Our Team

'To Bring People Together to Create Memories,

 Strengthen Friendships & Family Connections'

Experience an exclusive charter company in the Chesapeake Bay supported by professional and fun staff and crew. Enjoy personalized experience and service from our USCG Captains, Cruise Directors and Sales Team. Sail aboard our comfortable yachts with non-stop fun and entertainment. Our teams endeavor to provide quality service, a great product and a wonderful cruise getaway to our valued charter clients and bareboat renters.


Our Story

Island Chill Yacht Charters began with as a venue for photoshoots and music videos in 2013. The business evolved in 2016 as a yacht charter business operating out of the Londontowne Marina. We aim to continuously give guests and visitors of the Chesapeake Bay the feeling of an exclusive cruise getaway.

Welcome to the WAVE team and enjoy our story!



Sta’cii Blake, Creative Director

Leslie H, Cruise Director

Pamella P, Cruise Director

Dr Melvin H., Captain / Co- Founder

Joel H, Captain

Jason I, Captain

Island Chill Yacht Charters rents sailboat and powerboats on the Chesapeake Bay and Florida providing a luxury cruise experience aboard our bareboat or crewed charters.

PROUD PARTNERS: Visit Annapolis (VAAAC), Visit Maryland.org. Maryland Business Connection and Anne Arundel Chamber of Commerce.

Our goal: create 10,000 lasting smiles & memories!

Whether you live in the Annapolis, M.D, D.C., Virginia area, or visitors  from out-of-town, we want you to enjoy an unforgettable Chesapeake cruise experience with endless water activities. Read reviews to hear what our guests have to say.