Private Sailing Adventures with St Augustine Sailing in Florida - Jacksonville

Private Sailing Adventures with St Augustine Sailing in Florida

Jacksonvilleeasy

Difficulty

easy

Duration

2–4 hours

Fitness Level

Suitable for all fitness levels; minimal physical exertion required but ability to move carefully on deck recommended.

Overview

Experience St. Augustine’s stunning coastline from the water with St Augustine Sailing’s private charters. Perfect for celebrations, learning, or cruising under gorgeous Florida sunsets.

Details

St. Augustine, Florida, is known for its rich history and stunning coastal views, and there’s no better way to experience this than with a private sailing adventure from St Augustine Sailing. Located in the oldest city in the United States, this company offers a unique glimpse of St. Augustine’s scenic waterways framed by lush maritime forests, historic landmarks, and abundant marine life. Whether celebrating a special occasion like a birthday, exploring the coast with friends, or learning the ropes with an introductory sailing course, St Augustine Sailing provides an intimate and memorable experience on the water.

The key feature of this adventure is the personalized private charters led by experienced captains like Dan, Lauren, and Roseanne, who bring professional hospitality combined with deep local knowledge. From smooth, leisurely sails during a picturesque sunset to engaging wine and food tastings aboard the boat, each trip is curated to maximize enjoyment and connection with the coastal environment. The routes often reveal views that land-based tours miss, including glimpses of dolphins and stunning, uninterrupted water vistas.

The natural beauty of the area includes salt marshes, sandy beaches, and estuaries that support diverse birdlife and marine species. Guests appreciate insights into local ecology and cultural history shared by captains during their sails, adding layers of understanding to the adventure. St Augustine Sailing stands out as a destination experience because they emphasize creating lasting memories, whether for a celebratory event or relaxed learning.

St. Augustine’s historical backdrop, including Spanish colonial architecture and coastal defenses, enriches the ambiance. Combined with the warm Florida climate—which averages in the high 70s to 80s during many sailing months—this outdoor experience is both educational and exhilarating. Whether you’re a first-time sailor or a seasoned adventurer, the company’s commitment to personalized service makes every journey one of discovery and delight on Florida’s beautiful Atlantic coast.

Adventure Tips

Book Sunset Cruises Early

Sunset sails are popular; reserving in advance ensures a prime spot on the boat during golden hour.

Bring Motion Sickness Remedies

Even smooth rides can cause discomfort for some; having tablets on hand helps ensure comfort.

Wear Layers for Evening

Coastal breezes can cool off quickly after sunset; a light jacket or sweater is recommended.

Hydrate and Snack Before Boarding

While beverages may be available, fueling up beforehand keeps energy high for active trips.

Local Insights

Hidden Gems

  • Explore the quiet Salt Run Preserve by kayak before your sailing trip
  • Visit the historic lighthouse from a unique angle on the water

Wildlife

  • Dolphins commonly spotted along the route
  • Varieties of coastal birds including ospreys and egrets

History

St. Augustine is the oldest continuously inhabited European-established settlement in the continental U.S., founded in 1565.

Conservation

St Augustine Sailing supports sustainable boating practices to minimize environmental impact and protect local marine ecosystems.

Frequently Asked Questions

Photography Tips

Best Times

Golden hour
Sunset
Early morning

Best Viewpoints

  • Onboard the deck for open water views
  • Historic Castillo de San Marcos from the waterfront
  • Along the marina docks at sunrise

What to Photograph

Coastal landscapes
Marine wildlife
Historic landmarks

Recommended Gear

Sunglasses

Essential

Protects eyes from glare off the water and enhances visibility.

summer specific

Light jacket or windbreaker

Essential

Keeps you warm against cool coastal breezes after sunset.

fall specific

Non-slip shoes

Essential

Ensures safety when moving on wet, slippery boat surfaces.

Water bottle

Essential

Staying hydrated is important during sun and sea exposure.