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sailing Trips, Charters and Cruises

Family Chesapeake Bay Vacation

Day Charters and Sunset sailing cruises

Half Day (3 Hour) Charter - $450.00 + 6% online booking fee

Sunset  over Chesapeake Bay near Rock Hall, Chestertown

Full Day (7 Hour) Charter - $950.00 + 6% online booking fee

Book A Half Day Charter NOW
Book A full day charter Now

Sunset Cruise (3 Hour) - $450.00 + 6% online booking fee

Book A Sunset Cruise Now

Includes captain and fuel.


Special Sailing Charter OFFERS

Weekend Special, starts Friday 12pm and ends Sunday 4:30pm - $3500.00

Call to Book a weekend special charter Now

Midweek Special, starts Monday 9am and ends Friday 12:00pm- $4500.00

Call to Book a midweek special charter Now

Includes captain and fuel. Fee does not include provisions and docking at other marinas.


Multi-Day Cruises

2 Days/1 night - $2500.00

3 Days/2 nights - $3500.00

4 Days/3 nights - $4400.00

5 Days/4 nights - $4800.00

6 Days/5 Nights - $5100.00

Includes captain and fuel. Fee does not include provisions and docking at other marinas.

Call to book any of these charters.

One Week sailing vacations

Price: $5500.00

Includes captain and fuel. Fee does not include provisions and docking at other marinas. Call to book this charter.

Couple Relaxing in a Hammock on a Week Long Sailing Trip

Special Events

For birthdays, engagements, weddings, anniversaries, and other special occasions, Shardana Sailing Charters will make your event all the more memorable.

Sailing Programs for scouts

 We provide High Adventure Sailing and other programs for all types of scout groups. Check out our blog entry about some of our scouting programs.


Our US Military and Veterans Discount

All 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.