Annapolis Food and Historical Tour

Annapolis, MD

Item #: LIF-BAL-0019
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Step back in time to explore the city by foot with an 18th-century Colonial-clad guide on this Annapolis Food and Historical Tour!

  • Certified history loving tour guides, many having over 10 years of guiding experience
  • Enjoy 4-5 tastings which may include award winning she crab soup, oyster shooters, craft beers, authentic 18th century popovers and more
  • Experience Annapolis through the history, architecture, culture and of course, the food!
Annapolis, MD
When Do I Choose A Date?
If giving as a gift, your recipient can choose a date at their convenience; otherwise, you can choose one after checkout.

Saturday & Sunday - 1:00 PM

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    Option & Pricing:
    Please select an option above.
    Essential Information
    • Children under the age of 7 who will not be participating in food tastings do not require a ticket, please notify Cloud 9 Living at the time of booking if you will be bringing an infant or young child along with you
    • Participants can expect to walk approximately 1.5 miles at a moderate pace throughout the tour
    • All tastings are included in the price
    • Visit 3-5 restaurants for tastings that will happily fill most stomachs
    • Notify Cloud 9 Living of any food allergies or dietary restrictions at the time of booking
    3 - 3.5 hours
    Experience Provider Info
    Complete information for your Experience Provider, including contact information, will be included on your booking confirmation email once you or your gift recipient have scheduled the experience. Our Product Management team handpicks top-rated experience providers, removing the guesswork for you and ensuring your peace of mind.
    Maximum Participants
    up to 12 people per tour
    This experience is only for those on the tour.
    Weather Dependent
    This experience is not weather dependent and will run rain or shine. In the event of inclement weather, you will be able to go inside many of the establishments on the tour. Please dress appropriately for the day's weather conditions.
    What To Wear
    Wear comfortable clothing appropriate for the weather. You will be walking throughout the tour, so be sure to wear comfortable shoes.
    I'm an Annapolis local; will I enjoy this tour?
    Yes! The tour guides share stories about Historic Annapolis that few natives have heard. You also have a chance to go inside some of the oldest and most famous buildings in Annapolis.
    What if I have dietary restrictions?
    Most food allergies and dietary restrictions can be accommodated on this tour. Please notify Cloud 9 Living at the time of booking of any special needs or requests.
    Are children allowed on the tour?
    Children are allowed on this tour. Please note, the tour lasts approximately 3.5 hours with a lot of both standing and walking.
    Is this tour wheelchair accessible?
    This tour will cover some uneven terrain and stairs and may be difficult on a wheelchair. The colonial kitchen involves 3 stairs which are historic and cannot accommodate wheelchairs.
    How much walking is involved? Is it a fast-paced tour?
    You will be on your feet for the majority of the 3.5-hour tour. Total distance covered is about 1.5 miles, which is walked at an average pace.
    Are there restrooms available on the tour?
    Restrooms are available at the tour starting location and again at the State House about an hour into the tour. The exact meeting location will be provided at the time of booking.
    What happens if it rains or snows?
    This experience is not weather dependent and will run rain or shine. In the event of inclement weather, you will be able to go inside many of the establishments on the tour. Please dress appropriately for the day's weather conditions.

    Experience Vouchers that have not been redeemed can be returned hassle-free within 30 days.  All refunds will be made to the original purchaser.

    Experience Vouchers that have not been redeemed can be exchanged for anything else in our marketplace at any time.  If you choose to exchange for an experience that costs more, you'll simply have to pay the difference.  If you choose to exchange for an experience that costs less, you'll have a credit towards your next booking with Cloud 9 Living.

    Cancellation Policy

    Once you have scheduled a date and received a booking confirmation, all bookings for this experience are final.

