Annapolis Tours, Attractions & Experiences
When visiting Annapolis it is fun to have a guide that is filled with all the knowledge of this beautiful city on the Chesapeake Bay. They are ready to take you on a walking tour, a ride on a boat or in a vehicle.
If your group just wants to get out and create an experience on your own and we have you covered for that as well.
Advanced reservations are recommended.
The Best Annapolis Tours, Attractions and Experiences
The businesses in bold financially support the downtown annapolis partnership a 501c3 non-profit working to make downtown annapolis even better..
Annapolis Boat Shows spring and fall boat shows
Tickets
Annapolis Eventours electric car tours and transportation
A nnapolis Maritime Museum maritime heritage & Chesapeake Bay museum & boat tours
Annapolis Summer Garden Theatre outdoor community theatre
Tickets
Annapolis S ymphony Orchestra performing arts organization
Hammond-Harwood House historic mansion and museum with tours
Historic Annapolis, Inc. museum and historic sites including Hogshead & William Paca House
Maryland Hall performing and visual arts and education center
Elizabeth Myers Mitchell Art Museum art gallery within St. John's College
Mission Escape Rooms interactive escape room experience
Naval Academy Business Se rvice Division Naval Academy Visitors Center and gift shop
Schooner Wood win d Annapolis sailing cruises
Watermark tours, Charters and Cruises
Tickets
Annapolis Sailing Adventures
Banneker Douglas Museum
Chesapeake Crossroads Heritage Area
Mitchell Museum
14 Top-Rated Attractions & Things to Do in Annapolis, MD
Written by Lura Seavey and Lana Law Updated Dec 22, 2023 We may earn a commission from affiliate links ( )
Located on Chesapeake Bay, Annapolis is a picturesque community with lovely historic buildings and scenic views out over the ocean. As the state capital, Annapolis is also home to some of the best museums and historic sites in Maryland.
Among Maryland's highlights are the U.S. Naval Academy and the associated Academy Naval Museum, the Old Senate Chamber in the State House, the Annapolis Maritime Museum, and the William Paca House and Gardens.
The city also has a vibrant theater scene; some lovely parks; and a lively arts district, which hosts regular festivals and events during the summer months, including the romantic Dinner Under the Stars. Annapolis is also known to many as "America's Sailing Capital," and for good reason.
Annapolis hosts a variety of boat shows each year, and the bay is always alive with sailboats and yachts. Find the best places to visit in the city with our list of the top attractions and things to do in Annapolis.
See also: Where to Stay in Annapolis
1. Tour the Annapolis Historic District
2. u.s. naval academy museum, 3. relax at quiet waters park, 4. maryland state house, 5. hammond-harwood house, 6. william paca house and garden, 7. kunta kinte - alex haley memorial, 8. learn about african-american history at the banneker-douglass museum, 9. sandy point state park, 10. st. anne's church, 11. annapolis maritime museum, 12. chesapeake bay sailing excursions, 13. fort meade nsa cryptologic museum, 14. historic london town and gardens, where to stay in annapolis for sightseeing, map of attractions & things to do in annapolis, md, annapolis, md - climate chart.
Annapolis is one of the oldest cities in the United States and served as the nation's capitol before it was moved to the District of Columbia, and as a result, it is brimming with historically significant buildings and landmarks. Annapolis was one of the first cities to be designated a National Historic Landmark District, an area that includes top historic attractions like the William Paca House, St. Anne's Church, and the Maryland State House.
There are several guided and self-guided tours available, which focus on various aspects of the district, including architecture, the founding of the nation, and African-American history.
Tourists who want to explore the heart of the Historic District on their own via foot should start at the Museum of Historic Annapolis at 99 Main Street to get an overview of the district's history. From here, head up Prince George Street to admire Sands House , built as early as 1681. Next, explore Pinkney Street, passing the 18 th -century Waterfront Warehouse; Shiplap House (built around 1715); and Hogshead , a small residential building typical of the era (open weekends April-November).
