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Sail past St. Augustine landmarks at golden hour with live music and chances to spot dolphins
2 hrs
Live music, Sunset cruise
Set sail on a two-hour sunset cruise along St. Augustine’s waterfront as live music sets the mood. Take in historic sights, coastal wildlife, and vibrant colors while you unwind on the Black Raven pirate ship.
All ages are welcome, but the operator recommends this cruise for children aged 10 and up.
Full refunds or credit are available with at least 72 hours notice.
This scenic sunset cruise features live music, views of historic St. Augustine landmarks like the Castillo de San Marcos and Bridge of Lions, and opportunities to spot dolphins and local wildlife.
Yes. The cruise includes live music performances, with songs from artists like Jimmy Buffett and Kenny Chesney. Live music is not available on Sundays.
All ages are welcome, but the cruise is recommended for children ages 10 and older due to the duration.
Please arrive 45 to 60 minutes early at 111 Avenida Menendez, St. Augustine, FL. Check in at the Black Raven Ship Store inside the marina building to receive your boarding pass before proceeding to the ship.
This pirate ship experience in St. Augustine seems to hit different notes depending on which cruise you choose. Families with young kids consistently rave about the crew's energy and how well they tailor the entertainment to different age groups. The treasure hunt activity gets enthusiastic mentions, and parents appreciate that the humor works for adults while staying kid-appropriate. The adult-only Rum Runner cruise also gets strong praise for its comedy and entertainment value, with couples highlighting the affordable drinks and hilarious skits. Several reviewers mention the crew's friendliness and how they engage with passengers throughout the trip. The sunset cruises earn special mentions for their live music and overall atmosphere. The experience isn't without hiccups though. Audio can be problematic, with the boat noise making it hard to hear the pirates at times. One disappointed group on the Rum Runner cruise felt the show didn't match the website description and found too much time spent on safety briefings rather than entertainment, questioning whether it justified the ticket cost. Some jokes and dialogue might go over younger kids' heads. Parking near the marina can apparently be tricky if you're not familiar with the area, so taking an Uber might save you some hassle. Still, the overwhelming majority of visitors seem to leave happy, whether they're toddlers clutching their treasure or adults who've enjoyed a night of laughs and drinks on the water.
Fun time on the pirate ship! The crew were all entertaining.
Michael Sullivan
March 21, 2026
Fun time on the pirate ship! The crew were all entertaining.
Michael Sullivan
March 21, 2026