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Discover Sailing Adventures and Experiential Rides

Enjoy a Sailing Experience or Take a Sailing Lesson

If you are vacationing at South Seas Island Resort on Captiva Island, FL, you will definitely want to get out on the water and discover sailing where manatees and dolphins play. Go for a sailing ride or take a sailing lesson with one of our instructors on our award-winning Colgate 26 sailboats.

Sailing Ride or Lessons Details: Maximum 5 participants and an instructor aboard per sailing excursion or lesson.  All fees are quoted when you pick a day and time, and are payable in full at time reservation is made. You may cancel or transfer your reservation once to another date/time without penalty up to 6 days prior to your confirmed date. No refunds allowed if cancellation or transfer request is made within 5 days of your original scheduled sailing date/time.

Sailing Experiences and lessons are minimum two hours for minimum two participants, for $200 per person at most resort locations, based on availability.

For guests staying at South Seas Island Resort on Captiva Island only, minimum 3-hour sailing lessons are available Thursday through Monday each week, based on availability. Prices start at $275 for person sailing alone with instructor, or $295 and up based on two to five participants. To book a sailing adventure excursion or sailing lesson please call 239-841-0985 or email

“We just completed a very enjoyable sailing lesson. It was such a terrific experience. We had a superb instructor who made this lesson quite fun and the start of more sailing for us.”


John & Jennifer Koski – New York, NY

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“My wife and I signed up for a private lesson and I wish we would have signed up for four hours, or more!  We are looking forward to further sailing with Offshore.”


Mike  Lombino – Basking Ridge, NJ

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Where To Experience Sailing Lessons