After admiring the impressive James Brice House at the junction of East Street, proceed on Prince George Street to visit the neighboring William Paca House and Garden . Continue west past the Judge John Brice House, then take a right onto Maryland Avenue for a stroll past the Chase-Lloyd House and a tour of the Hammond-Harwood House .
To visit the Maryland State House, head back down Maryland Avenue and continue to the State Circle, where you will pass the Old Treasury Building before heading up East Street to reach your starting point on Prince George Street.
The U.S. Naval Academy Museum was established in 1845 to commemorate the longstanding traditions of the U.S. Navy and Marines. Its mission is to preserve various artifacts and memorabilia related to engagements, significant achievements, training at the Academy, and naval figures.
Among its collections, the museum's most impressive is its room full of model ships. These models are remarkable for several reasons, most notably for the fact that each model was made at the same time that its full-sized counterpart was being constructed. The models date back as early as 1650, each an extremely detailed reproduction, several of which provide the only record of the ship's construction.
Additional exhibits include a look at the history of naval operations, personal artifacts, medals, and uniforms of varying ranks of seamen, and an impressive collection of ship instruments. Families will appreciate that this is a free Annapolis attraction, and find that the museum does a great job at engaging kids.
Address: 118 Maryland Avenue, Annapolis, Maryland
Quiet Waters Park has a wide range of things to do within a beautiful setting between Harness Creek and South River. Covering 340 acres, it has extensive hiking trails and six miles of paved trails for bicycles, running, or walking, many of which lead to breathtaking scenic overlooks.
Those who are traveling with four-legged kids will appreciate its two fenced dog parks, as well as the dedicated dog beach, and human kids will love the large playground. The park's mini-marina rents kayaks, canoes, rowboats, and paddleboats, as well as bicycles.
The park is also home to beautiful formal gardens and adjacent event facilities, a popular spot for weddings and romantic photos, as well as host to summer concerts. The visitor center displays the work of local artists in its galleries, and there is a great café at the park, which serves locally sourced fare.
Address: 600 Quiet Waters Park Road, Annapolis, Maryland
The Maryland State House is loaded with history, having once served as the capital of the fledgling United States of America. Completed in 1779, it is the oldest state house still in continuous use by legislature, and its wooden dome was completed in 1794, making it the oldest and largest wooden dome of its kind in the United States.
This building was the meeting place of the Continental Congress form November of 1783 to August of 1784, during which time the ratification of the Treaty of Paris was signed, and George Washington resigned as General of the Continental Army, officially ending the Revolutionary War.
In the lobby, tourists can clearly see where the old wood-and-plaster construction meets the updated section, which was added between 1902 and 1906, featuring stately marble columns and walls.
Address: 100 State Circle, Annapolis, Maryland
Official site: http://msa.maryland.gov/msa/mdstatehouse/html/home.html
Built in 1774 and designed by William Buckland, this historic home is Maryland's finest example of late colonial architecture. Perhaps the most striking feature you will notice upon entering is the Rococo-style carvings and moldings found throughout the first floor, elegant and exquisitely detailed.
The home is presented almost exactly as it was originally, and those interested in its construction will be fascinated by the horizontal floor pegs, which have been revealed to show how the parlor floor was made. Among the original furniture on display are several sets made by John Shaw, and notable artwork includes paintings by Charles Wilson Peale and Rembrandt Peal's portrait of George Washington.
Visitors will particularly enjoy seeing the portrait of his daughter Ann holding her doll, with the very same doll on display below. The Hammond-Harwood House is also known for its lovely gardens, as is the historic Charles Carroll House on Duke of Gloucester Street and the Chase-Lloyd House , which features a remarkable rose garden.
Address: 19 Maryland Ave., Annapolis, Maryland
Official site: hammondharwoodhouse.org
This grand colonial-era home was completed in 1765 for William Paca, a wealthy young planter who was a signer of the Declaration of Independence and Governor of Maryland. The home spent several years as the lobby of a hotel that covered its former gardens.
