Must Dos
If your idea of a great vacation is getting on
Want to know more about Annapolis?
Our hiking and biking trails, public boat ramps,
Looking for ways to bump your visit up a notch?
Historic Inn Room View
Search for hotels, bed & breakfasts, alternative lodging and more. Read More

Where to Begin?


Steps Through Time
The "Steps Through Time" walking tour app let's you devise your own historic route. Get App

There are as many different things to see and do in Annapolis and the Chesapeake Bay as there are people to experience them. Nature lovers, boating enthusiasts, families, foodies, and fashionistas are likely to have different ideas about what makes for a perfect getaway. With so many options to choose from, we've lined up a few suggested itineraries to help get you started. Feel free to mix and match to build a multi-day itinerary.


RSS

Sample Itineraries

The Chesapeake Experience

Experiencing the Chesapeake is all about getting your feet wet, tasting its flavors, and learning about its history. Here in Annapolis, the Chesapeake is on full display in all its glory...more

Historical Annapolis

Annapolis is nothing if not historic. Transformative historical icons such as Jefferson, Franklin, and Washington have wandered Annapolis’ brick streets, frequenting many of the still-standing taverns and buildings in town. Streets lined with 18th-century homes, historic buildings-turned-museums, and centuries-old taverns and pubs make Annapolis a history buff’s paradise...more

Artistic Annapolis

Enjoy exploring art in new cities? Then Annapolis is for you. Consistently ranked as one of the country's top 25 arts destinations, Annapolis is home to over 20 art galleries, along with performing arts studios and live music venues...more

Family Fun in Annapolis

Looking for something to do with the whole family? We've got you covered. Bring the dog along, too! Annapolis has a ton of things to choose from to satisfy everyone in the family. Get out on the water. Grab a bite to eat outside with the pup lounging under the table. Become pirates for a few hours. Hop on a tour and learn about our historic city...more

The Annapolis Countryside

Cross over the South River Bridge from downtown Annapolis and, almost immediately, things start to feel different. The traffic dwindles, the pace slows, and you soon find yourself in the beautiful, pristine Annapolis Countryside, where much of what you'll witness appears as if time has stood still for hundreds of years...more

Baltimore, Annapolis, DC Weekend

Why not cross off three great cities while visiting Annapolis? A short drive away, Baltimore, Annapolis, and Washington D.C. offer a great, three-day travel experience. Fly into BWI Thurgood Marshall Airport from anywhere in the country, and get your trip started...more

Girls' Weekend in Annapolis

We all need a getaway once and a while. So, grab the girls and head to Annapolis for the weekend. Filled with shopping and dining options, fun activities and a great nightlife, Annapolis is the perfect place to get away with your gal pals for a few days...more

Annapolis Adventure

Seeking a little adventure while visiting Annapolis? We have you covered. From adventures out on the Chesapeake Bay to high-flying, adrenaline-filled activities and tours, there's something to take care of your thrill-seeking needs...more

View Archives
Annapolis & Anne Arundel County Conference & Visitors Bureau

26 West Street, Annapolis, MD 21401

Phone: 410.280.0445   Fax: 410.263.9591
Toll-free from the U.S. 888.302.2852

Stay Informed

Sign up to receive announcements, upcoming events and exclusive offers for Annapolis & Anne Arundel County.

Google Translate
Powered by Simpleview
Follow Us
  • Become a Fan on Facebook  
  • Follow us on Twitter  
  • Watch Our YouTube Videos  
  • Browse Photos on Flicker  
  • Read Our Blog