easy
2–4 hours
Suitable for most fitness levels; low-impact activity requiring basic mobility.
Step aboard St. Augustine Sailing to feel the Atlantic breeze as you glide past historic shores on curated sails and sunset cruises. From certified sailing lessons to luxury charters, discover why this experience stands out along Florida’s oldest coast.
Sunset sails fill up quickly, especially on weekends and holidays, so reserving in advance ensures your spot on these popular trips.
Temperatures can drop after sunset on the water—pack a windproof jacket or sweater for comfort during evening sails.
For those prone to seasickness, taking preventive medication before sailing or choosing shorter daytime trips can improve comfort.
Waterproof cases or straps keep your gear safe during sailing while capturing stunning coastal and wildlife shots.
St. Augustine, established in 1565, is America's oldest European-founded city, with its coastal waters historically vital for trade and defense.
Local operators support marine habitat protection efforts, encouraging sustainable boating practices to minimize impact on fragile ecosystems.
Keeps you warm against coastal winds, especially during cooler evenings or spring breezes.
spring specific
Provides safe footing on wet or slippery boat surfaces.
Protects skin from sun exposure during daytime sails.
summer specific
Protects your phone while photographing or navigating on deck.