easy
2–3 hours
Suitable for all fitness levels, including families and seniors, as minimal physical exertion is required unless choosing to participate in sail handling.
Experience the beauty of St. Augustine’s waterways aboard Schooner Freedom Charters. Enjoy dolphin sightings, historic views, and hands-on sailing with expert crews on this unforgettable Florida adventure.
St. Augustine, Florida, offers an unparalleled maritime experience aboard Schooner Freedom Charters, a premier sailing adventure that highlights the natural beauty and history of this iconic coastal city. Located on the Matanzas River, this sail invites adventurers and families alike to enjoy the scenic waterways that define St. Augustine's unique charm. Sailing aboard the historic-inspired Schooner Freedom offers an authentic and intimate way to explore the area, setting it apart from common boat tours with a hands-on approach to traditional sailing techniques.
The trip showcases striking views of the bayfront, revealing historic architecture and natural coastal landscapes rarely visible from land. Passengers often delight in spotting playful dolphins alongside the boat as the vessel glides through the gentle waters. The crew, led by friendly and professional captains such as Captain Jack and Captain Evan, excel at making guests feel welcome and engaged, offering everything from explanations of sailing methods to the opportunity to help raise the sails. This interactive component makes the experience both educational and exhilarating for visitors of all ages.
Schooner Freedom Charters offers several sailing options, including afternoon and sunset cruises that capitalize on the region’s stunning visual appeal during golden hour. Refreshments, including complimentary beer, wine, soda, and water, enhance the trip’s relaxing atmosphere. The boat’s classic design, combined with attentive service and the natural beauty of the coastal waters, makes this sail an essential part of outdoor recreation in St. Augustine.
Beyond the immediate sailing adventure, this activity connects guests to the broader cultural narrative of one of America’s oldest cities, providing unique glimpses of the historic inlet and vibrant tidal ecosystem. Whether you’re a local or a visitor, this charter promises a memorable outdoor outing that blends nautical heritage with natural splendor on Florida’s Atlantic coast.
The sails provide limited shade, so protect your skin during sunny Florida days.
Light layers and a windbreaker are good choices to stay comfortable on the water.
Plan to arrive at least 15 minutes before your scheduled departure to ensure a smooth boarding process.
Secure your camera or phone to capture stunning waterfront views and wildlife without risk of dropping it overboard.
St. Augustine is the oldest continuously inhabited European-established settlement in the continental United States, founded in 1565, making its waterways historically significant for centuries.
Schooner Freedom Charters supports local conservation efforts by promoting eco-friendly sailing practices and educating guests about the region’s sensitive marine ecosystem.
Protect your skin from strong Florida sun exposure during the sail.
summer specific
Necessary for cooler temperatures and breezy conditions on the water.
fall specific
Capture stunning views and wildlife safely while aboard the schooner.
Essential for safe boarding and moving around on deck.