Savannah’s Tipsy Trivia Tour with Tour With the Teacher - Charleston, South Carolina

Savannah’s Tipsy Trivia Tour with Tour With the Teacher

Charleston, South Carolinaeasy

Difficulty

easy

Duration

2–2.5 hours

Fitness Level

Basic walking stamina required for urban pavement and short distances between stops.

Overview

Dive into Savannah’s local bars and rich history with the Tipsy Trivia Tour, where every cocktail stop pairs with a fun, challenging trivia round. Learn, laugh, and sip your way through a two-hour adventure guided by Lisa from Tour With the Teacher.

Details

Savannah, Georgia offers more than moss-draped oaks and cobblestone streets—it’s a city alive with stories, history, and a distinct Southern spirit that’s perfect for a uniquely spirited afternoon. Tour With the Teacher’s Tipsy Trivia Tour transforms your visit into an interactive journey through Savannah’s hidden alleys and lively cocktail bars, blending history, pop culture, and local flavors into a lively two-hour adventure.

This isn’t a standard walk-and-wait tour. Lisa, the charismatic guide, leads groups through off-the-beaten-path drinking venues where each stop introduces you to handcrafted cocktails native to Savannah’s rich bar scene. Between stops, the trivia rounds spark friendly competition, revealing surprising facts about the city’s past and present pop culture. The relaxed pace includes ample stops to recharge with expertly mixed drinks while enjoying casual banter and laughter.

What sets this tour apart is its blend of education and entertainment. Lisa’s well-researched storytelling brings Savannah’s eras—from colonial roots to present-day quirks—to life with genuine passion. Whether you’re a history buff or just here for a fun night out, the trivia aspect keeps everyone engaged and eager to learn more. The group-friendly format shines during bachelorette parties, corporate outings, or casual visits, making the city feel more like a local favorite than a tourist trap.

Savannah’s climate and walkable downtown streets make this cocktail-fueled history lesson accessible year-round. The small-group design fosters connection and conversation, encouraging guests to share their own perspectives and make memories beyond the drink stops.

For anyone wanting a fresh way to see Savannah’s charm—and test their knowledge over a cocktail—Tour With the Teacher’s Tipsy Trivia Tour offers an unforgettable twist on city touring that’s as educational as it is entertaining.

Adventure Tips

Book in advance

Spaces fill quickly for this popular tour, especially on weekends and holidays.

Wear comfortable shoes

The tour involves moderate walking between bar stops on Savannah’s historic streets.

Bring ID for age verification

This is a 21+ experience requiring valid ID to enjoy the cocktail tastings.

Hydrate before and after

Intermittent walking and alcohol call for extra water intake to stay fresh.

Local Insights

Hidden Gems

  • The Crafty Fox Bar & Lounge
  • The Alley Cat Lounge

Wildlife

  • Urban squirrels
  • Pigeons in historic squares

History

Savannah was founded in 1733 and is one of the oldest cities in Georgia, known for its significant architecture and role in American history.

Conservation

Local efforts promote sustainable tourism by encouraging small group sizes and supporting independently owned bars and venues.

Frequently Asked Questions

Photography Tips

Best Times

Late afternoon
Golden hour
Early evening

Best Viewpoints

  • Johnson Square at sunset
  • River Street waterfront
  • Broughton Street nightlife scenes

What to Photograph

Historic architecture
Street scenes with Spanish moss
Cocktail presentations and bar interiors

Recommended Gear

Comfortable walking shoes

Essential

Essential for navigating Savannah’s brick sidewalks and pavement comfortably.

Valid government ID

Essential

Required for age verification at cocktail stops.

Light jacket

Useful for cooler evening temperatures during the fall months.

fall specific

Water bottle

Essential

Keeps you hydrated during warm-weather tours with cocktails.

summer specific

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