Flotilla Holidays

Flotilla Sailing Vacations — Colgate Sailing Adventures®

In 1972, Steve and Doris Colgate  introduced “flotilla cruises” to the United States market.  After leading more than 70 flotilla sailing cruises all over the world with Offshore Sailing School alumni participating, the Colgates started a program called Colgate Sailing Adventures® and turned the flotilla cruise helm over to longtime cruising sailors, Heather and Nate Atwater.  Since 2016 the Atwaters have hosted and led Colgate Sailing Adventures® flotilla sailing holiday cruises in Italy, Greece, Croatia, Thailand, the Seychelles, Tahiti, Bahamas, Belize, British Virgin Islands, and all over the Caribbean. When the Atwaters are off exploring the world on their own cruising boat, Offshore Sailing School’s popular cruising instructors will step in to manage, host and lead Colgate Sailing Adventures® flotilla cruises.

The Easiest Way to Explore the World Under Sail

Participating as a sailor on a Colgate Sailing Adventures® flotilla cruise is a very special way to see the world under sail. The boats, the itinerary, provisioning, and all the elements that go into preparing for a bareboat charter cruise are organized by Offshore Sailing School and the flotilla cruise leaders. All you have to do is provide a sailing resume when you sign up, pack a bag, join the cruise embarkation point, and set out with the group on a fabulous sailing adventure!

Doris and Steve Colgate leading flotilla cruise in Yugoslavia in 1989

Nate and Heather Atwater leading flotilla cruise in Croatia in 2019

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Who Should Participate in a Flotilla Cruise

Offshore Sailing School encourages everyone who loves to sail, especially those who have earned US Sailing Bareboat Cruising Certification, to purchase a cabin as a single or couple and join these hosted sailing trips. It is important to realize, however, that the boats you sail on are not cruise ships. There are no elevators, medical facilities, and captained launches that take you to shore and back. You will sail with others on 40′ to  50′ monohulls and catamarans that require a certain level of physical ability and the desire to participate in handling the boat.

Things to Note:

  • Flotilla cruises are hands-on activities that require unaided mobility getting on and off boats, dinghies and docks.
  • All participants must complete a Sailing Resume before being confirmed on the trip.
  • A Skipper and Mate are assigned to each boat based on the completed Resumes. In certain countries, each Skipper must have the International Proficiency Certificate, easy to get if you have US Sailing Bareboat Cruising Certification. Learn more about the IPC here.
  • All participants are expected to participate in trimming sails, steering, anchoring, docking, picking up moorings, cooking, and cleaning up.
  • For flight assistance, we recommend contacting our flotilla charter partners, The Moorings/Sunsail, by emailing: flights@thlmarine.com

Make Every Sailing Vacation the Perfect Getaway

Flotilla sailboat vacations provide lasting friendships and take you to places you might never go on your own. Colgate Sailing Adventures®  flotilla sailing holidays are open to all sailors with sailing certifications or requisite experience. They sell out fast!

Travel Information

For flights to/from most charter base locations where Colgate Sailing Adventures® flotilla cruise vacations start, we recommend you contact The Moorings in-house flight specialists at 866-649-2003. They successfully book flights for thousands of their charter customers.

Greece was a wonderful trip in 2021. The location was fantastic. What a great way to see the islands. Great job by Nate and Heather. Always professional and always trying to provide good ratio of sailing time with fun and sightseeing. I love these flotillas. I plan to keep coming back. Mike Mahan – Miami, FL
Abacos, St. Lucia, Italy, Belize, Greece, Croatia Flotillas