15 Top-Rated Charleston Drinking Tours

Charleston has long been known for its charming streets, historic architecture, and warm Southern hospitality. But what many don’t realize is how lively and layered its drinking scene really is.

Whether you’re a history enthusiast curious about Charleston’s Prohibition past or you’re after a fun night exploring ghost stories and cocktails, this city offers a variety of drinking tours that combine storytelling, culture, and a splash of mischief.

We especially like the Charleston History and Hops Tour because it blends local history with casual pub visits, and the Boo Hag and Brews Ghost Tour because it delivers both spooky stories and great local drinks.

These tour options prove Charleston’s drinking culture isn’t just about alcohol—it’s about the stories behind each sip and the stories etched into the city’s streets.

Quick Overview

This list features a diverse mix of tours: from walking history and bar hikes to ghost and haunted pub crawls, and even harbor cruises with drinks. Some tours focus on Charleston’s Prohibition era, like the Speakeasy Sagas, offering insight into the city’s clandestine drinking past.

Others, like the Harbor Pedal Boat Party, are more about sailing and celebrating. For true crime fans, the Bay Street Bastards Pub Crawl dives into Charleston’s notorious criminal stories.

Whether you’re into ghost tales, historic pubs, or spirited cruises, the options are plenty. One thing’s for sure: Charleston’s liquid history makes it a perfect place for a memorable drinking tour.

1. Charleston History and Hops Tour: Bar and History Walk

At number 1, the Charleston History and Hops Tour stands out for its relaxed pace and engaging storytelling. Starting at a local pub, you’ll get a snack as your guide dives into Charleston’s beer history and Prohibition era.

The tour then winds through cobblestone streets and alleyways, passing iconic sites like the Old Exchange & Provost Dungeon and the Dock Street Theater. This 2-hour walk is perfect for history buffs who enjoy a drink along the way.

What makes it unique is the small group size and the opportunity to buy beer and mixed drinks as you learn. The reviews praise Captain Brian’s knowledge, approachability, and the personalized feel.

For those wanting to combine local lore with casual drinking, this is an excellent choice, especially at just $32 per person.

Bottom Line: A perfect introduction to Charleston’s drinking history with a laid-back atmosphere and a knowledgeable guide.

2. The Charleston Boo Hag and Brews Ghost and Bar Tour

Next is the Boo Hag and Brews Ghost Tour, which blends ghost stories with bar hopping. Starting with a complimentary snack at the first bar, you’ll stroll past sites like the Circular Congregational Church and Washington Square, hearing tales of Charleston’s haunted past. The tour visits two bars and ends at a park famous for ghost legends.

The guide shares local ghost lore and dark history, creating a spooky yet fun experience. It’s ideal for night owls and those interested in paranormal stories.

This tour’s strength is the intimate group size—with only 15 people—and the chance to buy drinks as you listen. Visitors mention the guide’s enthusiasm and the engaging stories, making it a memorable outing for $35.

Bottom Line: If you love ghost stories and want a casual night out, this tour hits the sweet spot.

3. Charleston: Walking History and Bar Tour

At number 3, this French Quarter-based tour explores historic streets and two historic bars. The focus is on local lore and hidden alleyways, with stops at sites like theaters and a charming local church. The licensed guide shares stories only locals know and discusses Charleston’s cultural evolution through its liquor scene. It’s a 2-hour experience, perfect for history and bar enthusiasts alike.

The tour offers a personalized feel with a chance to purchase local beverages, making it a well-rounded way to see the city.

The reviews highlight the engaging guide and the ability to learn insider stories. For around $32, this tour provides a rich mix of history and local flavor.

Bottom Line: Ideal for travelers who want cultural insights paired with a couple of local drinks.

4. Charleston: Harbor Bar Pedal Boat Party Cruise

Number 4 shifts gears with a lively harbor cruise. The Pedal Boat Party features music, party lighting, and dancing on a 55-foot catamaran. With 12 pedaling stations and special bow seating, it’s a fun-filled 1.5-hour experience designed for groups wanting music and movement. You can bring your own beverages aboard, making it perfect for celebrations or just a fun afternoon.

The crew is friendly, and the views of Charleston’s coastline are spectacular, especially at sunset. The cruise has glowing reviews for its party atmosphere and scenic setting.

