Historic Annapolis Food Tour

Recommended by 95% of travelers

Badge of Excellence

Annapolis, USA

Great choice

10+ bookings last month.

3 hours 30 minutes (approx.)
Mobile ticket
Offered in: English

Why travelers loved this

4.7

· Geri_S ·

Sep 2025

It's historic and delicious Lots of walking Cool historic eateries It was lots of fun Coool town to visit

· Allison_D ·

Nov 2025

Carolyn was great. She shared lots of history and took us to three terrific restaurants. We got a feel for the layout and history of the city. Our group size of ten worked very well

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Overview

Some history-focused city tours can feel stale. Spice up your visit to Annapolis on this guided tour that combines history with food. Visit historic sites and hear fascinating stories while enjoying a series of dishes from downtown restaurants, which may include a tavern frequented by Washington, Jefferson, and Franklin, and a local lobbyists' favorite lunch spot.

Make a history tour more appealing by combining it with food
Visit historic landmarks and eateries: Includes delicious dishes at each
Hear lesser-known stories about Annapolis history
Get local tips for further exploration from your guide

What's Included

Lunch

We put together a multi-course progressive meal that highlight what the chefs are known for in Annapolis. We visit several locally owned and operated establishments, and always end with dessert!

Tour Guide Gratuity
Drinks, unless specified

Meeting and Pickup

Meeting point

Visit Annapolis & Anne Arundel County
26 West St, Annapolis, MD 21401, USA
We will meet you outside of the Annapolis Visitor's Center, located at 26 West St.

End point

This activity ends back at the meeting point.

Operating hours
.1:00 pm

Itinerary

U.S. Naval Academy (Pass By)

Maryland State House (Pass By)

Hammond-Harwood House (Pass By)

Additional Info

Confirmation will be received within 48 hours of booking, subject to availability
Wheelchair accessible
Tours run rain or shine.
Meeting Location Annapolis Visitor's Center (Annapolis, MD) (Exact meeting location details will be provided immediately upon purchase of tickets.)
Stroller accessible
We recommend taking our food tour at the beginning of your Annapolis visit so you can return to these wonderful eating establishments and historical sites.
Near public transportation

Transportation is wheelchair accessible
Surfaces are wheelchair accessible
Most travelers can participate
The rest of the time will be spent inside the restaurants.
Please list any food allergies/restrictions. **Accommodations can only be made if allergies or restrictions are noted at the time of booking.
This tour/activity will have a maximum of 12 travelers

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Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Reviews

4.7

based on 44 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Carolyn was great. She...

Allison_D, Nov 2025

Carolyn was great. She shared lots of history and took us to three terrific restaurants. We got a feel for the layout and history of the city. Our group size of ten worked very well

Sunday Afternoon Stroll

Nancy_D, Oct 2025

Carolyn was delightful and knowledgeable about Annapolis old and new. Looking into bringing my family from out of town back over the holidays.

Info and food

Geri_S, Sep 2025

It's historic and delicious Lots of walking Cool historic eateries It was lots of fun Coool town to visit

Great host, great restaurants !

Stephanie_M, Aug 2025

Caroline was so knowledgeable and personable and the food was amazing- we already know which restaurants we want to go back to!

Interesting...

Carolyn_K, Aug 2025

Interesting information…thought it felt long for the number of sites/stops, meaning it felt like we should have covered more turf. Food was pretty good. Liked the first 2 stops (Red Red Wine and Harry Browne’s), third stop was a bit too heavy (pasta and cream sauce with crab meat). Dessert of Lemon sorbet was very good! This is coming from someone who has been to Annapolis a number of times, so maybe my expectations are a bit higher. :-)

It's a walking tour. ...

Cheryl_B, Mar 2025

It's a walking tour. Very deliciously, filling tour! Caroline was so knowledgeable about Annapolis and her restaurant choices were perfect.

Fun and Food

caeg68, Nov 2024

The four food stops were excellent. Carolyn is very knowledgeable about the town, the history and the food. She made a point of connecting with each of us on the tour.

Bits and Bites

Elaine_F, Sep 2024

We enjoyed walking the statehouse area and really liked the stops for food and more history. We had a congenial group and a hospitable guide in Carolyn. We enjoyed our Sunday trek and the good food.

Great history and food

Cynthia_K, Aug 2024

Loved hearing about the history of Annapolis and walking around the historical areas. Food was very good as well and we did not leave hungry!

Annapolis

Andrew_S, Aug 2024

The people we met. The food we very good and different that what we would normally try. Had a wonderful time

Delicious tour!

Christine_N, Jul 2024

The tour was informative and the food was amazing! It was great to hear about some of the history and we certainly did not leave hungry!

Nice mix of history and food

Kim_S, Jul 2024

Great mix of food and history. Carolyn was VERY knowledgeable about all thing’s Annapolis and we loved all of the stories she told. Great choices of restaurants and food. Did not like that we had to walk for an hour before first food stop. Tips: please slow down. It’s a walking tour and you speed walked most of the time when there were both older adults and young children who struggled to keep up. Also, no need for the actress accent. This made it difficult to understand what you were saying at times. Regular voice was great. Loved the tour; highly recommend!

A perfect 6-7 Km walk with some food and plenty of stops.

Teri_O, Jun 2024

We picked a perfect day to walk Annapolis with Carolyn, our guide. We loved all the history and all the food. It was a 1 pm start time and after walking for about 1:20 min we started the feasting. All the choices were scrumptious. We had plenty of stops for toilet breaks. I would definitely do this again. The starting point is the visitor center with nice air conditioning and clean toilets.

Annapolis with Carolyn on Food Tour

Gary_S, Jun 2024

We had a wonderful time walking around Annapolis with Carolyn. She was extremely informative about the history of the area, told some enjoyable stories, mixed in a sense of humor, along with good food. A beautiful weekend in Annapolis.

Combination of history and deliciousness

JANE_B, May 2024

The tour was a great combination of walking and learning about historically significant places in Annapolis and great food stops. We tasted delicious food at 3 places and then finished by having amazing local ice cream. I would highly recommend the tour and our guide, Carolyn, was great. Come hungry!

An Excellent tour - you'll come away full of knowledge and food

Andrew_S, Oct 2023

Our tour guide, Carolyn, was absolutely excellent. She was knowledgeable, attentive to the size of the group and extremely friendly. I highly recommend taking the tour with her.

Wonderful way to spend the afternoon in Annapolis

Janis_S, Jul 2021

The buildings were fantastic, especially the one across from St Anne Episcopal Church. We enjoyed the food, too. It broke up the tour in nice way and we got to know the group better in conversation. The guide was fantastic...

Highly recommend

Johanna_L, Jun 2021

This was such a great experience overall! The tour stopped at four different places and provided some great food. Come hungry and might want to plan on a light dinner or dinner later. You will leave full. We learned a lot from our wonderful guide. She shared so much history, answered all of our questions and clearly loves her job. It was a fun thing to do to get the layout of the town and see some things we probably wouldn’t have found on our own. Highly recommend!

Great experience

Srinivas_V, May 2021

Carolyn was awesome very knowledgeable and the licks were perfect and the tour with all the history and local ears was memorable. Thank you

Average Food Tour Review

Pattu P, Oct 2019

I have been on a handful of food tours in the US & Canada and this one I would rate as mediocre. The amount of walking was just right. The highlights on the history of Annapolis were good. However, the places we had samplers could be refined. Harry Brown's was excellent - Maryland She Soup & Crab empadada (excellent apps & atmosphere & water) ?? crowded establishment - raw oyster & 1 ounce of some type of beer - I would recommend to find another establishment with a more unique appetizer and add a specialty cocktail. Irish Pub - 3 samplers which were too much as most of us could not finish (water). I would recommend 2 appetizers and an Irish coffee. Red Red Wine - pizza & cake & water (tasty unique pizza) I would recommend a sampler of red or white glass of wine. I think the tour would have been better if another establishment offered dessert instead of a combo at the last one.