After painstaking repairs to the home and a detailed reconstruction of the gardens from old photographs, today the William Paca House has one of the loveliest gardens in Annapolis. Covering two acres, the garden features five terraces, which have been planted with flora authentic to the original, including a variety of topiaries, a medicinal herb garden, and water gardens. The garden also houses a lovely pool and a domed summer house, as well as plentiful shaded benches for taking in the view.
In the home, more than a dozen rooms have been fully restored and furnished with period pieces and decorative arts. The visitor center provides insights into the history of William Paca, the home, and the gardens.
Address: 186 Prince George Street, Annapolis, Maryland
This memorial includes the Kunta Kinte storytelling sculptures, the Story Wall, and the Compass Rose. Located near the City Dock, this is the nation's only site that recognizes and names an individual slave's arrival. Alex Haley's iconic character from his novel Roots was based on his real-life ancestor who was born in 1750 in Gambia.
The sculpture collection shows Alex Haley reading a book to a group of three children, emphasizing the importance of both the oral storytelling tradition and the power of the written word. The Compass Rose sits nearby, next to the Market House, a granite and bronze map of the world, which features Annapolis at the center.
The Story Wall consists of several bronze plaques, which are set along the seawall. Their inscriptions are focused on the healing and growth that is still needed to overcome the lasting cultural trauma created by slavery and oppression. Themes include forgiveness, heritage, family, love, and faith.
Official site: https://kintehaley.org
history, dedicated to education and preservation. The museum's permanent exhibit explores the history of African Americans in Maryland from the first slave's arrival in 1633.
Visitors are able to listen to a speech made by Frederick Douglass, learn about Thurgood Marshall's efforts in changing the education system, and see artifacts like Harriet Tubman's reward poster. The museum also features multiple changing exhibits, which look at various topics, from the art and culture of African tribes to the work of African-American artists.
The museum also offers special events on a regular basis that introduce temporary exhibits and give visitors the opportunity to learn more about local and national research, projects, and initiatives related to African-American history and the myriad of social, political, and economic issues that have shaped the past and influence the future.
Address: 84 Franklin Street, Annapolis, Maryland
Official site: www.bdmuseum.maryland.gov
Located on the shores of Chesapeake Bay, this beautiful state park offers a range of activities for visitors. Many flock here for the mile of sandy beach, a good place for families, with lifeguard stations, a bathhouse, food concessions, and beach supplies. There is also a playground near the beach, as well as picnic areas and a pavilion for larger groups. Park facilities also include a marina with boat rentals.
The park is also on the "Eastern Flyway," a flight path for many species of migratory birds, making this a great spot for bird-watching. There is a nature center and interpretive center for those who want to learn more about the local flora and fauna, and a junior ranger program each summer.
Address: 1100 East College Parkway, Annapolis, Maryland
St. Anne's Episcopal Church is the centerpiece of Church Circle, perched on a hill at the convergence of the city's main streets. The current building is the church's third incarnation, first built in 1704, replaced in 1772 to fit a growing congregation, and rebuilt in Romanesque Revival style in 1858 after a major fire.
Highlights of this Annapolis landmark include a Tiffany stained-glass window; hand-sewn needlepoint kneelers; and the original silver communion service, which was a gift from King William when the first church was just breaking ground in 1696. Another fine Annapolis church is the Gothic St. Mary's Church , which features ribbed vaulting and detailed carvings.
Address: Church Circle, Annapolis, Maryland
Official site: https://stannes-annapolis.org
The Annapolis Maritime Museum is located on the shores of Back Creek in the last oyster packing plant to operate in Annapolis. It highlights the history of boat building and the local oyster industry through a collection of artifacts and documents, and also teaches visitors about the ecosystem of an oyster reef in its 850-gallon aquarium.
Additional exhibits look at local maritime history and how it influenced the area culturally and economically. Tourists can also take a look at actual oyster boats, including the Miss Lonesome, which features cutaway sections to reveal its construction, and the 1940 Wilma Lee, which can be toured with a guide.
