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From quaint B&Bs, to high-end hotels, to sleeping on a sailboat in the Annapolis Harbor, there's no shortage of rooms available in Annapolis.

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BUSINESSES (10)

Discover Annapolis Tours - 40 Minute Tour (Seasonal)
Tours

Two Trolley Tours available - 40 minutes or 60 minutes: Our 40 minute tour offers "A little about a lot!" Sit back and relax as we get away...

Navy Yard Tour with Annapolis Tours
Tours

Explore the yard of the United States Naval Academy with a certified USNA tour guide from Annapolis Tours by Watermark. Watermark's Four Cen...

Discover Annapolis Tours - 60 Minute Tour (Seasonal)
Tours

Our 60 minute tours start and end at the Annapolis Visitor's Center, located at 26 West St. There are about 1300 buildings in Annapolis at l...

Group Tours Departing from the USNA Visitor Center
Tours

Bringing a large group to Annapolis? Plan to take a group tour of the United States Nava Academy. The Academy provides tours for groups of 1...

Haunted Harbor Tours
Tours

History, Mystery, and GHOSTS! Hear the chilling stories of Haunted Government Buildings, Victorian Homes, Brutal Murders, Witch Trials, Med...

Waterman Heritage Tours
Fishing & Crabbing

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Colonial Tours of Annapolis
Tours

Whether making a day trip to Annapolis, vacationing in the area, or living here, a walking tour of Annapolis is the best way to really exper...

Public Tours Departing from the USNA Visitor Center
Tours

Start your visit to the United States Naval Academy (1845) at the Armel-Leftwich Visitor Center, where knowledgeable Information Specialists...

Annapolis Tours by Watermark
Tours

Journey into history, culture, and fun year round; enjoy an unforgettable walking tour through historic Annapolis with period dressed guides...

Annapolis Food Tours
Tours

Annapolis Food Tours is the city's premiere source for food tours, culinary events, and corporate team building events that bring together h...

EVENTS (10)

Damien Escobar: Elements of Love Tour

Damien Escobar is a world renowned violinist, author, entrepreneur, and philanthropist, hailing from Jamaica, Queens, New York. His musical ...

Tinsley Ellis & Tommy Castro and The Painkillers: The T'n 'T Tour

Tommy Castro - Blazing soul-blues rocker Tommy Castro’s musical roots run deep. As he unleashes his high-energy music to fans all over...

Squirrel Nut Zippers: Holiday Caravan Tour

While your chestnuts might be roasting in the summer heat at the moment, fear not Zipsters! The Squirrel Nut Zippers Holiday Caravan Tour wi...

The Music of Cream – Disraeli Gears Tour

Fifty years since their earth-shaking debut album, the bloodlines of that hallowed trilogy come together to pay tribute to Cream's legendary...

John 5 & The Creatures: Invasion Tour 2019

John 5 has worked with a varied range of artists. He has been a guitar player for some of the biggest headlining rock bands in the world as ...

Kevin Griffin: Anywhere You Go Tour

It happened at just the right time... Three decades into an illustrious and multifaceted career, Kevin Griffin finally decided to write and...

James Brice House Hard Hat Tour

Step inside the scaffolding at the James Brice House and discover preservation in progress both inside and out of this architectural gem! Ta...

Boz Scaggs: Out of the Blues Tour 2019

It's appropriate that Boz Scaggs' new album is Out of the Blues, since the blues is what first sparked his five-decade musical career. Bor...

The Big Damn Blues Revolution Tour feat. The Reverend Peyton’s Big Damn Band, Dom Flemons & JD Wilkes

The Big Damn Blues Revolution Tour brings together three amazing artists who are master musicians and showmen. They also have a special bond...

Annapolis and Colonial Painters Tour

Some of the most well-known Colonial artists regularly worked in Annapolis. This curator-led tour of the William Paca House will provide an ...

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