    Customer Reviews
    (18 reviews)
    View More Reviews:
    “Yesterday I finally went on my Annapolis food tour with my husband. It was a historic walking tour with delicious local food. We hit 4 restaurants: Harry Brown's, Galway Irish, Middleton's and Red Red Wine Bar. Carolyn, our tour guide, made it fun and was extremely knowledgeable. It was full of history, little secrets you would never know and ghost tales.”
    Response from Cloud 9 Living
    Hi Dennis,  So happy to hear you enjoyed your long-awaited experience! Great food, a fun guide, and a dash of historical spookiness thrown in (just in time for Halloween) - what more can you ask for? Cheers to great new memories in Annapolis! Best, Inah
    “Our friendly and knowledgeable guide, Carolyn, met us promptly for a full afternoon walking excursion --- the Annapolis Food and Historical Tour. It was a great combination of interesting historical information and sites in downtown Annapolis, interspersed with several stops at local eating establishments. The food was delicious and plentiful. ”
    “We had Sam as our food tour guide and she was amazing. She was friendly, very knowledgeable, and made us feel very comfortable. The food was great and very filling. I would recommend this to others.”
    “Great time. Great food. Excellent tour guide. ”
    “Our tour guide, Carolyn, was very sweet and knowledgeable. We enjoyed the tour very much. Just the right amount of history for the tour. All the restaurants were great except for the Middleton Tavern and what we ate. They only served 1 shrimp the size of my thumb and 1 tiny oyster in a cup -- you had a choice. This was, in my opinion, a waste. Loved hearing the history, and I am not sure if it was the owner or manager who came over and spoke to us... He was very friendly but the quantity of food was ridiculous. They could of served something more. They did have a 4-oz. cup of beer which was refreshing. You need to evaluate the portion of food served. If the shrimp or oyster was too expensive to serve they need to choose something else. All other restaurants were great!”
    “Sam, our food tour guide in Annapolis, was personable and fun to be with. She was knowledgeable on the area and sites we passed by. We have already recommended her and the Cloud 9 Living experience.”
    “Carolyn was excellent. She had a great knowledge of Annapolis. We really enjoyed the restaurants we went to and the food. We would love to book another one. Thank you so much. ”
    “Not as advertised, but it was still awesome! This was our first food tour, and we didn't really know what to expect. Our tour guide was great! She had a great personality and shared some interesting stories with us at each historical stop besides the restaurants. She's been a tour guide for the some time and it showed. It was planned perfectly, and our group of 15 never had to wait to be seated at any of the restaurants. We had a delicious pizza appetizer at Red Red Wine Bar, then we had fresh Oyster shooters with beer at the second place. Then we had the best cream of crab soup and beer battered shrimp at Federal House. It wasn't until someone asked the tour guide about the Smith Island cake, sangria, popovers, and the coffee house that we found out none of that stuff is on the tour anymore. We didn't mind, though, because all the food we had was great. After Federal House we made a quick stop at a popcorn shop, and then we had our choice of 2 tacos each from Vida Taco Bar. For desert we had some homemade ice cream from Annapolis Ice Cream Co. By the time the tour was over, we were stuffed. Overall good time and great value! ”
    “We had a great experience. Our guide was very knowledgeable and very pleasant to be with. The food was delicious, and we would definitely book another tour with your company. ”
    “The food was excellent. Sam, the guide was outgoing and knowledgeable. The afternoon was very enjoyable. I would recommend this experience (and have already to several family and friends). Sam - thanks for a great afternoon! ”
    “This experience allowed my husband and I to taste foods that we would not have purchased under regular circumstances. The guide was an absolute walking history book, which made the experience even more exciting! I would do this again and would definitely look at purchasing one for a friend. ”
    “We had a very small intimate group -- only 4 of us (2 couples) with the guide. We had THE BEST guide -- Carolyn. She was very knowledgeable and a lot of fun. She made our tour so enjoyable. We had never been to Annapolis before, and I want to go back already! We absolutely loved this experience. Would highly recommend it to others too.”
    “I would highly recommend this experience to anyone, and already have! We had a wonderful, fun, knowledgeable guide who really knew her stuff. We also met some great people within our group who really enhanced our experience. This was a fun, great way to get to know a city we had never visited before. We will definitely be booking this tour in other cities in the future!”
    “My wife and I received the food tour as a gift from our children. While we have visited Annapolis, MD many times I left the food and history tour with a wealth of additional knowledge about the history of the city plus found some new places to eat. Our guide was extremely pleasant and very informed about the city.”
    “Our tour guide was knowledgeable and very friendly, but the food was not to our liking. ”
    “Our Annapolis guide was remarkable and she told us stories that were interesting, amusing and informative. The food stops were all wonderful and a lot of fun. I had been to Annapolis many times, but saw the city in a new perspective during this tour. This tour is great for visitors and locals.”
    “I found our guide to be extremely friendly knowledgeable and entertaining. The restaurants were clean and the food was excellent. My husband and I had a very enjoable day. I've recommended the tour to several people. ”
    “Our guide was very friendly and knowledgeable. She did a fantastic tour on a day with temperatures in the high 90s!”

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