
Meet the Captains
R&R Charters and Sail School is owned and operated by Dave and Penny Renoll, who both hold USCG Licenses, and have been sailing on the Chesapeake Bay for 30 years. Both have sailed in Greece and the BVI.
Captain Penny currently holds a USCG Charter Captain’s License, and is certified by the American Sailing Association to instruct:
- Basic Keelboat (101)
Captain Dave holds a USCG Master's License and is certified by the American Sailing Association to teach:
- Basic Keelboat (101)
- Basic Coastal Cruising (103)
- Bareboat Chartering / Intermediate Coastal Cruising (104)
- Coastal Navigation (105)
- Advanced Coastal Cruising (106)
- Docking Endorsement (118)
- Weather Endorsement (119)
- Radar Endorsement (120)
Captain Amy Skillman has joined our team to help teach the women's courses. She has sailed on the Great Lakes, Chesapeake Bay, and in New Zealand. She holds a USCG Captain's License, and is certified by the American Sailing Association to instruct:
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Basic Keelboat (101)
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Basic Coastal Cruising (103)
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Bareboat Chartering / Intermediate Coastal Cruising (104)
Captain James Gardner has served on board NOAA ships in the Artic, Alaskan waters, Great Lakes, on the East and West Coasts, as well as the Gulf of Mexico and the Caribbean Sea, primarily in the field of nautical charting. After retiring from NOAA, Captain Jim earned his US Coast Guard Master License. He began his sailing career on 16-foot Snipes in man-made lakes in Kansas and 14-foot Lazers in Lake Washington in Seattle. He has skippered cruises in the San Juan Islands, Bahamas, BVI, and Chesapeake Bay. In 2009 he became certified to instruct:
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Basic Keelboat (101)
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Basic Coastal Cruising (103)
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Bareboat Chartering / Intermediate Coastal Cruising (104)
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Coastal Navigation (105)
Start Sailing!
You know your current abilities……we know how to take you to the next level. Give us a call, and we’ll be happy to go over the learning possibilities that would be the most beneficial. Together we’ll mark the calendar for your great Chesapeake Bay sailing experience.
The Boats
Amici The beginning level courses are taught aboard our Cal 22 in the Chester River, Prospect Bay, or Eastern Bay. At this level you’ll learn to tack and jibe while we all enjoy the fresh air and beautiful scenery. This three day course is a great introduction to the sailing lifestyle.
Zufrieden The intermediate and advanced cruising courses are taught aboard our Hunter 37 on the Chesapeake Bay, Delaware Bay, and the Atlantic Ocean coast between the two bays. This learning experience is more advanced, and you’ll learn to steer and plot courses and to handle the larger boat while enjoying some of the best cruising destinations in the world. These classes are all live-aboard and last from 4 to 7 days depending upon the class level.

Contact Us
R & R Charters and Sail School
Captain David Renoll and Captain Penny Renoll – Owners and Instructors
Office Address: |
R & R Charters and Sail School 428 Kent Narrows Way North Grasonville, MD 21638 |
Phone: |
570-690-3645 |
Mailing Address: |
Captain David Renoll PO Box 433 Chester, MD 21619 |
Email: |