Fast Track® Sailing Lessons – Amazing On-Water Adventures!
Steve and Doris Colgate’s Offshore Sailing School makes people happy! Our sail and power programs get you out on the water in open air, learning a new skill with a dedicated instructor who is all about YOU. If you are new to Offshore Sailing School, join our more than 160,000 graduates and learn to sail or improve your sailing skills, or learn to handle a big power boat, then explore the world under sail on one of our exciting flotilla vacations. Enjoy the many on-water adventures at America’s #1 Sailing School®. If you already are an Offshore Sailing School graduate, welcome back!
The Greatest Classroom in the World!®
OUR COURSES AND PROGRAMS
Dockside Chats with Steve Colgate
Tune into Offshore’s YouTube Channel for fun stories with Steve – from Steve and Doris Colgate’s biography OFFSHORE High. Find out why sailing is so much fun!
Become an Offshore Sailing School Instructor!
If you are passionate about teaching sailing, we want to talk to you. See our Employment Opportunities page to learn more.
Learn to Sail
Our signature OSS 101 Learn to Sail Course is an amazing start to an exciting new lifestyle. Take the helm of a sleek Colgate 26 sailboat on a 3-day sailing lessons vacation.
Learn to Cruise
The OSS 103/104 Live Aboard Cruising Course gets you ready to see the world under sail. Learn on a beautiful big monohull or catamaran. You can also do the same course, staying ashore each night at a gorgeous resort.
Learn on Catamarans
OSS 103/104/114 Catamaran Live Aboard Cruising prepares you to skipper an impressive big sailing catamaran. New to sailing? Enroll in a Fast Track to Cruising Course and get ready to charter or purchase your own private yacht.
Flotilla Cruise Vacations
Offshore graduates and experienced sailors get first dibs at seeing the world under sail! Hosted flotilla cruises, organized and led by Offshore staff, are hassle free. You do the sailing, Offshore takes care of all the details.
Learn to Race and Win Races
OSS 102 Performance Sailing is all about sail-fast techniques. Then take OSS 109 Performance Race Week, our Signature Racing Program, and learn to win from expert sail-race coaches and renowned racing experts.
Learn to Power Like a Pro
OSS 112 Fast Track to Power Cruising gives you the skills to captain a power cat on charters with family and friends. Gain ultimate confidence while living and learning on a beautiful power cat in the British Virgin Islands.
Learn Passage Making
OSS 106 Coast Passage Making and OSS 108 Offshore Passage Making are the ultimate blue water sailing school experiences. Discover how to safely sail round-the-clock. Achieve skills and confidence to fulfill your cruising dreams!
Team Building for Your Group
Give your team a rewarding and productive escape with a fun-filled 4-hour or full-day Team Building adventure on our fleet of easy-to-handle Colgate 26 sailboats. Consider a leadership event or a pleasant group outing under sail.
Request the Offshore Sailing School® Brochure
Follow the link below to request your copy of the Offshore Sailing Brochure and start planning adventure today!
OUR LOCATIONS
Fast Track to Cruising®- OSS 101/103/104
Our most popular learning adventure takes you from Couch to the Captain’s Chair in just eight days. You earn three US Sailing certifications — Basic Keelboat, Basic Cruising and Bareboat Cruising — starting with two days on a 26 footer, then six on a gorgeous big cruising monohull or catamaran yacht. At course end you’re ready to pursue the cruising lifestyle with confidence and ease!
TESTIMONIALS
JOIN OUR TEAM
If you are looking for a new opportunity, to work in a field you love, we have several key positions available that are all about sailing! Learn more . . .
New Total Immersion Fast Track Sailing Course
Offshore’s new Fast Track course covers Basic Keelboat, Navigation and Small Boat Cruising in 6 packed days of experiential learning. Learn more . . .
Sailing Magazine Features Offshore Sailing School
Instead of lazing around a pool, sailors are packing their seabags and heading for learn-to-sail vacations in tropical locations, says Sailing Magazine in their February 2020 issue. Learn more . . .
Canadian Yachting Magazine Publishes "Dear Doris" Story
An avid sailor falls in love with a NON-sailor and writes Doris Colgate for advice on how to turn him on to sailing. Learn more . . .