Annapolis, MD: A Sailing Haven and Historic Gem

MarylandMARYLAND - Annapolis, the vibrant capital of Maryland, is a charming destination where maritime heritage and rich history intertwine. Known as America's Sailing Capital, Annapolis offers a blend of scenic beauty, historical landmarks, and a lively atmosphere. Whether you're a history buff, a sailing enthusiast, or simply looking for a picturesque getaway, Annapolis has something for everyone. If you're planning a trip to this historic town, here's everything you need to know.


ANNAPOLIS: Understanding Its Maritime Essence
Annapolis, MD: A Sailing Haven and Historic Gem

ANNAPOLIS: Understanding Its Maritime Essence


Annapolis is indelibly linked to the water. The city sits on the banks of the Chesapeake Bay, and its nautical roots are evident everywhere. From the bustling Annapolis Harbor to the prestigious U.S. Naval Academy, the town's maritime history and culture shine through. Prepare to immerse yourself in the world of sailing, whether you're an experienced sailor or simply enjoy soaking up the seaside ambiance.

Best Times to Visit Annapolis

To make the most of your trip, consider these ideal times to visit:
  • Spring (April-May): The weather is pleasant, flowers bloom, and the town comes alive with outdoor festivals and events.
  • Fall (September-October): Temperatures are mild, crowds have thinned, and the changing leaves create a stunning backdrop.
  • Special Events: Commissioning Week at the Naval Academy (May), the Annapolis Boat Shows (April & October), and numerous smaller festivals offer a unique taste of the city's culture.

Getting to and Around Annapolis

  • By Air: The closest major airport is Baltimore/Washington International Thurgood Marshall Airport (BWI), located about 25 miles north of Annapolis. You can take a taxi, rent a car, or utilize the Airport Shuttle for transportation.
  • By Car: Annapolis is easily accessible by car, with major highways connecting it to Baltimore, Washington D.C., and other areas within the region.
  • Within the City: Historic downtown Annapolis is relatively compact and walkable. For greater distances, taxis, rideshares, and a limited bus service are available.

Where to Stay in Annapolis

Annapolis offers a range of accommodations to suit different budgets and preferences:
  • Historic Downtown: Stay in the heart of the action, near charming shops and restaurants, with easy access to the waterfront.
  • Outside Downtown: For greater affordability and a quieter atmosphere, consider hotels on the outskirts of the city.
  • Bed and Breakfasts: Enjoy local hospitality and a touch of history at one of the many B&Bs throughout Annapolis.

What to See and Do in Annapolis

Annapolis boasts diverse attractions, so consider these highlights when planning your itinerary:
  • U.S. Naval Academy: Visit the historic campus for a guided tour and witness the fascinating traditions of this prestigious institution.
  • Maryland State House: Explore the oldest state capitol building in continuous legislative use, dating back to the 1700s.
  • Historic District: Stroll through the charming streets of the Historic District, lined with colonial-era buildings, unique shops, and inviting restaurants.
  • Annapolis Harbor: Take in the vibrant waterfront atmosphere, admire sailboats, dine at seafood restaurants, or hop on a sightseeing cruise.
  • Museums: Discover the city's rich history through museums like the Banneker-Douglass Museum or the Annapolis Maritime Museum.
  • Water Activities: Rent a sailboat, kayak, or stand-up paddleboard to explore Chesapeake Bay's beauty up close.

Tips for the Savvy Traveler

  • Embrace Walking: Annapolis is a pedestrian-friendly city, so pack comfortable shoes and walk to enjoy its charm fully.
  • Dress for the Weather: Maryland weather can be unpredictable. It's best to dress in layers and bring an umbrella, regardless of the season.
  • "Mids" and "Johnnies": You'll hear the terms "Mids" (short for midshipmen) referring to the Naval Academy students, and "Johnnies" referring to students at St. John's College.
  • Navigating Traffic: Annapolis, especially the downtown area, can experience traffic congestion during peak tourist seasons and events. Plan accordingly and allow extra travel time.

Things to Avoid

  • Relying Solely on Public Transportation: While taxis and rideshares are available, having a car or being prepared to walk can offer the most flexibility.
  • Underrating Crowd Sizes: Be aware that weekends and special events draw significant crowds, especially during summer months.
  • Missing Out on Maryland Crab: Don't leave Annapolis without trying its famous blue crabs! It's a culinary experience not to be missed.
  • Forgetting About the Bay: The Chesapeake Bay is integral to Annapolis. Embrace the opportunity to experience it, whether through a boat tour, water sports, or simply relaxing along the waterfront.