Top St Augustine On the Water

What makes this experience truly unforgettable is the combination of wildlife, scenic views, and a one-of-a-kind perspective from a 100% clear kayak. As the sun sets behind the historic St. Augustine sights, you won’t just be watching the sunset - you’ll be paddling through it and panoramic views all around.

Celebrate the holidays in St. Augustine with a nighttime boat cruise. Choose between two different vessels – one for adults only with an on-board bar, the other family-friendly and BYOB – and set on a scenic cruise to see the millions of white lights that make up the Nights of Lights Festival. Experience the magical atmosphere of the twinkling lights on the water.

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting that allows guests to fully immerse in the beauty of the holiday lights without the crowds or noise of typical boat tours. Our yachts offer a more personalized, relaxed atmosphere with comfortable seating, and the option to book private charters. You’ll also be guided by experienced USCG captains who know the waters and the best vantage points to view the city’s spectacular light display. Whether you’re celebrating a special occasion or seeking a peaceful, romantic evening, our tailored sailing experience ensures you enjoy the Nights of Lights in comfort and style.

Have only a short amount of time to explore St. Augustine? Beat the crowds—and see most of the city's top highlights—all in one private, open-air electric vehicle tour. Meet your guide downtown, and hop aboard. You'll see highlights like the Mission Nombre de Dios, Castillo de San Marcos, and Cathedral Basilica of St. Augustine, and will learn all about the city's history.

As the oldest continuously occupied colonial settlement in the United States, St. Augustine has a wealth of history within its city limits. See both historical sites and natural landscapes while on this shared sailing cruise. Climb aboard a luxury yacht and sail down the Tolomato River and Matanzas River. This small-group sailing tour passes by the St. Augustine Lighthouse and Bridge of Lions, as well as showcases spectacular sunset views.

Experienced fishing Captain in Saint Augustine! Whether you're red snapper offshore, targeting nearshore favorites, or enjoying an exciting inshore adventure, every trip is customized to match your skill level and fishing goals. From first-time anglers to seasoned fishermen, Captain Elio is dedicated to providing a safe, fun, and unforgettable day on the water. Book with confidence knowing every trip is backed by our 100% Weather Guarantee. * Offshore, nearshore, and inshore fishing adventures * Target red snapper, kingfish, cobia, mahi, flounder, and more (seasonal) * ‍‍‍ Perfect for families, beginners, experienced anglers, and private groups * ️ High-quality gear, bait, tackle, and expert guidance included * Local knowledge to maximize your chances of a successful day on the water * 100% Weather Guarantee with hassle-free rescheduling

Float along the waters of scenic, inland St. Augustine—and put your fishing skills to the test—during this private chartered boat excursion. Pick between half- or full-day options, make your own way to the water’s edge, and hop aboard. You’ll cruise along waterways like the Tolomato River, Matanzas River, and St. Augustine Inlet, in search of catches like sea trout, tarpon, black drum, and more.

Relax in a serene beach environment at the Ocean Sands Beach Boutique Inn, located on Vilano Beach in St. Augustine. With a day pass, gain access to the outdoor saltwater-mineral pool and enjoy reserved beach loungers with stunning ocean views. Ideal for a sunny day, the pass includes complimentary parking and beach access, making it easy to unwind. Just a short drive from historic downtown St. Augustine, this one-acre retreat offers the perfect blend of beach and leisure, ensuring a refreshing escape from the everyday hustle.

Explore St. Augustine’s Bay Front from the water on this private 2-hour cruise aboard a luxury sailing yacht with space for up to six passengers. With a USCG-licensed captain at the helm, sail along the historic bay front. Look for wildlife, including dolphins, and admire the historic sites. Relax onboard, learn about sailing, or even take the helm.

-Fishing in St. Augustine Florida my entire life gives our boat the advantage of knowing the best fishing spots in this area where we have caught a lot of fish over the years and continue to do so. -We offer 4, 6, 8, 10, and 12 hour trips and can fish inshore and offshore for some of the largest fish ranging from Marlin, Sailfish, wahoo, Mahi Mahi, Tuna, and kingfish as well as bottom fish with a lot of bottom numbers that will put us on all of the best spots. -We also cater to teaching anglers some of the best methods and techniques to use and are very encouraging to the customer getting hands on with the process prior to and after they catch the fish. Teaching them how to make the fishing rigs and rigging the baits as well. -The boat is equipped with all of the best fishing gear and equipment to help you land that one fish that most fisherman say is the one that got away. -come join us for a memorable day that you won’t forget out on the water in St. Augustine, Fl