Explore the Chesapeake

Explore the Chesapeake

Boat Tour from St. Michaels to Annapolis by Water

One of the most sought-after excursions at Inn at Perry Cabin takes guests from the Miles River all the way to Annapolis by boat, navigating some of the most scenic stretches of the Chesapeake Bay along the way. Aboard the 55-foot Hinckley Five Star motor yacht, the Explore the Chesapeake voyage departs from the Inn's private dock and charts a course toward Kent Narrows, around the majestic Love Point, and beneath the iconic Chesapeake Bay Bridge before arriving in downtown Annapolis for a tour of the city by water. 

On the return, the route passes the historic southern end of Kent Island, through the Eastern Bay, and back along the Miles River to home port at the Inn. For guests who want more time in Annapolis, the extended 6-hour option allows a proper stop in the city to shop, dine, or walk through its historic streets before boarding for the return voyage. This is the most complete boat tour of the Annapolis and Chesapeake Bay area available from a hotel dock on the Eastern Shore.

Interested in this experience? Connect with our guest services team for details at  443.258.2228 or [email protected]

 

Explore the Chesapeake

$2200- 4 hours / plus 10% fuel and 16% Tax (does not include gratuity). Choose to include a box lunch from our boat menu and enjoy it at your convenience.

 

Explore the Chesapeake with Annapolis Visit

Extend your tour duration by 2 hours and take a break in Annapolis to shop, dine, or wander through its historic streets.

$2800- 6 hours / plus 10% fuel and 16% Tax (does not include gratuity; dockage rates may apply).