OFFSHORE SAILING SCHOOL NEWS AND SPECIALS

PRIVATE SUMMER SAILBOAT CRUISING COURSE FOR TWO

Value-Packed Summer Resort Retreat Programs for Couples, Friends and Single Parents — Guaranteed to Maximize Confidence in Two-Person Sailboat Cruising Adventures!

This private big sailboat learning experience gives you the confidence to happily cruise on live aboard cruising yachts – just the two of you.

In 4 days you gain two certifications (3 if learning on a catamaran) and the knowledge and skills most long-time sailors never achieve.  Seasoned sailors call it “short-handed” sailing. Sailors who know how wonderful it is to share sailing adventures with a spouse, son, daughter, or best friend – call it sheer bliss.

You choose to learn on a 40′-45′ catamaran cruising yacht, or a 44′-47′ monohull cruising yacht. And you have four locations where you can take this course this summer in SW Florida or the Florida Keys.

Cost is just $9,995! Download 2024 Summer Private Cruising Courses and call right away as space in this private big sailboat cruising course for two is very limited.


NEW WEEKEND WARRIORS SAILING SERIES

Exciting New Experiential Sailing Programs Designed to Level Up Your Sailing Knowledge, Skills & Confidence

MONOHULL OR CATAMARAN DOCKING REFRESHER

A two-day weekend sailboat cruising course designed to provide ultimate confidence while docking a large sailboat cruising vessel with proficient ease in various wind conditions. $2,995 per person. Live aboard while learning all day Saturday and up to 3 p.m. on Sunday. Download 2024 Weekend Warrior Sailing Class – DOCKING to learn more.

CATAMARAN ENDORSEMENT 114

A two-day weekend sailing lessons course for monohull sailors who wish to move into catamaran sailboat cruising, and for those who may have learned on or own a catamaran seeking more training in operating a catamaran while sailing, docking, anchoring, and picking up mooring balls. $2,995 per person. Live aboard while learning all day Saturday and Sunday up to 3 p.m. Earn your Catamaran Endorsement 114 for catamaran live-aboard cruising on your own or a catamaran sailboat charter anywhere in the world! To learn more download 2024 Weekend Warrior Sailing Class – CAT ENDORSEMENT.

IPC PREP WITH BAREBOAT CRUISING CERTIFICATION AND CAT ENDORSEMENT

A three-day big sailboat sailing lessons course designed to help you obtain the IPC (International Proficiency Certificate) for chartering monohulls or catamarans anywhere in the world. $3,495 per person. Sailing instruction is all day Friday, Saturday and up to 3 p.m. on Sunday. Includes 3-night stay at partner resort where cruising sailboat you choose is based. To learn more download 2024 Weekend Warrior Sailing Class – IPC PREP-BCC CERT.


DISCOVER SAILING IN FLORIDA

Want to learn what it’s like to power a sleek sailboat with wind alone?

You can do just that in this new introductory two-half-day sailing experience at the fabulous Pink Shell Beach Resort & Marina on Ft. Myers Beach, FL.

Pick any two consecutive days of the week and have fun learning to sail in two half-day sessions for a total of 8 hours of sailing lessons.

It’s truly a rewarding sailing lessons adventure. You learn how to leave a dock and bring the boat back in, how to use wind power to make the sailboat go where you want it to go, how to steer and be a sailing crew member, how to pick up something that is in the water without use of the engine, and so much more.

Just $550 per person! To learn more take a look at this flier: 2024 Two Half-Days Discover Sailing – Pink Shell, and sign up today for a Discover Sailing package that will surely get your adrenaline going to learn more sailing tips.

Call 888-454-7015 or 239-454-1700 for reservations.


SPECIAL FAMILY LEARN TO SAIL AND CRUISING COURSE PACKAGESFamily learning to sail in BVI

It’s time to plan summer 2024 vacations!

Family Learn to Sail and Fast Track® to Live Aboard Cruising Courses for families are available at our five of our vacation destinations: ‘Tween Waters Island Resort & Spa on Captiva Island, Florida: the Downtown Hampton Inn & Suites in St. Petersburg, Florida: Stock Island Yacht Club & Marina in Key West, Florida;, Pink Shell Beach Resort & Marina on Ft. Myers Beach, FL; and Scrub Island Resort, Spa & Marina in the British Virgin Islands. In this specially-priced learning vacation package, a family of 4* comprised of two adults and two family kids, minimum age 12 and maximum age 25 will learn to sail aboard a Colgate 26 for two days. On the third day, you move aboard live aboard cruising yacht (monohull or catamaran chosen in advance), while you learn to handle a big boat for the remainder of the week. At the end of one week, you will be certified to skipper a yacht up to 50′, and can apply for your International Proficiency Certificate if you wish to charter in Mediterranean countries. This is the most rewarding opportunity to reunite family members, learn to bareboat charter together, and enjoy countless boating vacations in the future! Call 888-454-7015 or 239-454-1700 for course availability.

*Fifth family child between age 12 and 25 may be added for additional fee. May not be combined with any other offer nor promotional discount.


OUR GRADS SAVE A LOT ON COLGATE SAILING ADVENTURES® FLOTILLAS

Save $300 or more when you enroll in another course or join one of our flotilla trips!

Join a hosted sailing vacation and see the world under sail.

The best savings on Colgate Sailing Adventures® flotillas are for Offshore Sailing School graduates with US Sailing Bareboat Cruising Certification and the International Proficiency Certificate (IPC).

Check out the Flotilla Holiday page on this website to learn more!

It’s easy to get the IPC when you earn Bareboat Cruising certification. The International Proficiency Certificate is required to charter a yacht in many Mediterranean sailing centers. Learn more.


Read This Acclaimed Love Story

There’s a whole lot of history, intrigue, and excitement in the 60 years Offshore Sailing School has been in existence. When Steve Colgate started writing his “vignettes,” Doris said, “We need to get these in a book!” And so they did, along with an amazing tale of how they built Offshore Sailing School into an iconic brand, and turned their lives into a tale of one adventure after another. Renowned author, Herb McCormick, captured the Colgate story in this intriguing biography that so may have said they couldn’t put down. Purchase OFFSHORE High on Amazon.com, or order a special autographed copy here

800-221-4326 ♦ 239-454-1700 ♦ Sail@OffshoreSailing.com


CELEBRATING OUR 60th YEAR IN 2024! 

Steve and Doris Colgate at the Annapolis Sailboat Show, Annapolis MD

Not too many companies surpass 60 years with their original leaders still at the helm. Living in southwest Florida, those leaders have become somewhat of a legend. The biography of Steve & Doris Colgate, and the history of Offshore Sailing School was published in October 2021. You can can order OFFSHORE High on our Book Store page, at Amazon.com or your local bookstore.  This revealing biography is an in-depth compendium about the Colgates’ lives, their love of sailing and each other, and the building of America’s #1 Sailing School®.

They’re still leading the way today. Case in point: Doris was featured in the October 2019 Gulfshore Life Magazine as one of five impressive “Game Changers” in Southwest Florida. 

Steve Colgate started Offshore Sailing School on the back of a cocktail napkin in November 1964. Doris met Steve in January 1968 when she took a racing course he ran in the Bahamas. They are now both in the National Sailing Hall of Fame! Read more about the evolution of Offshore Sailing School in About Us, Steve’s bio here and Doris’ bio here.


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Our weekly newsletter is filled with interesting stories, industry updates, and sailing course specials. Visit our Sailing Newsletter Sign-Up page. Got a story idea? Send it to Offshore Sailing’s VP, Director of Sales & Marketing, Beth Oliver: Boliver@OffshoreSailing.com.