15 Drinking Tours in the USA That Earn the Road Trip

1.Pedal Bar Crawl of Old Town Scottsdale

★★★★★★★★★★5.0 · 4,254 reviews · 2 hours (approx.) · from $69Our pick

Pedal through Old Town Scottsdale for about two hours with a certified party bike captain, stopping at Rockbar, Boondocks Patio & Grill, and Pattie’s First Avenue Lounge. You can buy drinks at party bike HQ, enjoy specials at each bar, and share the bike with up to 14 adults. Captains such as Taylor, Jacob, and Cam are known for music, games, and high energy.

“So fun. We had a great experience and suggest this trip to every one. It was a great way to see Old Town and enjoy the sites. If you’re looking for a relaxing, great time get on the bike and ride.”

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2.Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89

Spend about two hours sailing from Kewalo Basin Harbor along Waikiki and past Diamond Head on the Hawaii-built Moana Catamaran. Your first premium drink is included, with more available for $8. The barefoot sail may include dolphins, humpback whales from November to May, and help from crew members such as Vivian and Eli.

“The entire staff was very friendly and outgoing and welcoming. This would include Viv, and the little puppy dog Jeffrey.”

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3.Adults Only Haunted Pub Crawl in New Orleans

★★★★★★★★★★4.5 · 2,158 reviews · 2 hours (approx.) · from $29

Join a licensed guide such as DJ, Caroline, Jenna, or John for a two-hour walk through the French Quarter. Hear researched ghost stories near Jackson Square, Pirates Alley, Lafitte’s Blacksmith Shop, and the LaLaurie Mansion, then stop for drinks at haunted bars. You pay for drinks, with a possible final celebratory shot.

“Caroline was amazing! Very knowledgeable and really made us feel comfortable. Booked as a last minute decision.”

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4.Hidden Brewery Caverns Tour in Cincinnati with Beer Tasting

★★★★★★★★★★5.0 · 1,758 reviews · 2 hours (approx.) · from $49

Spend about two hours walking through Cincinnati’s Over-the-Rhine beer district, entering the 1850 Linck Brewery tunnels and the caverns beneath the closed Jackson Brewery. Guides such as Miranda, Harrison, and Breslin mix local stories with underground exploration. The tour begins and ends at Northern Row Brewery, where adults 21 and over receive a beer tasting and younger guests get a soft drink.

“Miranda (our blonde Australian guide!) was a fantastic, lively guide. She made the tour come alive. Her stories about the history of Cincinnati and the tunnels were very interesting. I would highly recommend this tour!”

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5.Southern Flavors Food, Pub Crawl, and History Walking Tour

★★★★★★★★★★4.5 · 1,623 reviews · 3 hours (approx.) · from $60

Walk from Johnson Square through Savannah’s Historic District and toward River Street, stopping at about six food spots for Southern favorites and international flavors. Christina and other local guides add city stories, restaurant tips, and plenty of personality. The $60 tour lasts about three hours, includes tastings, and leaves you full enough to skip lunch.

“Christina was very witty, funny and informative. Her knowledge of savannah was exceptional. I was born here waaaay back in 1954. Went to the north. Haven't been back for 50yrs. She took the time with her knowledge to give everlasting information. Also was my birthday coming in a few days *I Looove Pickles * surprise our last food stop served pickle shots n martinis. Thank You Christina for a very Memorable vacation. God will will be back next year. Hope your my tour guide. BLESSINGS you were the BEST IN MORE WAYS THAN ONE!!!!”

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6.St. Augustine’s Wine, Cocktail and Food Experience

★★★★★★★★★★5.0 · 1,251 reviews · 3 hours 30 minutes (approx.) · from $159

Spend about three and a half hours walking through St. Augustine with a guide such as Russ, Garry, or Alex, stopping for food, wine, cocktails, and dessert. The route links the Castillo de San Marcos area, St. George Street, the Plaza de la Constitución, and lesser-known dining spots. Food and alcoholic drinks are included, with non-alcoholic options available.

“Great food and drinks. Throw in a lil history and you have a few hours of fun. Gary was great and informative.”

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7.True Crime Pub Crawl – the Original Savannah Murder Tour

★★★★★★★★★★5.0 · 1,053 reviews · 2 hours to 2 hours 30 minutes (approx.)

Walk Savannah at twilight while guides such as Rocky, Connor, Sarah, and Meghan share true crime stories tied to its squares, cemetery, and old streets. You will stop at several bars, including Mint to Be Mojito Bar and Bites and Tandem Coffee & Spirits, and can enjoy drinks along the way. The tour lasts about two to two and a half hours.

“My sons and I really enjoyed the crawl. Megan was great and very knowledgeable. The speak easy at meet location was awesome. The other participants also made it a great experience.”

