Charleston’s charm isn’t just in its cobblestone streets or antebellum architecture—its lively bar scene and haunted history make it a top destination for those who enjoy a good drink with a side of storytelling. Whether you’re a history lover, a ghost story enthusiast, or just looking for a fun night out, Charleston offers a variety of drinking tours that combine local culture, spirits, and sometimes a bit of spooky lore. We particularly like the Charleston History and Hops Tour for its relaxed walk through the city’s past paired with visits to historic pubs, and the Boo Hag and Brews Ghost and Bar Tour for a spooky evening full of ghost stories and haunts. These tours give you a chance to enjoy Charleston’s unique character—both lively and mysterious—while sipping local brews or cocktails.
If you’re into Prohibition-era stories, the Speakeasy Sagas pub crawl takes you back to Charleston’s secret drinking days, while the Haunted Pub Crawl for the Broken-Hearted provides a fun mix of love stories and ghostly tales. For something more adventurous, the Harbor Pedal Boat Party blends a scenic cruise with a lively party atmosphere on the water. Whatever your style, Charleston’s drinking tours promise an authentic, memorable experience—so let’s explore the best of what they have to offer.
1. Charleston History and Hops Tour: Bar and History Walk
At number 1 on our list, the Charleston History and Hops Tour combines a laid-back walking tour with visits to historic pubs. For around $32, you get a 2-hour stroll through Charleston’s alleyways and cobblestone streets, where you’ll learn about the city’s past and enjoy drinks at local bars. The tour kicks off with a snack and the opportunity to purchase beer and mixed drinks, making it ideal for those who want a relaxed, educational experience without a full-blown bar crawl. Tour guide Captain Bryan is known for his approachable manner and deep knowledge, often tailoring stories to the small groups of just a few people. Guests love the intimate atmosphere—one reviewer called it “an unforgettable experience in Charleston.”
This tour is perfect if you want a blend of history, local flavor, and casual drinking, without the noise of a larger pub crawl. Keep in mind, alcoholic beverages are not included in the price, so bring some cash for drinks. The key highlights are the Old Exchange & Provost Dungeon and the Dock Street Theater, both rich with stories and history.
Bottom Line: A well-balanced, small-group walking tour suited for history lovers who want to enjoy a drink or two in a relaxed setting.
2. The Charleston Boo Hag and Brews Ghost and Bar Tour
Number 2 on our list is the Boo Hag and Brews Ghost and Bar Tour. For $35, this 2-hour evening combines ghost stories, haunted sites, and two local bars. Your guide, a proud Charlestonian, leads you past graveyards, historic alleyways, and into bars like Philadelphia Alley, where you’ll experience a mix of spooky tales and local drinks. The tour visits sites including the Circular Congregational Church graveyard and the Old Exchange & Provost Dungeon, where stories of ghostly encounters and dark pasts come alive. Guests consistently praise the guide’s storytelling and passion, with reviews highlighting how personal and engaging the tour feels.
The highlight is the visit to the park where executions once took place—perfect for fans of ghost stories and Charleston lore. This tour doesn’t include entry fees but offers a fantastic blend of history, hauntings, and drinks in an intimate group setting.
Bottom Line: An ideal choice for ghost hunters and history buffs who enjoy a spooky night with a few drinks and intriguing stories.
3. Charleston: Walking History and Bar Tour
At number 3, the Charleston: Walking History and Bar Tour offers a 2-hour dive into the French Quarter’s charm. For $32, your licensed guide takes you through historic sites, secret alleyways, and two iconic bars. This tour emphasizes local lore, hidden stories, and historic architecture, with visits to bars where you can purchase drinks. It’s perfect for those who want a sense of the city’s secret corners and enjoy local beverages in historic settings.
Guests appreciate the guide’s storytelling skills and the chance to see parts of Charleston most visitors miss. The tour focuses on the French Quarter’s unique character—from theaters to churches, all with a drink in hand.
Bottom Line: An engaging tour for history and architecture lovers who want to combine local history with a couple of drinks in atmospheric venues.
4. Charleston: Harbor Bar Pedal Boat Party Cruise
Number 4 is the Harbor Pedal Boat Party Cruise. For $66, this 1.5-hour cruise lets you pedal along Charleston’s waterfront with music, party lighting, and drinks. With 12 pedaling stations, bow seating, and an engine for those who prefer to relax, it’s perfect for groups wanting a lively, interactive experience on the water. The cruise departs from Ripley Light Marina and offers views of Charleston’s skyline, plus opportunities to spot dolphins and other wildlife.
This tour stands out for its fun, social atmosphere and the chance to bring your own beverages, making it ideal for a celebration or a lively group outing. It’s a different way to see Charleston from the water, combining sightseeing with party vibes.
Bottom Line: For travelers seeking a high-energy, scenic experience with drinks and dancing on a boat, this cruise delivers.
