Where to Go Out: the 13 Best Charleston Bar Crawls

1.Sip History in The Sun Cabana Covered Cocktail Class

★★★★★★★★★★5.0 · 332 reviews · 2 hours (approx.) · from $97Our pick

Meet Spirit Youngblood and Logan Lucky at Charleston’s Frontier Lounge outdoor bar for a two-hour cocktail class. You’ll hear drink history, taste three cocktails, practice bar techniques, and enjoy basic snacks. James, Gavin, Colton, Tommy, and other hosts may lead sessions, so the teaching style can vary.

“Logan and James entertainined our group of 4 on our trip to Charleston. They made us 2 drinks (each) and then showed us how to make the 3rd. They gave us background about the drink histories and lots of helpful hints to use in our own future cocktails endeavors. Both knew the town very well and also were able to give recommendations for our trip.”

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

★★★★★★★★★★5.0 · 316 reviews · 2 hours (approx.) · from $31

Join Charleston Historic Tours LLC for a two-hour walk from the Market area to Broad Street, linking taverns, rum, slavery, and Prohibition. Guides Adam and Captain Bryan bring local knowledge and humor, while you buy your own drinks at two bar stops. A small snack is included, and groups are limited to 10 people.

“Bryan did a phenomenal job on the tour. One thing that we really liked is that he focused on the true history of Charlotte, rather than just legends or unverified statements. I would definitely recommend to everyone who visits the Charlotte area. + I highly recommend the hard sweet tea at the first bar.”

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3.Speakeasy Sagas Prohibition Pub Crawl

★★★★★★★★★★4.3 · 208 reviews · 2 hours · from $35

Meet your English-speaking guide at the back entrance of Charleston’s U.S. Custom House for a two-hour walk through Prohibition-era stories and present-day cocktail bars. Guides such as Jamie, Josh, Dawn, Alex, and Michael lead small groups of up to six. Drinks cost extra, and stops may include the Griffin, Blind Tiger, and Bar Vaute.

“Absolutely loved our guide Jamie! He was very knowledgeable & a great conversationalist. We learned so much about the history of Charleston. We HIGHLY recommend taking his tour!”

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

★★★★★★★★★★5.0 · 196 reviews · 2 hours (approx.) · from $31

Join Captain Bryan at Tommy Condon’s for a two-hour, English-language walking tour through Charleston’s haunted past. You’ll visit Philadelphia Alley, pass the Old Exchange and Provost Dungeon, see graveyards near Circular Congregational Church, and stop at local bars. The tour is for ages 21 and older, with drinks purchased separately.

“Found a fantastic evening experience. Captain Bryan was a great host who relayed great factual history, ghost stories, and a couple of great tavern stops. Book it and get ready for a great evening!”

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5.Speakeasy Sagas – Charleston Prohibition Pub Crawl

★★★★★★★★★★4.5 · 136 reviews · 2 hours (approx.) · from $35

Walk Charleston’s old streets with a guide such as Jamie, Josh, or Justin, tracing bootleggers, raids, and rumored speakeasies from the Custom House to Blind Tiger Pub. You’ll visit historic sites, hear colorful Prohibition stories, and stop at selected bars. The $35 fee covers the guide, not drinks, and the tour is for ages 21 and up.

“Great time. The tour guide was very knowledgeable and great to hang out with for our evening. Great to find some amazing spots and a little bit of history.”

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6.Charleston Harbor Sunset Cruise with Music & Onboard Bar

★★★★★★★★★★4.6 · 66 reviews · 2 hours · from $65

Spend two hours aboard the 55-foot Palmetto Breeze, cruising Charleston Harbor at sunset with music, open-air seating, and drinks for purchase. You’ll pass Fort Sumter, the Ravenel Bridge, USS Yorktown, and the downtown waterfront. The crew, including captains such as Michael and Justin, keeps things friendly and informal. This is a social sail, not a narrated history tour.

