Pirates and Privateers Cocktail Tour in St Augustine

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star half v4
(9)
Photo of heartV2
Add to Wishlist
Share
Photo of img box all
Show all photos
Photo of 4f
Photo of 50
Photo of 51
Show all photos
Photo of 53
    +9
    Photo of heartV2

    Pirates and Privateers Cocktail Tour in St Augustine

    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star half v4
    (9)
    Photo of heartV2
    Add to Wishlist
    Share
    Photo of img box all
    Show all photos
     US$36.42  per guest
    Photo of user add
    Adult x1
    Photo of calendar
    Select a Date
    Check Availability
    Photo of instant
    Instant Confirmation
    Photo of calendar mark
    Earliest available date: July 19, 2026
    Free cancellation (24 hours notice)
    Photo of arrow button down
    Photo of group 14
    For each guest that attends this experience, byFood will donate
    10 meals
    Summary
    Experience Details
    What You’ll Experience
    Where to Meet
    Reviews
    Photo of exp location
    Location
    Florida
    Photo of exp duration
    Duration
    2 hours
    Photo of exp guest
    Number of Guests
    1 - 15 guests
    Photo of exp language
    Language
    English
    Photo of mobile ticket
    Digital Ticket
    Mobile or paper ticket accepted

    Immerse in St. Augustine's pirate history on a cocktail tour. Visit lively taverns, learn of legendary pirates, and share tales of adventure. Drinks not included. Groups of 10+ welcome.

    Photo of group 14
    For each guest that attends this experience, byFood will donate
    10 meals

    Experience Details

    Pirates and Privateers will have you walking the plank into St. Augustine’s cutthroat pirate history. You’ll dive deep and learn about the men who set out on the high seas and helped make the Ancient City it is today. You’ll also learn about the scurvy-ridden and peg-legged ruffians who plundered and pillaged the city for all she’s worth.


    You’ll also visit some of St. Augustine’s best taverns and pubs and share a pint with your fellow crew members.


    Join us as we spin you a tale of the likes of Blackbeard, Ponce de Leon, and Sir Francis Drake in St. Augustine’s best drinking tour. Drinks are NOT included in the ticket price!


    If you have 10 or more guests in one group, please get in touch with the private & group sales coordinator with Ghost City Tours.

    What You Get

    A historically accurate cocktail tour exploring the history of piracy and exploration.
    Gratuities
    Alcoholic beverages
    Alcoholic Beverages
    only allowed for 21+

    Good To Know

    • Suitable for all physical fitness levels

    What You’ll Experience

    1

    Charlotte Street

    Ahoy, matey! Step into the swashbuckling past of St. Augustine, where pirates, privateers, and plunder once ruled the coast. On this spirited pub crawl through the nation’s oldest city, you’ll raise a glass to notorious sea dogs, daring raids, and rum-soaked legends that helped shape St. Augustine’s wild maritime history. From cannon fire to Caribbean conquest, we’ll explore the real stories behind the myths—one drink at a time. So grab your grog and prepare to pillage the past… responsibly, of course. Cheers to danger, debauchery, and a rousing good time!
    15 minutesAdmission Ticket Free
    2

    South Castillo Drive

    Follow in the footsteps of the most feared pirate to ever sail the seas— whose shadow loomed large over Florida’s coast. We’ll raise a glass to his brutal battles, buried treasures, and the wild myths that made him a maritime legend. Are ye brave enough to toast a pirate's ghost?
    15 minutesAdmission Ticket Free
    3

    Oldest Wooden Schoolhouse

    Nestled in the heart of historic St. Augustine, the Oldest Wooden Schoolhouse offers a rare glimpse into the early days of American education. Dating back over 200 years, this humble red cedar and cypress structure has weathered centuries of storms and stories—secured by massive anchor chains to survive hurricanes.
    15 minutesAdmission Ticket Free
    4

    Casa Reina Taqueria & Tequila

    "The Queen's House"—pays tribute to Queen Joanna of Castile, the Spanish monarch whose reign marked the golden age of exploration. Her influence stretched across the Atlantic, guiding Spain’s early conquests, including the founding of St. Augustine. Just steps away, in 1586, Sir Francis Drake launched a fiery siege on the fledgling settlement.
    15 minutesAdmission Ticket Free
    5

