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Annapolis

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
Ashes and Apparitions of Annapolis Ghost Tour
Special Offer
Special Offer
4.5 (92)

Ashes and Apparitions of Annapolis Ghost Tour

Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.5 (92)
$25
$24
Annapolis Historic Walking Tour: Harbor and Colonial Downtown
Special Offer
Special Offer
5.0 (46)

Annapolis Historic Walking Tour: Harbor and Colonial Downtown

Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and US Naval Academy. We'll see the Georgian mansions,...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (46)
$235
$234
Amazing Annapolis Scavenger Hunt
Special Offer
Special Offer
4.2 (9)

Amazing Annapolis Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.2 (9)
$16
$15
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
Special Offer
Special Offer
4.5 (14)

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Come on to our Haunted Pub Crawl Tour in Annapolis! Enjoy some liquid courage while hearing ghostly tales of Annapolis' most historic haunts and drinking...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.5 (14)
$29
$28
The Original Walking Ghost Tour by Annapolis Ghost Tours
Likely to Sell Out
Likely to Sell Out
4.5 (44)

The Original Walking Ghost Tour by Annapolis Ghost Tours

The original 90-min Annapolis Ghost Tours are the only tours created by our owner, noted local Maryland historian, and author of "Haunted Annapolis". Don't be...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.5 (44)
$26
$25
Historic Annapolis Food Tour
Special Offer
Special Offer
4.7 (48)

Historic Annapolis Food Tour

During The Historic Annapolis Food Tour, you will enjoy a series of dishes from restaurants in downtown Annapolis while weaving through historic sites. The tour lasts...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.7 (48)
$80
$79
Annapolis Colonial and Maritime History Walking Tour
Special Offer
Special Offer
5.0 (6)

Annapolis Colonial and Maritime History Walking Tour

Step back in time on this 2-hour guided walking tour through the beautifully preserved Historic District of Annapolis, Maryland. Visit the Maryland State House, once...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (6)
$39
$38
Historic Annapolis Walking Tour - Small Group Guided Tour
Special Offer
Special Offer
4.9 (17)

Historic Annapolis Walking Tour - Small Group Guided Tour

Annapolis Walking Tours provides entertaining and informative tours throughout historic Annapolis. This tour is wonderful for people of all ages and involves approximately 2 miles...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.9 (17)
$35
$34
Urban Sketching and Painting Activity in Old Town Annapolis
Special Offer
Special Offer
5.0 (1)

Urban Sketching and Painting Activity in Old Town Annapolis

Paint charming architecture in the heart of Annapolis' historic district with a local award-winning watercolorist and teacher. Take home a piece of original art and...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
$120
$119
Tipsy History Tour: 300+ Years of Annapolis Drinking History
Special Offer
Special Offer
5.0 (39)

Tipsy History Tour: 300+ Years of Annapolis Drinking History

Explore Annapolis' vibrant past on this unique historical pub crawl. Over two hours, discover how drinking influenced the city and the nation while enjoying recommended...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (39)
$39
$38
Hidden History Pub Crawl of Historic Annapolis
Special Offer
Special Offer
5.0 (1)

Hidden History Pub Crawl of Historic Annapolis

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$30
$29
The Original Haunted Pub Crawl by Annapolis Ghost Tours
Special Offer
Special Offer
4.6 (21)