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8.Boston Freedom Trail History Pub Crawl Small-Group Tour

★★★★★★★★★★5.0 · 996 reviews · 2 hours 15 minutes (approx.) · from $60

Meet your Boston guide at the Samuel Adams statue by Faneuil Hall for a 2-hour-15-minute pub crawl through four nearby bars. Guides such as Julie, Maddie, Anna, Sam, and Arielle mix colonial and Revolutionary-era stories with local beer suggestions. Drinks cost extra, walking is short, and groups are capped at 12.

“We had a very lovely and entertaining tour guide. She told us loads of Bostons history and shuffled us to four different pubs, all very close together, so not a lot of walking was required.”

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9.Midtown Atlanta Food & Cocktail Tour

★★★★★★★★★★5.0 · 681 reviews · 3 to 4 hours (approx.) · from $119

Walk Midtown Atlanta with guides such as Corey or Katrina while sampling a four-course meal and three alcoholic drinks. Expect dishes that may include chicken and waffles, pizza, paella, tapas, cocktails, beer, sangria, and dessert, along with stops at St. Mark’s Church, Margaret Mitchell’s House, and the Federal Reserve Bank.

“Our tour guide was a lot of fun. Very knowledgeable and friendly. Got to learn a few things, definitely will recommend!”

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10.Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt

★★★★★★★★★★4.5 · 549 reviews · 2 hours (approx.) · from $32

Meet Gene Beach, Sarah, or another local guide at 8:30 p.m. for a two-hour walk through Old Town Key West. Visit haunted bars, a former morgue, Porter Mansion, Robert the Doll’s home, and a famous murder site. Drinks cost extra, but your souvenir T-shirt is included.

“Gene was great, lots of interesting history, and you get a free t-shirt, lots of secret details that you would never notice or walk right by, easy to find”

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11.Key West Craft Cocktail Crawl

★★★★★★★★★★5.0 · 543 reviews · 3 hours (approx.) · from $93

Join a local guide such as Rose, Danielle, Mike, or Sharon for a three-hour walk through Key West’s lesser-known bars. You’ll enjoy five full-size craft cocktails, food tastings, local stories, tiki culture, and a final taco at Garbo’s Grill. The 21-and-over tour has a maximum of 12 people.

“This was super fun. Kayla was informative and funny and a pleasure to hang out with. The drinks were really good and the bars were great. Esp the Saint!”

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12.Boos and Brews Haunted Pub Crawl

★★★★★★★★★★4.1 · 411 reviews · 2 hours · from $30

Meet your lantern-carrying guide at East India Square for a two-hour walk through Salem’s haunted past. You’ll hear stories of witchcraft, murder, bootleggers, and secret tunnels, then stop at up to four pubs such as Mercy Tavern, Rockafellas, or Village Tavern. Drinks cost extra, and stops change with the season.

“Our guide Kristi (aka where’s Waldo) definitely made the experience!”

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13.‘Imiloa Express Whale Watch and Cocktail Tour

★★★★★★★★★★4.5 · 402 reviews · 2 hours (approx.) · from $135

Join Kauai Sea Tours at Port Allen for a two-hour catamaran cruise along Kauai’s south coast. Your Coast Guard licensed captain explains whale behavior while the crew serves snacks, soft drinks, beer, wine, and Mai Tais. Morning and afternoon departures are available, with room for up to 36 people.

“The crew was very friendly and knowledgeable. We got to see the whales playing. We had spent quite a bit of time watching them. It was a good overall experience. The crew made sure we had plenty of drinks.The ride back was a blast too”

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14.Haunted Pub Crawl

★★★★★★★★★★4.6 · 379 reviews · 2 hours · from $25Best value

Walk the French Quarter with an English-speaking guide such as DJ, Gomez, Wes, or Caroline, stopping at haunted landmarks and bars including Lafitte’s Blacksmith Shop. You buy your own drinks, including a possible to-go cocktail, while the route shifts around parades and construction. Expect spooky stories, humor, and a relaxed 21-plus evening.

“Very good. Wes was so informative. It was interesting and fun. Would highly recommend.”

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15.Original Key West Pub Crawl: The Best Bars with Free T-Shirt

★★★★★★★★★★4.5 · 356 reviews · 2 hours 30 minutes (approx.) · from $42

Join a local guide at 8 p.m. for a 2.5-hour walk through five Key West bars, including Rick’s, Flying Monkeys, Hard Rock Cafe, Schooner Wharf, and Durty Harry’s. You get one beer or mixed drink at each stop, local stories, live music, a seaport visit, and a free T-shirt. Guides may include Sarah, Laurie, Brian, or Garrett.

“My wife and I were celebrating my birthday! Our tour guide, Laura was the best and very kind. She was totally knowledgeable about Key West fun facts and showed us a great time. Our group (which included ladies from St Pete) was so much fun!”

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