Speakeasy Sagas - Charleston Prohibition Pub Crawl

Charleston , United States

Speakeasy Sagas - Charleston Prohibition Pub Crawl

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About this experience

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.

Available options

Speakeasy Sagas - Charleston Prohibition Pub Crawl

What's included

A knowledgeable and entertaining tour guide

Detailed itinerary

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.

Stop 2

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.

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.

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.

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.

What's not included

Gratuities

Alcoholic Beverages

Only for guests age 21+

Available languages

Guide guide

Reviews breakdown

Viator 4.3

43 reviews

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Tripadvisor 4.5

84 reviews

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Important information

Wheelchair accessible

Suitable for all physical fitness levels

Only for ages 21+

Meeting point

Your guide will be waiting for you on the steps of the U.S. Custom House, on the East Bay Street side. Please note that this is the back entrance of the Custom House.

Important notes

It is state law to have a valid photo ID with you to enter the bars. For guests who reside outside of the US, a valid passport is required for bar entry. Please wear comfortable footwear. Dress appropriately for the weather. Gratuity for your guide is strongly encouraged.

About Charleston

Charleston, South Carolina, is a historic coastal city known for its rich cultural heritage, stunning architecture, and vibrant food scene. With its cobblestone streets, antebellum mansions, and picturesque waterfront, Charleston offers a unique blend of history, charm, and Southern hospitality.

Top Attractions

Historic Charleston City Market

One of the nation's oldest public markets, featuring local artisans, food vendors, and unique souvenirs. The market is a great place to experience the local culture and history.

Market 1-2 hours Free to enter, prices vary for goods

Fort Sumter National Monument

The site where the first shots of the Civil War were fired. Visitors can take a ferry to the fort and learn about its historical significance.

Historical Half-day $24 for adults, $15 for children (includes ferry ride and park entrance)

Magnolia Plantation and Gardens

A historic plantation with beautiful gardens, nature trails, and a zoo. It's one of the oldest public gardens in America.

Nature Half-day to full day $24 for adults, $12 for children

Must-Try Local Dishes

Shrimp and Grits

A classic Lowcountry dish featuring creamy grits topped with sautéed shrimp and a flavorful sauce

Dinner Can be made vegetarian or gluten-free

She-Crab Soup

A rich, creamy soup made with blue crab meat, crab roe, and a touch of sherry

Appetizer Contains shellfish

Popular Activities

Surfing at Folly Beach Kayaking in the Charleston Harbor Sunbathing and swimming at local beaches Spa treatments and wellness retreats Visiting historic sites and museums Attending local festivals and events Boating and sailing in the Charleston Harbor Fishing and crabbing

Best Time to Visit

March to May, September to November

Spring and fall offer pleasant weather and fewer crowds, making it ideal for sightseeing and outdoor activities. The city is vibrant with festivals and events.

15-30°C 59-86°F

Practical Information

Language

Official: English
Widely spoken: Spanish
English: Widely spoken

Currency

US Dollar (USD)

Time Zone

Eastern Time Zone (ET) - GMT-5 (EST) or GMT-4 (EDT during daylight saving time)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Charleston is generally a safe city for travelers, but as with any destination, it's important to be aware of your surroundings and take precautions to ensure a safe and enjoyable trip.

Important Precautions:

• Keep valuables secure and out of sight
• Be cautious when using ATMs, especially at night
• Avoid walking alone at night in less crowded areas

Getting there

By air

Charleston International Airport • 12 miles (19 km) from city center

By bus

Charleston Bus Station

Getting around

Public transport

The Charleston Area Regional Transportation Authority (CARTA) operates a network of buses. The system is affordable and convenient for getting around the city.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Historic District Mount Pleasant

Day trips

Folly Beach

8 miles (13 km) • Half-day to full day

A popular beach destination known for its laid-back atmosphere, surfing, and seafood restaurants. Folly Beach offers a great escape from the city with its wide sandy shores and ocean views.

Middleton Place

12 miles (19 km) • Half-day

A historic plantation with beautiful gardens, a museum, and a restored rice mill. Middleton Place offers a glimpse into the lives of plantation owners and enslaved people.

Festivals

Spoleto Festival USA • Late May to early June Charleston Wine + Food Festival • Mid-February

Pro tips

Visit the Historic District early in the morning or late in the afternoon to avoid crowds and enjoy the cobblestone streets and architecture in a more relaxed atmosphere
Take a food tour to sample the best of Charleston's culinary scene and learn about the city's rich food history
Explore the local markets, such as the Charleston City Market, for unique souvenirs and to support local artisans
Consider a day trip to nearby attractions, such as Folly Beach or Middleton Place, for a change of pace and to experience the natural beauty of the Lowcountry
Attend a local festival or event, such as Spoleto Festival USA or the Charleston Wine + Food Festival, for a unique and memorable experience