Promotion Deals & Special Offers

Island Chill is accepting bookings for the 2019 SEASON. Sign up for Deals and Special Offers!

Island Chill Yacht Charters offers a variety of affordable ways for you to  cruise the Chesapeake Bay. We continue to welcome visitors  from the Annapolis, surrounding regions and all over the world. Our promotion, deals and special offers will make it easy to join us for a cruise leaving from Londontowne Marina and cruise onto the South River and Chesapeake Bay.  *If your special offer requires a promo code, please contact us and mention discount code.  (Packages & offers change seasonally).




Enjoy 20% off all cruises Monday - Saturday from 9am - 8:30 pm aboard Irie Vibes (34ft powerboat) or Therapy (43ft sailboat).

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Special Offer - Military Households 

A year round 10% to all active duty personnel, reservists, retired US military or disabled veterans and their immediate families. Must present a valid military ID.

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EXCLUSIVE YOGA CRUISE - $140 per ticket

Restore, breathe & reconnect to your deeper and most vibrant self, while enjoying a mindfully mesmerizing Chesapeake Bay on our monthly yoga cruise. Yoga Instructors aboard.

6 ticket available.

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Save 10% on Overnight Rentals

Parties from 1-10 can save 10%* on bareboat overnight rentals on Therapy 43' sailboatCertain restrictions apply.

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Save 25% Off Fall Cruises

Fall on the Chesapeake Bay is absolutely stunning. Call us and SAVE 25% off all cruises

Monday - Saturday 9am - 8:30 pm aboard Irie Vibes (34ft powerboat) or Therapy (43ft sailboat).

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Give the gift of sailing aboard Island Chill Yacht Charters with a gift card in any denomination for 3-hour private cruise, specialty cruises or boat and breakfast.

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*Promotions are not valid on previously purchased tickets and may not be combined with any other offer. No exchanges or refunds, Returning guests discounts are transferable. Only boats Therapy and Irie Vibes are discounted. Up to 6 per reservation.