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Address: 5400 Plantation Rd, Captiva Island, FL 33924-6000
Phone Number: +1 800-221-4326
8:00 am - 5:00 pm
Open now
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Sun - Sat 8:00 am - 5:00 pm

Welcome to Offshore Sailing School at South Seas Island Resort on Captiva...

Welcome to Offshore Sailing School at South Seas Island Resort on Captiva Island, Florida. All of our sailing courses and sailing vacations, from sailing lessons, to certification courses including Learn to Sail, Performance Sailing and Racing, Bareboat Charter Cruising, and our exclusive Fast Track to Cruising, are offered at this beautiful resort location. Choose the length of your sailing experience, from 2 hours, to 2, 3, 5, 7 and 10-day sailing vacation packages. South Seas Island Resort lies on the north end of Captiva Island on Pine Island Sound and the Gulf of Mexico, with nature trails, resort pool and spa, a par-3 executive golf course, tennis courts, kayaking, miles of bike trails and more. A great spot for families and couples. Corporate team building sailing programs for half/full and multi-days are also offered here.

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TripAdvisor Reviewer Highlights

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OUTSTANDING training in sailing, cruising, and catamarans!

We took the "Fast Track to Cruising" to gain better knowledge about sailing on a catamaran in the BVIs. I researched a few options to learn how to sail but a friend of mine... read more

5 of 5 bubblesReviewed 4 weeks ago
Douglas P
Columbus, Georgia
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5 Reviews from our TripAdvisor Community

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Showing 5: English reviews
Columbus, Georgia
Level Contributor
111 reviews
30 attraction reviews
common_n_attraction_reviews_1bd8 23 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago

We took the "Fast Track to Cruising" to gain better knowledge about sailing on a catamaran in the BVIs. I researched a few options to learn how to sail but a friend of mine essentially talked me into it. We chose this school and location because of its history and proximity to our home. It turned out perfect! Once we... More 

Thank Douglas P
Ann Arbor, Michigan
Level Contributor
76 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 29 helpful votes
5 of 5 bubbles Reviewed August 8, 2016

My wife and I needed to get formal certifications for an upcoming charter trip in Europe so we did some research and decided on Offshore Sailing in Captiva. We did the FastTrack to Bareboat Cruising/Catamaran which had us on the Colgate 26 for two days and a Leopard 48 catamaran for 5 days. We completed the Basic Keelboat, Cruising, Bareboat... More 

Thank RichBelanger
Shanghai, China
Level Contributor
14 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed July 4, 2016 via mobile

My sons and I took the Performance Sailing 5-day course at Captiva Island. This was a great experience for the three of us. While I have been racing for decades, this was a great learning tool for my boys without the stress of dad being the teacher. Both boys caught on to everything very quickly and the instructor, Rick Hinman... More 

Thank sherretzm_shop
Washington DC, District of Columbia, USA
Level Contributor
10 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 bubbles Reviewed October 22, 2013

My daughter and I spent a beautiful and exciting day sailing with Rick. He had my 14-year old on the tiller the entire trip, and she loved it. Very supportive environment and confidence-building experience. We'll request Rick again when we return to South Seas Resort.

1 Thank Shannon P
Cornwall, Canada
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed June 25, 2012

I have been a professional mariner within the commercial shipping business for the past 37 years. To be part of this industry I enrolled into a Canadian maritime college, graduated, earned a master's certificate of unlimited tonnage and finally to my present job as a ship pilot. In order to achieve my present occupation it required a lot of training... More 

1 Thank CaptAndy S

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Questions & Answers

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?