Welcome to the Annapolis & Anne Arundel County Website - Come Sail Away.

Accessibility Navigation:


Annapolis & the Chesapeake Bay - Official Destination Marketing Organization for Annapolis & Chesapeake Bay

Guided Tours

Make the most of your time in Anne Arundel County. Discover some of our most beautiful, scenic areas. Take an enjoyable, relaxing tour by boat, foot, Segway or trolley and explore some of the county’s most famous landmarks. From historic walking tours to visits of colonial homes to sunset cruises along the Chesapeake Bay, friendly sightseeing guides will be there to navigate the way. You’ll find a wide range of sightseeing and guided tours to suit your needs. Find one below.

Annapolis Carriage
Turn back time on a historic tour of Annapolis via a horse-drawn carriage. Meet us at the Museum Store ( 77 Main St.) or HistoryQuest(99 Main St). Perfect for parties, weddings, special occasions. Reservations suggested. For guided tours call 410-267-6656

Annapolis Ghosts Tours and Haunted Pub Crawls
The original Annapolis Ghost Tour is your source for not-of-this-world evening entertainment. From the 90-minute Walking Ghost Tour (Family Friendly), to the 2-hour Haunted Pub Crawl (Adults 21+ Only), there is no better way to discover the spirit, or shall we say Spirits of Annapolis! Providing an entertaining way to learn a little about the history of Annapolis and a lot about some of its most ghastly residents. Tours available by calling 800-979-3370 or online at www.annapolisghosts.com. Private Group Tours and Group Ghost Hunts available by calling 443-758-5345.

Annapolis Pub Crawls
Offering a variety of guided two hour Pub Crawls of Downtown Annapolis' oldest and most infamous drinking establishments. On a Historic Pub Crawl, relax with a cocktail while learning about Annapolis' colorful past and scandalous history through the tales of our historic taverns. On the Annapolis Beer Tour, guests will enjoy a guided beer tasting of some of our regions most delicious brews while visiting several of Annapolis' most popular watering holes! Relax with a beer while learning all about it and some other interesting history and anecdotes about the breweries and their many tasty brews.

Annapolis Sailing Cruises: Schooner Woodwind
Sail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat or sit back and relax on a two-hour sail. Special, longer event cruises, too. Departs from the downtown Annapolis Marriott Waterfront Hotel. Two 74-foot schooners offer a real Chesapeake sailing experience for public sails and private charters. Buy a ticket, or privately charter the entire boat. Fun, team match racing, corporate outings, crab feasts and catered sunset sails.

Annapolis Tours by Watermark
Journey into history, culture and FUN year round; enjoy and unforgettable walking tour through historic Annapolis with colonial-dressed guides. Tour the State House and the United States Naval Academy. Specialty tours include Haunted Ghost Tours, African American Heritage Tours and a Holiday Candlelight Stroll. For private group tours and complete schedules call 410-268-7601 or on-line at www.annapolistours.com

Annapolis Towne Crier
Invite the Annapolis Towne Crier to your event for personalized proclamations as well as guided tours through the historic downtown and the U.S. Naval Academy. Journey into history, culture, and fun with Annapolis' most experienced tour experts

Annapolis Urban Adventures
Urban Adventures is a city tour with a difference! In just a few hours we get under the skin of Annapolis - so you know it like a local! In fact many of our travelers are locals - seeing their own city in a different way! Urban Adventures will open up a whole new dimension as we see the sites and meet the people and businesses that make Annapolis unique.

Annapolis Walkabout
Architectural historian offers walking tours of Historic District and U.S. Naval Academy. Depart from Visitors Center at 11:30 a.m. Saturdays and Sundays, April-October. Tours by reservation year-round.

Benson-Hammond House
The Benson-Hammond House, circa 1830, is one of the last surviving farmhouses of the once booming local farm industry. Fully furnished, the house also serves as a period museum. Tours are available. Handicapped accessible.

Capital Bicycles Inc.
Capital Bicycles is a full service bicycle shop with a complete line of bikes. We also offer rentals and tours at www.annapolisbybike.com. Pick up and delivery available.

Capital City Colonials
Our public walking tours include Annapolis-in-an-Hour which is a 1 hour orientation tour; Historic District 101, a longer tour with colonial guides taking you inside buildings; and the Annapolis Food History Tour which includes food samplings about town. Apr. – Oct. Tours leave from 36 Market Space Annapolis, MD 21401 Phone: 410-295-9715 Website: www.capitalcitycolonials.com Email: susan@capitalcitycolonials.com

Chesapeake Bay Foundation
Come visit us and see what makes CBF's Philip Merrill Environmental Center the greenest office building in the world! One-hour guided tours may be requested, by CONFIRMED APPOINTMENT ONLY, Monday through Thursday from 10 AM - 3 PM. The cost is $5.00 per person payable in advance upon confirmation of date and time. Because of the number of requests, a minimum of two weeks notice is required for all tour requests. Two-hour guided group tours, with more extensive detail and discussion, may be requested on the third Saturday of each month, from 10 a.m. to noon and 1:30 to 3:30 p.m. An advance, confirmed, pre-paid reservation is required. ($10 tour fee for adults) Advance, confirmed, pre-paid reservations are required for all tours. For reservations or more information, please contact us at 443-482-2067 or greentours@cbf.org.