One of the more unusual things to see here is the 1868 Oyster Wars Cannon, once used by the Maryland State Oyster Police during the Oyster Wars, when pirates threatened this valuable resource. The museum is also home to one of the city's only public beaches.
Address: 723 Second Street, Annapolis, Maryland
Official site: www.amaritime.org
A boat tour in Chesapeake Bay is a must for anyone who enjoys being on the water. With most cruises and charters departing right from Annapolis Harbor in downtown, it is easy for tourists to pick from the many vessels that await. A range of tour themes are available, from narrated historic tours by catamaran to romantic sunset cruises on a sailboat, perfect for couples. You can also find fully-equipped fishing excursions, as well as charters, which are available for an array of craft and destinations.
This is also one of the premiere places for those learning to sail, from kids and beginners to experienced sailors who want to hone their skill or learn racing techniques. Annapolis is also host to several major boat shows, including sailboat shows in April and October, as well as regular regattas and races during the summer. Each Wednesday evening from April through the end of August, Annapolis Harbor hosts a sailboat race with more than 130 participants.
You can also visit the National Sailing Hall of Fame while down at the city dock, which presents a variety of exhibits, events, and programs. Water sports enthusiasts can also find an abundance of rental shops in the area to gear up for kayaking, windsurfing, and other activities.
About 20 minutes from the center of Annapolis, tourists can find an unusual attraction that is the only of its kind in the world. The Fort Meade NSA Cryptologic Museum opened in 1993 and houses a wide variety of documents, artifacts, and equipment related to the world of code-making and code-breaking.
Among the museum's most interesting artifacts are various devices used by cryptologists, including the famous Enigma machine used by Germans during WWII. Exhibits explain various aspects of the science, and tours provide a deeper explanation of cryptology's role in history and national security.
For those who really want to dive in to the mystery, visitors can explore the museum's research library, which includes declassified documents from intelligence agencies.
Address: 8290 Colony Seven Road, Annapolis Junction, Maryland
Official site: www.nsa.gov/about/cryptologic-heritage/museum
Another short drive from the city in Edgewater, Historic London Town and Gardens is about 15 minutes by car. The original settlement was established in the mid-17th century at the most convenient crossing point in the South River. It quickly became an important trade junction, and within a hundred years had grown to rival Annapolis in size and importance.
Today, the town is depicted as it was during its 18th-century heyday, with costumed interpreters and a variety of original and reconstructed buildings. Tourists will get an overview of the area's history at the exhibits in the visitor center, and the grounds can be explored independently or via guided tour.
The central building in the historic area is the William Brown House, built in approximately 1760 as a tavern and later converted into an almshouse. Other highlights include Lord Mayor's Tenement and the Carpenter's Shop, both of which were reconstructed on the buildings' original footprint using historical accounts to make them as authentic as possible.
The gardens at London Town are among some of Maryland's nicest, featuring various areas like an ornamental garden; woodland garden; and the "Sound and Sensory Garden," designed to encourage children to interact with nature.
Address: 839 Londontown Road, Edgewater, Maryland
Official site: www.historiclondontown.org
We recommend these excellent Annapolis hotels near top attractions like the Maryland State House and the US Naval Academy Museum:
- The Westin Annapolis is a 4-star luxury hotel that is committed to sustainable hospitality practices. Amenities include an indoor pool, Aveda spa, and a complimentary downtown shuttle.
- Located near downtown attractions like the Maryland State House, Graduate Annapolis offers affordable mid-range pricing. The hotel offers secure on-site parking, a fitness center, and wonderful staff.
- Historic Inns of Annapolis has an amazing location downtown near the capitol building and the City Docks. This historic lodging features period-style furnishings, valet service, free coffee, and a local shuttle.
- An excellent budget option is Quality Inn Annapolis , which offers comfortable rooms with a complimentary hot breakfast and a fitness center. Other value-added amenities include free parking, bicycle rental, and self-serve laundry facilities.
