Looking for the perfect experience gift in Annapolis, Maryland? Whether it's a birthday, anniversary, or just-because moment, nothing beats giving someone a real experience. We've curated the best local activities and adventures in Annapolis — from adrenaline-pumping track days to relaxing food tours and everything in between. Every experience listed here can be booked directly through the original operator, so you're always getting the real deal.
Things to Do in Annapolis
- Historic Annapolis Walking Tour - Small Group Guided Tour - Annapolis Walking Tours provides entertaining and informative tours throughout historic Annapolis. This tour is wonderful for people of all ages and involves approximately 2 miles of walking at a rela (from $0.00)
- Annapolis Scavenger Hunt Interactive Walking Activity - Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke El (from $0.00)
- Outdoor Watercolor Class in Annapolis the Sailing Capital of USA - Paint an iconic sailboat in the heart of Annapolis' historic district with a local award-winning watercolorist and teacher. Take home a piece of original art and learn a new skill. Book as a group or (from $0.00)
- Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views - Get ready to discover why Let’s Roam is the ultimate in app-led adventure hunt excitement! Picture this: strolling through Annapolis, hitting up all the iconic landmarks and uncovering hidden gems, al (from $0.00)
- Ashes and Apparitions of Annapolis Ghost Tour - Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of hauntings at iconic buildings. Discover the restless spir (from $0.00)
- Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl - Come on to our Haunted Pub Crawl Tour in Annapolis! Enjoy some liquid courage while hearing ghostly tales of Annapolis' most historic haunts and drinking hotspots. Take a Boo's and Booze Haunted Pub (from $0.00)
- The Original Walking Ghost Tour by Annapolis Ghost Tours - The original 90-min Annapolis Ghost Tours are the only tours created by our owner, noted local Maryland historian, and author of "Haunted Annapolis". Don't be fooled by national chains pretending to b (from $0.00)
- Amazing Annapolis Scavenger Hunt - Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your p (from $0.00)
- The Original Haunted Pub Crawl by Annapolis Ghost Tours - The only Haunted Pub Crawls permitted inside the oldest and most haunted pubs in Historic Downtown Annapolis. Enjoy a 2-hour guided adventure on our haunted pub crawl. Drink in the history, but try no (from $0.00)
- Historic Annapolis Food Tour - During The Historic Annapolis Food Tour, you will enjoy a series of dishes from restaurants in downtown Annapolis while weaving through historic sites. The tour lasts approximately 3.5 hours. (from $0.00)
- Hidden History Pub Crawl of Historic Annapolis - The Hidden History Pub Crawl is a tour through Annapolis' scandalous past. Sip on a beverage while entertained by stories of historical conspiracies, murder, riots and forgotten tales as your guide br (from $0.00)
- Urban Sketching and Painting Activity in Old Town Annapolis - Paint charming architecture in the heart of Annapolis' historic district with a local award-winning watercolorist and teacher. Take home a piece of original art and learn a new skill. Make unique, cre (from $0.00)
- Outdoor Painting Activity with a Local Artist in Annapolis - Paint an iconic landmark in the heart of Annapolis' historic district with a local award-winning watercolorist and teacher. Take home a piece of original art and learn a new skill. Make unique, creati (from $0.00)
- Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis - Explore Annapolis' vibrant past on this unique historical pub crawl. Over two hours, discover how drinking influenced the city and the nation while enjoying recommended drinks at each stop. From rebel (from $0.00)
- Annapolis Historic Walking Tour at Harbor and Naval Academy - Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and U. S. Naval Academy. We'll see the Georgian mansions, the iconic Maryland State Ho (from $0.00)