The Original Haunted Pub Crawl by Annapolis Ghost Tours

The only Haunted Pub Crawls permitted inside the oldest and most haunted pubs in Historic Downtown Annapolis. Enjoy a 2-hour guided adventure on our haunted...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (21)
$31
$30
Annapolis adventures by style
Recent Annapolis adventurer reviews
Fun evening filled with...
New York City
Tipsy History Tour: 300+ Years of Annapolis Drinking History
Kathleen_S, Jul 2026
Fun evening filled with...
Fun evening filled with great stories and theme based cocktails. Easy stroll through downtown Annapolis made for an enjoyable evening. Definitely recommend even if you’re a local!
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Best History Lesson Ever!
New York City
Tipsy History Tour: 300+ Years of Annapolis Drinking History
vaident, Jul 2026
Best History Lesson Ever!
What a fun and interesting evening! We learned so much about the history and evolution of spirits and cocktails in the Maryland area, and got to taste some drinks that I had never had before. Super informative and our guide was a pleasure. Do yourself a favor and spend an evening doing the Tipsy History Tour! Non alcoholic drinks are available if you’re in for the history but want that option. There is some walking from pub to pub but it was very easy.
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Great Intro to Annapolis
New York City
Historic Annapolis Walking Tour – Small Group Guided Tour
SSLakeWinni, Jul 2026
Great Intro to Annapolis
Rebecca did a great job on a very hot day. We learned lot about the history of Annapolis which was helpful given it being our first time visiting. The tour of the State Capital building was a special highlight.
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Great Experience
New York City
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
D6006TWdeank, Jul 2026
Great Experience
It was a very fun time. We learned a lot of history while on the tour.
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Excellent Tour
New York City
Annapolis Colonial and Maritime History Walking Tour
Michelle_S, Jul 2026
Excellent Tour
This was an excellent tour. The tour guide (William) was incredible. Very knowledgeable. Especially if you like history, this is definitely a tour you want to take.
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It was amazing!!!
New York City
The Original Haunted Pub Crawl by Annapolis Ghost Tours
OliviaBabine, Jul 2026
It was amazing!!!
Tour guide was amazing. Loved the pub choices. Stories were very cool and detailed. Would definitely recommend.
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Great tour
New York City
Ashes and Apparitions of Annapolis Ghost Tour
379caitlanp, Jul 2026
Great tour
Some history and some ghost stories! Always fun to learn about the area you’re visiting
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Great time!
New York City
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
Kristen_F, Jul 2026
Great time!
The guide was friendly and knowledgable and the bar tenders just great! Such a lovely town to learn about and walk around in.
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Best guide ever
New York City
Annapolis Colonial and Maritime History Walking Tour
TODD_B, Jul 2026
Best guide ever
Our guide was so fantastic and knowledgeable. We learned so much with him. Couldn't have had a better time.
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Great Historic Annapolis Tour
New York City
Annapolis Historic Walking Tour: Harbor and Colonial Downtown
lktowens, Jul 2026
Great Historic Annapolis Tour
Absolutely fantastic & informative tour. Highly recommend!
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Annapolis Tour
New York City
Annapolis Historic Walking Tour: Harbor and Colonial Downtown
Barbara_L, Jul 2026
Annapolis Tour
Our tour guide, Michael, was extremely knowledgeable and answered all our questions. The private tour for our group of 4 adults was worth the money.
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annapolis
New York City
Historic Annapolis Walking Tour – Small Group Guided Tour
Lori_K, Jul 2026
annapolis
History of the tour was spot on , great tour for first timers and wanting history of Annapolis! Our tour guide was amazing!
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Fun, educational and entertaining!
New York City
The Original Walking Ghost Tour by Annapolis Ghost Tours
sharil802, Jun 2026
Fun, educational and entertaining!
Charlie, our guide, was GREAT! Very knowledgable and entertaining.
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Ghost Tour Supreme
New York City
The Original Walking Ghost Tour by Annapolis Ghost Tours
judyolsonann, Jun 2026
Ghost Tour Supreme
Charlie was a very effective guide, dramatizing the thrills and chills of the various sites we visited. We had a group of 7 of varied ages, but everyone enjoyed the tour!
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Annapolis Scavenger Hunt
New York City
Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views
sowmyas546, Jun 2026
Annapolis Scavenger Hunt
Enjoyed it! Get to see a lot of historic spots and sights!
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Great for solo travelers
New York City
Historic Annapolis Food Tour
Catherine_W, Jun 2026
Great for solo travelers
Carolyn gave a thorough walking tour of Annapolis - history interspersed with great food and drinks. And ice cream! A fun way to learn about this beautiful town.
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You'll receive a full refund if you cancel at least 24 hours in advance of most of our adventures.
Annapolis Attractions
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Annapolis Trip Ideas

Senior-friendly tours Annapolis

13 Tours & Activities

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9 Tours & Activities

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4 Tours & Activities

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3 Tours & Activities

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14 Tours & Activities

Top 10 Annapolis 2026

6 Tours & Activities

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