
easy
2 hours
Minimal fitness required; ability to step on/off a dock and stand for portions of the sail recommended
Slide off the dock at Camachee Cove and spend two private hours skimming the Tolomato and Matanzas rivers as the sun falls. Expect dolphins, lighthouse views and a mix of casual sailing instruction and waterfront history from a USCG-licensed captain.
The yacht slides away from the white marina building and the city loosens its hold. Salt air pulls at your jacket; rigging hums softly as the captain trims a sail and the two-hour charter finds its rhythm on the Tolomato and Matanzas rivers. Behind you, the Bridge of Lions lowers its marble gaze; ahead, the St. Augustine Lighthouse pins the horizon like a slow-moving compass. Dolphins arc in the wake, curious and quick, while pastel houses on the shore track your progress with laundry, porches, and the quiet choreography of coastal life.

Book 45–60 minutes before official sunset to get golden-hour light on the lighthouse and Castillo as the sun dips.
Even in summer the wind off the water cools quickly after dusk—pack a light windbreaker or fleece.
If you’re prone to seasickness, take medication beforehand and pick a seat near the boat’s centerline for the smoothest ride.
Wear flat, non-marking shoes for safe movement on deck and to protect the yacht’s surfaces.
St. Augustine’s waterfront preserves layers of history—from Spanish coquina forts to early 20th-century bridge architecture—visible best from the water’s perspective.
Operators follow no-discharge and wildlife-distance best practices; keep noise low and avoid feeding wildlife to minimize disturbance.
Blocks the evening breeze and keeps you comfortable as temperatures drop after sunset.
summer specific
Protects skin during the pre-sunset portion of the cruise when UV is still strong.
summer specific
Helps spot dolphins, distant shorelines, and architectural details on the Castillo and lighthouse.
Improves traction on deck and is required on many private yachts to protect finishes.