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Pirates and Privateers Cocktail Tour in St Augustine

7 Reviews 4.29 out of 5 stars Based on 7 traveler reviews collected by Cool St. Augustine and TripAdvisor | St Augustine, USA
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from $35 per person

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Don't miss out!
On average, this is booked 20 (0) days in advance.
2 hours (approx.)
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Overview

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's Included

  • A historically accurate cocktail tour exploring the history of piracy and exploration.
  • Alcoholic beverages Alcoholic Beverages
  • Gratuities
  • Only allowed for 21+
See 3 more

Meeting Location

Meeting point

King Street
St. Augustine, FL 32084, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

Saint George Street
St. Augustine, FL 32084, USA

The end location may vary depending on tour route.

What To Expect

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!
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15 minutes • Admission Ticket Free

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?
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15 minutes • Admission Ticket Free

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.
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15 minutes • Admission Ticket Free

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.
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15 minutes • Admission Ticket Free

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.
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15 minutes • Admission Ticket Free

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.
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15 minutes • Admission Ticket Free

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.
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15 minutes • Admission Ticket Free

Mill Top Tavern and Listening Room

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

Show 6 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 9 travelers

Frequently Asked Questions

(7)

Q: What is the cancellation policy for the Pirates and Privateers Cocktail Tour in St Augustine?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EDT).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-391191P1

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Reviews

4.29
7 reviews

Average 4.29 out of 5 stars based on 7 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor

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On average, this is booked 20 (0) days in advance.
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Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Cool St. Augustine customers.

Filter by:

Q: What is the cancellation policy for the Pirates and Privateers Cocktail Tour in St Augustine?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EDT).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • A historically accurate cocktail tour exploring the history of piracy and exploration.
The following is NOT included:
  • Alcoholic beverages. Alcoholic Beverages.
  • Gratuities.
  • only allowed for 21+.
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

The minimum age to participate is 21..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Pirates and Privateers Cocktail Tour in St Augustine is as follows:

  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Pirates and Privateers Cocktail Tour in St Augustine will be included in your confirmation email from Cool St. Augustine. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024

What's Included

Activity name

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

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • This tour/activity will have a maximum of 9 travelers

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Free Cancellation

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100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EDT).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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