Sailing Vacations and Sailing Vacation Packages!

Freedom, peace, exhilaration.

That’s what sailing gives you. Book your Sailing Vacations with us. Discover how learning to sail is inspiring and empowering. This is what we hear from our customers – every day.

Sailing vacations — productive and forever!

You want your next vacation to be productive, fun and lasting. Sailing vacations with Offshore Sailing School are just that!  We offer several sailing vacation schedules.    

If time is a factor and you want to try sailing, you'll love our two-day Learn To Sail getaway. Pick any two days you like and learn something new at a friendly seaside resort.

Learn to Sail certification is available in our three full or five half-days schedule.

If you want a very special vacation learning experience with a loved one, close friend or the whole family — you can reserve a sailing course, boat and instructor for personalized instruction in our Private Courses for Two or a Private Family Courses programs.  

If you want to start bareboat cruising take our seven-day Fast Track to Cruising course and set your  sights on a lifetime of sailing vacation adventures. The freedom and peace you gain through sailing is unequaled. The thrill of accomplishing new skills, the fun that comes with spending quality time on vacation, priceless!     Contact us today to learn more.

Click here to see Offshore graduates sharing their sailing experiences here on our YouTube channel.

Cruising vacations for sailors — December 4-11 in Belize!

In December 2011 you can join us on a fabulous Cruise with the Colgates in Belize .   When you take a certification sailing course with Offshore you become an automatic member of the Offshore Cruising Club, qualified to join these flotilla-style bareboat cruising vacations. If you already have sailing experience, give us a call at 888-454-7015 and we'll send you a resume to qualify for these fabulous adventures.

Take a Sailboat Vacation at a dream Florida resort

South Seas Island Resort on Captiva Island is the perfect getaway for sailing vacations– 365 acres of secluded Gulf beach and bay property with golf, fishing, bicycling, jogging paths, tennis, private cabanas by the pool and shell-strewn beaches.

Pink Shell Beach Resort and Spa on Ft. Myers Beach is at the island’s quiet end, a short walk to hopping nightlife, fun stores and dining. Relax at the resort's Aquagene spa, pools and spectacular beach on the Gulf.

Your Sailing Vacation Getaway combines a special sailboat vacation learning experience with plenty of time to relax and enjoy everything else there is to do, too.

Is anything more peaceful, more rewarding, or more stimulating than Sailing? 

We think not! Offshore Sailing School founders, Steve and Doris Colgate have been deeply involved in sailing for many decades. More than 115,000 adults and families have gone through their sailing programs since Steve opened his first school in Manhattan in 1964 – a milestone in any industry. The Colgates know sailing is “a lifestyle that reduces your carbon footprint every minute you are under sail.”

Here they are, the ultimate sailing couple, on an Offshore Cruising Club adventure for Offshore Sailing School graduates. To see the Colgates' diary and photos of the sailing adventure vacation they last led, click here.  While still actively running the company, they are constantly thinking about new horizons to pursue. "What's not to love about sailing?" they say.

Dolphins play in your wake, manatees hover nearby. If you choose a mini-vacation with two half-days of sailing, you'll enjoy a Sailboat Vacation that's fun and flexible to fit your busy schedule. Whether you choose two days or a more comprehensive learning vacation experience, we’ll book your accommodations at our exclusive low partner rates.Bring your kids sailing, a spouse or friend . . . and your appetite for sharing more quality time together. Or just come alone and enjoy the camaraderie of others with similar goals.  
 
You can't beat any of Offshore Sailing School's value-packed experiences, such as Learn to Sail Holidays, starting at just $395 per person, plus accommodations at our low partner rates.  

What are you waiting for?
Go sailing for the time of your life!

 Click here to contact us and learn more about our Sailing Vacation Packages or call 888-454-7015 today!