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 View More
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.
Our Locations View More
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.
“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 Waltz
“It’s obvious Offshore Sailing School puts a lot of effort in selection of instructors. We thoroughly enjoyed the course.”Kyle Couture Family
“Offshore gave me the confidence and competence to feel comfortable in any situation on the water.”Melinda Long
“This was our third course with Offshore. The instructors really set Offshore apart from other sailing organizations.”Andrew and Erin Deak
Rocky River, Ohio
“What a fantastic experience! Our Fast Track week was fun and educational from beginning to end.”Todd and Lois Gillenwater
Charleston, West Virginia
“In a word – faultless!! It was all a top-notch adventure and we’re keen to do more. We will definitely be back for the live aboard course.“Darlene Forbes
Corner Brook, Newfoundland
“Everything was above expectations. This is really a top-notch, customer/student oriented business. Great experience!”Blake Bratt
“Offshore Sailing School by far exceeded my expectations. Fantastic program Mr. and Mrs. Colgate! I’ll be back for round 2!”Brian Smith
Little Rock, Arizona
“The most amazing week we’ve ever had! Fast Track to Cruising gave us the knowledge and skills to enjoy cruising for the rest of our lives.”Karen and Kevin Marcilliat
“I attended the Learn to Sail Course with my wife and 3 of our children. We all loved the course.”Jeff Breymaier
“The instructors were amazing. I learned a lot, had fun, and can’t stop telling everyone how cool this experience was.”Charles Zahalka
Las Vegas, Nevada
“Colgate’s Offshore Sailing School is truly the best sailing school. Everything is first class, and well worth the money and time spent.”Tom Bisanz
“We had an amazing 6 days on our live aboard cruising course! We learned so much and had fun at the same time.”Lissa and Eric Uhlenhop
Las Vegas, Nevada
“I’ve had sailing courses from other organizations but this is the best set of courses I ever experienced.”Jesse Johnson
“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 Lahue
Wyckoff, New Jersey
“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 Steinberg
“I learned very little at another NYC sailing school. Offshore is the Harvard/Princeton/Yale of sailing schools.”Keith Bloesch
Hoboken, New Jersey
“I had small boat experience, my wife was a complete novice. We’re now comfortable and excited to charter on our own.”Wyatt Blasingame
“I’ve sailed for 25 years. Offshore dramatically increased my sailing knowledge. I loved every minute.”Robert Holmes
“I took the Fast Track to Cruising Course and went from non-sailor to confident cruiser in one week!”Gabriel Emanuelli