Savannah Tipsy Trivia Tour: A Fun Blend of History, Spirits, and Secrets
If you’re after a lively way to explore Savannah’s historic district, the Tipsy Trivia Tour offers a unique combination of sightseeing, cocktails, and trivia. For just $35 per person, you’ll spend roughly 2 to 3 hours walking through iconic squares, visiting historic landmarks, and stopping into popular bars—all while playing a lighthearted game of trivia. Led by a guide whose energy and knowledge make the experience both fun and educational, this tour is perfect for friends, couples, or even solo travelers wanting a relaxed, social way to learn about Savannah.
What we really appreciate about this experience is how it balances history and humor. The stops at famous sites like Wright Square and Chippewa Square are not just about looking at pretty places—they’re about understanding why Savannah’s past is so intriguing, from its movies to its haunted tales. Plus, the inclusion of local cocktails makes the experience feel like a true Savannah happy hour.
One thing to consider is that if you’re not a fan of drinking or heavy walking, this might not be your best fit. The tour involves bar stops and walking at a leisurely pace—which is ideal for most but worth noting for those with mobility concerns. Lastly, because the tour is capped at 15 travelers, it remains intimate and personable, perfect for those wanting a more personalized vibe.
This tour suits those who love history with a playful twist, enjoy good company, and want to combine sightseeing with a little fun. Whether you’re new to Savannah or a seasoned visitor, it’s a lively way to discover the city’s stories, with the added perk of local drinks and trivia challenges.
Key Points

- Unique blend of historic sightseeing, bar-hopping, and trivia
 - Led by knowledgeable guides who keep the energy lively
 - Visits iconic Savannah squares and haunted sites
 - Includes stops at popular bars, offering local cocktails
 - Small group size ensures a personalized experience
 - Perfect for friends, couples, and solo travelers wanting a relaxed, fun tour
 
Exploring Savannah with the Tipsy Trivia Tour

The Tipsy Trivia Tour offers a refreshing way to experience Savannah, especially if you’re craving a tour that’s a bit more informal and spirited. Starting at the Savannah Taphouse on East Broughton Street, this walking adventure guides you through the heart of Savannah’s historic district. The tour lasts approximately 2 to 3 hours, making it manageable even after a big breakfast or before dinner plans.
What sets this tour apart is the combination of sightseeing and happy hour. You’ll stroll through some of Savannah’s most famous squares—Chippewa Square, where Forrest Gump sat on the bench, and Wright Square, a site with a haunted reputation and movie history. Along the way, your guide will share stories about these landmarks, enriching what you see with colorful anecdotes about Savannah’s past.
Two aspects consistently praised in reviews are the knowledgeable guides and the fun atmosphere. For example, many mention Teacher Lisa’s ability to keep everyone engaged with her humor, storytelling, and local insights. One reviewer said, “Teacher Lisa is very knowledgeable and a great person, I wish she was my teacher in school!” Such enthusiastic descriptions highlight how much personality and expertise guides bring to the experience.
The bar stops are well-placed—allowing you to enjoy local cocktails like mojitos or mint juleps—without feeling rushed. Reviews highlight the quality of drinks and the balance between buzz and sightseeing. A traveler shared, “The bar stops were appropriately spaced to provide buzz, not splat,” capturing the relaxed pace that makes this tour enjoyable.
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The Itinerary: What You’ll See and Experience

Winding Through Savannah Squares
The tour begins with a leisurely walk through Savannah’s famous squares. You’ll pass Chippewa Square, often seen in films like Forrest Gump, and Wright Square, which has a haunted reputation and cinematic ties. Your guide will tell stories about the people and events that shaped these spaces, making them come alive.
Wright Square and Movie Magic
At Wright Square, you’ll learn what movies were filmed here and why this spot is haunted. One reviewer appreciated the detailed storytelling: “Learned what movies were filmed here, what history happened, and why it’s haunted.” This site is a favorite for film buffs and history lovers alike.
Historic Theater and Jim Williams’ House
Another stop features a beautiful historic theater, where you’ll discover who performed there, and the home of Jim Williams, famous from Midnight in the Garden of Good and Evil. This glimpse into Savannah’s literary and cinematic history appeals to those interested in local legends and famous personalities.
Sherman’s Headquarters and the Impact of Native American Contributions
Throughout, the guide will point out the house where Sherman stayed, as well as Tomochichi’s grave, emphasizing his importance to Savannah’s founding. The stories about Native American contributions and civil war history deepen your understanding of the city’s diverse roots.
Architectural and Cultural Highlights
You’ll see beautiful churches, historic homes, and iconic statues, each with its own story. For example, the James Oglethorpe statue faces south—an intriguing detail that sparks curiosity about the city’s colonial history. Many reviews mention learning about influential women and local legends, adding richness to the walk.
Bar Stops: Sipping and Socializing
The tour’s bar stops are thoughtfully chosen, often in historic or scenic settings. One guest raved, “Teacher Lisa knew everyone—they made us feel like regulars,” highlighting the welcoming atmosphere. Expect to sip local cocktails like a “Mint to Be Mojito,” which several reviews praise highly.
The Guide: Spirit and Knowledge
Teacher Lisa is a standout feature, with reviews consistently praising her enthusiasm, knowledge, and funny stories. Multiple travelers mention her ability to keep the group entertained and her local connections that make each stop more authentic.
Her style combines humor and educational anecdotes, making the history engaging rather than dry. Whether explaining Savannah’s haunted past or the story behind a historic home, Lisa’s personality shines through, making the experience memorable.
Practicalities: What You Need to Know

