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 rebels to rum-runners, each location reveals fascinating stories paired with a drink that defines the era. Perfect for whiskey enthusiasts and history buffs alike, this tour offers a relaxed atmosphere to…
★★★★★★★★★★5.0(52)Rated 5.0 out of 5 from 52 reviews2 hFree cancellation
Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and US Naval Academy. We'll see the Georgian mansions, the iconic Maryland State House, and much more as you learn the fascinating story of the town. We'll see where the Treaty of Paris was signed (bringing to a conclusion the Revolutionary War) and where General Washington resigned a…
★★★★★★★★★★5.0(51)Rated 5.0 out of 5 from 51 reviews1 h 45 minFree cancellation
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 spirits said to haunt Middleton Tavern, a historic site with numerous ghostly encounters. Throughout the evening, you'll traverse haunted ground, feeling the eerie presence of the spirits rumored to inha…
★★★★★★★★★★4.3(93)Rated 4.3 out of 5 from 93 reviews1 hFree cancellation
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.
★★★★★★★★★★4.7(51)Rated 4.7 out of 5 from 51 reviews3 h 30 minFree cancellation
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 be locally owned and run. Take a nighttime ghost walk through the historic downtown district on a spine-tingling journey into Annapolis’ dark and troubled history. Follow your local guide during this…
★★★★★★★★★★4.4(49)Rated 4.4 out of 5 from 49 reviews1 h 30 minFree cancellation
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 relaxed pace with frequent stops. Cobblestone pathways and uneven brick roads are present throughout; please wear comfortable walking shoes and bring appropriate rain gear/ umbrellas in case of rain. Ann…
★★★★★★★★★★4.9(23)Rated 4.9 out of 5 from 23 reviews2 hFree cancellation
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 not to crawl out the door! Clink glasses with a long-dead barmaid, a "working girl" who'll fall for you, a ghost whose beer has a head even though he doesn't! Join us as we walk from pub to tavern to b…
★★★★★★★★★★4.4(25)Rated 4.4 out of 5 from 25 reviews2 hFree cancellation
Uncover the rich history of Annapolis on this engaging tour, showcasing Colonial Annapolis, the Maryland State House, and the U.S. Naval Academy. Guided by a knowledgeable colonial-costumed expert, wander through the historic district and delve into the city's 18th-century Golden Age. Stand in the Maryland State House, where pivotal moments in American history unfolded, including George Washingto…
★★★★★★★★★★4.7(19)Rated 4.7 out of 5 from 19 reviews2 h 15 minFree cancellation
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 Crawl for genuine stories, scares, and delicious drinks in the historic district, with up to 2 hours of ghostly fun with the city's spirits and Spirits. Price does not include drinks or tastings.
★★★★★★★★★★4.4(18)Rated 4.4 out of 5 from 18 reviews2 hFree cancellation
Step back in time on this 2-hour guided walking tour through the beautifully preserved Historic District of Annapolis, Maryland. Visit the Maryland State House, once the capitol of the United States, and explore a colonial kitchen and dining room inside a stunning Georgian mansion. Stroll past iconic landmarks including St. Anne's Parish, the Hammond-Harwood House, the Paca House, and the lively…
★★★★★★★★★★4.1(14)Rated 4.1 out of 5 from 14 reviews2 hFree cancellation
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, all while tackling trivia questions and conquering challenges with your squad. Whether you’re collaborating with your crew or engaging in some friendly competition, every step is a chance to learn some…
★★★★★★★★★★3.7(18)Rated 3.7 out of 5 from 18 reviews2 hFree cancellation
Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining, boutique shops, and historic sites. Guests enjoy a complimentary non-alcoholic beverage during the cruise before spending around three hours ashore exploring the town before the return journey to Annapolis. Admission to the Chesapeake Ba…
★★★★★★★★★★4.5(8)Rated 4.5 out of 5 from 8 reviews8 hFree cancellation
Step into Annapolis's rich colonial past on a guided walking tour through the Historic District, led by a guide dressed in authentic colonial attire. Discover the history and heritage of the Maryland State House, the oldest continuously operating state capitol in the United States, where pivotal moments such as George Washington's resignation as Commander of the Continental Army and the ratificat…
★★★★★★★★★★5.0(6)Rated 5.0 out of 5 from 6 reviews1 h 30 minFree cancellation
Explore the eerie side of Annapolis with the Spirits & Spirits tour, blending a captivating walking tour through the Historic District with a thrilling cruise on the haunted waterways. Listen to spooky stories from your Ghost Guide, uncover nautical myths, and indulge in beverages available for purchase during the cruise. Perfect for those seeking a unique blend of history and ghostly tales in a…
★★★★★★★★★★4.8(6)Rated 4.8 out of 5 from 6 reviews1 h 30 minFree cancellation
Take a pleasant walking tour through the beautiful historic center of Annapolis, specially designed for the US 250th Anniversary. Discover the fascinating role Annapolis played in the fight for and achievement of American independence! We will begin along the city dock and harbor that received many founding fathers in the 1700's, admiring the view to the Chesapeake Bay and wider world. We'll see…
★★★★★★★★★★5.0(2)Rated 5.0 out of 5 from 2 reviews1 h 30 minFree cancellation
This lighthearted, adults-only, tongue-in-cheek, walking tour is presented by a guide in the character of a colonial indentured servant who works odd jobs day and night to make ends meet – colonial style. During your walking tour in Historic Annapolis, you’ll hear scandalous anecdotes and jaw-dropping tales about what went on inside Annapolis’ famed homes and taverns. Colonial Founding Fathers, A…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews1 h 30 minFree cancellation
Discover the haunted history of Annapolis on a captivating evening ghost tour. Travelers wander through narrow streets alongside a knowledgeable guide dressed in period attire while hearing tales of supernatural occurrences and unexplained phenomena. This family-friendly walk explores haunted sites and local folklore, delving deep into the city's rich culture and historical legacy. Departing from…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews1 h 30 minFree cancellation
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,…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews1 h 30 minFree cancellation
Discover the quirky tales and unusual stories of Annapolis on this engaging walking tour. Led by a colonial-attired guide, explore fascinating anecdotes including the Russian sailor's grave in the Annapolis National Cemetery and the Confederate captain who never conceded defeat. Perfect for those curious about the unconventional side of history, this tour reveals the city's hidden gems and eccent…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews1 h 15 minFree cancellation
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 brings to life the city’s juiciest stories. With different stories every night, this is the most intriguing experience for Annapolis twisted history. The Hidden History Pub Crawl is a 2-hour Pub Crawl…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews2 hFree cancellation
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 histor…
This private walking tour offers a calm and comfortable introduction to historic Annapolis at an easy pace. You explore the city as residents once did, along flat streets and quiet waterfront paths shaped by daily life and civic tradition. Clear storytelling brings forward the voices of merchants, lawmakers, families, and sailors who defined early Annapolis. Your walk begins near the harbor where…
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, pow…
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 Mar…
