Island Chill Events

Upcoming & Sponsored  Events

Each year brings several opportunities to cruise the Chesapeake Bay and special invitation to our sponsored and upcoming events. Please see list below for our 2019 upcoming and sponsored events.



Annapolis Sailboat Show

The nation's oldest in water boat show. April 20 - 22, 2018 City Dock, Annapolis, MD.

Featuring Island Chill Yacht Charters & other Exhibitors. With live entertainment & drink tasting and first sail workshop


Watch The Blue Angels 

Wednesday, May 30, 12- 5p.m.

The Blue Angels return to the skies over Annapolis in a spectacular and breath-taking flyby. Save 10% learn more...


Fourth of July Fireworks

July 4, 2018   4pm - 12am

Annapolis, City Dock area, along with the historic seaport, is a popular destination for  boaters to watch the fireworks.


May 12, 2018  8am - 2pm
(Color Rush event, Island Chill Yacht Charters happily sponsored Free cruise)

This event is CMS' only fundraiser of the year and it will benefit all the students of CMS by putting laptops, tablets, and carts in every classroom for every student. Please join Island Chill in supporting our children’s’ school and enjoying a fantastic morning of fun and fitness with friends and family. Read more at

Island Chill Spirit Cruise
(date to be announced)

Happy-hour cruise on a cruise yacht (fits up to 400 people). Call (410-212 4476) & be the first to get announcement of this upcoming fun-filled cruise yacht party.


Sip & Thrift - L2 Lounge
Bloggers in the D.C , V.A and D.C area Happy-hour event sponsored by Island Chill Yacht Charters. Sept 2, 2017