(800) 814 COOL Questions? Call Us Now!

Speakeasy Sagas - Charleston Prohibition Pub Crawl

108 Reviews 4.54 out of 5 stars Based on 108 reviews collected by City Boat Tours and TripAdvisor |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Charleston, USA

Loading Options
Don't miss out!
On average, this is booked 17 (7) days in advance.

2 hours (approx.)
Mobile ticket
Instant confirmation

Overview

Step back into the shadows of the 1920s, when Charleston was a city of contradictions—charming on the surface, rebellious underneath. On the Speakeasy Sagas Pub Crawl, you’ll walk the very streets where bootleggers dodged federal agents, secret bars buzzed behind locked doors.

During Prohibition, alcohol was outlawed—but in Charleston, the party never really stopped. This wasn’t just a city of Southern charm and steeples. It was a city of hidden rooms, rumrunners, and lawmen who conveniently looked the other way. From elegant society scandals to rowdy waterfront crime, this tour reveals the untold story of Charleston’s wild side. Along the way, stop at hand-picked pubs where you can enjoy your favorite modern cocktails in the Holy City with a refusal to stay dry.

If you have 10 or more guests in one group, please get in touch with the private & group sales coordinator with Ghost City Tours.

What's Included

  • A knowledgeable and entertaining tour guide
  • Alcoholic beverages Alcoholic Beverages
  • Gratuities
  • Only for guests age 21+
See 3 more

Meeting Location

Meeting point

East Bay Street
Charleston, SC 29401, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

Broad Street
Charleston, SC 29403, USA

What To Expect

U.S. Custom House

Step back into the roaring 1920s, when Charleston was a hotbed of bootleggers, speakeasies, and federal raids. On this spirited pub crawl, we’ll uncover the city’s wild Prohibition-era past—starting with the imposing U.S. Customs House, once a stronghold in the fight against illegal liquor. From whispered deals on the docks to hidden bottles behind bar counters, you’ll explore how Charleston danced around the law—and raised a glass anyway. Cheers to rebellion, rumrunners, and the city that never stayed dry.
Read more

24 minutes • Admission Ticket Free

Old Exchange & Provost Dungeon

Trace the secret history of speakeasies, smugglers, and the brave (or corrupt) souls who defied the dry laws. The Old Exchange and Provost Dungeon, once a colonial prison and later a hot spot for Prohibition-era crackdowns. From hidden booze to underground deals, and the law was just a suggestion.
Read more

24 minutes • Admission Ticket Free

St. Philip's Church

While best known for its soaring steeple and sacred history, St. Philip’s Church played a quieter role during Prohibition—as a rumored lookout point and meeting spot in the Holy City’s underground world of bootleggers and backroom deals. Just steps from where the law preached temperance, locals whispered about hidden stashes and secret sips. In a city where sacred met scandal, St. Philip’s stood at the crossroads of faith, folklore, and forbidden spirits.
Read more

24 minutes • Admission Ticket Free

Dock Street Theater

The Dock Street Theatre has always been a place of performance and intrigue—and during Prohibition, the drama didn’t end with the curtain call. Behind the scenes, it’s said the theater hosted secret soirees and hush-hush cocktail hours, drawing Charleston’s elite to drink in defiance of the law.
Read more

24 minutes • Admission Ticket Free

Philadelphia Alley

Philadelphia Alley is one of Charleston’s most storied and shadowy paths. Known for its bloody duels and ghostly legends, it also played a quieter role during Prohibition—a favored route for bootleggers and bar-goers slipping between speakeasies. By day, it was a historic footpath; by night, a hidden artery for forbidden spirits.
Read more

24 minutes • Admission Ticket Free

Show 3 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Only for ages 21+
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 12 travelers

Frequently Asked Questions

(7)

Q: What is the cancellation policy for the Speakeasy Sagas – Charleston Prohibition Pub Crawl?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EDT).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-333795P1

Traveler Photos

Reviews

4.54
108 reviews

Average 4.54 out of 5 stars based on 108 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
87
4 stars
5
3 stars
7
2 stars
5
1 star
4

Loading Options
Don't miss out!
On average, this is booked 17 (7) days in advance.

Similar Tours & Activities

Day Drinking Tour
Likely to Sell Out

Day Drinking Tour

 4 hours  Free Cancellation  Instant Confirmation
from
$99

Phantoms of Charleston: A Ghostly Walking Tour

Phantoms of Charleston: A Ghostly Walking Tour

New To The Site!
 2 hours  Free Cancellation  Instant Confirmation
from
$299.95

Cocktail City Tours Prohibition & True Crime Tours

Cocktail City Tours Prohibition & True Crime Tours

New To The Site!
 2 hours  Free Cancellation  Instant Confirmation
from
$115

Charleston History Tour

Charleston History Tour

New To The Site!
 1 hour 45 minutes  Instant Confirmation
from
$55

Travelers Who Bought This Tour Also Bought

Charleston Eco Boat Cruise with stop at Morris Island Lighthouse
Likely to Sell Out

Charleston Eco Boat Cruise with stop at Morris Island Lighthouse

 2 hours 30 minutes  Free Cancellation
from
$56

Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor
Likely to Sell Out

Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$44

Charleston Harbor History Day-Time or Sunset Boat Cruise

Charleston Harbor History Day-Time or Sunset Boat Cruise

 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$44

Charleston Water Taxi Cruise with Dolphin Sighting

Charleston Water Taxi Cruise with Dolphin Sighting

 1 to 11 hours  Instant Confirmation
from
$17

What's Included

Activity name

  • A knowledgeable and entertaining tour guide
  • Alcoholic beveragesAlcoholic Beverages
  • Gratuities
  • Only for guests age 21+

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Only for ages 21+
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 12 travelers

Report Product Issue

Activity name

Language
Currency

Site Settings

Activity name

Currency

Activity name

Free Cancellation

Activity name

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EDT).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Sorting, ranking, and search results

Activity name

City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.