Adventure Seeker’s Journey

We all have that hint of a daredevil inside us, an inner voice that craves excitement and adventure and has the heart to seek it out daily. These adventures don’t have to be big—sometimes they can be nothing more than trying that exotic new flavor offered by your favorite coffee house chain. No matter where you lie on the daredevil scale, you’re sure to find an adventure that suits you amongst the ones we have listed below! There are plenty of fun things to do in Annapolis for everyone!

Day 1: Pirate Adventures on the Chesapeake

Adults aren’t the only thrill-seekers in today’s world; kids are born with that sense of adventure that fades away all too quickly. Family vacationers, however, can encourage their children with a pirate cruise offered by Pirate Adventures on the Chesapeake. Held aboard a “genuine” pirate ship and offering the opportunity to dress like a pirate, search for hidden treasure, and fire water cannons, this adventure can be planned ahead of time—just call 410-263-0002 for more information!

Day 2: Annapolis Helicopter Tours

Sometimes the best way to explore a new area is from a big glass bubble in the sky, and the Annapolis helicopter tours offered by Charm City at 1800 S. Clinton Street in Baltimore are the perfect example! After a short drive to the heliport, you will soon find yourself flying over our beautiful city experiencing it’s beauty in a way that only a daredevil like you will truly appreciate!

Day 3: Terrapin Adventures

It’s time for another short drive; this time we’re heading north to Savage, Maryland for a day of ziplining, rock climbing, and other adventures involving rope, heights, and trapeze activities that can be enjoyed by the entire family! Terrapin Adventures is located at 8600 Foundry Street #2038, Savage, MD 20763.

Day 4: Annapolis Sailing School

Today we head back to the water right here in Annapolis to learn to sail! Adventure seekers will thrill at the feel of skimming against the water with the wind in their faces, learning all there is to learn about this exciting sport. If you are traveling with kids, they will be excited to know that the Annapolis sailing school offers lessons for them as well! This is an adventure that needs a lot of planning, so book yours a few months in advance at

Day 5: Annapolis Ghost Tours and Crawls

Now’s the time when we separate the daredevils from the everyday thrill-seekers. Are you afraid of things that go bump in the night? If not, the Annapolis Ghost Tours and Crawls are destined to show you a spooky good time! Leading the way to the most haunted spots in Annapolis, only the bravest should book a tour at!

Day 6: Dancer Sportfishing Charters

While the waters of the Chesapeake Bay may not compare to the open seas, they can get a little choppy on stormy days. The fish you can catch when you book with Dancer Sportfishing Charters will make your evening meals delicious! Harbour Pickup is located at 222 Severn Ave right here in Annapolis. Decide some of your favorite fun things to do in Annapolis for yourself!

Annapolis Valley Things To Do

As your exciting adventure seeking journey nears its end, you may find yourself wanting a break from thrill-seeking and turn to exploring the creature comforts found in your At Home Annapolis vacation accommodations! Read a good book as you catch fish from the dock of your riverside rental, enjoy a glass of wine as you watch the sun set over the bay from the deck of your lakeside rental, or simply cherish happy moments in dreams as you sleep in one of our cloud soft beds. Reserve your stay today and discover the At Home Annapolis difference!

(443) 837-6870