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

Private Sailing and Cruising Courses


Fast Track® Sail and Power Courses Are Great Staycations!

Steve and Doris Colgate’s Offshore Sailing School has wonderful “staycations” and “nearcations” that get you out on the water in open air. Your time learning to sail or handle a power boat can be private or in groups of no more than 4, with a dedicated instructor who makes sure there is appropriate physical space aboard. We are here for you! Time on the water is the most valuable outlet we all have to soothe our souls. If you are new to Offshore Sailing School, consider joining our more than 150,000 graduates who enthusiastically endorse our reputation as America’s #1 Sailing School®. If you already are an Offshore Sailing School graduate, welcome back! And to all – please stay well.

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 . . .

Call Us Today


Ask Our Experts About Training, Group Packages and Vacations!

Request a Quote

Quote Request

Request a Quote or Book your Flotilla Adventure Online!

Chat Online With Us

Contact Us

Click the button on the bottom right to open a chat window.