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

If you’re looking for something a little different during your stay in St. Augustine, the Black Raven Rum Runners Pirate Show is worth considering. This 90-minute cruise on a real pirate ship offers a bold, adult-focused take on the pirate experience — think lively comedy, interactive antics, and a spirited atmosphere that’s more about fun than a family-friendly outing.

We love how energetic and engaging the crew is, making the entire journey feel like stepping into a swashbuckling party. Plus, the fully licensed bar adds a layer of relaxed indulgence, letting you sip your favorite drinks while enjoying the show. On the flip side, it’s important to note that this experience is definitely not kid-friendly, so it’s best suited for adults looking for a good laugh and a lively vibe.

One thing to consider is that the cruise can run slightly longer than 1.5 hours, sometimes stretching to 2 hours, which might be a factor if you’re tight on time. Overall, if you’re into spirited, humorous entertainment with a nautical twist, this tour offers a memorable way to spend an evening in St. Augustine.

Who is this experience perfect for?

It’s ideal for adults who enjoy interactive shows, humor with a bit of spice, and a good cocktail or two. If you’re after a unique, lighthearted night out that’s not overly structured, you’ll find plenty to love here.

You can check availability for your dates here:

Key Points

• Adults-only entertainment: Designed specifically for those 21 and over, ensuring a more mature atmosphere.
• Interactive performance: The pirates improvise with the crowd, making each cruise unique.
• Great value for the price: At around $32, you get a lively, hour-and-a-half show plus a scenic river cruise.
• Fully licensed bar: Drinks are available for purchase, adding to the relaxed, party vibe.
• Fun, humorous pirates: The crew’s comedy and skits are the highlight — lively, silly, and occasionally risqué.
• Stunning views: The cruise takes you along the Matanzas River, offering lovely scenery of St. Augustine.

Setting Sail on a Pirate Adventure in St. Augustine

The Black Raven Rum Runners Pirate Show is quite unlike traditional sightseeing tours. Instead of a quiet cruise or historical narration, you’re stepping into a lively, adult-themed pirate party. Think of it as a night out with friends — but on a boat, with pirates. The focus is on entertainment, humor, and a laid-back, slightly rebellious vibe.

What makes this experience stand out? The crew’s ability to improvise and engage with the crowd keeps things fresh and spontaneous. Since the show isn’t strictly scripted, every cruise can feel different, which adds a fun element of unpredictability. Plus, the humor is explicit enough to be adult-oriented, making it clear this isn’t a family-friendly cruise but rather a playful, risqué adventure.

The Voyage and the Show

The cruise begins from inside the Black Raven Ship Store located in the St. Augustine Municipal Marina Building. From there, you’ll board a real pirate ship, ready for a 1.5-hour voyage. The exact timing can vary slightly, sometimes stretching to about 2 hours, depending on conditions and how long the crew wants to keep the party going.

Once on deck, the pirates kick off their performance — a rowdy mix of skits, sea shanties, and jokes. The performers are clearly experienced, well-rehearsed, and quick-witted, which keeps the energy high. The crowd is encouraged to participate, whether by singing along or joining in on the comedy.

Reviews highlight how “the guys were well-rehearsed and well planned,” and that the pirates are “an absolute riot.” So, you’re in good hands for a lively, funny show that doesn’t take itself seriously.

The Pirate Show Experience

The entertainment is fully interactive, with the pirates improvising their skits based on the crowd’s reactions. Expect humor that’s spicy and adult, so it’s not suitable for children or those easily offended. The pirates keep the mood light and silly, often incorporating jokes and humor that lean into the raunchier side of pirate lore.

Guests have praised the crew’s ability to entertain, with one reviewer noting, “the jokes and songs were funny, and the drinks were great,” capturing the core appeal of this cruise — fun, laughter, and a little bit of chaos.

The performers also share stories and sea shanties, adding a musical element that resonates with those who appreciate lively, folk-style tunes. Even if you’re not a pirate aficionado, the high-energy antics and improvisation make it an engaging experience.

