September 26, 2026
Annapolis, MD
Jane & AlejandroJane & Alejandro
Explore AnnapolisExplore Annapolis
Make a weekend of it and enjoy everything Annapolis has to offer, from historic charm and waterfront views to great dining, cozy cafés, and local favorites.
Downtown AnnapolisDowntown Annapolis
Annapolis, MD 21403
Stroll the charming streets around Annapolis City Dock, filled with historic architecture, waterfront views, and local shops.
US Naval AcademyUS Naval Academy
Annapolis, MD 21402
Tour the beautiful grounds of the United States Naval Academy, located just a short walk from downtown.
Boatyard Bar & GrillBoatyard Bar & Grill
400 Fourth Street, Annapolis, MD 21403
A lively, nautical spot serving some of the best crab cakes in Annapolis—perfect for a casual lunch or dinner near the water.
Annapolis GuideAnnapolis Guide
For dining, events, and seasonal activities during your stay, visit the official Visit Annapolis guide.
For all the days along the way