Chesapeake Flotillas

International Cruising Vacations


Capt. Rob has skippered boats and led flotillas in foreign and exotic locations.  From racing in corporate events in the Netherlands to cruises of discovery in the Mediterranean Sea and French West Indies, Rob delights in making landfall in new harbors and standing in the harbors of remote islands.  Sometimes it is not hard to imagine what the original explorers first glimpsed.   The history, culture, and traditions of the destinations are all features that make these international adventures so exciting and satisfying.  Sail with Capt. Rob for a view of a foreign country from the sea.  Imagine ancient coasts and thickly forested jungles as they once were.  A trip with Capt. Rob can put you in touch with that experience.  Explore the past.  Relish the present...and dare to dream of the future with Capt. Rob as your guide and navigator.

Rob's attention to detail does not end at the gun'l! For all his trips, he researches and prepares in great detail.   He will help you identify potential flight routings.  He and, when available, Chef Theresa study and plan for the local cuisine and provisioning.   Chef Theresa, Rob's galley steward and lead crewperson, prefers to provision the boat locally rather than just have the charter company simply stock generic food stuffs aboard.   Rob also feels it is important to learn the language enough to at least be polite and respectful to our hosts.  Translation guides and online resources are only a part of the information that he delivers to his clients before heading off on our adventures.  Other information includes currency exchange, cost estimates, transfer information, and the location of conveniences like laundromat, ATMs, and land accomodations.

The cost of an overseas adventure with Chesapeake Flotillas is driven primarily by the charter yacht selected and the number of people in the crew.  That is, there are shared expenses and per person costs that affect the total cost of the trip.  When practical, Chesapeake Flotillas may even arrange group transportaion to the boat or the place of embarkation!  When you contact Capt. Rob with a destination and a number of participants, he will determine the total cost of the trip and inform the primary client.  It is up to the primary to determine how to divide that cost among all the participants. Chesapeake Flotillas will be paid a conditionally and partially refundable deposit to confirm the trip reservation and then a final payment of the balance at least 3 months before the trip.  Some of the things NOT INCLUDED in the trip price include personal adult beverages, onshore meals, and travel expenses to and from the charter yacht.   Contact Capt. Rob for full details on pricing and schedule information.

If you have are interested in sailing in a foreign venue with up to 8 people in your group, get in touch and see what Capt. Rob can offer you.  Given the expense and the elaborate logistics sometimes involved in planning these trips, it may be reasonable to consider longer timelines when planning.  Rob has usually planned trips 21 months in advance for all past overseas adventures.

What are you waiting for??  Give a call and let Capt. Rob help you plan your overseas charter vacation.  Capt. Rob will treat your vacation like his own!

Currently scheduled trips

2017 The Amalfi Coast of Italy Trip Completed!
2018 Croatia - The Dalmatian Coast Trip Completed!
2019 The Inland Waterways of the Netherlands Trip Completed
2021 Dubrovnik and Southern Croatia Trip Completed
2022 River Cruising in Ireland Trip Completed
2023 No trip planned Capt. Rob sold his home and moved to Delaware
2024 Cyclades Islands of Greece SOLD OUT. Wait listed reservations only.

Send Rob an email now to find out what he can do for you. You may also call 908.672.3609.



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