Boating in St. Augustine: Where History Meets the Horizon

Photos by St. Augustine Sailing.

By Rose Ann Points, Owner of St. Augustine Sailing & All Points Yacht Sales

St. Augustine is where the charm of the nation’s oldest city meets the boundless freedom of the sea. Whether you’re cruising through on a voyage up the coast or dropping anchor for a few days, this city offers a boating experience unlike any other. From historic landmarks and lively marinas to hidden dining gems best reached by water, every nautical mile tells a story.

Sailing past the Light House up Salt Run.

At St. Augustine Sailing, we like to say, “The Fun Begins Where the Land Ends.” Set sail along the Matanzas River and watch as dolphins glide alongside your vessel and the city skyline unfolds and see the lighthouse, the Bridge of Lions, and the centuries-old fortress of Castillo de San Marcos.

For visiting boaters, the city is exceptionally welcoming. There are mooring balls available both north and south of the Bridge of Lions, providing convenient access to the historic district, or you can simply drop anchor in one of several protected areas and enjoy a peaceful stay surrounded by stunning views of the city and shoreline.

And when you’re ready to explore, there’s no shortage of destinations to enjoy:

  • Anastasia State Park: Just inside the inlet, this pristine barrier island is a boater’s paradise. With four miles of protected beaches, tidal marshes, and hiking trails, it’s perfect for those seeking quiet solitude and natural beauty. Drop anchor nearby and dinghy ashore to stroll the beach, spot dolphins and seabirds, or simply unwind in a place where time seems to stand still.

  • The Conch House Marina Resort:  A favorite among boaters, offering full-service dockage, a vibrant tiki bar, and a restaurant serving fresh local seafood. Visitors also enjoy access to hotel amenities, making it an ideal stop for both relaxation and convenience.

  • Vilano Public Dock: Located just north of the inlet, this spot offers easy access to popular waterfront restaurants such as Beaches at Vilano and the Hyatt’s upscale restaurant. Need supplies? A Publix grocery store is just a short walk away, or call Dinghy Dart to deliver groceries, meals, or even boat parts directly to your vessel via dinghy.

  • The St. Augustine Municipal Marina:  Located in the heart of downtown, this full-service marina offers slips right in the center of it all. Step off your boat and explore the city’s cobblestone streets, local art galleries, historic sites, and world-class restaurants, all just a short walk away.

For those needing maintenance or repairs, several local boatyards offer expert services, including haul-outs for power, monohulls, catamarans and can handle larger vessels too. Whether you’re passing through or planning an extended stay, you’ll find skilled marine professionals ready to assist.

No matter your course, boating in St. Augustine is a journey through time, nature, and beauty. From sunrise sails past the lighthouse to moonlit dinners on deck, this coastal gem offers a rare blend of history, hospitality, and heart.

To learn more about St. Augustine, Florida, check out the full story in our Digital Magazine!

Southeast Scuttlebutt — Year End 2025
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