Check out our Florida Keys Sailing Charter offerings! Our 2021-2022 Winter-Spring Charter Season begins December 11.

Check out our Florida Keys Sailing Charter offerings! Our 2021-2022 Winter-Spring Charter Season begins December 11.

  • Chesapeake Bay Charters

Chesapeake Bay Charters

Five Day Charters from Jul '22 - Sep '22

Starting from
$5,199.00

Availability: In Stock

Grab your spouse, members of your family, several couples or friends pack your bags and set sail with us for a five day sail in the Northern Chesapeake Bay this summer. Join the crew of SV Serenity as we SAIL-EXPLORE the Chesapeake Bay and the Historic areas of Annapolis, Rock Hall, Kent Island, St. Michaels, the Eastern Bay and Chester River. Our 50 foot blue water sailing catamaran accommodates our guests in three spacious double occupancy ensuite cabins (1 king and 2 queen). Want to help the captain sail? Climb aboard and take the helm, pull a few sheets or crank a few winches! We are happy to have you assist or sit back, relax and enjoy the sail between anchorages. Your charter includes provisioning for breakfast, lunch and dinner or you can choose to go ashore in a local port of call. Local beer, wine and soft drinks are included as well. Feel free to bring your own spirits aboard if you like or we can aquire them for you for an extra charge.

Select your charter your way. Choose 1, 2 or all three cabins. Each cabin is priced as double occupancy. Maximum of six (6) passengers per charter. If you wish to reserve the entire boat for your charter and receive a discount, please call to make the reservation, (571) 533-1125 or send us a note to call you.

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