Experiences
Historical Walking Tour
Immerse yourself in Annapolis’ rich history with a guided walking tour through the city’s historic district. Explore centuries-old homes, visit the Maryland State House (the oldest in continuous legislative use in the United States), and learn about the city’s pivotal role in American history.
Naval Academy Tour
Don’t miss the opportunity to tour the United States Naval Academy. Witness the impressive architecture, visit the Naval Academy Museum, and watch the midshipmen’s formation ceremony. It’s a chance to gain insight into the life and training of future Navy and Marine Corps officers.
Sailing on the Chesapeake Bay
Experience the beauty of the Chesapeake Bay by taking a sailing excursion. Whether you’re an experienced sailor or a novice, there are plenty of options to enjoy a relaxing day on the water, taking in picturesque views of the bay and Annapolis from a different perspective.
Dining on Main Street
Downtown Annapolis offers a diverse culinary scene. Stroll along Main Street and savor a variety of cuisines, from fresh seafood at waterfront restaurants to gourmet burgers and international dishes. Don’t forget to try the world-famous Maryland crab cakes.
Shopping and Boutique Exploration
Explore the charming boutiques and shops in the historic district. You’ll find unique gifts, artwork, jewelry, and clothing. Annapolis is known for its quaint shops, making it a great place to pick up souvenirs and one-of-a-kind finds.