Chesapeake Flotillas 2011

Leaving the raft...

Chesapeake Flotillas offers guided flotilla cruises for the northern portion of the Chesapeake Bay.  Custom cruise planning is also available. Call us for more information at 908.672.3609.

A guided flotilla cruise is simply a fleet of chartered cruising yachts sailing to a common destination each day. The flotilla is supported by trip leaders who will sail on their own boat. In some cases, it may be possible to put experienced crew aboard your yacht to assist with sailing the vessel. Participants get the benefits of a bareboat chartering experience and experienced guides to help you find and enter lesser known anchorages and towns in the cruising area.

The cost of each trip generally includes:

Chesapeake Flotillas can create flotilla cruises which can start from Annapolis, Rock Hall, or Havre de Grace, MD.   Two-day trips run Saturday through Sunday with boarding Friday evening.  Three-day trips run Friday through Sunday.  Reserve a whole boat and assemble your own crew or possibly sign up to join an existing crew.  Sailors signing on as Skippers for a flotilla will be required to submit a sailing resume at the time of reservation.

Do you have an idea for a special or themed cruise you might like to take?  We will create an experience for you as if it were our very own!  Contact us at 909.672.3609.  The journey begins with YOU..

Chesapeake Flotillas is SOLD OUT for 2011. We are now taking reservations for 2012 sailing opportunities. Don't miss your chance! Contact us now.

The featured trip for 2011 is a 7-day cruise along the Dalmatian Coast in Croatia! Click here for more information on this trip. Reservations will be accepted beginning in the summer of 2010.

Send us an email now to find out how to create your sailing vacation. You may also call Chesapeake Flotillas at 908.672.3609.


Trip Dates Notes Cost
2011 Spring Sea Trials April 23-24 Maximum 4 students
Chestnut Hill Academy May 24-27 Annual 6th Grade Spring Trip
Basic Sailing Course June 18-19 Two hours of classwork plus onwater training Sold Out
Private Charter July 16-17 Chester River
Pre-Trip Meeting for Croatia Sailing Adventure July 30-31 Wherever the winds take us...
Private Charter Aug 13-14 Tilghman Creek
S/V Bay Poet Crew Retreat Aug 30-31 Destinaton TBD
Croatia Sailing Adventure September 10-17 The Dalmatian Coast $1500
Chichester Family Men September 23-25 Dividing Creek
Traditional October Trip October 15-16 Wye River! $400
Mid-Autumn Night Sailing October and November Magothy River and others... $400

Do you need some help with your boathandling technique?  Or perhaps all you need is a little refresher course to start your season off.   Check out the training opportunities.

Do you have an idea for a special or themed cruise you might like to take?  We will create an experience for you as if it were our very own!  Contact Rob at 908.672.3609.  The journey begins with YOU.

Send me an email now to find out how to create your sailing vacation. You may also call Chesapeake Flotillas at 908.672.3609.

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