All Annapolis Tours & Excursions in 2026 - page 2

Skip traditional walking tours and uncover some of Annapolis’s landmarks as you follow along this app-led scavenger hunt of the city. You and your team have a series of objectives to figure out and items to find, while you learn the history of Annapolis. This is a fun event for birthday parties, team building events, or even bachelorette parties. Challenge yourself and each other.

Discover the profound legacy of African American history in Maryland on an enlightening two-hour walking tour in Annapolis. Starting near Market House Park, journey through time to encounter significant landmarks such as the Alex Haley statue and the Maryland State House while learning about the vital contributions of historic figures including Harriet Tubman, Frederick Douglass, and Thurgood Marshall. Led by a knowledgeable guide in period attire, this experience delves into the local history, culture, and stories of the Underground Railroad, with tour proceeds directly supporting the Kunta Kinte-Alex Haley Foundation to enhance community heritage.

This private walking tour introduces historic ghost stories through the calm streets of Annapolis at a relaxed and comfortable pace. You explore the city where colonial history and long-shared legends quietly intersect. Storytelling focuses on documented events, respected local traditions, and the people who shaped early America. Beginning near the Maryland State House, you hear how politics, power, and personal lives left traces still discussed today. Around Church Circle, stories reflect faith, daily life, and the rhythm of an 18th-century town. Near the William Paca House, refined society and private lives reveal another layer of Annapolis history. The walk concludes by the City Dock, where maritime life and waterfront legends complete the experience. This tour is designed for travelers who value history, and storytelling without haste. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Celebrate the holiday season with a delightful 45-minute cruise along Spa Creek, guided by Captain Santa or Mrs. Claus. This family-friendly adventure includes hot cocoa served by an onboard elf and cozy blankets to keep warm as you enjoy the festive sights. A portion of the proceeds supports Historic Annapolis, making this a jolly way to give back while creating cherished family memories. Perfect for families and holiday enthusiasts, the cruise offers private bookings for larger groups. Reserve your tickets in advance for this limited-capacity experience. - 45-minute festive cruise along Spa Creek with holiday characters - Enjoy complimentary hot cocoa and cozy blankets on board - Supports Historic Annapolis with a portion of proceeds - Perfect for families and private group bookings available for up to 21 passengers

Welcome the holidays with Watermark's Christmas in the Capital Tour: Annapolis Traditions and State House Trees. Meet your period-attired guide inside our cozy office before embarking on your tour. Stroll with your colonial guide around Maryland’s capital city, trimmed in greenery for the season. Hear holiday traditions of times past and present as you walk by colonial mansions, Victorian homes, and quaint shops A highlight of the tour is the Maryland State House, with decorated Christmas trees representing the different counties of Maryland, presented by the Federated Garden Clubs of Maryland. The tour ends at Annapolis's grand Christmas tree at Market House Park. Take home the holiday cheer with a goody bag of treats including George Washington’s famed eggnog recipe!

Celebrate the holiday season with the Holiday Candlelight Stroll, a delightful 75-minute walking tour through Annapolis. Led by a period-attired guide, this tour takes you through Maryland’s capital, adorned in festive greenery. Learn about the rich holiday traditions as you pass by charming colonial mansions, Victorian homes, and quaint shops. The tour culminates at the grand Christmas tree in Market House Park, where you'll receive a goody bag featuring George Washington’s famous eggnog recipe. - 75-minute guided evening walking tour of Annapolis - Explore colonial and Victorian holiday traditions - Enjoy insights into local holiday traditions from your guide - Receive a goody bag at the end of the tour that includes George Washington's eggnog recipe

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 Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before! With no set schedule, enjoy the freedom to explore at your own pace using a user-friendly app. Suitable for families, friends, and couples, this unique experience redefines sightseeing in Anaheim.

As an historic city, Annapolis has plenty of haunts. Explore Annapolis oldest and most-ghosted neighborhood on this tour of the historic downtown district, where hundreds of years of history were made. While you walk to neighborhood sights like the Maryland State House and haunted graveyards, your guide shares stories of purported paranormal activity and the real stories behind each.

This murder mystery experience is a true whodunit with suspects, alibis and a twist ending. Every clue hides in something real: a plaque, a statue, a facade in downtown Annapolis. You will collect the evidence, piece together the case and accuse a suspect at the finale. We offer 24/7 customer support and built-in hints to guarantee that you never stay stuck. Also, the app will provide real historical facts and local legends about the landmarks you're visiting, making a learning experience as much as it's a fun one. The game can be played anytime, at any hour, and will take you ~90-120 minutes with optional cafe breaks. You can pause and resume whenever you want (even on another day). Total walking distance involved is about 1.5 miles and the game will end in the same area where it started, making it easy to fit into your day. It has intermediate difficulty and it's perfect for solo adventurers, couples, friends, families with older kids, or team-building events.