All passengers must check in at Black Raven's Ship Store in the St. Augustine Marina building at 111 Avenida Menendez prior to boarding.

How long is the cruise?

The Sunset Trivia Cruise runs approximately two hours and departs on the scheduled first-Thursday monthly sailing.

Is this suitable for children?

All ages are welcome, but the operator recommends the cruise for children 10+ due to duration and evening timing.

Is parking available at the marina?

There is no parking lot for the Black Raven; allow at least 45–60 minutes to find downtown parking.

Can I bring my own food and drinks?

The cruise features a fully licensed bar; outside alcohol is not permitted—check with the operator for food policies.

What wildlife might I see?

Passengers commonly spot bottlenose dolphins, shorebirds, and occasional wading birds around the bay’s shallow flats.

Sunset Trivia Cruise Aboard the Black Raven in St. Augustine: Dolphins, Live Music and Pirate Games

On a warm evening in St. Augustine, Florida, the Black Raven Pirate Ship slips from the St. Augustine Municipal Marina and into Mantanzas Bay, offering a two-hour sunset cruise that feels equal parts salt-spray theatre and local history lesson. The Sunset Trivia Cruise is staged aboard the Black Raven — a family-friendly, themed vessel that pairs live music, a fully stocked bar, and an interactive pirate trivia show. Teams pick a pirate name, trade tall tales, and race through three rounds of questions as the city’s skyline slides by: the Bridge of Lions archway, the crenellated silhouette of the Castillo de San Marcos, and the twilit sprawl of historic downtown. What makes this outing unusual in a town known for colonial stone fortresses and moss-draped oaks is the way it frames St. Augustine from the water. From the ship you can see the transition from urban waterfront to coastal estuary: seawalls give way to marsh grass and shallow flats where dolphins hunt and shorebirds quarter for supper. The bay itself is a living classroom—sandy shoals, oyster bars, and salt-tolerant maritime vegetation set against a backdrop of 16th-century streets. The cruise runs two hours and departs from St. Augustine Municipal Marina (111 Avenida Menendez); plan to check in at Black Raven’s Ship Store before boarding. The first-Thursday schedule for the trivia nights makes it a predictable evening pick for date nights, family outings over age 10, or groups looking to trade a bar crawl for a buoyant game night. Sail north through the Bridge of Lions, drift past the Castillo, and watch for bottlenose dolphins that often ride the bow wave. Practical notes matter: there’s no parking lot at the marina, so allow 45–60 minutes to find parking downtown. Tickets must be picked up at the store before boarding; no boarding without passes. The onboard bar and live music create a convivial atmosphere, but the real show is the low-angle light and wildlife. Bring a light jacket for sea breezes after sunset and a camera with steady hands—low light favors fast lenses or higher ISO settings. This cruise is more than an outing; it’s a way to read St. Augustine from the water, where natural habitat and centuries of human story meet. Whether you come to win pirate treasure, catch a dolphin, or watch the sun slide behind a colonial skyline, the Black Raven’s Sunset Trivia Cruise is an accessible, memorable way to experience coastal Florida's urban edge. Book early for the first-Thursday sailing, check in at the Ship Store to collect boarding passes, and aim for a starboard window seat; families and adults find the blend of music, trivia, and wildlife a lively way to spend an evening on the water.