
Annapolis Seasonal Highlights
Commissioning Week
Nautilus Cottage keeps you close to all the action while offering the peaceful charm of one of Annapolis’ most beloved neighborhoods, Eastport. Walk to USNA and Downtown Annapolis for the parades, crowds, and Commissioning Week festivities, then retreat to the serenity of Eastport and relax in style from our balcony, where you can watch the Blue Angels soar overhead. This is one of our most requested weeks, so book early to secure your stay!


United States Powerboat Show
When the Annapolis Boat Shows take over the Harbor, Nautilus Cottage puts you within easy walking distance of all the action. Spend the day exploring the show and visiting exhibitors, then head back to Eastport to enjoy its waterfront restaurants and laid-back atmosphere. These are some of our most popular weekends, so be sure to book early.


United States Sailboat Show
Right after the powerboats, the sailboats take over Annapolis Harbor, and Nautilus Cottage puts you steps from the action. Enjoy the excitement of Sailboat Show weekend, then head back to Eastport for waterfront dining, neighborhood charm, and a more relaxed pace. Another highly sought-after long weekend, so book early to make Nautilus Cottage your home base.

