
Hidden History Pub Crawl of Historic Annapolis
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Hidden History Pub Crawl of Historic Annapolis worth booking?
Hidden History Pub Crawl of Historic Annapolis is a 2-hour experience in Annapolis, United States, from $30 per person. It scores 54 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 1 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 54 / 100
- Rating
- 5/5 (1)
- Duration
- 2 hours
- From
- $30 per person
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 cit
What you get
About this experience
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.
What's included
Included
- Local guide
Not included
- Alcoholic drinks (available to purchase)
- Gratuities
What you'll see and do
Colonial Annapolis Historic District
You'll stay in each bar approximately 30 minutes. You will be given ample time to purchase your choice of beverage before the guide launches into their stories. Upon completion of said tales, the guide will provide you with a 5-minute warning to finish your beverages, use the bathroom, etc. Then on to the next stop... You will visit three bars on each crawl - locations visited may include some of the following: • Middleton Tavern • Rams Head Tavern • Federal House Bar & Grille • Annapolis Market House • O'Briens Tavern • Dock Street Bar & Grill • Drummer's Lot at the Maryland Inn • Harry Brownes • Galway Bay (formerly The Little Campus Inn) Drinks are not included in this tour. This tour is limited to Adults (21+) ONLY! No children. You will be spending most of your time inside sometimes noisy & crowded pubs. Come ready to have some adult fun!
120 minutes here
Where it starts and ends
Meeting point
Annapolis
16 Church Circle. Front porch of the Maryland Inn. Guide will be up on the porch for check-in.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Fri, Sat
- Group size
- Up to 15 travelers per booking
- Operated by
- Tour and Crawls of Annapolis and Baltimore
Know before you go
- Travelers should have at least a moderate level of physical fitness
- Minimum age is 21 years! No exceptions
- Dress code is smart casual
- Due to uneven surfaces, this tour is not recommended for those with walking disabilities or using a wheelchair. However, many guests in wheelchairs have been more than capable of traversing the route. Please call before booking to discuss!
- Operates in all weather conditions, please dress appropriately. Disposable ponchos available for $1 each, please call first to make sure are fully stocked.
Photos

Traveler reviews
1 verified traveler reviews for Hidden History Pub Crawl of Historic Annapolis. Ratings and reviews provided by Viator and Tripadvisor.
Best Walking Tours in Charm City
The Baltimore Tours and Crawls started in the much older city of Annapolis, so these folks really know what they are doing. They offer an assortment of entertaining and informative tours around the Fells Point area of Baltimore: Walking Ghost Tour, Haunted Pub Crawl, Twisted History Tour, Bootleggers & Rum Runners Tour, and their very popular Sports Legends Tour. They cover all the bases -- history, ghosts, sports, and general twisted mayhem. The tours leave from the historic Admiral Fells Inn (great food!) at 8 PM, and take about 90 minutes. If you aren't driving, the Pub Crawl is endlessly fun and amusing. The guides are extremely knowledgeable and entertaining. They were awarded the Winner of "Best Downtown Tour" of 2012, 2013 & 2014 in Fells Point! And you can even bring your dog if it is leashed and friendly. For more travel tips, please check out my popular travel blog.
via Tripadvisor
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Fri, Sat
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 54
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Hidden History Pub Crawl of Historic Annapolis: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Annapolis.
How much does Hidden History Pub Crawl of Historic Annapolis cost?
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Prices start at $30 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Annapolis usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Hidden History Pub Crawl of Historic Annapolis take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Annapolis is not rushed.
Is Hidden History Pub Crawl of Historic Annapolis worth it?
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It holds an Outty Ranking of 54 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 1 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Annapolis, and how flexible the cancellation terms are.
Can I cancel or reschedule Hidden History Pub Crawl of Historic Annapolis?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Hidden History Pub Crawl of Historic Annapolis suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Hidden History Pub Crawl of Historic Annapolis?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Annapolis can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Annapolis and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Hidden History Pub Crawl of Historic Annapolis start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Annapolis within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Annapolis?
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Annapolis, MD packs its best experiences into walkable neighborhoods, local food, and day trips nearby. Outty ranks every bookable tour and activity in Annapolis by rating quality, review depth, booking demand and value, so you can see the standouts before you book. On Outty we rank every Annapolis experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Tipsy History Tour: 300+ Years of Annapolis Drinking History, Historic Annapolis Food Tour, Annapolis Historic Walking Tour: Harbor and Colonial Downtown. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Annapolis?
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Spring and fall bring the best weather and lighter crowds in Annapolis, while summer has the widest choice of tours and evening activities. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Annapolis?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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