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St. Augustine, FloridaFor adults

Our most recommended St. Augustine, Florida For adults

St. Augustine: The Black Raven Rum Runners Pirate Show (21+)

1. St. Augustine: The Black Raven Rum Runners Pirate Show (21+)

Take a voyage on a pirate ship as you watch a live and interactive pirate show designed for adults. All of the material is suited for a more mature audience so this cruise isn't for the easily offended. Enjoy drinks from a fully licensed bar as you're entertained by a dynamic and interactive performance.  The crew’s ambition is to deliver the best pirate show in Florida regardless of the audience age group. The performance is rehearsed, but not scripted, allowing the pirates to improvise with the crowd. No other attraction can live up to this exhilarating and unique pirate adventure.

St. Augustine: True Crime Guided Pub Crawl

2. St. Augustine: True Crime Guided Pub Crawl

Explore St. Augustine's past on the 'Blood on the Cobblestones' true crime pub crawl. Indulge in drinks at bars including Forgotten Tonic and Casa Reina Taqueria & Tequila as you hear about the areas chilling history. Learn about local murderers and retrace their steps in detail with your guide. Meet your guide at Pizalley's Chianti Room. Browse the wide range of beverages and take a seat ready for an evening of horror. Discuss William Darrell Lindsey, a serial killer who targeted addicts and sex workers on the streets of St. Augustine between 1983 and 1996. Then, go to Casa Reina Taqueria & Tequila to enjoy another drink. Hear about the murder of Father Rene Robert, who was known for helping ex-convicts. You'll then move along to Forgotten Tonic. Explore a murder that happened on March 2, 1800, on the oldest street in the United States, Aviles Street. Next, head over to Saint George Street and Cathedral Place in the center of downtown where you'll have the chance to purchase drinks. Discuss the unsolved murder case of Lieutenant Guillermo Delaney. Hear about the murder of a model, broadway performer, and TV hostess, Athalia Ponsell Lindsley. Finally, you'll journey along to the Prohibition Kitchen, a vintage gastropub, to savor a drink and hear stories before ending your pub crawl.

St. Augustine: Walking Tour with Wine, Cocktails, and Food

3. St. Augustine: Walking Tour with Wine, Cocktails, and Food

Join a gastronomic experience in St. Augustine with this guided walking tour. Explore the historic downtown district by walking through the narrow, cobblestone streets of the oldest town in the States. Delve into the city's culinary scene by savoring a glass of wine, 2 cocktails, and lots of food. Meet your guide and walk past outdoor cafe tables lining the streets and bougainvillea climbing storied walls. Stop at 3 of the city’s best venues to enjoy wine tastings, charcuterie boards, and colorful cocktails. Between delicious drinks and food, view sites such as the Old City Gates, the fort of Castillo de San Marcos, Plaza de la Constitución, and America’s oldest thoroughfare, Aviles Street.

St. Augustine: Guided Pirates and Privateers Cocktail Tour

4. St. Augustine: Guided Pirates and Privateers Cocktail Tour

Enjoy a walking tour that is historically informative and a treat for the senses. Follow your guide through the city of St. Augustine as you witness some of the city's most exciting landmarks whilst sampling different beverages and cocktails. Start your adventure at the local partner's office down by the shorefront. From here, enjoy a meet and greet with your guide before setting off on your walking tour. Discover St. Augustines pirate history through exciting facts and anecdotes from your experienced guide. Learn about the men who set out on the high seas and helped make the ancient city what it is today. Hear about scurvy ridden and peg-legged ruffians who plundered and pillaged the city for all she’s worth whilst visiting some of St. Augustine’s best taverns and pubs and share a pint with your fellow crew members. Listen to your guide spin tales of the likes of Blackbeard, Ponce de Leon, and Sir Francis Drake, in St. Augustine’s best drinking tour.