Costing $66 per person, it’s a high-energy alternative to traditional bar tours, especially suited for festive groups.

Bottom Line: For those seeking a party on the water with friends and good views, this cruise delivers on fun.

5. Speakeasy Sagas – Charleston Prohibition Pub Crawl

Number 5, the Speakeasy Sagas, offers a deep dive into Charleston’s Prohibition history. Over 2 hours, you visit historic landmarks like the U.S. Customs House and Old Exchange & Provost Dungeon, learning how illegal liquor trade operated during the 1920s. The guide shares stories of bootlegging, underground deals, and the secret bars that thrived despite the dry laws.

The tour includes stops at vintage bars and restaurants, where you can purchase drinks. With a maximum of 15 participants, it’s a personalized experience.

Reviewers praise the knowledgeable guide and the entertaining history lessons. At $35, it’s a compelling choice for those interested in Charleston’s clandestine past.

Bottom Line: A great pick for history lovers eager to explore Charleston’s bootlegging era.

6. Charleston: Speakeasy Sagas Prohibition Pub Crawl

The Prohibition Pub Crawl offers a more lively look at Charleston’s 1920s nightlife. Over 2 hours, visitors hop between vintage bars and secret speakeasies, learning about how Charleston bent the law while enjoying some of the best cocktails in town.

This tour is more social and energetic, aimed at nightlife lovers who want to combine history and fun. It’s ideal for adults interested in cocktails and stories of Charleston’s rebellious past.

The guide shares wacky stories and fascinating facts, making it both educational and entertaining. For a $35 ticket, it balances history, drinks, and lively conversation.

Bottom Line: Perfect for party-minded travelers eager to learn about Charleston’s drinking rebellion.

7. Charleston: Boo-Hag and Brews Haunted Bar Hop

Number 7 combines ghost stories with bar stops in historic downtown Charleston. Over 2 hours, you’ll visit several bars, sip local beers or cocktails, and listen to creepy tales about Charleston’s haunted sites like the French Quarter.

The tour emphasizes local ghost lore and historic atmosphere, making it a good pick for those who want a spooky night out. The small group size ensures a personalized experience and the opportunity to buy drinks along the way.

Reviewers mention the fun stories and the charming venues. At $32, it’s a good combination of history, spirits, and spirits.

Bottom Line: Best for ghost fans who want a haunted pub crawl with a local flavor.

8. Charleston: Sunset Sail on Luxury 55ft Catamaran with Bar

Number 8 offers a relaxing sunset cruise on a luxury catamaran. For 2 hours, you’ll enjoy dolphin sightings, panoramic views, and champagne or drinks from the onboard bar. The crew’s experience guarantees a smooth sail along Charleston’s harbor, with plenty of photo opportunities of the city skyline.

This tour is best suited for romantic couples or anyone wanting a peaceful, scenic experience. The reviews highlight the beautiful scenery and friendly staff.

At $65 per person, it’s a bit pricier but offers a luxurious, quiet escape. Perfect if you’re not into loud parties but still want to enjoy drinks and sunsets.

Bottom Line: An elegant way to unwind and take in Charleston’s harbor views.

9. Historic Pubs, Taverns, and Taprooms Tour

Number 9 is a 3-hour tour exploring three local pubs in Charleston’s French Quarter. Each stop includes an included drink and shared appetizer, making it ideal for foodies and drink enthusiasts. The guide weaves in stories of pirates and local politics, giving a rich narrative flavor. This tour is suited for those who want a hearty, relaxed evening with good drinks and historical tales.

Reviewers note the entertaining storytelling and delicious drinks, with the price of $90 reflecting the more comprehensive experience.

Bottom Line: A good choice for travelers who want multiple stops, food, and history in one evening.

10. Bay Street Bastards Pub Crawl Shared Tour

Number 10 is a true crime-themed pub crawl, focusing on Charleston’s darker stories. Over 2 hours, you’ll visit four bars and learn about notorious criminals, pirates, and murder cases. The guide shares grisly tales from the city’s past, making it ideal for history and crime buffs. The small group size (just six people) ensures a personalized experience.

Pricing at $35 makes it accessible for those wanting an offbeat, story-driven night. Reviewers mention the engaging guide and interesting stories as highlights.

Bottom Line: Perfect if you want dark stories and a different perspective on Charleston’s history.

