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.
More ways to explore the area's outdoor wonders
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.
Difficulty
easy
Duration
2 hours
Fitness Level
Minimal fitness required; ability to step on/off a dock and stand for portions of the sail recommended
Wildlife
History
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.
Conservation
Operators follow no-discharge and wildlife-distance best practices; keep noise low and avoid feeding wildlife to minimize disturbance.
Reserve your spot on the 2 hours - Private Sunset Sail along Historic Bay Front today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Time your booking for sunset
Book 45–60 minutes before official sunset to get golden-hour light on the lighthouse and Castillo as the sun dips.
Bring layered clothing
Even in summer the wind off the water cools quickly after dusk—pack a light windbreaker or fleece.
Motion-sickness prep
If you’re prone to seasickness, take medication beforehand and pick a seat near the boat’s centerline for the smoothest ride.
Non-marking shoes only
Wear flat, non-marking shoes for safe movement on deck and to protect the yacht’s surfaces.
Light windbreaker
Blocks the evening breeze and keeps you comfortable as temperatures drop after sunset.
summer
Sunscreen and hat
Protects skin during the pre-sunset portion of the cruise when UV is still strong.
summer
Binoculars or telephoto camera lens
Helps spot dolphins, distant shorelines, and architectural details on the Castillo and lighthouse.
Non-marking deck shoes
Improves traction on deck and is required on many private yachts to protect finishes.