Special Sailing Charters and Discounts

Set sail for an unforgettable weekend on the stunning Chesapeake Bay. Our Weekend Escape Charter is designed for those who crave a perfect mix of adventure, relaxation, and refined comfort. Whether you're celebrating a special occasion or simply stepping away from the everyday, this all-inclusive experience delivers a seamless blend of luxury and exploration.

Your journey begins Friday at 12:00 PM and concludes Sunday at 5:00 PM—giving you plenty of time to discover scenic waterways, historic harbors, and charming coastal towns. Enjoy comfortable onboard accommodations, a fully customizable itinerary, and endless ways to unwind or explore—from swimming and fishing to hiking ashore or simply relaxing on deck with a drink in hand.

Escape the noise of the week and recharge on a serene Chesapeake Bay sailing getaway. Our Mid-Week Charter offers a four-night experience at a special value—perfect for families, friends, couples, or groups looking for a more peaceful and flexible adventure.

Departing Monday at 9:00 AM and returning Friday at 12:00 PM, you’ll enjoy nearly five days to explore quiet coves, picturesque waterfront towns, and tranquil anchorages. With a fully customizable route, your days can be as active or relaxed as you choose—sail, explore, or simply soak in the calm of open water at your own pace.

We provide High Adventure Sailing and other programs for all types of Scouts of America groups including Scouts BSA, Venturing, Sea Scouts, and Exploring. Check out our blog entry about some of our scouting programs.

It is our pleasure to offer US veterans and active service personnel currently serving in the U.S. Army, US Air Force, US Navy, US Marine Corp, US Coast Guard, including all National Guard and Reserves are eligible for a 15% discount on all charters. You will need to call us and provide proof you are a US Veteran or serving in the US Military, National Guard or Reserves.