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. 

Chesapeake Bay has some of the most desiring anchorages and creeks, which offers diversity of high quality shore activities.

Standard Package:
  • Harness Creek
  • River Farms State Park,
  • Crab Creek
  • Broad Creek
  • Beards Creek
Deluxe Packages (supplemental $100 gas surcharge):
  • Rhode River,
  • West-River
  •  Annapolis-Severn River.


Island Chill Harness Creek video:

Food looks & tastes better when you dine on the water! Whether you are arriving via sailboat, powerboat or car, there’s something special about dining on the water. The Chesapeake Bay and its tributaries provide endless options ranging from urban to waterside dining along the many rivers, creeks and inlets that make up the Chesapeake Bay. Here a few options to make your mouth water.

Standard Package:
  • Mike's Crab House
  • Oyster Bar & Grill
  •  Yellow Fin
Deluxe Packages (supplemental $100 gas surcharge):
  • Kentmorr
  • Pussers
  • Thursday
  • Pirate Cove


Charter takes you on the beautiful and mesmerizing views of the  Chesapeake Bay. Tour secluded wild life refuge area, cruise along the Severn River, explore untouched beaches, scenic vistas and some of the neighboring islands. During this sightseeing  excursion,  our entertaining crew who will show you the highlights of the Chesapeake Bay. Pass other boats and enjoy the atmosphere.

Standard Package:
  • South River, bridges and tributaries
  • Wild-life refuge
Deluxe Packages (supplemental $150 gas surcharge):
  • Thomas Point Shoal Lighthouse,
  • 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 contact us. (desired date, city)

Dec - April