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The Scenic Cruise & Views

While the main draw is definitely the show, the scenery along the Matanzas River adds a lovely backdrop to the antics. You’ll get a good view of St. Augustine’s shoreline and possibly spot wildlife, depending on the time of day. The boat itself is a real pirate vessel, which adds authenticity and a sense of adventure.

Guests have commented on the boat’s spaciousness and comfort, mentioning that there’s enough room to move around and enjoy the view without feeling crowded. This is a key point because some similar themed cruises can feel cramped or overly commercial, but here, the focus remains on the entertainment and the scenery.

Drinks and Service

A fully licensed bar on board means you can purchase your favorite drinks during the cruise. The reviews suggest the drinks are strong and reasonably priced, contributing to the party atmosphere. Many guests enjoy a Rum Runner or Bahama Mama, while others prefer fruity concoctions like those with coconut rum or blue curaçao.

The crew is described as friendly and engaging, making sure everyone feels included in the fun. Since drinks are purchased separately, budget accordingly, but the quality and strength seem to satisfy most.

Practical Details

The tour is available in the evening, usually around 6 or 7 pm, perfect for kicking off a night out or winding down after a day of sightseeing. It’s a reservation-only experience, with options to cancel up to 24 hours in advance for a full refund, offering some flexibility in case your plans change.

Parking at the marina can be tricky, so plan ahead and allocate at least 45 minutes to find a spot. The meeting point is inside the Black Raven Ship Store, so be sure to arrive on time.

The cruise is conducted in English, and the staff are friendly and approachable. Remember to bring your driver’s license for check-in, and be prepared for the possibility that the cruise could run slightly longer than scheduled.

Real Guest Perspectives

Guests rave about their experiences, with comments like:

• “The crew was so much fun, had a great time.”
• “It was a party, and the drinks were strong.”
• “The jokes and songs were funny, and the show exceeded expectations.”
• “We had nothing to worry about — plenty of space, great entertainment, and a lively atmosphere.”

One reviewer summed it up perfectly, calling it “a night out you won’t regret,” emphasizing the overall value and enjoyment.

Final Thoughts: Is This Tour for You?

If you’re seeking a lighthearted, adult-oriented night out filled with humor, interactive antics, and a scenic boat ride, this cruise ticks all the boxes. It’s especially appealing if you enjoy live comedy, spirited performances, and a fun drinking environment. The crew’s ability to improvise keeps each cruise fresh, and the scenery around St. Augustine adds a charming backdrop to the lively show.

However, keep in mind that this experience isn’t suitable for children or those who prefer a more subdued or family-friendly environment. Also, if you’re short on time or sensitive to longer cruises, note that the trip might extend slightly beyond the 1.5-hour mark.

The Black Raven Rum Runners Pirate Show offers a unique, spirited way to enjoy an evening in St. Augustine — full of laughs, drinks, and pirate chaos.

FAQ

Is this tour suitable for children?
No, this is an adults-only experience (21+), with humor and content geared toward mature audiences.

How long does the cruise last?
The cruise typically lasts about 1.5 hours but can sometimes extend to 2 hours depending on conditions.

Can I bring my own drinks?
No, but drinks are available for purchase from the fully licensed bar on board.

Where do I meet for the cruise?
Inside the Black Raven Ship Store, located inside the St. Augustine Municipal Marina Building.

Is parking available at the marina?
There is no onsite parking, so you should allow at least 45 minutes to find a parking spot nearby.

What should I bring?
Just your driver’s license for check-in. Everything else — like drinks or snacks — can be purchased on board.

What’s the vibe like?
The atmosphere is lively, humorous, and interactive — perfect for those looking for a spirited night out.

Is the crew experienced?
Yes, guests comment on how well-rehearsed and engaging the pirates are, making sure everyone has a good time.

Can I cancel my reservation?
Yes, you can cancel up to 24 hours before the cruise for a full refund, providing some flexibility if plans change.

If you’re after a memorable, humorous, adult night on the water, this pirate adventure in St. Augustine might just be your next favorite story to tell. Just remember — it’s all about fun, laughs, and a little bit of pirate mischief.

You can check availability for your dates here: