Look for our upcoming events: July 4th Fireworks, Island Chill Party Cruise (large groups) - See all upcoming events.
Celebrate birthdays, anniversaries, family outings, corporate events, sight-seeing & watersports; music videos.
All Inclusive Mini Vacation Cruises:
- Special Occasions: Birthdays, Anniversary, Bachelorette...
- Visit lighthouses & the Chesapeake Bay Bridge (see destinations)
- Lightfare food on deck
- Anchor, swim & BBQ (grill provided)
- Watersport fun: Kayaking, Water Skiing & Paddle Boarding
- Water-front Restaurants
- Corporate outings
- Team building
"Happy spouse! tremendous feeling when I proposed to my fiancé on her birthday on Island Chill. she said 'best money spent' lol. Island Chill was very accommodating to us. Been to Jamaica once and this is exactly how I remembered it, very chill crew!
"Island Chill was awesome and extremely accommodating! rented the Sailboat and went on the Bay with my hubby and some friends. So much fun! Everything about the sail was amazing & great customer service! Thanks for such a fun day!!!"
I have never been on a yacht and Island Chill makes me feel so comfortable. Great relaxing settings for me and the kids. Great hospitality will definitely come again next year!
"Island Chill Yacht Charters is a little mini-vacation cruise right in our own backyard here in Annapolis. Stacii, your lovely cruise director makes it extra special with hospitality!"
Customers experience is very important to us. Check out what our recent customers say.
See Island Chill in Action
Guests Last Year
Guests per Trip