easy
1–1.5 hours
Minimal physical exertion required; suitable for all ages and fitness levels.
Discover St. Augustine’s iconic Nights of Lights festival from the water aboard the Regatta of Lights cruise. Glide past hundreds of sparkling boats on Matanzas Bay and soak in the city’s historic charm illuminated like never before.
2 hours • Annual Holiday Boat Parade • Ages 5+
Experience the magic of St. Augustine's Nights of Lights on a unique cruise during the Regatta of Lights. Watch a stunning parade of beautifully decorated boats gliding along Matanzas Bay, showcasing the city's rich maritime heritage. This annual event promises a dazzling display and festive atmosphere, perfect for all holiday enthusiasts.
2 hours
Boarding begins at 5pm with a 5:30pm departure. We will be back to the dock at 7:30pm. Bar on board is available for purchases of drinks on the Osprey, book the Island Breeze for BYOB!
The annual Regatta of Lights takes St. Augustine’s world-famous Nights of Lights onto the water, with an amazing variety of vessels showing off their brilliant lighting displays as they parade along Matanzas Bay. The regatta takes place on the second Saturday of December each yea. Hosted by the St. Augustine Yacht Club, it’s a dazzling sight for spectators along the bayfront between the Bridge of Lions and the Castillo de San Marcos.
This event reflects the maritime roots and rich nautical heritage of St. Augustine. From sailboats to trawlers, from yachts to shrimp boats, the Regatta of Lights participants compete for awards for the best theme, most colorful, best in class and best overall. The Regatta is an annual must-see event for visitors and locals alike during St. Augustine’s Nights of Lights holiday festivities.
This popular holiday cruise often sells out—reserve your spot weeks in advance to secure seating.
Evenings on the water can be chilly; bring layers to stay comfortable during the cruise.
Plan to arrive at least 30 minutes before departure to enjoy boarding without rush and secure good viewing spots.
The illuminated boats and reflections offer stunning photo opportunities—don’t forget your camera or smartphone.
St. Augustine, founded in 1565, boasts a rich maritime history celebrated annually through events like the Regatta of Lights, honoring its nautical traditions.
The event encourages environmental respect by promoting clean boating practices and protecting Matanzas Bay’s delicate shoreline ecosystem.
Even Gulf Coast evenings can get cool on the water—stay warm throughout the cruise.
winter specific
Capture the dazzling holiday lights and nighttime scenes along the bay.
Ensure safe footing on the boat deck during embarkation and disembarkation.
Keep your devices powered for photos and navigation after the cruise.