See St. Augustine’s holiday-lit bayfront from the water
2 hrs
Cruise, carols, holiday lights
Step aboard the Black Raven for a holiday cruise with a pirate twist. Explore St. Augustine’s waterfront with a crew that brings its own seafaring spirit to the season.
See St. Augustine’s World Famous Nights of Lights from the point of view of a pirate ship! Starting the weekend before Thanksgiving through the end of January, the Black Raven sails north towards historic downtown to put its own spin on the holidays.
Join in with the crew for sing-a-longs of their best sea shanties as well as your favorite Christmas carols, and now through the month of December, Old St. Nick visits Old St. Augustine to visit his favorite pirates! Grab a seasonal drink at the bar, sing, dance, and be merry! Finally, end the trip with a front row seat as millions of holiday lights illuminate the beautiful and historic bayfront! Yo Ho Ho and Happy Holidays from the Black Raven!
Cancellations at least 72 hours in advance incur a 25% fee; no refunds within 72 hours or for late arrivals, no-shows or parking issues. Unsafe weather or sailing conditions may cause delays, rescheduling or cancellation at the captain's discretion. If the operator cancels, you may reschedule or receive a full refund.
Product ID: RUCTTW
Only water is allowed; leave other outside drinks and food behind. Specialty drinks are available for purchase at the onboard bar and are not included in the listed price.
Allow 45–60 minutes to find parking before check-in; there is no dedicated lot. Parking is not included in the listed price. Metered street parking costs $2.50 per hour, and the Historic Downtown Parking Facility costs $20 per day with a 10–15-minute walk to the marina. Free street parking is available across the Bridge of Lions, also a 10–15-minute walk; bridge openings can add up to 10 minutes.
Black Raven Ship Store, St. Augustine Municipal Marina, 111 Avenida Menendez, St. Augustine, FL 32084
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.
What a great time, with a great crew. Our group had so much fun singing along and dancing. Great drinks and great jokes. Highly recommend taking the cruise!!
Jeff Withrow
September 4, 2026
What a great time, with a great crew. Our group had so much fun singing along and dancing. Great drinks and great jokes. Highly recommend taking the cruise!!
Jeff Withrow
September 4, 2026
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