    St. Augustine Sea Wall

    The St. Augustine Sea Wall has long stood as the city’s first line of defense—not just against invaders, but against the relentless tides of Matanzas Bay. Today, it remains a symbol of St. Augustine’s resilience, offering scenic views and a timeless reminder of how the past still guards the present.
    15 minutesAdmission Ticket Free
    6

    Avenida Menendez

    At this stop, learn about a triumphant rise of a military leader and defender of freedom in colonial St. Augustine. Fighting under the Spanish crown, he helped protect St. Augustine from British attacks. Bravery and leadership that became a symbol of resistance, resilience, and the enduring fight for liberty in America’s oldest city.
    15 minutesAdmission Ticket Free
    7

    Castillo de San Marcos National Monument

    At this stop, you will learn about the Castillo de San Marcos that was St. Augustine's standing stone sentinel over St. Augustine, the Castillo de San Marcos once faced down some of the fiercest threats from the sea—pirates and privateers hungry for Spanish gold. From daring raids to bloody sieges, this fortress withstood attacks. Uncover the dramatic tales of cannon fire, coastal defense, and the ruthless men who tried—and failed—to claim the city by force. History was forged here, one cannonball at a time.
    15 minutesAdmission Ticket Free
    8

    Mill Top Tavern and Listening Room

    At this stop, you will have the opportunity to purchase an alcoholic beverage. Your tour will end here.
    15 minutesAdmission Ticket Free

    Meeting & Pickup

    Meeting Point

    173 Charlotte St, Charlotte Street, St. Johns County Florida, United States, US, 32084

    Open in Google Maps
    You will meet your guide inside the Ponce de Leon Circle at the statue across from Plaza de la Constitución.
    End Point

    Mill Top Tavern and Listening Room, Saint George Street, St. Johns County Florida, United States, US, 32084

    Open in Google Maps
    The end location may vary depending on tour route.

    Cancellation Policy

    Cancel your booking at least 24 hours before the experience start time to receive a full refund.

    Read more

    Reviews
    4.4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star half v4
    based on 9 reviews
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    (Viator)
    Photo of avatar
    Where has the rum gone? Oh its right here....
    July 06, 2026

    Despite it only being the two of us, Mary, took great care of us. We learned a lot about the local history. The privateer and pirates that burned/plundered the area. She was a wealth of knowledge a...read more

    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    (TripAdvisor)
    Photo of avatar
    Great experience
    April 28, 2026

    Jenna was awesome and had a lot of fun stories and knowledge. We had a great time!

    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    (Viator)
    Photo of avatar
    Steve was wonderful!
    September 06, 2025

    Steve was an absolute pleasure and a wealth of knowledge. He was accommodating, flexible and his tour was the highlight of our trip to St. Augustine

    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    (TripAdvisor)
    Photo of avatar
    Great walking drink and pirate tour!
    October 21, 2023

    Such a fun pirate themed experience through a great little city! Rob was a fantastic guide and a lot of fun for us!

    Photo of caption
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    Photo of star fill v4
    (TripAdvisor)
    Photo of avatar
    Rob was an awesome guide
    September 10, 2023

    My sister and I were visiting for a girls weekend. Rob told us a lot of history of the city and took us to four different bars for cocktails. He was very personable and definitely knew his stuff. W...read more

    Load more
    You may also be interested in these experiences
    Photo of be
    Photo of star fill v4
    4.7 (288)
    Miami: Sip & Salsa Night with Lessons, Mojitos, Appetizers & Club
    Florida
    2.5 hours
    US$85.87US$95.41
    Photo of empty heartV2
    Photo of caption
    New on byFood
    A taste of Spain: Mediterranean Wine Tasting & Tapas Experience
    Florida
    2 hours
    Private Experience
    US$110.40US$122.66
    Photo of empty heartV2
    Photo of e0
    Photo of star fill v4
    4.7 (148)
    Haunted Tampa Booze and Boos Ghost Walking Tour - Ybor City
    Florida
    2.5 hours
    US$33.86US$37.62
    Photo of empty heartV2
    Photo of 81
    Private Wine Tasting and True Crime Tour in Largo Florida
    Florida
    4 hours
    Private Experience
    US$572.27US$635.86
    Photo of empty heartV2