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

Imagine stepping onto a real pirate ship docked in the historic St. Augustine marina, with the salty breeze in your hair and the promise of lively entertainment ahead. For just $32 per person, you can enjoy a 1.5-hour adults-only pirate adventure that mixes comedic skits, sea shanties, and lively antics — all with a generous side of rum and roguish humor. This experience, run by Pirate Ship Black Raven, is not your typical cruise: it’s a spirited, bawdy, and incredibly fun way to see the water and let loose with fellow grown-ups.

What we love about this tour is how the pirates keep things spontaneous and interactive, making each cruise feel like a one-of-a-kind party at sea. The performance isn’t scripted down to every line, so the crew’s improvisations and crowd interaction add a real sense of spontaneity. Plus, with a fully licensed bar on board, you can sip a Rum Runner or Bahama Mama as you soak in the views — a perfect blend of entertainment and relaxation.

Of course, this experience isn’t for everyone. The explicit humor and adult themes mean it’s best suited for those comfortable with a bit of raunchy fun. The cruise is also noted for its lively, sometimes chaotic atmosphere, which might feel crowded or overwhelming for visitors seeking a quiet, traditional harbor cruise. That said, if you’re in the mood for a high-energy, humorous night out with a pirate twist, this is likely to be a highlight of your visit.

This tour is ideal for adults looking for something unique, humorous, and spirited. It’s perfect for groups of friends, couples wanting a fun date night, or anyone with a playful streak eager to experience a different side of Florida’s coast.

Key Points

• Authentic Pirate Ship Setting: Experience a real vessel docked at St. Augustine, adding to the feeling of adventure.
• Interactive Adult Show: Enjoy lively skits, jokes, and songs with a mature sense of humor, all improvised for maximum fun.
• Fully Licensed Bar: Sip drinks like Rum Runners and Blue Curacao cocktails while watching the antics unfold.
• Flexible Booking & Cancellation: Book now with the option to pay later, and cancel up to 24 hours in advance for a full refund.
• Time & Duration: Usually in the evening, the cruise lasts about 1.5 hours, with some extending to 2 hours.
• No Onsite Parking: Arrive early—at least 45 minutes—to find parking, as there’s none available at the marina.

You can check availability for your dates here:

What to Expect on This Pirate Voyage

Setting sail on the Black Raven, you’re in for a mature and lively pirate experience. The departure point is inside the Black Raven Ship Store, located within the St. Augustine Municipal Marina Building. From there, you’ll board a genuine pirate ship with an energetic crew ready to entertain.

The cruise begins with the crew welcoming guests and setting the mood for a raucous night. The performance is lively and unscripted, which means no two nights are the same. The pirates bounce between songs, jokes, and skits, often improvising based on the crowd’s reactions. They aim to be the best pirate show in Florida for adults, and based on reviews, they often succeed with their quick wit and humor.

The Performers & Their Acts

You’ll find a crew that’s well rehearsed but not overly scripted. The reviews praise the performers’ knowledgeable improvisation, which keeps the show fresh and engaging. Jessica from the U.S. shared, “The guys were well rehearsed and well planned, and I would do it again.” We loved the way they seamlessly blend sea shanties with humorous skits, creating a festive, pirate-themed atmosphere.

Expect a mix of storytelling, singing, and some bawdy humor. The crew’s goal is to entertain without holding back — so be prepared for some adult jokes and playful shenanigans. The audience participation is encouraged, making it a lively, interactive experience. Some guests, like Kate, mentioned that the energy and mayhem exceeded expectations, with drinks flowing and everyone having a blast.

The Cruise & Scenery

The Matanzas River provides a scenic backdrop for the show, with views of St. Augustine’s waterfront and the historic city skyline. As the ship cruises along, you’ll love the sights of Anastasia Island and the waterway, all while enjoying the lively performance.

While the main focus is the entertainment, the scenery enhances the experience, making it a fun way to see a different side of St. Augustine’s coast. Several reviews mention that the ride is comfortable, with plenty of space to move around, alleviating concerns about feeling cramped.

