Flotilla Sailing Vacations

Colgate Offshore Sailing Club® Adventures for Alumni and Friends – Offshore Sailing School Grads May Save Up to $500 on Select Cruises!

In 1972, Steve and Doris Colgate decided it was time to open new horizons for Offshore Sailing School alumni. The very first cruise they led was in August 1972 in the British Virgin Islands with 36 participants on a BVI flotilla of six identical boats from The Moorings. In 1973 they headed to Greece with 40 eager graduates. Then the Coast of Maine, Turkey, Yugoslavia before it split and then Croatia, France, Tahiti, Tonga, the San Juan Islands of the Pacific Northwest, Belize, The Windward and Leeward Islands of the Caribbean, St. Maartens, St. Lucia, and the list goes on. These special sailing vacations take you to places you might never go on your own, and they provide lasting friendships. These fabulous vacations are now open to the public, with sailing certifications or requisite experience, and Offshore Sailing School grads may save up to $500 per person. Not yet an Offshore Sailng grad? We have year-round certification courses available in Florida and the British Virgin Islands.

Four to six cruising vacations are planned each year, led by a seasoned cruising couple, Nate and Heather Atwater. Read more about the Atwaters here . . . and watch for more cruises coming up in addtion to these:

Bareboat Chartering at Its BestCroatia2016-Boat5-Korcula_700x465

“Bareboat” chartering means you sail the boat, just like renting a car. But in this case, Offshore Sailing School charters four to eight cruising boats and takes care of all the details. All you need do is sign on, pack your sailing clothes, and meet at the cruise departure location for these turn-key sailing vacations.

Bring a Friend or Loved One, Make New Friends

With three or four private cabins, spacious main salons, cockpits and decks, these boats 11-British-Virgin-Islands-Cane-Garden-Bay-Offshore-Sailing-School-Cruiseare ideal for socializing and enjoying the outdoors. You may purchase a single private cabin, or a cabin you share with another sailor you bring with you on a flotilla sailing adventure. We assign individuals and couples to each boat based on several factors including which courses Offshore Sailing School alumni have taken, and resumes from everyone on the cruise. Most Colgate Offshore Sailing Club flotilla cruises are open to all sailors who have minimum sailing experience equivalent to what is learned in US Sailing Certification Basic Keelboat courses. When not exclusive to Offshore alumni, Offshore Sailing School graduates with US Sailing Basic Keelboat Certification or higher, may enjoy a nice discount on select cruise package costs! The most experienced aboard are designated “skipper” and “navigator”, tasked with taking charge in an emergency. They also are the “voice” of all aboard in communications with the Cruise Leader.

Sharing and Sailing

Everyone shares in the fun and sailing on all our Colgate Offshore Sailing Club adventures. In the evenings, stories and laughter abound as you relax under a canopy of stars while dining al fresco in the cockpit. Each day your Cruise Leader makes the rounds to discuss the itinerary and navigation with each boat. In an Offshore Cruising Club flotilla, all the boats follow the same route and rendezvous in an anchorage or harbor designated by the Cruise Leader that day.

Who May Participate

“The trip was fantastic. Whoever does the arranging of people did a great job, we had a great time on our boat.” 

Terry and Michele Brown – Salt Lake City, UT

BVI Flotilla


Colgate Offshore Sailing Club cruising adventures and sailing vacations are for Offshore Sailing School graduates, friends and sailors who enjoy the company of other sailors. All participants should have minimum certification at the Learn to Sail level (or equivalent experience) and experience on boats of at least 26’ in length. You also must be in good health with strength and ability to move about a cruising boat easily underway; able to get into a dinghy from the cruising boat and back onto it without assistance other than someone lending a hand. As part of the group, you must be willing to participate with others aboard – trimming sails, steering, helping with anchoring, docking, picking up moorings, and sharing cooking and cleaning up.. Minimum age for participation is 18.

Join a Flotilla Cruise Now!

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