Specialty Cruises

Chesapeake Cruises Mon-Sun  8:30 am - 8:30 pm 

Our specialty cruises make any day unforgettable during the Chesapeake's sailing season from the April Spring season to October's Fall. Embark on an unforgettable cruise experience with light-fare food and drink.  From Memorial Day, 4th of July fireworks and Blue Angels display to lighthouse tours, yoga on the bay, and lots more!

Specialty Cruises: Click on link below to view cruise packages.

Cruise Inclusive: 

  • Snacks & beverages
  • FREE water sport equipment
  • Non-stop entertainment 
  • Fuel included
  • Alcohol allowed! 

While you may bring your own picnic basket, we provide free snacks and beverages when you charter with us at Island Chill. View our menu...

Our Fleet...

We look forward to taking you on a cruise of a lifetime aboard any of our three boats Therapy (43-foot sailboat) or Irie Vibes (34-foot powerboat) and Tallawah (20-foot bow-rider). To see our fleet click here. Call (410) 212-4476, or fill out an inquiry form by clicking on the button below.