There are many Wonderful places to Explore along the Chesapeake Bay!

Private charters great for partying, dinning, swimming & enjoying the beautiful scenery. Tour lighthouses, the Bay Bridge, water-front restaurant, anchor, fish, Kayak/Paddleboard and visit secluded creeks, or dive into the waters & just Island Chill. 

Crewed charter allows you to visit wonderful anchorage where you can BBQ with family, friends or co-workers. Kayak or Paddleboard to secluded areas or take a dive in the waters.

Standard Package

Options include: Harness Creek, River Farms State Park, Crab Creek, Broad Creek or Beards Creek.

Deluxe Packages (supplemental $100 gas surcharge)

Options include: Rhode River, West-River or Annapolis-Severn River.



Island Chill Harness Creek video: 

Visit waterfront bars & restaurants.
Standard Package

Options include: Mike's Crab House, Oyster Bar & Grill or Yellow Fin.


Deluxe Packages (supplemental $100 gas surcharge)

Options include: Kentmorr, Pussers, Thursday or Pirate Cove.


Our crewed charter takes you on the beautiful and mesmerizing views of the  Chesapeake Bay. Tour secluded wild life refuge area, cruise along the Severn River, pass other boats and enjoy the atmosphere.

Standard Package

Options include: South River.


Deluxe Packages (supplemental $150 gas surcharge)

Options include: Thomas Point, Chesapeake Bay Bridge, Annapolis - Severn River or Bloody Point.

Island Chill Yacht Charters offers Florida sailing adventures on Therapy our sailing yacht.

For cruises in Florida, feel free to send us a message with date, city.

Dec - April