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Welcome to Annapolis

Annapolis, the Maryland state capital, is a historic port city on the Western Shore of Chesapeake Bay. The area has been settled since 1649, and the city served as the United States’ temporary capital in 1783-1784. An 18th century port of entry and center of boat building, sail making, and the bay oyster and seafood industry, home to the United States Naval Academy established in 1845, Annapolis’ historic district includes 18th-century brick houses and the Maryland State House, the oldest in continuous use in the U.S. Historic City Dock is a popular place for relaxing, dining, and boat-watching, and Main Street leading to the Dock is packed with historic inns, galleries, gift shops, pubs, and restaurants.

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Things To Do In Annapolis
Amazing Annapolis Scavenger Hunt

Amazing Annapolis Scavenger Hunt

6
 2 hours  Free Cancellation  Instant Confirmation
from
$27
Ghosts of Annapolis: Boos & Booze Haunted Pub Crawl
Likely to Sell Out

Ghosts of Annapolis: Boos & Booze Haunted Pub Crawl

New To The Site!
 2 hours  Free Cancellation  Instant Confirmation
from
$35
3 Hours Guided Tour in Annapolis

3 Hours Guided Tour in Annapolis

New To The Site!
 3 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
from
$143
Walking Ghost Tour of Historic Annapolis

Walking Ghost Tour of Historic Annapolis

New To The Site!
 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$26
Small Group Annapolis Walking Tour

Small Group Annapolis Walking Tour

New To The Site!
 2 hours 30 minutes  Free Cancellation  Instant Confirmation
from
$101
Phantoms of Annapolis Ghost Tour By US Ghost Adventures

Phantoms of Annapolis Ghost Tour By US Ghost Adventures

32
 1 hour  Free Cancellation
from
$30
Annapolis Scavenger Hunt: Red Bricks & Blue Views

Annapolis Scavenger Hunt: Red Bricks & Blue Views

15
 2 hours  Instant Confirmation
from
$12.31
Historic Annapolis Food Tour

Historic Annapolis Food Tour

17
 3 hours 30 minutes  Free Cancellation
from
$76
Heritage Region Wine Tour
Likely to Sell Out

Heritage Region Wine Tour

11
 5 hours  Free Cancellation  Instant Confirmation
from
$175
Annapolis tours by style
Recent Annapolis traveler reviews
Great tour! Great guide!
Phantoms of Annapolis Ghost Tour By US Ghost Adventures
Great tour! Great guide!
K5125ZAkylew, Nov 2023
I went on this tour solo and had such a great time! Very informative. Even as someone familiar with the area I still learned a lot. The guide was knowledgeable and easy to talk to.
Spooky fun
Phantoms of Annapolis Ghost Tour By US Ghost Adventures
Spooky fun
G8158GBlizzieb, Oct 2023
Tour guide was great and had such a fun personality. We had such an awesome time learning the history and hearing all the spooky hauntings.
Educational, fun, learned about some great restaurants and had no idea how beautiful Annapolis really is. I want to explore mir
Historic Annapolis Food Tour
Educational, fun, learned about some great restaurants and had no idea how beautiful Annapolis really is. I want to explore mir
Pam C, Oct 2023
Carolyn was exceptional. She was humorous, knowledgeable, very engaging and absolutely fun to have as our guide. If / when we go again, i would definitely want her as our guide.
Great food tour
Historic Annapolis Food Tour
Great food tour
Inspiration796797, Oct 2023
We had an awesome time. The tour guide was extremely knowledgeable and gave us loads of info on the tour. The restaurants we visited had terrific food! I definitely recommend this tour.
Fun way to spend a couple hours!
Amazing Annapolis Scavenger Hunt
Fun way to spend a couple hours!
Danspeanut, Jul 2023
Super fun hunt through Annapolis! I thought the hunt would be more focused on history but ended up being more of a romp through the streets complete with side quests, interactions with strangers for points, and a live host (through WhatsApp) to guide us through the day. Our small team made the international leaderboard and we had a great time!
So Much Fun!
Amazing Annapolis Scavenger Hunt
So Much Fun!
DonnaG242018, Jul 2023
We had a blast doing the Amazing Annapolis and Scavenger Hunt. Even though we’ve been to the city a number of times before, it was a fun way to see some new places from a different perspective. The guidance from the support team was clear, and we appreciated being able to determine our own path and strategy through the game. Definitely recommend!
A quick tour of downtown Annapolis
Annapolis Scavenger Hunt: Red Bricks & Blue Views
A quick tour of downtown Annapolis
johnbG8207PN, Jun 2023
A great tour of some sites in Annapolis, some I knew, some I did not. The order of the sites were good because they allowed you to walk pass other sites to visit later. The option to pause was good because we had a late breakfast during the tour. Wear good walking shoes and pace yourself as there are a few hills. The app did not always know you were right in front of the site, but you are still able to check in. We would probably take another one of these tours.
Great tour. Would take another one any day.
Heritage Region Wine Tour
Great tour. Would take another one any day.
leroyk822, May 2022
It was a rainy day but I am glad I went. Incredible day. Great wine. Our host Pamela was great as well. I highly recommend Vino 301.
Great Birthday Experience
Heritage Region Wine Tour
Great Birthday Experience
kimwI9680QV, Nov 2021
I decided to book this wine tour for my birthday and it didn't disappoint. The transportation was top notch and on time, gift bags were awaiting us on the van, the wineries were prepared for our visit, lunch was fantastic, live music at 2 of the 3 wineries and Pam was a good tour guide. This was a very well organized tour and we were fortunate enough to share the tour with a group of teachers that were a hoot!
Fun
Annapolis Scavenger Hunt: Red Bricks & Blue Views
Fun
andrewtT3680VB, Jun 2021
Our tour guide was awesome. Her spirit and knowledge were excellent. She kept us engaged. She had us communicating as a group.
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You'll receive a full refund if you cancel at least 24 hours in advance of most of our tours.
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