Drinks & Onboard Bar

The fully licensed bar on board offers a variety of drinks, which guests can purchase during the cruise. Popular choices include rum-based cocktails and fruity drinks, with some reviewers praising the bartender’s attentiveness. Kim called the drinks “strong,” while Joanna appreciated the “spicy, silly” vibe that the drinks added to the evening.

The price of the cruise includes the entertainment but does not cover drinks, so budget accordingly if you want to indulge. Many guests found that the cost of the ticket is a good value considering the lively performance, the scenic cruise, and the drinks.

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Duration & Timing

Most cruises are available in the evening, making it a perfect way to kick off a night out. The usual time frame is 1.5 hours, although some reviews mention extensions up to 2 hours. The flexibility is useful if you want a quick, energetic entertainment option or a slightly longer adventure.

Be aware: there’s no onsite parking at the marina, so plan ahead by arriving at least 45 minutes early to secure a spot. This is an important detail for visitors driving from outside the city.

Booking & Cancellation Policies

Booking can be done with ease through GetYourGuide, offering a “reserve now, pay later” option. This flexibility is helpful if your plans are still tentative. The tour allows free cancellation up to 24 hours in advance, giving peace of mind should your schedule change.

Real Guest Perspectives

The consistent praise from reviewers underscores this experience’s entertainment value. Jessica called it “a blast,” and Michael said he would “definitely do it again”. Sonia summed it up as “100% worth every penny,” noting the strong drinks, great crew, and fun atmosphere.

Kim added that the staff and entertainment are “awesome,” while Joe enjoyed the whole experience and plans to repeat it. These comments reinforce that this cruise offers authentic fun and memorable moments for adults seeking a lively, humorous night.

Who Should Consider This Experience?

If you’re comfortable with adult humor and want a fun, interactive, somewhat chaotic adventure, this is a great pick. It’s perfect for groups of friends, couples, or anyone looking for a night of bawdy entertainment on the water.

However, if you prefer quiet, traditional cruises or have young children, this experience probably isn’t suitable. The explicit material and lively atmosphere make it better suited for an adults-only outing.

The Black Raven Rum Runners Pirate Show offers a refreshing, humorous twist on harbor cruises, blending scenic views, lively improvisation, and adult humor into a memorable night at sea. The knowledgeable crew and spontaneous performance keep the experience feeling genuine and fun, while the full bar adds a relaxed, party vibe.

For those looking to shake up their evening in St. Augustine, this cruise delivers value for money and authentic pirate antics. It’s a fantastic choice if you’re after something energetic, funny, and a bit wild. Just remember to arrive early to find parking and be prepared for some adult humor — you’ll leave with stories to tell and a smile on your face.

Is this tour suitable for children?
No, this experience is strictly for adults 21 and over due to explicit humor and content.

How long does the cruise last?
The typical duration is about 1.5 hours, with some cruises extending up to 2 hours.

Can I cancel my booking?
Yes, you can cancel up to 24 hours in advance for a full refund.

Is there parking available at the marina?
No, there is no onsite parking, so arrive early—at least 45 minutes before departure—to find a spot.

Are drinks included in the price?
No, drinks are available for purchase at the fully licensed bar on board.

What should I bring?
Bring your driver’s license for check-in and possibly some cash or card for drinks.

Is the performance rehearsed or improvised?
While rehearsed, the pirates improvise during the show, making each night unique.

What makes this tour stand out?
Its interactive, adult-themed humor, lively pirates, scenic waterway, and fully licensed bar create a unique, memorable experience.

This pirate cruise in St. Augustine offers a rare mix of water views, bawdy humor, and lively fun—perfect for adults ready for a night of playful chaos on the water. Whether you’re visiting for the first time or a seasoned local, it’s an experience that’s bound to leave you smiling and with stories to tell.

You can check availability for your dates here: