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R&R Charters and Sail School logo

R&R Charters and Sail School

Grasonville, Maryland, United States

About

R&R Charters and Sail School is a Chesapeake Bay-based ASA-certified sailing school, proudly named the 2010 ASA Sailing School of the Year. Owned and operated by David and Penelope Renoll—both USCG-licensed captains with over 35 years of sailing experience on the Chesapeake Bay—the school brings together a deep love of sailing and a passion for teaching. The Renolls have also sailed internationally in Greece, Italy, the British Virgin Islands, St. Martin, and Bermuda, infusing their instruction with real-world experience and a spirit of adventure. With a strong foundation in professional education, R&R offers a highly personalized learning environment. Students can choose to learn individually or in small groups of up to four per boat, ensuring maximum hands-on time at the helm. Whether you're a complete beginner or looking to sharpen your skills, the focus is on building confidence and competence in a fun, supportive setting.

Courses (3)

ASA Certified

Bareboat Cruising

104All Levels
3 days1-2 per berth

Contact for pricing

Basic Keelboat Sailing

101All Levels
3 days1-2 per berth

Contact for pricing

Coastal Cruising

103All Levels
3 days1-2 per berth

Contact for pricing

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Frequently Asked Questions

R&R Charters and Sail School offers the following courses: Bareboat Cruising, Basic Keelboat Sailing, Coastal Cruising. Please review the listings above for details and pricing.

The primary training location is in Grasonville, Maryland, United States. You can view the exact meeting point and map in the location section on this page.

Yes, R&R Charters and Sail School is an internationally recognized ASA school offering official certifications.

You can contact R&R Charters and Sail School directly using the contact buttons (email, phone, or WhatsApp) provided on this page to check availability and book your spot.

See something wrong or have a question? Message us at hello@sailingtree.com

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