Things to Do by St. Augustine Sailing in St. Augustine, Florida

Sail St. Augustine's historic bayfront on a small-group yacht cruise from Camachee Cove Yacht Harbor. Pass landmarks like the Castillo de San Marcos and spot dolphins along the scenic Tolomato and Matanzas Rivers. Led by a licensed captain, it's perfect for couples, families, and first-time explorers of Florida's Historic Coast. Details

Glide past St. Augustine's historic bayfront aboard a private 2‑hour sailing charter. Limited to six guests aboard a USCG‑captained sailboat, it offers fresh sea air, coastal wildlife sightings, and iconic views of city landmarks. Details

A private sunset sail in St. Augustine offers stunning waterfront views, likely dolphin sightings, and an intimate setting perfect for couples or small groups—ideal for celebrating or simply relaxing as the sun sets over historic landmarks. Details

This sunset cruise in St. Augustine, FL, delivers golden-hour views from the water as you glide past the historic bay front. Departing from Camachee Cove, the two-hour sail offers a front-row seat to one of Florida's most picturesque sunsets—small group, big views. Details

Sail into golden hour on a shared St. Augustine sunset cruise​ from Camachee Cove Marina. Enjoy sommelier-curated wines, gourmet bites, and sweeping views of St. Augustine’s historic coastline—perfect for food lovers and romantics seeking an upscale evening on the water. Details

Set out on a St. Augustine sailboat cruise aboard a luxury yacht, complete with mimosas and an epicurean box filled with delicious gourmet snacks. This relaxing 2-hour voyage is guided by a licensed captain and crew, offering scenic views of the historic bayfront and calm inland waterways. Details

This St. Augustine sailing charter with Dr. Dale Edgar combines dolphin and wildlife sightings with engaging narration about local estuaries. With frequent encounters and a scenic coastal route, it's a memorable way to connect with nature and regional maritime history. Details

Join a hands-on, two-hour St. Augustine, Florida sailing session aboard the state-of-the-art Jeanneau Sun Odyssey 349. Tailored to your learning goals, this sailing class is ideal for beginners or anyone looking to refresh their core skills. Details