Quick connect

Bookmark and Share

Cruising Adventures for Sailors 

Back in 1973, Steve and Doris Colgate decided it was time to see the world under sail and take their Offshore Sailing School graduates with them. The very first cruise they lead was in the British Virgin Islands in August that year. It was such a great success, they kept on going with several cruises a year in dream locations all over the world. Now, after more than 70 Offshore Cruising Club® adventures under the Colgates' boat shoes, Offshore Sailing School top managers and instructors are in charge, giving you the time of your life on these fabulous exclusive cruises for Oflfshore grads. 

Upcoming Cruises

 Who may participate on Offshore Cruising Club Cruises?

These fabulous cruising adventures on beautiful monohulls and catamarans are generally just for graduates of Offshore Sailing School.  The two most important requirements for participating in these special adventures are:

  • You have sailing knowledge, skills and experience on boats of at least 26' in length (equivalent to the Offshore Sailing School three-day certification course). 
  • You are in good health and have the strength and ability to move about a cruising boat with ease, can get on off a dinghy (from cruising boat to dinghy and dinghy to shore) without assistance other than someone lending a hand
  • You can share in the tasks required to sail (trim sails and help with anchoring, docking and picking up moorings) as well as preparing meals and cleaning up afterwards

Imagine Seeing the World Under Sail

The Caribbean, South Pacific, along the Coast of Maine, Greece, Turkey, Croatia, Bahamas, Thailand, Apostle Islands – wherever the wind blows! We do it every year - why not join us?

If you don't yet know how to sail or are feeling rusty and want to get up to speed, there are many ways you can get your Offshore "grad" sailing credentials. Just take our three-day Learn to Sail course at one of our eight locations, or any other level certification course available and you're in!  

Can you bring a family member and will they have a good time? Yes and yes. But they' should also have good sailing skills so please consider getting them to Offhore Sailing School grad status too. Minimum age is 18.

How does a flotilla work?

The boats all have three or four private cabins. Depending on the cruise you choose, you may purchase a single private cabin or shared (with a spouse or other person you bring with you).  All prices are per person. When everyone has signed up we assign individuals and couples to each boat based on several factors including which course you took. The most experienced aboard are designated as "skipper" and "navigator" – primarily to take charge in an emergency and communicate directly with the Offshore cruise leader on the lead boat. .

Everyone shares in the fun and sailing – including rotating steering and crewing, preparing meals and cleaning up. In the evenings, if not going ashore, you'll experience the joy of relaxing under a canopy of stars, dining al fresco in the cockpit in a gentle breeze. 

Each day the cruise leader will make the rounds, visiting each boat to discuss the day's itinerary and navigation. In a flotilla, all the boats meet at the appointed lunch and/or dinner rendezvous each evening. Many evenings we will be in an anchorage, some at docks depending on the destination.

Give us a call to learn more — 888-454-7015!