Sailing Adventures with Schooner Freedom Charters in St. Augustine
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for all fitness levels including families and seniors; mostly seated with occasional light activity handling sails.
Overview
Experience the magic of St. Augustine's waterfront with Schooner Freedom Charters. Enjoy a professional sailing adventure with stunning views, wildlife encounters, and unforgettable sunsets.
Details
Located on Florida’s historic northeast coast, St. Augustine offers visitors a unique blend of cultural heritage and natural beauty. One of the standout ways to experience the region is aboard Schooner Freedom Charters, where guests enjoy private sailing experiences on the beautiful Matanzas River and the Atlantic Ocean inlet. Schooner Freedom is a classic schooner that brings an authentic sailing experience combined with a professional, attentive crew who cater to every detail, from hoisting sails to providing complimentary refreshments. The charters provide guests with spectacular views of St. Augustine’s waterfront, including glimpses of historic landmarks and natural wildlife, such as frequently spotted dolphins playing near the boat.
The sailing excursions vary from afternoon sails to peaceful sunset cruises, each highlighting the charm of this coastal town from the water. Guests have praised the friendly captains like Captain Jack and Evan, whose extensive knowledge of sailing and the local waterways adds both excitement and safety to every voyage. Families, couples, and locals alike appreciate the chance to engage directly with sailing operations, including hands-on sail handling, making the experience interactive and educational. Whether it’s the calm waters with cloud-draped skies or vibrant evenings along the bayfront, Schooner Freedom offers a way to slow down, relax, and enjoy the coastal environment in a way no typical boat tour can match.
The Matanzas River area features diverse ecosystems, including salt marshes and tidal flats that support a rich variety of coastal birds and marine life. Sailing here provides a front-row seat to Florida’s unique coastal habitat, a perfect blend of natural wonder and historical significance given St. Augustine’s status as the oldest European-established city in the U.S. For visitors and residents, Schooner Freedom Charters represents a must-do outdoor adventure that combines local history, nature, and the timeless joy of sailing.
Adventure Tips
Bring sunscreen and wear a hat
Protection from the Florida sun is important during daytime sails.
Arrive 15 minutes early
Give yourself extra time to check in and settle aboard the schooner.
Dress in layers
Evenings on the water can get cool, so bring a light jacket or sweater.
Bring your camera
The scenic views and wildlife sightings are perfect for photography.
Local Insights
Hidden Gems
- The Matanzas Inlet tidal marshes accessible by the schooner for bird watching
- Evening sails offer rare, quiet views of St. Augustine harbor lights
Wildlife
- Bottlenose dolphins often swim alongside the boat
- Local seabirds like osprey and herons perched along the riverbanks
History
St. Augustine is the oldest European-established city in the U.S., and sailing tours highlight the historic waterfront and its colonial era landmarks.
Conservation
Schooner Freedom Charters follows sustainable boating practices to protect the fragile coastal ecosystems and marine wildlife in the Matanzas River area.
Frequently Asked Questions
Photography Tips
Best Times
Best Viewpoints
- From the stern looking toward the historic St. Augustine waterfront
- Side deck capturing dolphins alongside the vessel
- Bow of the schooner with sails in full view
What to Photograph
Recommended Gear
Sunscreen
Protects your skin from strong Florida sun exposure during daytime sails.
summer specific
Light Jacket
Keeps you comfortable during cooler evening or windy sails.
fall specific
Hat with Brim
Provides shade and protection from sun glare while on deck.
spring specific
Waterproof Camera or Phone Case
Safeguards your electronics from sea spray and helps capture memories.