Learn to Cruise And See the World


Great Vacations Start with the Perfect Course


Go from Couch to Captains Chair in One Week


Give Your Team the Competitive Edge


Make New Friends when you Learn to Sail


Learn to Cruise and see the World under Sail


Make Winning Races your Next Best Getaway

Hurricane Ian Update

Hello Friends and those interested in taking an Offshore Sailing School sailing or powerboating certification course with us. Our St. Petersburg, Florida, Scrub Island and Tortola locations in the British Virgin Islands, are all eager to greet you. As most people know from watching the national news, our Southwest Florida area sustained significant damage from Hurricane Ian. All of our colleagues are safe. Unfortunately, our resort partners and their marinas were damaged in Fort Myers Beach, Captiva, and Cape Coral. Our Sales Manager, Wendy Bishop, is in the process of contacting all affected students to discuss rescheduling your course if you were in one of these affected locations.

We appreciate your patience as we move forward with the belief that we will succeed in helping you achieve your sailing and powerboating objectives, and enable you to start enjoying the boating lifestyle to the fullest. Please don’t hesitate to contact us at 800-221-4326 or Info@OffshoreSailing.com for more information.

Steve & Doris Colgate
and the entire Offshore Sailing School Team

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!®


Request the Offshore Sailing School® Brochure

Follow the link below to request your copy of the Offshore Sailing Brochure and start planning adventure today!

Request Brochure


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!


I’ve had sailing courses from other organizations but this is the best set of courses I ever experienced.

Jesse JohnsonAustin, Texas

"Colgate’s Offshore Sailing School is truly the best sailing school. Everything is first class, and well worth the money and time spent."

Tom BisanzFrisco, Texas

"Fast Track to Cruising gave us the knowledge and skills to enjoy cruising for the rest of our lives."

Karen and Kevin MarcilliatMableton, Georgia

"Amazing course! I’ve done a lot of sailing, and learned a lot during week. My wife went from novice to knowledgeable and reliable."

Robert and Betsy LahueWyckoff, New Jersey

"This was our third course with Offshore. The instructors really set Offshore apart from other sailing organizations."

Andrew and Erin DeakRocky River, Ohio

"Offshore made it easy to learn! One of the best weeks ever. My dad and I couldn’t have had a more productive and enjoyable adventure."

Mark WaltzMuskego, Wisconsin

"I took the Fast Track to Cruising Course and went from non-sailor to confident cruiser in one week!"

Gabriel EmanuelliMiramar, Florida

"What a fantastic experience! Our Fast Track week was fun and educational from beginning to end."

Todd and Lois GillenwaterCharleston, West Virginia

"The instructors were amazing. I learned a lot, had fun, and can’t stop telling everyone how cool this experience was."

Charles ZahalkaLas Vegas, Nevada

"We are amazed at how much we learned in such a short period of time. We left feeling confident and eager to step aboard again."

Danielle SteinbergGeorgetown, Kentucky


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 . . .

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