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Take a walk through time in Annapolis

A view up Main Street in Annapolis
A view up Main Street in Annapolis
Race Across America

A visit to one of America’s oldest seaports is truly a delight. Annapolis, Maryland is a must-see destination whether you are a history buff, boat lover, or shopaholic.

Its historic district boasts fine dining as well as quaint shops all along Main Street which is paved with bricks. The surrounding thoroughfares offer great shopping and sweet treats too. Roads are narrow since they were designed 365-years ago and parking is at a premium.

Garages, metered street parking, and paid lots are options, but bring your patience along if you are visiting during prime times such as Friday evenings and Saturday’s. The early bird definitely scores the prime spot so if you are planning a day trip, get there by mid-morning. If you are coming in to catch a show or have reservations, leave extra time to find a space for the car.

For longer stays, hotels, inns, and bed and breakfasts within the waterfront area are pricier. However, the allure of parking and spending the remainder of your stay exploring the city with your feet and avoiding the stress of finding a space for your vehicle is appealing.

As any traveler knows from experience, you can best appreciate the architecture and ambiance of a city by walking. Annapolis is chock full of picturesque brownstones and buildings which have been around for over 300-hundred years and are worth viewing up close and personal.

Visitors can take their pick from trolley, walking, or boat tours; Any of which will explain the heritage and significance of America’s original capital. Watermark provides many different tours, varying in time and scope. Some require reservations. Their 40-minute narrated cruise is a great introduction to the city and provides fabulous views of the facilities at the US Naval Academy in addition to interesting tidbits about the history of Annapolis and Maryland in general.

Youngsters even get to take a turn at the wheel with the guiding hand of the captain if the traffic on the Severn River isn’t too plentiful. Even if you are a land-lover, this trip is the perfect length and worth it. The gorgeous views and peaceful breeze from the water will ease any queasiness.

While a narrated tour is informative and fun, be sure to leave yourself some time to wander through the streets of Annapolis minus a guide. There are many treasures to discover from food, to shops, and beyond!