Budka in MontenegroThis is one of the most popular bareboat cruising destinations in The Moorings charter fleet listings. One of our Colgate Sailing Adventures Flotilla Cruise groups in 2024 sailed parts of this Amalfi Coast with emphasis on Sicily. You can read that blog here. This 2025 cruise takes you to other fabled Amalfi Coast ports like fabled Positano, Capri and Procida. You live and cruise aboard 4 cabin/4 bath 4200 Moorings catamarans.

Call today! Just Two cabins left!

+1-888-454-7015 or 239-454-1700 | Sail@OffshoreSailing.com

Offshore Sailing School graduates enjoy wonderful destination sailing trips all over the world. In 2025, these hassle-free cruising adventures include Tahiti, the Amalfi Coast of Italy, and a new Croatia-Montenegro adventure. Joining a group of avid sailors like you, you get to live aboard, sail and cruise on fleets of monohull yachts or sailing catamarans.

If you have Offshore Sailing School’s US Sailing Bareboat Cruising Certification and the US Sailing IPC (International Proficiency Certificate), you get the best savings and might even be asked to be the designated skipper of one of the yachts! For upcoming trips and dates, click here.

Book Now: +1-888-454-7015 or 239-454-1700 | Sail@OffshoreSailing.com

P.S. Getting the IPC is easy when you earn Bareboat Cruising 103/104 certification. The International Proficiency Certificate is required to charter a yacht in many Mediterranean and Carribean sailing centers.

WEEKEND WARRIORS SAILING SERIES AVAILABLE AT FLORIDA LOCATIONS

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. To learn more go to Monohull or Catamaran Docking Refresher course, or you can download a PDF: 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 go to Catamaran Refresher & Endorsement course, or you can download the PDF 2024 Weekend Warrior Sailing Class – CAT ENDORSEMENT.

INTERNATIONAL PROFICIENCY CERTIFICATE (IPC) PREP, 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 is based. To learn more go to IPC Prep and Cruising Certification or download this PDF 2024 Weekend Warrior Sailing Class – IPC PREP-BCC CERT.

Sailing. Good for You. Good for the World!®

Have You Read The Colgate’s Bio?

There’s a lot of history, intrigue, and excitement in the more than 60 years Offshore Sailing School has existed. 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 story of exciting adventures. Renowned NY Times and Cruising World magazine author Herb McCormick captured the Colgate story in this intriguing biography that many have said they couldn’t put down. Purchase OFFSHORE High on Amazon.com, or order a special autographed copy here.

+1-800-221-4326 ♦ +1-239-454-1700 ♦ Sail@OffshoreSailing.com

Sailing. Good for You. Good for the World!®

Offshore Sailing School is Celebrating 61 Years

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 a legend. As mentioned above, the biography of Steve and Doris Colgate and the history of Offshore Sailing School were published in October 2021.

They’re still leading the way today. Doris was featured in the October 2019 Gulfshore Life Magazine as one of five impressive “Game Changers” in Southwest Florida. Doris and Steve were both featured in a 7-page spread in Gulfshore Life Magazine’s June 2024 issue. Gulfshore Life is a monthly magazine featuring stories about those involved in sports activities, art and artists, philanthropy and philanthropists, theater and other entertainment, fine dining, and more.

Steve Colgate and Doris Colgate are both in the National Sailing Hall of Fame. You can read more about the evolution of Offshore Sailing School in About Us, Steve’s bio and Doris’ bio.

Offshore Sailing School Graduates Enjoy Many Benefits

Offshore Sailing School graduates of a US Sailing Certification courses you can enjoy a lot of great benefits. Read all about exclusive Offshore Sailing School Alumni Benefits here.
Graduate benefits are not extended to any online courses and may not be used for non-certification courses, Colgate Sailing Adventure flotilla vacations, special events, or other discounted programs.

Sailing. Good for You. Good for the World!®

Tweens & Teens Family Course Savings

‘Tweens and Teens family sailing course vacations are a great way to get the kids started in sailing with you at a deep family discount. Up to two kids ages 7-17 learn to sail with two adults in Offshore Sailing School’s signature 3-day Learn to Sail OSS 101 course. Kids absolutely love this deal! View more details here.

Sailing. Good for You. Good for the World!®

Private Couples Course Are So Rewarding!

The Offshore Sailing School Fast Track® to Live Aboard Cruising Courses are chosen most often by couples who just want to share a learning experience that opens amazing opportunities for lifelong sailing adventures.

Available at the Pink Shell Beach Resort & Marina on Ft. Myers Beach, FL; Downtown Hampton Inn & Suites in St. Petersburg, FL and Scrub Island Resort, Spa & Marina in the British Virgin Islands, there are many options in the Fast Track to Cruising series.

The 8-day specially-priced Fast Track to Cruising package for a family of 4* (two adults and two family kids, minimum age 12 and maximum age of 25) includes 3-night resort accommodations, tax, and resort fees while you learn to sail aboard a Colgate 26 for two days. Then you move to a sail-catamaran or monohull yacht and learn to handle a typical charter yacht for the rest of the week.

All aboard can take written and practical tests and receive three US Sailing certifications 101/103/104 (plus Catamaran Endorsement if you learn aboard a catamaran yacht) to skipper a yacht up to 50′. If you plan to charter in Europe you can then apply for your International Proficiency Certificate with these certifications.

This family sailing program is a great opportunity to learn new boating skills while learning how to bareboat charter big sailboats as a team. Offshore Sailing School graduates say it’s the perfect way to embark on countless boating vacations together in the future!

Contact Offshore Sailing School Today.

Call +1-888-454-7015 or 239-454-1700 | Sail@OffshoreSailing.com

Sailing. Good for You. Good for the World!®

Retired & Active Military Service Discounts

If you are active military or a retired veteran, we thank you for your service, and offer you a 10% discount on your certification course package with resort stay at one of our Florida locations. You may choose any 3-day or longer Learn to Sail, Fast Track to Cruising®, or Live Aboard Cruising Course. When you enroll please mention you are active or retired military, as retroactive credit is not available. You will also be asked to send us a copy of proof of your military status.

The 10% veterans / active duty discount may not be used with other discount promotions or on other courses and programs offered by Offshore Sailing School. The discount only applies to the specific military personnel’s portion of the course package, not others in your party. To learn more, please get in touch with us here, call us, or email us. Thank you again for your service!

+1-888-454-7015 or 239-454-1700 | Sail@OffshoreSailing.com

Sailing. Good for You. Good for the World!®

Graduates Share Sailing and Power Cruising Stories

Offshore Sailing School grads send lots of comments and photos. Here’s just one of many that will inspire you to join the sailing lifestyle . . .

I took the Fast Track to Cruising course with my 19 year old son. We learned so much and feel so confident and excited to take our family out on a charter. It was probably the most memorable, exciting trip we have ever taken. It is a great investment into our family’s future vacationing and lifetime of learning to sail. All of the instructors we had were super knowledgeable, easy going and friendly and made the course very educational and enjoyable.

David Haber (on right in photo) – Armonk, NY

Sailing. Good for You. Good for the World!®

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