Boozy Tours in Charleston: the 13 Worth Booking

1.Charleston Haunted Booze and Boos Ghost Walking Tour

★★★★★★★★★★5.0 · 1,569 reviews · 2 hours 30 minutes (approx.) · from $39Our pick

Walk Charleston after dark with a costumed pirate guide such as Vanna, Jo, Blakely, or Kelly. Hear ghost tales and local history at the Powder Magazine, City Market, Washington Square, and Four Corners of Law, with stops at historic bars. Drinks cost extra, and you must be 21 or older.

“Very informative! Our guide was very sweet & knowlegable. Would definitely recommend to others as it was recommended to us also!”

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2.Sip History in The Sun Cabana Covered Cocktail Class

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

At Charleston’s Frontier Lounge Outdoor Bar, Spirit Youngblood and Logan Lucky lead a two-hour cocktail class with three drinks, bar snacks, cocktail history, and hands-on mixing. You will learn basic bar skills, taste unusual drinks, and finish back at the downtown meeting point.

“We had the best time at this event! Logan is amazing and he really made our group have such a blast. We highly recommend this experience!!!”

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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 steps of Charleston’s U.S. Custom House for a two-hour walk through Prohibition-era stories, present-day cocktail bars, and lively downtown streets. Guides have included Jamie, Josh, Dawn, Alex, and Michael. Drinks cost extra, and groups are limited to six.

“Dawn was incredible, sharing stories and history from the prohibition era. She took us to some really cool local spots, and recommended several others that we wouldn’t have known to check out otherwise. This was a great way to kick off our stay in Charleston!”

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4.Speakeasy Sagas – Charleston Prohibition Pub Crawl

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

Walk from the U.S. Custom House to Blind Tiger Pub while learning how Charleston handled Prohibition. Guides such as Jamie, Josh, Justin, Tom, and Al lead small groups through five historic areas, with pub stops, cocktails, and mocktails available for purchase. Expect history, short walks, and a social evening.

“Had a great time! Our guide was very informative and made it a great experience. Definitely would book again”

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5.Sip History Cocktail Making Class w Drinks Incl.

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

Meet at Frontier Lounge for a two-hour Charleston cocktail class led by an English-speaking host. Learn Prohibition-era history, taste three drinks and snacks, then make your own cocktail with supplied bar tools. Tommy is named as the host, while recent sessions also featured James and Jack.

“this was a blast! highly recommend. James and Jack were outstanding guides, we had the best time and the cocktails were delicious!”

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6.Craft Beer and Cocktails Guided Tour

★★★★★★★★★★4.8 · 26 reviews · from $30

Join an English-speaking guide, including guides such as Jackson, for a two-hour walk through Charleston’s bar scene. Visit handpicked pubs and cocktail spots, hear local history, play trivia, and buy your own drinks. The route includes Market Street, Waterfront Park, and Broad Street.

“Charleston became even more fun and beautiful after completing this tour! Guide took care of us and was so personable and funny! I had so much fun and learned a lot. Highly recommend!”

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7.Harbor Bar Pedal Boat Party Cruise

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

Join a captain and crew aboard a 39-foot pontoon from Ripley Light Marina for a 90-minute Charleston party cruise. Bring drinks, snacks, and ice, pedal at one of 12 stations, and look for the Ravenel Bridge, Fort Sumter, USS Yorktown, pelicans, and dolphins.

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

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8.Spirits & Spirits Haunted Pub Crawl

★★★★★★★★★★4.0 · 23 reviews · from $29Best value

Join MJ, Bruce, or another US Ghost Adventures guide for a two-hour Charleston pub crawl through four venues: The Blind Tiger Pub, Bar Vaute, The Griffon, and Tommy Condon’s. Hear tales of cryptids, demons, the Boo Hag, Angel Oak, and prohibition while buying your own drinks.

“MJ was absolutely amazing!! He was so knowledgeable and gave a lot of background to each story and each pub we went in! We really enjoyed listening to him and asking him all of the questions we thought of! I would absolutely recommend this to everyone!”

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9.Charleston Bachelorette Pub Crawl

★★★★★★★★★★5.0 · 17 reviews · from $30

Join an English-speaking guide for a two-hour Charleston pub crawl through local bars, Southern taverns, craft beer spots, and a former speakeasy. Visit 18 Vendue Range, pass major sights, test your group with bar trivia, and pay $30 per person, drinks extra.

“Me and my girls had nothing short of a ball of a time on this wonderful tour. DOOO this!!!”

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10.Boat Charter Booze Cruise And Sunset Tours

★★★★★★★★★★5.0 · 6 reviews · 2 hours

You’ll cruise Charleston Harbor on a private boat with a captain and crew, cold ice, Bluetooth music, and space for a party of up to 16 or 18, depending on the booking details. Captain John has led at least one sunset trip. Bring your own drinks, food, sunscreen, and camera.

“Captain was nice and the activity went very well despite some cloudy weather.”

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11.Asheville: Roaring ’20s Walking Tour with Drinks

★★★★★★★★★★4.2 · 5 reviews · from $99

Spend two hours walking about three blocks through Asheville’s historic district, stopping at three establishments for signature cocktails. Your English-speaking guide covers Prohibition, gangsters, speakeasies, and Asheville’s tradition of handcrafted spirits. Bring valid ID, and note that the tour is for ages 21 and older.

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12.Wednesday Happy Hour Sunset Sail | Charleston Harbor

★★★★★★★★★★5.0 · 2 reviews · 2 hours · from $79

You’ll cruise Charleston Harbor aboard the 55-foot Palmetto Breeze, leaving Shem Creek for a relaxed Wednesday evening sail. Select beer, wine, seltzers, and soft drinks are included as you pass Fort Sumter, Yorktown, the Ravenel Bridge, and downtown Charleston.

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13.King Street Shopping Tour with Drinks

★★★★★★★★★★4.8 · 2 reviews · 2 hours · from $65

Meet your English-speaking guide at the Mercantile Boutique inside the Restoration Hotel, then walk Charleston’s King Street shops with margaritas, wine, champagne, and 10 to 20 percent discounts. The tour ends at Kendra Scott with a champagne toast.

“Our tour guide Myia was amazing. Energetic and knowledgeable, made for a great time!”

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