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16 Available Tour Excursions in Annapolis
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 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 as general, thus becoming the "greatest man in the world" and the "American Cincinnatus. " We'll explore the campuses of two institutes of learning that have shaped American culture. We'll walk along the city dock, harbor, and see the view to the Chesapeake Bay and wider world. I'll also share personal and family stories along the way, to add a personal dimension to the tour. I welcome all questions and special interests for our tour! The tour has excellent photo opportunities by the water and at historic buildings. All my tours can be customized upon request.
Price: $235.00
Duration: 2 hours
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 toast the past and enjoy the present. Dress comfortably as you stroll through downtown, rain or shine, and prepare for a fun evening immersed in tipsy history. - 2-hour historical pub crawl through downtown Annapolis - Discover how drinking shaped Annapolis' history - Enjoy recommended drinks at each stop, not included in the price - Limited walking involved; dress for comfort and the weather
Price: $30.00
Duration: 2 hours
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, creative memories. Book as a group or come as an individual. This activity takes place outdoors. Kids ages 8 years and up are invited!
Price: $95.00
Duration: 1 hours
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 tour (approx. 1/2 mile) into some of the storied taverns of Annapolis. Spending about 20-30 minutes at each location, you'll relax with a cocktail while learning some of our most interesting and colorful history through the tales of our taverns. We will visit three bars on each crawl - locations visited may include some of the following: Middleton Tavern Rams Head Tavern Federal House Dock Street Bar & Grill Drummer's Lot at the Maryland Inn Harry Brownes Galway Bay Drinks are not included in this! This tour is limited to Adults (21+) ONLY! No children.
Price: $30.00
Duration: 2 hours
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, creative memories. Book as a group or come as an individual. This activity takes place outdoors. Kids ages 12 years and up are invited.
Price: $95.00
Duration: 1 hours
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.
Price: $80.00
Duration: 3 hours
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 bar and into the same watering hole, and thru the same streets and alleys as our Founding Father! Hear tales so spooky, "they'll scare ya sober!", lol! Scary? Yes...because they are real! You'll spend about 30 mins at each bar, and your guide will give you plenty of time to purchase a drink or cocktail and then tell you the haunted tales of that location and those nearby. No stories will be told until all guests have their drinks. You'll have time to order and enjoy your drink, use the restroom, and hear the haunted tales! Then on to the next pub, possibly with a stop in the church graveyard!
Price: $31.00
Duration: 2 hours
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 phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!
Price: $20.00
Duration: 2 hours
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 1.5-hour tour to meet some of the more spirited residents and visiting some of the most horrific haunted sites. Choose from one of various seasonal departure times when you book. NOTE: 7pm & 8pm tours are family friendly if children are present. Language and content toned down accordingly. 9pm tours are considered adult tours, suitable for older children and teens, however there may be some profanity used for effect and adult subject matter.
Price: $26.00
Duration: 1 hours
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.
Price: $36.00
Duration: 2 hours
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 inhabit these locations. This mile-long trek will take you to some of the most haunted and historic sites in Annapolis, including the James Brice House, with its dark past, and the John Brice II House, where former inhabitants are said to still make their presence felt. This walking tour offers an entertaining and immersive experience into Annapolis's haunted history. Perfect for history buffs, or anyone seeking a thrilling evening, this tour promises to captivate and chill. Join us to uncover Annapolis's ghostly past and the spine-tingling stories that have been passed down through generations.
Price: $32.00
Duration: 1 hours
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 something new and make unforgettable memories. Let’s Roam Adventure Hunts aren’t just for any day — they’re perfect for bachelorette parties that need some spice, birthday celebrations that deserve a twist, or corporate team building events that demand teamwork and laughs. The best part? Each player gets to dive into their own interactive role, with challenges tailored just for them. So, grab your friends, family, or colleagues, pick your roles, and get ready for an epic adventure through Annapolis. Let the games begin — and let the good times roll with Let’s Roam!
Price: $14.99
Duration: 2 hours
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. Annapolis is the sailing capital of the world; we go outside rain or shine! Tours are offered on the weekends. Additional times may be available with advanced notice. What should you bring? A camera Comfortable shoes Cash (for personal expenses) Important information: Punctuality is important and appreciated. Kindly be at the meeting spot ten minutes before the stated meeting time. The tour guide will wait a maximum of ten minutes before proceeding on the tour.
Price: $35.00
Duration: 1-2 hours
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.
Price: $34.99
Duration: 2 hours
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 come as an individual. This activity takes place outdoors. Kids ages 10 years and up are invited.
Price: $95.00
Duration: 1 hours
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 trade and community met. The route continues through peaceful public spaces with time to pause, sit, and enjoy the surroundings. Stories focus on early American governance, maritime heritage, and local customs explained in a relaxed and engaging way. This experience suits travelers aged 50+ who value culture, history, and thoughtful narration without rushing. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.
Price: $579.00
Duration: 2 hours
Key Info for Visitors
- Currency: USD
- Languages: English
- Climate: Humid subtropical
- Timezone: America/New_York
- Population: Approximately 40,000
- Best Time to Visit: best time to visit Annapolis is during spring and fall when the weather is mild.