“One of our favorite parts of our trip! Beautiful views with a fun atmosphere! Captain Michael and Jessie were fantastic”

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7.Walking History and Bar Tour

★★★★★★★★★★5.0 · 63 reviews · 2 hours · from $31

Walk Charleston’s French Quarter with a licensed guide and historic commissioner, often Captain Bryan or Adam, stopping at two historic bars. Buy local beer or cocktails, enjoy a small snack, and hear stories of pirates, colonial drinking, hidden lanes, the old theater, 300-year-old homes, and Prohibition.

“This tour was a good mix of history lesson combined with local lore and good drinks. The guide (captain Bryan) is a lifelong resident and lover of Charleston. You feel the love and passion he has for his city and preserving the history of it. I would definitely recommend booking with this company and would love to do another tour in the future.”

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8.Sip History In a Secret Speakeasy Cocktail Class

★★★★★★★★★★5.0 · 40 reviews · 2 hours (approx.) · from $97

At Sip History in downtown Charleston, Tommy Alchemy and certified Alchemists lead a two-hour cocktail class near Marion Square. You will taste three cocktails, learn about balance, acids, shaking, and straining, then make a drink yourself. Afternoon and evening sessions are available for groups of up to 12.

“We had so much fun with Sky! Thank you for making us laugh and helping us! He was so knowledgeable and interesting”

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9.Sip History Cocktail Making Class w Drinks Incl.

★★★★★★★★★★4.8 · 28 reviews · 2 hours · from $97

Join Alchemix in Charleston for a two-hour, English-language cocktail class led by Tommy, James, or Jack. Learn Prohibition-era stories, taste three cocktails, enjoy snacks, then step behind the bar to make your own drink. The class is held at Frontier Lounge and includes bar tools, with non-alcoholic options available.

“James did an awesome job. Now I actually feel like I can make a good drink. I would do it again.”

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10.Craft Beer and Cocktails Guided Tour

★★★★★★★★★★4.8 · 26 reviews · from $30Best value

Spend two hours walking through central Charleston with an English-speaking guide, visiting local pubs, craft beer spots, and a former speakeasy. Jackson is one guide praised for his humor and local stories. Drinks cost extra, and the tour is for ages 21 and up.

“Such a blast for me and my friends! Charleston has a great vibe and great drinks too!”

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11.Harbor Bar Pedal Boat Party Cruise

★★★★★★★★★★5.0 · 25 reviews · 1h 30m · from $66

Spend 90 minutes on a 39-foot pontoon boat cruising Charleston’s Ashley River. Bring drinks, snacks, and ice, then pedal, listen to music, and view the Ravenel Bridge, Fort Sumter, USS Yorktown, pelicans, and dolphins. Captain Paul, Captain Anna, and Captain Mike have all been praised for their friendly party-host style.

“Captain Mike was absolutely amazing! We had a fantastic time”

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12.Boo-Hag and Brews Haunted Bar Hop

★★★★★★★★★★4.9 · 24 reviews · 2 hours · from $31

Join native Charlestonian Capt. Bryan for a two-hour, small-group walk through historic downtown. Hear fact-based ghost stories near graveyards and old alleys, stop at two local bars for drinks at your own cost, enjoy complimentary appetizers, and finish near a park tied to a notorious female killer.

“Capt. Brian was a very knowledgeable and high energy tour guide. He made it fun and we learned a lot. He provided a recommendation guide to Charleston post tour which was very informative. Would highly recommend.”

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13.Charleston’s Crafts & Cocktails tour

★★★★★★★★★★4.0 · 13 reviews · from $45

Join a guide such as Emerson or Shea for a two-hour Charleston evening linking Henry’s, The Griffon, and The Blind Tiger. You’ll hear city stories, pass major landmarks, and test your knowledge with bar trivia. Drinks cost extra, and all guests must be 21 or older with ID if requested.

“Emerson was a great tour guide! He is very knowledgeable and engaging! The only downside was 2 of the 3 locations we were supposed to visit were closed. Emerson did a good job of quickly finding alternative spots but it was still a bit disappointing to not be able to do the tour as described. Thanks for a fun and educational experience, Emerson!”

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