Savannah Cigar Crawl Rogues Rascals and Heroes

If you’re looking for a different way to discover Savannah’s historic charm, the Cigar Crawl Rogues, Rascals, and Heroes offers an engaging blend of sightseeing, storytelling, and cigar enjoyment. This small-group experience promises a relaxed, intimate walk through the city’s storied streets, all while sharing stories about its colorful characters and enjoying a cigar (either your own or one purchased on site).

What makes this tour particularly appealing is its laid-back nature—combining a walk through Savannah’s iconic squares with the chance to hear intriguing tales from a personable guide. It’s a rare opportunity to indulge in a cigar while exploring, without feeling rushed or overwhelmed.

One thing to keep in mind is that this tour lasts about an hour and a half, so it’s perfect for a short, atmospheric break in your day. However, if you’re not a cigar smoker or prefer more structured sightseeing, this might not be the best fit.

This experience is well-suited for travelers who enjoy relaxed walks, storytelling, and unique local experiences. It’s also ideal if you’re keen to meet like-minded travelers and learn about Savannah’s past in a casual setting.

Key Points

• Unique Blend: Combines cigar smoking with sightseeing in Savannah’s historic district.
• Small Group: Intimate experience with personalized attention from the guide.
• Rich Stories: Hear about Savannah’s rogues, rascals, and heroes from a knowledgeable guide.
• Flexible Cigar Options: Bring your own or buy one at the start.
• Ideal Duration: 90-minute tour, fitting easily into a busy sightseeing day.
• Value for Money: At $35.90, it offers an affordable, memorable experience.

A Detailed Look at the Savannah Cigar Crawl

The Overall Experience

From the moment you meet at Ye Olde Tobacco Shop, the tour sets a relaxed tone that persists throughout. The guide, Neil Moore, has a reputation for being personable and entertaining—something confirmed by reviews praising his engaging storytelling and approachable manner. The tour isn’t just about sights; it’s about the stories and the atmosphere.

Starting at the historic storefront, the group strolls past City Hall and the Customs House, both imposing landmarks that anchor Savannah’s historic district. You’ll appreciate how these buildings serve as a backdrop for the stories of the city’s past. Neil’s narration covers a mix of historical facts and colorful anecdotes that turn the streets into a living storybook.

Stops Along the Way

The walk takes you through Johnson Square, where Nathaniel Greene’s statue stands tall. Here, Neil shares tales of the Revolutionary War hero and the role of the square in Savannah’s social life. The nearby Christ Church adds historical ambiance, and the leisurely pace allows for plenty of photo opportunities and time to enjoy your cigar.

Next, the group moves to Wright Square, historically a site of jails, courthouses, and even gallows. It’s a spot brimming with stories of justice and daring escapes—adding a slightly macabre but fascinating layer to your walk. The guide’s insights make it clear why this square was once considered one of the most important in Savannah.

The final stop is Chippewa Square, famous for its role in “Forrest Gump” and its picturesque setting. Here, the tour concludes with a discussion of Savannah’s rogues and heroes, tying together the stories heard throughout. The group finishes their cigars in a relaxed, conversational manner, making it a fitting end to the experience.

What Makes It Special

One of the tour’s main draws is its informal, intimate vibe. With a maximum of 10 travelers, you can expect personalized stories and plenty of interaction. The guide’s local knowledge shines, especially as he shares lesser-known stories about Savannah’s colorful past.

The opportunity to smoke cigars adds an unusual but enjoyable layer—it’s a more relaxed, social way to experience the city. Whether you bring your own cigar or purchase one at the start, this element makes the tour stand out from typical walking tours. The guide is open to service animals, and most travelers can participate, making it accessible to many.

The Value and Practicalities

Priced at $35.90 per person, this tour offers good value, especially considering the personalized attention and authentic storytelling. The tour includes all fees and taxes, with no extra charges unless you wish to buy a cigar or a drink at the pub (not included).

The timing, starting at 5:00 pm, is ideal for a late afternoon or early evening stroll, especially in warmer months when Savannah’s streets are lively and inviting. The mobile ticket system simplifies access, and the free cancellation policy offers peace of mind.

What Could Be Improved

While the experience is charming and well-loved, some might find the duration a bit short if they’re looking for a deeper dive into Savannah’s history. Also, if you’re not into cigars, this might not be as appealing, though the storytelling aspect remains strong. Weather can also be a factor; since it’s an outdoor walking tour, rain or extreme heat could impact enjoyment.

Who Is This Tour Best For?

This tour is perfect for adventurous travelers eager to combine local storytelling with a relaxed cigar experience. It’s a great choice for those who value small group interactions and enjoy learning through entertaining narratives. It’s also ideal for cigar enthusiasts or anyone curious about Savannah’s more colorful past, as the stories include tales of rogues and heroes that add depth to the city’s history.

It’s less suited for travelers seeking a traditional sightseeing tour or those with mobility issues, due to the walking nature and outdoor stops. Also, if you’re traveling with children or non-smokers, it’s worth considering whether the cigar element fits your group’s preferences.

Final Thoughts

The Savannah Cigar Crawl Rogues, Rascals, and Heroes provides a distinctive way to explore the historic district while enjoying a leisurely cigar and listening to captivating stories. The guide’s personable approach, combined with Savannah’s charming squares, makes for an experience that feels both authentic and relaxed.

For anyone who loves a good story, a bit of history, and a cigar in hand, this tour strikes a nice balance between entertainment and sightseeing. Its small-group setting ensures a cozy, intimate atmosphere, making it a memorable addition to your Savannah visit.

At just under $36, it offers a fun, authentic experience that’s well worth considering for a relaxed evening outing. Whether you’re a solo traveler, a couple, or a small group of friends, this tour promises a unique perspective on Savannah’s colorful past.

FAQ

Can I bring my own cigar?
Yes, you are welcome to bring your own cigar for the tour. Alternatively, you can purchase one at the start from the meeting location.

What landmarks will we see?
You will pass notable sites such as City Hall, the Customs House, Johnson Square, Wright Square, and finish at Chippewa Square.

Is the tour suitable for children or non-smokers?
While service animals are allowed, the tour’s cigar element and outdoor walking may not be ideal for children or non-smokers. It’s best suited for adults who enjoy cigars and storytelling.

How long does the tour last?
The tour lasts approximately 1 hour and 30 minutes, making it a great quick, relaxed activity.

Is there a maximum number of travelers?
Yes, the group is limited to 10 participants, ensuring a more personal experience.

What is the start time?
The tour begins at 5:00 pm, making it perfect for a late afternoon or early evening outing.

This cigar crawl offers a laid-back, storytelling-rich way to see Savannah’s historic squares, perfect for those wanting a memorable, small-group experience with a touch of local flavor.