Join Windward Sailing in Fernandina for a private introductory sailing experience that combines learning with scenic coastal views. Perfect for all skill levels, discover the basics of sailing in a friendly setting and start your maritime adventure today!
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; no prior experience required
Wildlife
History
Fernandina has a rich shipping history dating back to the 1800s, with a well-preserved historic district and active maritime traditions.
Conservation
Windward Sailing emphasizes eco-friendly practices, including responsible marine wildlife viewing and minimal environmental impact.
Windward Sailing
Join Windward Sailing in Fernandina for a private introductory sailing experience that combines learning with scenic coastal views. Perfect for all skill levels, discover the basics of sailing in a friendly setting and start your maritime adventure today!
Windward Sailing is a Fernandina Beach, Florida sailing provider offering guided day sails, sunset cruises, and structured sailing courses along the northern tip of Amelia Island. The company operates both monohull and catamaran options for recreational sails and instruction.
Trips include the Sea-breeze (8AM to Sunset) experience, where guests can sail along Amelia Island’s northern tip and look for dolphins and wild horses. Instructional offerings range from Intro To Sailing to certified-style courses, including Basic Keelboat Class 101 — an 18-hour program for learning to handle 25–30 foot boats in light to moderate conditions.
Hands-on clinics use a Hunter 34 to give practical on-water practice and preparation for ASA qualifications. Multi-day combos provide extended time aboard and progressive skill development: Combo Course 103/104 is a four-day progression focused on local and coastal cruising; Combo Course 101/103/104 is a 6.5-day package with two nights on the water and five meals included; Combo Course 101/103 offers a 4.5-day training pathway.
Windward Sailing operates from Fernandina Beach and emphasizes safety, seamanship, navigation, and practical boat handling. Instructors deliver hands-on teaching aboard appropriately sized keelboats and the Hunter 34 for clinics. Trips and courses are bookable through The Adventure Collective listing or by contacting Windward Sailing directly. Boats include both monohull and catamaran options, and sessions accommodate individual guests and small groups for private or shared experiences.
Location
Fernandina Beach, FL
Base on Amelia Island's northern tip
Boat Types
Monohull & Catamaran
Options for day sails and cruises
Tours Offered
7 Trips
Day sails, clinics, and multi-day courses
Course Length
18-hour (Basic Keelboat)
Entry-level keelboat certification course
Reserve a Sea-breeze cruise, clinic, or multi-day course to learn sailing or enjoy a guided day or sunset sail on Amelia Island.
Check the Weather Forecast
Ensure favorable wind and weather conditions for a safe and enjoyable sailing experience.
Wear Comfortable Clothing
Light, moisture-wicking clothes and a hat will keep you comfortable during your time on the water.
Bring Sunscreen
Protect your skin from sun exposure, especially during midday sessions.
Arrive Early
Arriving 15 minutes before your scheduled departure allows time for check-in and safety briefing.
Sunscreen
Protects your skin from harmful UV rays during the outdoor water activity.
Hat or Cap
Helps shield your face and neck from the sun.
Sunglasses with UV protection
Reduces glare and protects your eyes from the sun.
Casual, quick-drying clothing
Keeps you comfortable and dry during your sailing session.
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