Captiva Island Vacations in Florida

South Seas Island Resort
“Florida’s Tahiti” on the Gulf Coast

It was in May 1975 that Steve and Doris first drove 17 miles from the causeway to the tip of Captiva Island in search of a Florida home for their winter programs. It had been a long trip: Port St. Lucie on the East Coast, all the way down to Key West, then up to Marco Island. Asking around at the Marriott in Marco, the Colgates were told that South Seas Plantation (as it was then called) would be a great location for the sailing school. When Steve called the General Manager and launched into his “who we are” spiel, he said, “Come South Seas Island Resort, Captiva Island Florida on up, I know who you are, we want you here!”

A premier year-round location

South Seas Island Resort immediately became a year-round home for Offshore's Captiva Island Sailing School and its premier location: An island surrounded by bays and Gulf waters, blending with lagoon pools and estuaries, and a resort team that insures you will have a delightful, once in a lifetime experience!

Offshore continues to flourish at South Seas Island Resort offering Captiva Island Vacations not only because of its fabulous amenities, but for the excellent sailing grounds that surround it. Captiva Island sailing at South Seas is a well-rounded educational experience. You'll discover the sparkling protected waters of Pine Island Sound, the enchanting Gulf of Mexico or both, depending on the course you take and weather conditions.

South Seas Island Resort lies on the north end of Captiva Island with miles of sandy, shell-strewn beaches. It has a par-3 executive golf course, state-of-the-art tennis courts, and miles of running and bicycling paths, lagoon fishing, kayaking and more. Manatees play in the Yacht Harbour where the Offshore Sailing School fleet resides. Dolphins jump through our bow waves as you sail in the Sound and out in the Gulf. Captiva Island Vacations are truly a unique experience.

Here, virtually all of Offshore Sailing School’s courses are available. If it’s certification you seek, all our core courses provide this Captiva Island Vacations validation, with a stair-step progression that gives you good reason to return year after year for more Captiva sailing.

Where are you in your sailing confidence and knowledge? Haven’t tried it yet, or feeling too rusty to take the helm? For any of these reasons, a three or five-day vacation combined with our signature Learn to Sail course takes you right through the Intermediate level. You’ll Learn to Sail or renew your skills on our easy to sail 26-footers designed for fun, fast sailing and your safety and success in mind.

Captiva Island Family Vacations Know how to sail but want to sail faster, and more efficiently? We’ll give you the go-fast techniques you always wanted in Performance Sailing; then when you’re ready to race, join our Offshore/North U. Performance Race Weeks and go home a winner! Or you can take our Fast Track to Performance Racing and combine the two courses in one very exciting vacation and Captiva Island sailing experience.

Want to go cruising some day – cross an ocean or just enjoy grand times exploring your own backwaters? We’ll take you from our 26 footers to the helm of a big cruising boat in Fast Track to Cruising® - a super getaway that gives you three certifications in one week.

If you already have basic skills or have taken our Learn to Sail course, you’re ready for Captiva Sailing Bareboat Cruising Preparation (stay ashore at the resort) or Live Aboard Cruising (live aboard while learning). Either of these will prepare you for cruising your own Captiva Island Sailing Vacations boat or chartering in paradise.

If you'd like an introductory experience, our Two-Day Learn to Sail getaways and Weekend Learn to Cruise adventures are both informative and fun. Two-hour sailing lessons are fun and informative outings for those already enjoying one of our Captiva Island Vacations.

Offshore Sailing School’s Corporate Sail-Race Challenges® make every meeting relevant. You’re busy, you’re special – South Seas and Offshore understand. We can put together a program for your team that takes as little as half a day and produces amazing results.

What about the kids? We haven’t forgotten them, and neither has South Seas. Two clubs - one for youngsters and the other for teens - Captiva Island Vacations, Florida exude accomplishment and self-confidence along with a major dose of learning and fun activities. And our Kids and Teens Learn Free Captiva Island sailing courses, give you and your family a lifelong pursuit and bonding experience unlike any other.

If you are looking for a premier destination resort, exclusive to its guests, with the best learning vacation option there is – choose South Seas Island Resort and Offshore Sailing School on Captiva Island, Florida. Week-long and weekend schedules are available to create the perfect Captiva vacations.