City Dock Information Booth
This seasonal information center is open daily 9am - 5pm, from April 1 to early October. Stop by for tours, maps, and general visitor information.

Discover Annapolis Tours
One-hour air-conditioned trolley tours depart from the Visitors Center, 26 West Street, April - November (winter schedule varies), to explore waterfront neighborhoods, U.S. Naval Academy (exterior), colonial history and surprises!

Down Time Sportfishing Charters
World Class Chesapeake Bay Sportfishing for private groups and family fishing charters. Full Time Professional Fishing Guide services and Annapolis area Chesapeake Bay Cruising. Licensed for up to six guests. Come on aboard and have a great day on the Bay! Call 443-949-8030 or visit our website at www.DownTimecharters.com for complete details.

Hammond-Harwood House
Visit America's "most beautiful Anglo-Palladian house." This jewel was built in 1774 by English architect William Buckland for wealthy tobacco planter Matthias Hammond. See on of America's finest collections of 18th-Century decorative and fine arts.

Historic Annapolis Foundation
Offering two self-guided walking tours, "Historic Annapolis Walk with Walter Cronkite" and the "African American Heritage Walking Tour." available at the Historic Annapolis Foundation Museum Store

Historic London Town & Gardens
Experience history, archeology and horticulture at this 23 acre county park. Reconstruction of colonial buildings from the lost town of London, tours of the William Brown House (a national Historic Landmark), an 8-acre woodland garden and 3 historic gardens are featured.

Kayak Annapolis, LLC
Enjoy an educational and exciting guided tour on sit-on-top kayaks through one of America's oldest seaports. The harbor and the Naval Academy will be the backdrop for our 3 hour tour that is history rich and designed for everyone- corporate groups, families, and leisure vacationers.

Kunta Kinte Foundation Inc.
The Kunta Kinte-Alex Haley Foundation supports development initiatives for the Kunta Kinte-Alex Haley Memorial located at the City Dock in Annapolis. The Foundation encourages greater study and awareness of African American culture, history, and genealogy and supports the research of family heritage. Resource Center open to the public.

Navy Annapolis Flight Center, Inc.
Aerial tours of Annapolis, Eastern Shore or destination of your choice; tailored flight transportation to restaurants, resorts, antiquing, attractions and other local outdoor activities; charter flights available to any destination.

Pirate Adventures on the Chesapeake
Come aboard for a Pirate Cruise. Let your child enjoy life a s a piratewhile you relax and enjoy the ride. Kids get their faces painted, dressup in pirate garb, fire water cannons and more!

Segs in the City
Come segway through historic Annapolis and city dock. Learn to ride while having fun! Daily 1 hour and 2 hour safaris. Advance reservations a must. Call or reserve on-line.

SegZone
We offer a new twist on old vacation favorites by offering pre-arranged, individual or group tours to historical sites and other outdoor attractions. SegZone takes it up a notch and also offers indoor and outdoor competitve and non-competitive events such as obstacle courses, corporate events such as team building retreats and rentals.

Terrapin Adventures
Let yourself soar! Terrapin Adventures has an outdoor adventure center and eco-tours featuring climbing tower, zip line, giant swing and high ropes course for individuals and groups looking for fun. We call it no sweat adrenaline! All advertures are led by trained guides including kayak, biking, hiking, geo-cashing, sailing, horseback riding river tubing. Learn new skills as we share the wonders of Central Maryland. Equipment provided.

U.S. Naval Academy/Armel-Leftwich Visitor Center
The Visitor Center (inside Gate 1) features guided walking tours of the Academy, free film, graduates in space exhibit, sample midshipman room, John Paul Jones exhibit and gift shop. Tours departing from the Visitor Center, include: Bancroft Hall, home of the Brigade of Midshipmen; the US Naval Academy Chapel, cathedral of the Navy; and the crypt of John Paul Jones, famous Revolutionary War naval hero.

Watermark Tours, Charters, Cruises
Getting out on a boat in Annapolis is fun for adults and kids-and dog-friendly too. Enjoy a Watermark 40 minute Annapolis Harbor Cruise, a 90 minute Chesapeake Bay Cruise, a 2 ½ hour Lighthouse Cruise, Pirates of the Chesapeake, or a full Day on the Bay to St. Michaels. Charter Watermark’s luxury yachts on the Chesapeake Bay for weddings, corporate outings, team building and special occasions. For more information call 410-268-7601 or on-line at www.watermarkjourney.com

West River Cruises
Cruise the beautiful West and Rhodes Rivers on the historic Chesapeake Bay built Richard Lee. The Richard Lee, a classic 65 foot, 110 passenger, Coast Guard certified, double decked tour boat offers sunset cruises and custom charter events.

Maryland Welcome (link opens in a new window) Annapolis & the Chesapeake Bay - Official Destination Marketing Organization for Annapolis & Chesapeake Bay Chesapeake Bay Gateways (link opens in a new window) Enter the Great Chesapeake Scavenger Hunt