- Visa Requirements Visitors from the US do not need a visa. International visitors from visa waiver countries (such as the EU, UK, Australia, Japan, and others) can enter under the Visa Waiver Program for up to 90 days with an ESTA approval. Citizens of other countries typically require a B-2 tourist visa. Always check current US entry requirements before travel.
About Annapolis
Annapolis, the capital of Maryland, is a charming waterfront city steeped in colonial history and maritime tradition. Its well-preserved 18th-century architecture, cobblestone streets, and scenic harbor create a uniquely atmospheric setting. Annapolis is famous as the home of the United States Naval Academy, where visitors can tour the impressive campus and learn about naval history. The city’s vibrant downtown is filled with boutique shops, art galleries, and cozy cafes, all within walking distance of the waterfront. Annapolis is also renowned as the sailing capital of the US, hosting major regattas and offering ample opportunities for boating and waterfront dining. The city’s rich history is evident in landmarks like the Maryland State House, the oldest state capitol still in continuous legislative use. With its blend of history, culture, and nautical charm, Annapolis offers a distinctive East Coast experience that appeals to history buffs, food lovers, and outdoor enthusiasts alike.
Annapolis Tours & Experiences
- Top Attractions: Highlights of Maryland
- Duration Range: 2 to 10 hours
- Group Size: Intimate Groups
- Difficulty Level: Mixed Difficulty
- Recommended For: Visit in spring or fall for pleasant weather and fewer crowds. Pack comfortable shoes for walking on cobblestone streets. Dress is generally casual, but slightly more formal attire is appreciated at upscale restaurants. Tipping is customary (15–20% at restaurants). Safety is generally good, but take normal precautions in crowded areas. Credit cards are widely accepted, but carry some cash for small vendors.
Average Tour Price: $80
Lowest Price Tour: $55
Highest Price Tour: $250
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Important Tour Information
- Bring comfortable walking shoes and appropriate clothing
- Check tour cancellation and refund policies
- Arrive at the meeting point at least 15 minutes early
- Carry valid identification and tour booking confirmation
Top Attractions
United States Naval Academy: A prestigious military academy with a museum, historic chapel, and stunning waterfront campus. Maryland State House: The oldest state capitol in continuous legislative use, featuring significant Revolutionary War history. City Dock: The lively heart of Annapolis, lined with boats, restaurants, and shops, perfect for strolling and people-watching. William Paca House and Garden: A beautifully restored 18th-century mansion with period gardens, offering a glimpse into colonial life. St. Anne’s Church: A historic Episcopal church with striking architecture and a peaceful churchyard, dating back to the late 1600s.
Popular Activities
Sailing and boating are central to Annapolis life, with charters, lessons, and regattas available. Walking tours explore the city’s colonial history and maritime heritage. The Annapolis Maritime Museum offers exhibits on the Chesapeake Bay. Dining along the waterfront is a must, with fresh seafood and local specialties. Seasonal festivals, such as the Annapolis Boat Shows and Maryland Renaissance Festival, provide lively cultural experiences.
Frequently Asked Questions
Local Food & Cuisine
Annapolis is famous for its Chesapeake Bay cuisine, especially Maryland blue crabs, crab cakes, and creamy crab soup. Oysters, rockfish, and other seafood are local staples. Try Smith Island Cake, Maryland’s official dessert. Notable restaurants include Cantler’s Riverside Inn for crabs and Vin 909 for creative American fare. Waterfront dining is popular, with many establishments offering views of the harbor.
Getting Around
Annapolis is easily reached by car from Baltimore (30 minutes) and Washington, DC (45 minutes). Baltimore/Washington International Airport is the closest major airport. Within the city, walking is ideal for the historic district. Public buses and taxis are available, but a car is useful for exploring the wider region. Parking can be challenging downtown; use public garages or park-and-ride options.
Travel Tips
Visit in spring or fall for pleasant weather and fewer crowds. Pack comfortable shoes for walking on cobblestone streets. Dress is generally casual, but slightly more formal attire is appreciated at upscale restaurants. Tipping is customary (15–20% at restaurants). Safety is generally good, but take normal precautions in crowded areas. Credit cards are widely accepted, but carry some cash for small vendors.
Culture & Customs
Annapolis has a relaxed, maritime-influenced culture with a strong sense of history and community. Locals are friendly and proud of their city’s heritage. Respect for naval and military traditions is important. Major events include the Annapolis Boat Shows, Fourth of July celebrations, and the Kunta Kinte Heritage Festival. Politeness and a laid-back attitude are the norm.
About The Author
Calvin has loved travel and adventure since first visiting Los Angeles with a suitcase in 1992 at the age of 20. He ditched the suitcase and got a backpack pretty fast.
He hates leaving after any trip and has to console himself by writing and sharing articles on it. You can find and connect with him on linked in here.
Likes
Travel, Gaming, Scuba Diving, Skiing and anything to do with water.
Dislikes
Exact luggage sizing police and being tired in an airport and many more..