Chesapeake Flotillas

Welcome!. Are you looking for a relaxed weekend sail on the Chesapeake Bay? Would you like to hire a Captain or sail your own chartered boat in the company of others? Do you need some additional training in Boat Handling or Navigation? Captain Rob Chichester can help you with your sailing vacation, training, and yacht delivery needs.

Captain Rob runs several trips a year on the Chesapeake Bay aboard his 41-foot sloop, Bay Poet. Sometimes there are themes like the 2010 Wine Tasting Trip. These trips are good opportunities to see the Chesapeake Bay while building your skills. Do you have an idea for a special or themed cruise you might like to take? Captain Rob will work with his partners and resources to create an experience for you as if it were his very own!

Are you a newly qualified bareboat sailing skipper? Would you feel more comfortable having someone with "local knowledge" along on your trip to get the feel of the Bay? Do you enjoy sailing in the company of others and look forward to a quiet anchorage where, once anchored, good food and sea stories flow freely? Would you like someone to plan a special themed cruise or event for you and your group? Captain Rob can help you with all those things. It may be that you could sail along with Rob and his friends, joining them each evening at various destinations.

Captain Rob also organizes flotilla cruises in the Caribbean and other parts of the world. We sailed the French West Indies in the spring of 2009 and Croatia in September of 2011. Reservations are being accepted for our next overseas adventure. Would you like to maybe expand your cruising grounds beyond the Chesapeake Bay? Capt. Rob is now an authorized Sunsail broker! Give a call and let him help you plan your overseas charter vacation.

Chesapeake Flotillas will return to sail Croatia in 2013! We had a GREAT time in 2011 and we are going back. I will bring some of my regulars and several new crew. Would you like to join us? Are you interested in putting together your own crew? Check out the trip description and then let me know how I can help you make your arrangements!

Contact me NOW to plan your 2012 sailing events. To view a schedule of 2012 cruises, click here.

Cruisers University was a big success this year...particularly for Capt. Rob and Chesapeake Flotillas. Thanks to Commodore Gary Dixon and the members of the Universal Sailing Club for coming out to support Capt. Rob. See you all on the water!

Whatever your cruising needs or desires may be, contact Capt. Rob at 908.672.3609. The journey begins with YOU.

If you are interested in daysails on the southern Chesapeake, visit Sail Cape Charles to see what oppurtunities Cap'n Dave has to offer.

Around the Bay or around the world... This is

Chesapeake Flotillas 2012