11. Charleston: Spirits & Spirits (Haunted Pub Crawl)

This haunted pub crawl focuses on Charleston’s paranormal side. Over 2 hours, you explore haunted taverns, hear stories of ghostly encounters, and learn why the city is never truly alone. The tour’s small size (only 5 reviews) makes it very personal, and the stories about murdered lovers and vengeful spirits add a dark twist.

For $40, it’s an immersive experience into Charleston’s haunted nightlife. The reviews praise Adam’s storytelling talent and fascinating ghost tales.

Bottom Line: Ideal for ghost hunters and dark history fans wanting a spooky, intimate tour.

12. Charleston’s Spirits & Spirits Haunted Pub Crawl

This tour explores haunted taverns and historic bars in Charleston, with stops at places like the Blind Tiger and St. Philip’s Graveyard. Over 2 hours, you’ll hear tragic ghost stories and learn about local hauntings. The smaller group (13 reviews) provides a personalized feel. It’s good for history and ghost lovers who also want to sample drinks.

Tour reviews emphasize the knowledgeable guides and atmospheric venues. Priced at $27, it’s an affordable way to combine history and hauntings.

Bottom Line: A solid pick for affordable haunted pub experiences with a local touch.

13. Charleston: Bay Street Bastards Pub Crawl

Number 13 is a darkly themed tour highlighting Charleston’s notorious criminal past. The Bay Street Bastards Tour offers stories of bloodshed and crime from the city’s wicked history. This walk includes stories of famous trials and organized crime, with a focus on the city’s underbelly.

It’s best for history enthusiasts curious about Charleston’s criminal side. The single review indicates a unique experience worth exploring. At $35, it delivers an offbeat perspective.

Bottom Line: Tailored for those interested in Charleston’s criminal stories.

14. Charleston: Spirits & Spirits Haunted Pub Crawl (another variation)

This variation offers a second haunting pub crawl, focusing on Charleston’s ghostly legends and haunted taverns. The 2-hour tour visits notorious and mysterious pubs, sharing stories about local spirits and murders. The reviews are glowing, emphasizing entertaining storytelling and atmospheric venues.

Perfect for those who prefer a more intimate ghost experience. Priced at $40, it’s an excellent choice for dark history seekers.

Bottom Line: For those wanting more haunted tales in a personal setting, this tour fits well.

15. Charleston Haunted Pub Crawl

Finally, the Haunted Pub Crawl offers a classic ghost stories tour of Charleston’s most haunted bars and sites. Over about 2 hours, you’ll stop at The Powder Magazine, the Blind Tiger, and other historic venues, hearing tales of pirates, bootleggers, and specters.

The tour is good for history lovers who enjoy a spooky atmosphere. Reviewers highlight the interesting stories and engaging guides, making it a solid option at just under $30.

Bottom Line: A no-fuss haunted pub experience, ideal for ghost fans and history buffs alike.

How to Choose Your Drinking Tour in Charleston

When selecting the right drinking tour, consider your interests and what kind of experience you want. If you’re into history and relaxed walks, the Charleston History and Hops Tour offers a perfect balance (see it here). For ghost lovers, the Boo Hag and Brews Tour or the Spirits & Spirits Haunted Pub Crawl provide chilling tales with drinks (more ghost tours).

If you’re after a special occasion or want to enjoy Charleston’s coastline, the Sunset Sail might be your best pick (check it out).

Budget-conscious travelers will find affordable haunted pub crawls, while those seeking a more intimate experience should consider smaller tours like the Bay Street Bastards. Always book early, especially in peak season, as these tours tend to fill quickly.

Final Thoughts

Charleston’s drinking tour scene offers something for all—whether you want to walk through history with a drink in hand, explore haunted sites, or cruise the harbor at sunset. For first-timers, the History and Hops Tour is a laid-back way to get acquainted with the city.

History buffs will appreciate tours like Prohibition-era pub crawls, while fans of ghost stories should consider the Haunted Pub Crawl or Spirits & Spirits. For a lively evening, the Pedal Boat Party makes for a memorable celebration on the water.

No matter which tour you pick, Charleston’s rich, sometimes dark stories combined with its welcoming nightlife promise a night out full of discovery and fun. Book early, especially in the busy season, and prepare yourself for an authentic taste of Charleston’s liquid history—one drink and story at a time.