Private Cruises

Chesapeake Cruises 7 Days a Week  8:30 am - 8:30 pm

Allow our USCG captain and crew take you on a private and memorable cruise experience! From sunset getaway for friends, families, couples and visitors  to special Birthdays, Anniversary and National holiday cruises. Embark on an unforgettable experience for your party of up to 6 guests.  Enjoy free water sport equipment on your cruise, snacks & beverages or try out our carefully crafted menu. Visit our Islan' Grill Kitchen

Private Cruises: Click link below to view cruise packages

All Inclusive Cruises: 

  • Captain & crew at your service
    Snacks & Beverages
    Watersport Equipments
    Fuel included (conditions apply)
    Non-stop Entertainment
    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 and we will get back to you as quickly as possible.