Flag House Inn

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Things to do in Annapolis: A day out on the Chesapeake Bay

There is so much to do in and around Annapolis, with the US Naval Academy, the sailing charters and outings, the great food and drink and all the history dripping in this Colonial town.  But during warm weather here’s another idea:  Rent your own private charter boat for a day out on the Bay!

There are several firms up and down the shore in Anne Arundel County, one that we work with is Island Chill Yacht Charters. They have 3 boats available – a nice size powerboat, a 46 ft sailboat and a little 20 ft runabout for smaller protected creeks. 

Island Chill is only a short 20 minute drive away on the South River in Edgewater.  Call them at 410-212-4476 / find them at www.islandchillyachtcharters.com  .  Tell them the Flag House Inn sent you and use Discount Code “Flag House” 

A Chesapeake cruise with Island Chill Yacht charters is a unique and fun experience for families, friends and couples. They offer private, all-inclusive excursions aboard either a 43-foot sailboat. 34-ft powerboat and 20-ft bow-rider to enjoy the waters of the Chesapeake Bay, secluded estuaries and coves, and visit our notable landmarks. Cruises come with a tropical island atmosphere of music, food and entertainment, with swimming, paddle boarding, tubing, water skiing, fishing and bird-watching added to the anchorage destination. Everything provided – even air conditioning on the powerboat! It’s ‘The Relaxing Excitement if the Islands!’ They offer morning, afternoon, all day, sunset and moonlight cruises, and happily tailor their itinerary to your requests.


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