Learn hands-on sailing skills aboard a private Chesapeake Bay charter
3 days / 2 nights
Up to 3 people
2 nights, provisions, training
Explore the Chesapeake aboard Galene while building practical sailing skills with expert instruction. Take an active role in daily life on the water, from steering to navigation.
Free cancellation within 48 hours of booking. After that, cancellations forfeit a 50% deposit. Trips canceled due to named storms or extreme weather will be rescheduled or fully refunded.
Pack light in a carry-on-size duffel bag. Bring foul-weather gear, waterproof boots or shoes, deck shoes, swimwear, a towel, warm quick-drying layers, sun protection, sailing gloves, shower shoes, USB charging cables, and personal snacks and drinks.
Food provisions while underway are included. Meals while ashore are not included.
Apply spray sunscreen on the dock, or spray it into your hands before applying it, to help keep the decks slip-free.
Tides Inn main lobby, 480 King Carter Drive, Irvington, VA 22480
We thoroughly enjoyed our time aboard Pisces with Clay! My husband and I took a 4 day/3 night live-aboard course (ASA 104/114) with Sail & Surf Adventures and could not have been more pleased. The accommodations (including a comfortable berth and private head) and meal provisions were more than adequate. Clay is a fantastic teacher who was able to adjust and adapt his instructional skills to meet us where we were at, providing the best opportunity for us to achieve our goals of becoming competent blue water cruisers. We were able to practice docking and anchoring skills while visiting quaint and cozy marina towns in the river deltas of the Chesapeake. I HIGHLY recommend a live-aboard and LEARN-aboard charter with Clay and Sail & Surf Adventures!
Christopher Ramirez
June 10, 2026
We thoroughly enjoyed our time aboard Pisces with Clay! My husband and I took a 4 day/3 night live-aboard course (ASA 104/114) with Sail & Surf Adventures and could not have been more pleased. The accommodations (including a comfortable berth and private head) and meal provisions were more than adequate. Clay is a fantastic teacher who was able to adjust and adapt his instructional skills to meet us where we were at, providing the best opportunity for us to achieve our goals of becoming competent blue water cruisers. We were able to practice docking and anchoring skills while visiting quaint and cozy marina towns in the river deltas of the Chesapeake. I HIGHLY recommend a live-aboard and LEARN-aboard charter with Clay and Sail & Surf Adventures!
Christopher Ramirez
June 10, 2026
Sail a classic yacht your way, with hands-on options or time to unwind
Take the helm or relax on a private sail aboard Galene
Private golden-hour sailing aboard a classic 36-foot sailboat
See Chesapeake Bay and Atlantic Ocean shorelines from the air
Aerial views of Yorktown, Jamestown, and Williamsburg
See Virginia Beach, Navy ships, and Cape Henry Lighthouse from the air