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

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Tag us @islandchillyachtcharters in your photos on Facebook, Instagram and Tweet your experience with us! #islandchillmd #islandchillyachtcharters

Customers experience is very important to us. Check out what our recent customers say.

"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!!!"

"My first time on the Chesapeake and it was endless fun! We even got to sail... Great boat... Awesome experience"

BEST DAY EVER!!! loved waterskiing with my kids, will be doing this again next year!

"Happy spouse! tremendous feeling when I proposed to my fiancé on her birthday on Island Chill.  They really treated us to a great experience and were very accommodating. We can't complain, my fiancé and soon to be wife said 'best time she had in a long time'. Been to Jamaica once for vacation in Montego Bay and this is how I remembered the hospitality.

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 & Sheree, are lovely crew that made it extra special with hospitality!"

Promotion & Deals for Island Chill Guests!

Special Offer for returning guests, MBX, AACCC, VAAAC members, Military households & Non-profit org. Sign up for our special offers here.

OUR GOAL: CREATE 10,000 LASTING SMILES & MEMORIES!