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!®
OUR COURSES AND PROGRAMS
Dockside Chats with Steve Colgate
View #DocksideChatswithSteve Mon/WedFri on Facebook, or tune into Offshore’s YouTube Channel for fun stories with Steve – from Colgate memoirs debuting in 2021.
Fast Track to Sailing
A new and exciting program that includes Learn to Sail OSS 101, Coastal Navigation 105 and Small Boat Cruising 101Pro in one week. Limited space. Sign up today!
Learn to Sail
OSS 101 is the ultimate way to embark on a whole new lifestyle. Take the helm of a sleek Colgate 26 sailboat and gain amazing confidence on a 2-day or 5-day learning vacation
Learn to Cruise
OSS 103/104 gets you ready to see the world under sail. Learn on a beautiful big monohull or catamaran. Live aboard or stay at a gorgeous resort each night on a super learning vacation.
Learn on Catamarans
Get ready for catamaran cruising with OSS 103/104/114 – an in depth charter cruising course on impressive big catamarans.
Flotilla Cruise Vacations
See the world under sail! Our flotilla cruises are for experienced sailors and Offshore grads. Upcoming cruises: Greece, Apostle Islands, Tahiti and Bahamas.
Learn to Race
In OSS 102 you learn go-fast techniques. In OSS 109 you hone your sailing skills in an action-packed performance racing course. Learn racing tactics, then wow your pals in friendly competition back home.
Learn to Power Like a Pro
In OSS 112 you learn to handle a sophisticated power cat with finesse. Gain ultimate confidence while living and learning on a beautiful power cat in Florida or the British Virgin Islands.
Learn Passage Making
In OSS 106 and OSS 108 you learn in an exhilarating blue water sailing school experience. Discover how to safely sail round-the-clock. Achieve skills and confidence for long passages on your own.
Corporate Programs
Give your team the best time ever with an exhilarating break or focused team building and leadership event 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
Captiva Island, Florida
Sail where dolphins and manatees play. Come to South Seas Island Resort, a 330-acre island destination surrounded by sandy beaches, bays and the Gulf of Mexico.
Cape Coral Marina Village, Florida
Learn to Sail or get your Catamaran Bareboat Cruising Certification at The Westin Cape Coral Resort at Marina Village near Sanibel Island in Southwest Florida.
Scrub Island, British Virgin Islands
Learn to Sail or earn your Bareboat Cruising Certification at the gorgeous Marriott Autograph Scrub Island Resort, Marina & Spa in the British Virgin Islands.
Fort Myers Beach, Florida
Choose The Pink Shell Beach Resort & Marina where every room has amazing views of spectacular Gulf sunsets and sugar-white beaches stretch for miles.
Tortola, British Virgin Islands
Earn Bareboat Cruising Certification on a Moorings sail or power charter yacht. Learn as you sail from island to island, stopping each night in a different port in paradise.
St. Petersburg, Florida
Your vacation learning to sail on Tampa Bay starts from the waterfront Hampton Inn & Suites, in trendy downtown St. Pete with terrific museums, restaurants and night life.
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 . . .