5. Speakeasy Sagas – Charleston Prohibition Pub Crawl
Number 5 on our list, the Speakeasy Sagas – Charleston Prohibition Pub Crawl offers a 2-hour journey into Charleston’s secretive Prohibition days for $35. Visiting historic landmarks like the U.S. Customs House and the Old Exchange, your guide narrates stories about illegal liquor, hidden speakeasies, and daring bootleggers. The tour features stops at vintage bars and restaurants, where you can buy drinks and learn about Charleston’s rebellious past.
Guests love the personalized experience—the small group’s size (max 15) keeps it intimate and engaging. The stories about Charleston’s 1920s nightlife and hidden tunnels make it especially appealing to history enthusiasts and those curious about Prohibition.
Bottom Line: A lively, informative tour perfect for history lovers interested in Charleston’s underground drinking culture.
6. Charleston: Speakeasy Sagas Prohibition Pub Crawl
Slightly different, the Charleston: Speakeasy Sagas Prohibition Pub Crawl is priced at $35 and offers an immersive 2-hour experience. It emphasizes the history of Prohibition in Charleston, with visits to the city’s best bars, where you can taste classic cocktails. The tour blends storytelling about bootlegging, secret tunnels, and speakeasies with an enjoyable night out.
While similar to the previous tour, this one is slightly more focused on the cocktail experience, making it ideal if you want to indulge in some of Charleston’s finest drinks while learning about its clandestine past.
Bottom Line: A great pick for cocktail lovers and history buffs wanting a blend of storytelling and drink tasting.
7. Charleston: Boo-Hag and Brews Haunted Bar Hop
Number 7 is the Boo-Hag and Brews Haunted Bar Hop. For $32, this 2-hour tour explores Charleston’s haunted downtown, combining ghost stories with visits to local bars. You’ll visit sites like the Circular Congregational Church graveyard and the historic alley Philadelphia Alley, known for its dark past.
Guests rave about the mix of ghost tales and drinks, with many appreciating the guide’s storytelling. It’s perfect if you want a spooky evening with several bar stops, all within Charleston’s historic core.
Bottom Line: Ideal for those who want to combine haunted legends with a casual bar crawl.
8. Charleston: Sunset Sail on Luxury 55ft Catamaran with Bar
Number 8, the Sunset Catamaran Cruise, offers a 2-hour relaxing experience for $65. On this luxurious sail, you’ll enjoy panoramic coastal views, spot dolphins, and sip drinks from the onboard bar. The captain and crew are experienced, making for a smooth ride along Charleston’s harbor as the sun sets behind the city’s skyline.
This experience is perfect for travelers seeking a scenic, tranquil escape with drinks in hand. The ship’s amenities and the stunning backdrop make it a memorable end to a day in Charleston.
Bottom Line: For a peaceful, picturesque experience, this sunset sail ticks all boxes.
9. Historic Pubs, Taverns, and Taprooms Tour
The Historic Pubs, Taverns, and Taprooms Tour is a 3-hour exploration for $90. It takes you through three of Charleston’s oldest pubs, with a guide sharing stories of pirates, politics, and the city’s past. Included are a drink and shared appetizer at each stop, with other beverages available for purchase. It’s a great choice for those who want a more substantial night out with history and food pairing.
Guests appreciate the depth of storytelling and the tasting experience, making it ideal for history and foodie enthusiasts. The tour’s length suits those seeking a more immersive experience.
Bottom Line: Perfect for those who want a longer, more in-depth pub experience with food and local history.
How to Choose the Best Drinking Tour in Charleston
When selecting among these options, consider your interests, budget, and time constraints. For a laid-back walk with history and drinks, the Charleston History and Hops Tour is a solid choice. If you’re into ghost stories and haunted sites, the Boo Hag and Brews Ghost and Bar Tour or the Haunted Pub Crawl offer spooky fun. For water lovers and party-goers, the Harbor Pedal Boat provides a lively cruise, while history buffs may prefer the Historic Pubs Tour.
Budget-wise, most tours run between $27 and $40 for a couple of hours, with the specialty cruises slightly higher. Booking early is advisable for popular tours, especially during peak season. Check your interests—whether it’s ghost stories, historical insights, or scenic sailing—and pick the experience that best suits your style.
Final Thoughts
Charleston’s drinking tours cover the spectrum—from educational historical walks and ghostly bar hops to fun water cruises. For history enthusiasts, the Charleston History and Hops Tour offers a gentle introduction to the city’s past, while the Prohibition pub crawls appeal to those curious about Charleston’s secretive drinking days. If you’re after a relaxing sunset or a party on the water, the harbor cruises are ideal options.
No matter which tour you choose, booking early ensures a spot in these popular experiences. Charleston’s rich history, haunted tales, and lively bar scene create a perfect backdrop for an unforgettable drink-filled adventure. Cheers to discovering Charleston’s best — and don’t forget to savor every sip and story along the way.