St. Augustine: Adults-Only Walking Ghost Tour

5. St. Augustine: Adults-Only Walking Ghost Tour

Telling Elegies (means poem of the dead, pronounced el-e-geez) is an adult only tour for ages 16+ that will delve deeper into the darkest hauntings of St. Augustine, Florida. From the Oldest Unsolved Murder to the serial killings of the seventies, this tour explores the evil underbelly of the Ancient City. Beware... This Adults-Only Ghost Tour isn’t for the faint of heart. Potential stops: 32 Charlotte Street Scarlett O’Hara’s Flagler College Trade Wind’s Lounge Harry’s Seafood St. George Tavern

Chauffeured Boozy Brunch Tour in St. Augustine!

6. Chauffeured Boozy Brunch Tour in St. Augustine!

Eat like a local! Experience St. Augustine’s only luxury tour company with a 'hometown' feel - as you explore the historic district with top cultural experts and culinary superstars. Enjoy a variety of St. Augustine’s preferred venues, during our three-hour tours, where each location has been hand selected to ensure the ultimate dining experience. Indulge in some of the best local cuisine, perfectly paired with delicious wine, and thoroughly enjoyed by all who appreciate an amazing ‘foodie’ adventure! Chauffeured tour experience! Highlights: ~Led by a St. Augustine restaurant insider, this high-end tour showcases 4-5 of the Ancient City’s hottest brunch destinations! ~Designed with the 'St. Augustine local' in mind, experience your favorite weekend meal, in a brand-new way! Sip on craft cocktails, fancy mimosas, buzzy Bloody Mary's, and more! ~Tour in style on an open-air, electric vehicle. Enjoy a chauffeured city exploration enroute to each amazing brunch venue. ~All-inclusive of food and pairings. Food tastings equal up to a full brunch experience. Our small groups allow for a richer experience, with exclusive INSIDER access!

St. Augustine: Boos and Booze Haunted Pub Crawl

7. St. Augustine: Boos and Booze Haunted Pub Crawl

Delve into 300 years of war, natural disasters, bootlegging, and pirates as your travel from pub to pub with Old City Ghosts. You’ll grab your first drink at Sangrias Wine and Tapas Bar before traveling down the iconic street “Avenida Menendez.” Visit landmarks like Casa de la Paz and the Spanish Military Hospital in between unique lounges like Tini Martini Bar and A1A Aleworks. By the time you say goodnight, you'll have a pleasant buzz and plenty of spooky stories to share with friends and family.

Strolling Food & Wine Pairing Tour in St. Augustine!

8. Strolling Food & Wine Pairing Tour in St. Augustine!

Eat like a local! Experience St. Augustine’s only luxury tour company with a 'hometown' feel - as you explore the historic district with top cultural experts and culinary superstars. Enjoy a variety of St. Augustine’s preferred venues, during our three-hour tours, where each location has been hand selected to ensure the ultimate dining experience. Indulge in some of the best local cuisine, perfectly paired with delicious wine, and thoroughly enjoyed by all who appreciate an amazing ‘foodie’ adventure! Take your taste buds on a leisurely stroll, to explore amazing dining venues, in St. Augustine! Highlights: ~Led by a St. Augustine restaurant insider, this high-end tour showcases 4-5 of the Ancient City’s hottest dining destinations! ~Enjoy delicious cuisine, at a diverse range of establishments, as well as a casual city exploration enroute. ~All-inclusive of food and pairings. Food tastings equal up to a full lunch or dinner experience. Voted 'best' by Travel + Leisure Magazine! Flagship tour!

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What people are saying about St. Augustine, Florida

This was a fun adult cruise with a great menu of drinks (I recommend the Rum Runner drink). A lot of fun and very entertaining Pirates…. Singing and story telling. The Pirates are hilarious and eager to welcome their new crew mates.

Was a very relaxing, entertaining cruise. The actors were funny and very interactive with guest and the bartender made outstanding drinks the whole cruise. Would do it again in a heartbeat!!

The show was entertaining. We had a really nice time. The drinks were not included in the price of the ticket and were watered down and a bit pricey.

It was great fun to have such frivolity! The night was perfect and all four of us were very pleased with the crew and skits!

Hilarious crew, great drinks, beautiful cruise. A great bit of raunchy fun for a night out.