All Inclusive Mini-Vacational Cruises!
Located in the Yachting Capital of Annapolis MD, & the ultimate cruising destination of the Chesapeake Bay.
You have the choice of a Luxury Motor Yacht or Sailboat both with a Professionally-trained Captain & Cruise Director, or Bow-Rider (bare-boat) to make your Chesapeake Bay Charter Memorable!
- Crewed Charter Sailboat (Therapy) & Luxury Motor Yacht (Irie Vibes)
- Bareboat Charter, 20' Bow-Rider Speedboat (Tallawah) & Therapy
- Uniquely, WITH! an Authentic Jamaican Atmosphere
- Included: A Professionally-Trained Captain & Cruise Director for Your Entertainment, Comfort & Safety!
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All charters are “Private Charters”. We take up to 6 people for a trip they’ll remember the rest of their lives.
This isn’t the sardine-can party boat that packs as many as will fit; this is an intimate setting you can do with what you like.
We are the perfect host for small parties or family outings.
Complimentary Food On Deck!
Choose The Wave!
"Island Chill was awesome and extremely accommodating!
Surprised my hubby for his birthday with some friends.
So much fun! Totally dig the island vibe! Everything about ot was amazing! Thanks for such a fun day!!" - Carrie GetMyBoat
"I have never been on a yacht and Island Chill makes me feel comfortable,
like its my home. Very comfortable settings for my family" - Jonathon
"Island Chill Yacht Charters is a little mini-vacation cruise right in our own backyard.
Stacy, your lovely cruise director makes it extra special with hospitality!" - Cheryl
"Happy soon to be wife! Fancy boat, free food, private settings! endless entertainment.
Tremendous feeling when I proposed to my fiancé on island Chill. Best money I've spent in years" - Mike