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Offshore Sailing School News, Specials and Events

IT’S OUR 55TH YEAR AND WE ARE CELEBRATING!

And the media is celebrating with us. Not too many companies get to 55 with their original leaders at the helm. Living in southwest Florida, those leaders have become somewhat of a legend. Case in point: Doris is featured in the October 2019 Gulfshore Life Magazine as one of just five “Game Changers” in southwest Florida.  

And every day the Colgates wake up with a smile, do their morning walk, then head to the office to work closely with a dedicated team that works tirelessly with them to introduce more people to the sailing lifestyle. And at the end of very busy days, the Colgates often say, “Where did the years go?”

Steve Colgate started Offshore Sailing School on the back of a cocktail napkin in November 1964. He taught classroom sessions in an office on 40th Street in Manhattan, and on-the water sessions on City Island, NY, a tiny maritime island (at the time) in the Bronx. He had no idea then it would become the largest independent sailing school in the United States, with the broadest range of hands-on courses at multiple locations. Read Steve’s bio here.

Doris met Steve in January 1968 when she took a racing course he ran in the Bahamas. A year later they were married (yup, that’s them on their working honeymoon in the Bahamas), and have been joined at the hip ever since, running Offshore Sailing School and loving “almost” every moment. Over the years they opened, tested, and moved on from many locations, nearly 40 in all, and have settled on six gorgeous destination resorts in Florida and the British Virgin Islands. You can read more about the evolution of Offshore Sailing School in our About Us section on this website. Read Doris’ bio here.

THE GREATEST CLASSROOM IN THE WORLD® IS IN THE BRITISH VIRGIN ISLANDS

Offshore Sailing School is in great company! The Summer 2019 issue of Elite Traveler Magazine included a super spread about the gorgeous British Virgin Islands and our two BVI partners. Take a look and come on down to paradise where summer is always in season. Did you know that Scrub Island Resort is Offshore Sailing School’s Caribbean cruising sailboat school Caribbean base? It’s an incredible Marriott Autograph Collection Resort with gorgeous accommodations looking out to the most beautiful sailing grounds you’ll ever find. Courses here fill up fast, especially Fast Track to Cruising Courses on monohulls and catamarans. Don’t wait, call today to book your experiential island getaway and find out why Offshore Sailing School is indeed “The Greatest Classroom in the World®.”

JOIN US NEXT APRIL FOR OUR 20TH PERFORMANCE RACE WEEK CELEBRATION!

This very popular program is the best learning program you’ll find for competitive sailors. We run this week in partnership with North U – whose popular director, Bill Gladstone, leads a team of coaches on the water, in seminars, and evening recaps. Performance Race Week is intense and exciting, challenging you to become a winning sailor. Up to ten boats on the line, a group of coaches that work with you non-stop, social events, and a whole lot more await you including go-fast drills, practice starts, and real racing on Colgate 26s, with just four crew per boat. The comprehensive racing event is held in April each year, just in time to join your buddies back home as sailing and yacht clubs open for spring racing. If you are feeling rusty or haven’t raced much, we highly recommend you sign up for the Fast Track to Sailboat Racing Course. Add three days to your trip and learn all the go-fast techniques before the rest of the group arrives, then head to the winner’s circle on Regatta Day! Check out our Behind-the-Scenes video from our 2019 Performance Race Week here.

Book Now!

888-454-7015 or 239-454-1700

Sail@OffshoreSailing.com

GIVE YOUR TEAM THE CORPORATE ADVANTAGE WITH A SAIL-RACE CHALLENGE®

Offshore Sailing School continues to host an annual group from Suffolk University’s Executive MBA program at Pink Shell Beach Resort & Marina on Ft. Myers Beach in Florida. Early December weather temperatures are usually mid-70’s. The participants, their course leader and professors, who would normally be shoveling snow now at home, love the sunny weather, beach BBQs, and sailing in the Gulf of Mexico during their week of team building and leadership training.

This action-packed program fills the group’s waking hours with half-day sailing challenges and leadership classroom sessions. It starts with breakfast and ends at sunset with more program studies and dinner. The two photos here are of two of the four crews, each assigned to an expert Offshore Sailing School instructor/coach, well-versed in Offshore Sailing School’s Sail-Race Challenge® drills. The participants are always invigorated, enthusiastic, tanned and tired by the end of the week, sharing sailing stories, reveling in wins, and overcoming losses on the race course.

Sailing is the by far the best way to bring teams together and develop leaders who will deftly guide those teams. Mistakes on the race course are turned into project sessions. Wins are examined to provide a basis for achieving goals. Offshore Sailing School can accommodate teams of 8 to 50 easily. In addition to the Pink Shell Beach Resort on Ft. Myers Beach, Offshore Sailing School hosts team building and group sailing excursions at South Seas Island Resort on Captiva Island, and The Westin Cape Coral Resort in Cape Coral, Florida. Certain size groups may also be accommodated at Scrub Island Resort in the British Virgin Islands. Contact Beth Oliver today to learn how you can make your team the best ever: BOliver@OffshoreSailing.com, 239-985-7516.

Book Now!

888-454-7015 or 239-454-1700
Sail@OffshoreSailing.com

 

EXCLUSIVE CRUISING VACATIONS FOR SAILORS WHO LOVE TO SAIL

We have a full spectrum of sailing vacations available through our Colgate Sailing Adventures Flotilla Cruises – for Offshore Sailing School grads and sailors who love to sail. Take a look at the group in this photo. They just finished the cruise of a lifetime in the gorgeous turquoise waters of Tahiti. These fabulous adventures take you all over the world. They are the most delightful, hassle free sailing vacations you’ll find. We book the boats, research and provide the itinerary, put the crews together based on friendships and sailing experience, and best of all – we provide expert tour leaders who love to sail and want you to have the time of your life! If the trip you desire is sold out, request a spot on the wait list. Openings do occur. Here’s what’s coming up in 2019, and new trips announced in 2020 with more to come! Check out this video from our 2019 Colgate Sailing Adventures flotilla sailing vacation aboard 6 Moorings cruising yachts in the British Virgin Islands.

Book a Cruise Now

888-454-7015 or 239-454-1700
Sail@OffshoreSailing.com

IT’S NOT TOO LATE TO PLAN YOUR SUMMER FAMILY VACATION

One of our most important special activities is our ‘Tweens and Teens Learn Free program where up to three 7-17 year old kids learn to sail with two adults for free. That’s a savings of nearly 60% when three kids learn for free. This is an absolutely amazing experience, one that many parents say is the best way for the family to bond.

Learn More

Call 888-454-7015 or 239-454-1700
Sail@OffshoreSailing.com

SIGN UP FOR OUR NEWSLETTER AND LEARN MORE

Our bi-monthly newsletter is full of interesting stories, creative specials, sailing deals, upcoming flotilla cruises, contests, and other opportunities to keep you sailing and boating. If you haven’t already, visit our Sailing Newsletter Sign-Up page. Beth Oliver, Offshore Sailing School Director of Marketing, gathers information to keep you informed, shares sailing news, develops contests, and posts photographs and experiences that come from you. Got an idea? Send it to Beth at Boliver@OffshoreSailing.com.