Meeting Point: The tour begins at the Savannah Taphouse at 125 E Broughton St. The end point is at Pinkie Masters on Drayton Street, both centrally located for easy access.
Price: At $35 per person, this tour offers great value—combining sightseeing, drinks, and fun trivia—all in one package. The reviews confirm many feel it’s worth every penny, especially given the personal stories and quality of drinks.
Group Size: Capped at 15 travelers, ensuring a personalized experience. Small groups mean you get more attention from the guide and a relaxed vibe.
Duration: Around 2 to 3 hours, making it ideal for an afternoon activity or a pre-dinner outing.
Booking: Most travelers book about three weeks in advance, so plan ahead if you want to secure a spot during peak season.
Weather considerations: Like most outdoor activities, the tour depends on good weather. If canceled due to rain, a full refund or alternate date is offered.
Who Is This Tour Best For?

This tour is perfect for travelers who enjoy history with a playful twist and don’t mind a few drinks along the way. It’s especially suited for those wanting a social experience in a small group, with a guide who keeps things lively.
If you love learning about local legends, movie locations, and Savannah’s haunted past—all while enjoying local cocktails—this is a standout choice. It’s also ideal if you prefer a relaxed pace and a more personalized atmosphere over large bus tours.
Those who aren’t keen on walking or drinking might want to consider other options, but most reviews suggest this tour balances both comfortably.
The Sum Up

The Tipsy Trivia Tour is a lively, engaging way to see Savannah’s famous squares, historic sites, and local haunts. With knowledgeable guides like Lisa, who blend humor and storytelling, you’ll come away with more than just pretty photos—you’ll have stories, laughs, and memorable drinks to take home.
It offers excellent value for its price, especially given the small group size, interactive trivia, and authentic bar experiences. If you’re looking for a social, fun-filled way to experience Savannah’s hidden gems and famous movie spots, this tour is hard to beat.
On the flip side, if you’re not comfortable walking for a few hours or prefer a more serious historical tour, you might want to explore other options. But for most visitors wanting a relaxed afternoon with a twist of fun, the Tipsy Trivia Tour delivers.
FAQ

Is the tour suitable for all ages?
The tour is best suited for adults due to the alcohol stops and casual atmosphere. Minors are generally not permitted, but check with the provider for specific age restrictions.
How much walking is involved?
You’ll be walking through Savannah’s squares at a leisurely pace. The tour involves walking around but is manageable for most people.
What kind of drinks are included?
The tour includes stops at popular bars where you can enjoy local cocktails like mojitos and other drinks. The quality and variety are well-reviewed.
Can I participate if I don’t drink alcohol?
While the tour is designed around enjoying cocktails, non-alcoholic options might be available—check with the guide beforehand.
How many people usually join the tour?
The group size is capped at 15 travelers, ensuring a friendly and intimate setting.
What if it rains?
The tour is weather-dependent. If canceled due to poor weather, you’ll be offered a different date or a full refund.
How early should I book?
Most travelers book about three weeks in advance to secure their spot, especially during peak season.
What should I wear?
Comfortable walking shoes and weather-appropriate clothing are recommended. Bring a hat or sun protection if sunny.
Is the tour family-friendly?
This tour is primarily for adults due to alcohol consumption and the nature of stops. Families with children should look for other options.
In the end, the Tipsy Trivia Tour manages to combine history, humor, and a little buzz—making it a memorable way to explore Savannah. Whether you’re a history buff, a movie enthusiast, or just looking for a good time with friends, it’s a spirited way to learn and relax in this charming city.
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