Wanna go out drinking, carousing and caroling with Old St. Nick? Well, we don't have a direct line to the big guy (besides, he's kinda busy rechecking his list and making sure you're in the proper column), but you can enjoy a holiday pub crawl and naughty caroling trip through the streets and pubs of Annapolis led by our very own resident beer geek and Bad Santa!
Guests are encouraged to come in costume for this pub crawl! Come as the Jolly Fat man himself, as perhaps a naughty Mrs. Claus (Yes please!!!), the traditional Mrs. for the more inhibited or maybe one of Santa's little helpers on this rip-roaring holiday party crawl!
On this holiday pub crawl, we will be:
For our Jewish friends, come as a Dreidel, Hanukkah Harry, Judah Maccabbee or even as Gelt! "Hey Baby, wanna play "hide the Afikoman!" (I know, Passover)
Feeling timid? How about an ugly Xmas Sweater or a Cheesy Holiday Tie with a Santa Hat!
Our goal for the evening is to have a blast, entertain the fun-minded and offend the lame!
Naughty or Nice, come crawl with Santa!
Guests are encouraged to come in costume for this pub crawl! Come as the Jolly Fat man himself, as perhaps a naughty Mrs. Claus (Yes please!!!), the traditional Mrs. for the more inhibited or maybe one of Santa's little helpers on this rip-roaring holiday party crawl!
On this holiday pub crawl, we will be:
- Visiting numerous taverns
- Enjoying festive holiday cocktails and seasonal artisan beers
- Singing raucous carols from our "Naughty Xmas Carol Songbook" (to be supplied to each guest)
For our Jewish friends, come as a Dreidel, Hanukkah Harry, Judah Maccabbee or even as Gelt! "Hey Baby, wanna play "hide the Afikoman!" (I know, Passover)
Feeling timid? How about an ugly Xmas Sweater or a Cheesy Holiday Tie with a Santa Hat!
Our goal for the evening is to have a blast, entertain the fun-minded and offend the lame!
Naughty or Nice, come crawl with Santa!
What Is Not Included?
As much as we love drinking and hate being the Grinch, drinks are NOT included...You're on your own for those!
While Santa told us that buying drinks for our crawlers is the Express Lane to the "Nice List", our insurance company Scrooges beg to differ...Sorry!
While Santa told us that buying drinks for our crawlers is the Express Lane to the "Nice List", our insurance company Scrooges beg to differ...Sorry!
Meeting Location
Main Street - Historic Downtown Annapolis (Annapolis, MD)
(Exact meeting location details will be provided immediately upon purchase of tickets.)
- What is a pub tour/crawl?
- The term "pub crawl" originated in England where, much like downtown Annapolis, small pubs and taverns are within walking distance of one another. Partygoers could go from one tavern to the next stopping for one drink at each establishment. You can imagine that by the end of the evening, some of the folks were "crawling" rather than walking! In this particular case, we will be sampling a variety of locally produced craft-brewed beers along the way!
- Is tipping acceptable or required?
- That is totally at your discretion. Tipping is acceptable, but not required. We expect our guides to be highly professional, well-trained, and to entertain you regardless of potential gratuities. Many of our guests appreciate good service and choose to reward it, and the guides are always grateful. The same applies to the bartenders and servers at the bars we visit.
- Can we bring our own booze or carry cocktails from bar to bar?
- No! As much as we would love to let you, Maryland law is pretty specific on both of these points. And the bars enforce them rigidly! This means no flasks, no bar-noculars, no pocket beers for the road, and no hiding a bottle in your wife's cleavage and then pulling it out at the next bar (they were huge, and it was quite an impressive feat). No outside alcohol is permitted...period, no exceptions. No drinks may leave the bar...period, no exceptions.
- May I smoke on the Pub Crawl?
- That is totally at your discretion. However, please be advised that Maryland law prohibits smoking inside any public building, and that includes restaurants and bars. Smokers must indulge outside in approved areas. Sorry, not our call.
- I don't want to be around a bunch of drunken "barely legals!" What ages come on your tour?
- Good question - obviously to come on the tour, you must be over 21; however, our groups are usually very mixed. We've hosted 21st birthday parties as well as 50th birthday parties and older (We've even taken out the Red Hats...apparently tea isn't the only thing these ladies drink!). If you have a large enough group, you can always book a private tour. In the past, guests of all ages have mingled on the crawl and had a great time.
- How long does the tour actually last?
- The tours generally last between 2 and 2 1/2 hours depending upon the size of the group (as you can imagine, it takes a while to get 30 drinks!). However, if you have a curfew or if you turn into a pumpkin at midnight, please let the guide know and she will make sure to get you home in time!
- How long (distance) is your Holiday Pub Crawl?
- It depends on which route we take but in most cases the entire tour is less than half a mile, as you usually only walk short distances between bars. While far from strenuous, we do recommend that you wear comfortable walking shoes and dress for the weather!
- Can we bring cameras or video equipment?
- Sure!!! How else are you going to show all your Facebook friends how cool a town Annapolis is, and how much fun our Pub Crawls are! So have fun, and good shooting!
- Does the tour run rain or shine?
- Yes, the tour runs in all weather unless it's dangerous. If we cancel the event, participants may reschedule for a future tour.
- Is there any reason a tour won't go out?
- If there are less than 3 guests for a tour or in unsafe conditions we may postpone or cancel a tour. We would of course reschedule your tour, or refund your ticket purchase.
- Is the tour route wheelchair accessible?
