Chesapeake Flotillas, LLC

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Cruising Vacations	Training and Instruction	Vessel Delivery and Professional Services
Whether your interest is in domestic sailing opportunities or exploring foreign venues by water, Chesapeake Flotillas offers all-inclusive vacation packages at excellent values. From the Chesapeake Bay to the warm waters of the Caribbean and to the deep blue waters of the Mediterranean Sea, we deliver excellent travel experiences to our clients. Click the links below to learn more about what we offer. Chesapeake Bay Sailing International Cruising Vacations	Chesapeake Flotillas offers two- or three-day training opportunities on various skills. Do you need some additional training in Boat Handling or Coastal Navigation? Some courses are designed specifically for women sailors and/or souples. Gather up your friends and come learn with Capt. Rob and Chef Theresa. Click here for more details on our training and course offerings.	Captain Rob Chichester is a USCG licensed Master. He is available to relocate your vessel along the East Coast or within the Chesapeake Bay region. Captain Rob is also prepared to speak or present seminars on a variety of topics from Cruising the Chesapeake Bay to steps to getting a Captain's license. For more information on Captain Rob's background and qualifications and that of his available crew, click this link.

Cruising Vacations

Training and Instruction

Vessel Delivery and
Professional Services

Whether your interest is in domestic sailing opportunities or exploring foreign venues by water, Chesapeake Flotillas offers all-inclusive vacation packages at excellent values. From the Chesapeake Bay to the warm waters of the Caribbean and to the deep blue waters of the Mediterranean Sea, we deliver excellent travel experiences to our clients. Click the links below to learn more about what we offer.

Chesapeake Bay Sailing

International Cruising Vacations

Chesapeake Flotillas offers two- or three-day training opportunities on various skills. Do you need some additional training in Boat Handling or Coastal Navigation? Some courses are designed specifically for women sailors and/or souples. Gather up your friends and come learn with Capt. Rob and Chef Theresa.

Click here for more details on our training and course offerings.

Captain Rob Chichester is a USCG licensed Master. He is available to relocate your vessel along the East Coast or within the Chesapeake Bay region. Captain Rob is also prepared to speak or present seminars on a variety of topics from Cruising the Chesapeake Bay to steps to getting a Captain's license.

For more information on Captain Rob's background and qualifications and that of his available crew, click this link.