s historic district with your guide; drinks aren’t included but can be purchased at each pub stop before finishing at Pinky Masters bar downtown.