- Due to the nature of Annapolis and the fact that many taverns were built and established prior to the Americans for Disabilities Act, it may be difficult for someone in a wheelchair to attend the tour. On a private tour we can arrange a route that is wheelchair accessible. To inquire further, please contact us via the "Contact HistoricPubs" link.
- I am running late for the tour, will you wait for me?
- We must start the tour on time because our other guests do not want to wait. If you are running late, please let us know (you will be provided contact information upon purchasing your tickets). Please give yourself plenty of time to get to the tour and find parking!
- Is there parking near the tour?
- We recommend parking in one of the several parking garages in downtown Annapolis, as many meters only allow a maximum of 2 hours. However, meters are only in effect until 7:30pm. After that they offer free parking! Parking garage information will be provided to you upon purchasing your tickets.
- Do we go inside buildings during the tour?
- But of course! How else would we get drinks!
- Do I need to bring ID?
- ABSOLUTELY! We are not responsible if you are unable to gain entry into one of the taverns for failing to do so!
- Are gift certificates available?
- Sure! Please contact us directly via the "Contact HistoricPubs" link to inquire about purchasing a gift certificate.
- Do you offer private tours?
- Absolutely! Private tours are available! We can schedule group tours any night of the week, and at any time. $325 for up to 15 guests. $15 per additional guest (a $5 per guest savings). To arrange your group event, please contact us via the "Contact HistoricPubs" link.
- What if I don't want to "crawl"?
- Rest assured; neither crawling nor drinking is required on this tour. Our goal is to provide you with a different evening of entertainment, which may include the liquid spirits of this world and/or of the historical spirits of our storied past!
- Does my $22 ticket include beer or drinks?
- As much as we love drinking and hate being the Grinch, drinks are NOT included...You're on your own for those! Please bring extra money to purchase drinks along the tour route! Although most of our stops will accept credit cards, cash is preferred as it moves much faster.
- What should I wear?
- Be original and have fun! Break out your favorite Santa suit, Hot Elf outfit, Gift wrap yourself, dress as a Xmas Tree, Redneck Santa, a Trailer Park or a Slutty Mrs. Clause! Whatever your twisted imagination can muster! For our Jewish friends, come as a Dreidel, Hanukkah Harry, Judah Maccabbee or even as Gelt! "Hey Baby, wanna play "hide the Afikoman!" (I know, Passover) Our goal for the evening is to entertain the fun and offend the lame!
- Is food available on the tour?
- On our regular, open registration pub tours, we do not provide food and are generally not at each bar long enough for you to order food. But, if you are starving, I'm sure something could be worked out with the bartender....However, if you are booking custom private tour for a group, we can likely work with you and some of the bars that we visit to provide appetizers or other snacks if you'd like.
- Which bars do we visit?
- Our route varies depending on the season, special events in Annapolis, bar availability, beer availability and the whim of our tour guides. We have visited Galway Bay, Harry Brownes, Sly Fox Pub, Drummer's Lot at the Maryland Inn, Castlebay, Federal House, Rams Head Tavern, Dock Street Bar & Grill and Middleton Tavern. In short, whoever has the best beers available on any given night! We will go to four bars on each tour, but specific route information is generally not available until the moment we depart.
- How does it actually work?
- On this holiday pub crawl, we will be visiting numerous taverns, enjoying festive holiday cocktails and seasonal artisan beers, and singing raucous carols from our "Naughty Xmas Carol Songbook" (to be supplied to each guest). Best of all, we will be doing it all in our favorite naughty holiday costumes!
- What if I do not want to dress up in a costume? Can I still come?
- While you will definitely be berated by your Santa-loving peers if you choose to not wear a costume, we will not turn you away. With that said, we strongly encourage you to avoid being deemed the Scrooge of the evening and put on some sort of holiday attire, whether that be an ugly Christmas sweater, a cheesy holiday tie, or a traditional Santa hat!
- What is the Naughty Xmas Carol Songbook and can I take it home with me?
- Absolutely! the Naughty Xmas Carol Songbook is yours to keep!
Refund/Rescheduling Policy
- Non-refundable, can be rescheduled with 24 hours notice.
- Once purchased, tickets cannot be refunded. You may reschedule your tickets (subject to availability) only if you do so at least 24 hours in advance.
Weather Policy
- Activity may be cancelled due to severe weather.
- The activity usually runs in light rain and other moderate weather conditions, but the seller may cancel the activity up to an hour before the start time in the event of severe or unsafe weather conditions. If the seller cancels the event, ticket-holders will be allowed to reschedule tickets (subject to availability) or receive credit for a future event.
Other Policies
- All participants must be age 21 or over, with valid ID
- Since some of the stops on our pub crawl have age restrictions just to enter, you must be age 21 or over and have proper ID. Refunds will not be provided for those under age 21 or without sufficient ID.
- Please be advised...
- Some of the Annapolis pubs can be noisy places, and members of your tour as well as patrons in the bars will be drinking, some heavily. If you think any of these factors may irritate or bother you, we would ask that you please consider taking one of our walking tours instead. Your comfort and enjoyment are our main concern! Have fun!
Pub Crawls of Annapolis
Pub Crawls of Annapolis is the creation of well-known and respected Annapolis tour operator Mike Carter, who has been enlightening and entertaining guests and locals alike since 2003.
His newest addition to the genre of evening entertainment in historic downtown Annapolis is the Craft-Brewed Beer Tour; combining local history and legend, interesting tidbits and facts about our regional breweries, and of course beer tasting!
His newest addition to the genre of evening entertainment in historic downtown Annapolis is the Craft-Brewed Beer Tour; combining local history and legend, interesting tidbits and facts about our regional breweries, and of course beer tasting!


