Annapolis Tours by Watermark

Group Tours of Annapolis

Guided Tours of the United States Naval Academy, Maryland State House and so much more!

Pricing reflects the discount for groups of 30 or more people. If you have any questions or if you would like help customizing a tour for your group, call 410.268.7601 x104, or contact us.

Walk with the Colonials

Three/Four Centuries Walking Tour Pricing
Watermark's Tour Guide Squire Fred

Our colonial attired tour guides will bring history to life. Stroll through the historic places and rich traditions of downtown Annapolis and be inspired by the sights and sounds of the U.S. Naval Academy, home to over 4,000 midshipmen. (Building interiors when available)

$16/Adults, $4/Children 3-11, Children 2 & Under Free
1 person free per 30 guests
2¼ Hour Tour
Photo ID Required for guests 16 years of age and older
$175.00 Minimum applies

Colonial Stroll: 90 Minute Tour Pricing
Annapolis Tours - Colonial Tour Guides

Tour the heart of Annapolis as our colonial attired guides lead the way. Tour includes the interior of the Maryland State House and famous historic mansions (Building interiors when available)

$13/Adults, $4/Children 3-11, Children 2 & Under Free
1 person free per 30 guests
1 ½ Hour Tour
Photo ID Required for guests 16 years of age and older
$175.00 Minimum applies

African-American Heritage Tour     "2006 Heritage Award Winner"
African-American Heritage Walking Tour

In Partnership with the Kunta Kinte-Alex Haley Foundation

This unique walking tour traces the rich history of African Americans in Annapolis with their impact nationally and internationally. Key historical sites including the Kunta Kinte-Alex Haley Memorial and the Thurgood Marshall Memorial are a part of this journey.

$16/Adults, $4/Children 3-11, Children 2 & Under Free
1 person free per 30 guests
2 Hour Tour
$175.00 Minimum applies

Haunted Ghost Tour
Annapolis Haunted Ghost Tour

As the sun sets on the horizon and darkness begins, our colonial guides will lead you by candlelight through this historic and haunted town. Come hear stories of old and see if you can catch a glimpse of the spirits who still linger in the midst.

$16/Adults, $10/Children 3-11, Children 2 & Under Free
1 person free per 30 guests
1 ½ Hour Tour
$175.00 Minimum applies

Tavern Supper: 4 Course Meal
Middletons in Annapolis- Tavern Supper

Step back in time as you dine in a local tavern. Enjoy choice victuals, good wine, and hearty breads as your tavern mistress or squire and their indentured servant share the current gossip or the latest news from England.

 

Starting at $65.00/person: includes a 4 course meal, complimentary glass of wine and entertainment.
Tax and Gratuity included
Group Minimum: 30 guests

Colonial Coach & Stroll : 2 Hour Tour
Historic Annapolis Walking Tour

The perfect combination! Our colonial attired guide will step aboard your motor coach for a driving tour of historic Annapolis. View St. Anne's Church, Severn River Overlook, and the Maryland World War II Memorial.

You will then return to the Maryland State House where your guide will take you on a walking tour of the country's oldest capital in continuous legislative use. (Building interiors when available)

$11/Adults, $9/Children 3-11, Children 2 & Under Free
1 person free per 30 guests
2 Hour Tour
Photo ID Required for guests 16 years of age and older
$175.00 Minimum applies

Step-on Guide: 1 Hour Tour
Squire Fred

Let our colonial attired guide step aboard your motor coach as you travel the streets of historic Annapolis. Learn about the rich and diverse history of this special place as you pass the Maryland World War II Memorial and the scenic Severn River Outlook.

$175/tour guide.
1 Hour Tour
Women of Achievement in Maryland’s Capital City
Colonial Attired Walking Tour Guide

Enjoy a leisurely two hour stroll in Annapolis’ historic district led by a guide in colonial dress. Visit sites connected with the woman who demanded the right to vote in 1648; the woman appointed Maryland’s official printer in the eighteenth century; the woman who responded to General Washington’s plea to save continental soldiers in the Revolutionary War; the runaway female slave called Moses who led her people to freedom; and the woman recognized as the invisible member of Lincoln’s cabinet credited with preventing Maryland’s secession in the Civil War. This walking tour spans four centuries of achievements by notable women, including the Mayor of Annapolis.

$175.00 Minimum applies

 Call for pricing.

Any tour may be cancelled due to severe weather or mechanical breakdown.