The Best Charter Guests EVER!

'To Bring People Together to Create Memories,

 Strengthen Friendships & Family Connections'.

Whether you live in the Annapolis, D.C., Virginia area, or visitors  from out-of-town, we want you to enjoy an unforgettable Chesapeake cruise experience.

Thanks for cruising with us and taking the time to provide us with your valuable feedbacks and pictures. Please tag us @islandchillyachtcharters on FB, IG & TW or email #islandchillyachtcharters We love them!


Allow our crew to take you on a exclusive private cruise to remember, enjoying the breathtaking views of the Chesapeake Bay on any of our sail or powerboats (Irie Vibes, Therapy and Tallawah). Contact us today and one of our representative will assist you with booking. Contact Us.