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In and around Maryland: The beautiful coastal state of Maryland encompasses Chesapeake Bay and earned its place in American history as an early colonial city and revolutionary hub. Like Annapolis, Baltimore gained its importance as a major port. Baltimore's top attractions include a wide selection of museums, including historic ships that can be explored, as well as the popular Harborplace, which has a wide variety of shopping and dining choices. While in the area, plan on at least a few days to check out Washington D.C.'s top attractions , or at the very least take a tour of the city to view some of the top landmarks.
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Annapolis Travel Guide
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16 Best Things To Do in Annapolis
Updated May 24, 2022
Annapolis is a mix of historic attractions and water-fueled activities. For instance, in the same day, you could tour the 19th-century St. Anne's Church, take a sailing lesson, compare yachts on Ego Alley and chow down on steamed crabs at any
- All Things To Do
United States Naval Academy United States Naval Academy
The United States Naval Academy campus is beautiful and pays homage to the naval branch of the military, even while it raises up the new generation. The "noon meal formation," where the midshipmen march in formation, is a must-see as well, and it's held weather permitting. In the free U.S. Naval Academy Museum, you can take a self-guided tour through the Navy's history. But recent visitors highly recommend taking advantage of the guided walking tour of the campus: not only will you gain insight into naval history, but you'll also learn about the academy's beaux-arts architecture and landscaping.
The Naval Academy is also known for its music department. Throughout the year, multiple choral and instrumental ensembles, including the Naval Academy Band, put on performances that are open to the public. Masks are required for everyone who attends a performance. Proof of vaccination or a negative PCR Covid test no older than 72 hours is also required to attend. Check the website before your visit to purchase tickets.
Historic Annapolis Historic Annapolis free
What visitors usually refer to as "Historic Annapolis" is the abundance of restaurants, galleries and shops that fill the converted row houses on Main Street. You'll find everything from restaurants such as the popular Chick & Ruth's to boutiques like Lilac Bijoux . On a nice day, this row of shops is a delightful place to meander for a few hours. However, you should also know that the historic area also officially extends to most of downtown and the harbor, which contain jewels like the Hammond-Harwood House and the Banneker-Douglass Museum .
Recent travelers said a visit here is a nice way to spend a cool fall afternoon. If you're driving, visitors suggested leaving your car outside the historic district to avoid the frustrating street parking. Several nearby garages offer a space to park your vehicle while you explore.
Banneker-Douglass Museum Banneker-Douglass Museum free
Although the Banneker-Douglass Museum is small, it's loaded with history. It's named for the Black scientist Benjamin Banneker and Black social crusader Frederick Douglass. Both of these men were involved with the fight against slavery in the 19th century, and the museum does a good job telling their stories. The museum is housed in the former Mount Moriah African Methodist Episcopal Church, which was listed on the National Register of Historic Places in 1973.
Recent visitors to the museum said it presents a well curated overview of African American history in Maryland, and the staff is more than happy to tell the stories of lesser-known figures who influenced the Annapolis and Baltimore communities.
Popular Tours
Historic Annapolis Food Tour
(18 reviews)
from $ 76.00
Phantoms of Annapolis Ghost Tour By US Ghost Adventures
(38 reviews)
from $ 30.00
Amazing Annapolis Scavenger Hunt
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from $ 27.00
Quiet Waters Park Quiet Waters Park free
If you're looking to stretch your legs in a picturesque place, Quiet Waters Park is the place to do it. Its 340 acres contain everything from an approximately 7-mile paved path, perfect for bike rides or jogs, to formal gardens ideal for a stroll. You'll also find a variety of sculptures and two art galleries that will appeal to art lovers, as well as a playground, where children can work out their wiggles. In the summertime, there are outdoor concerts and canoes and kayaks to rent; and in the winter, an ice rink appears. The park's South River Overlook is another favorite spot, as it offers a panoramic view of the South River.
Annapolis locals say the dog park is the ideal place to bring your four-legged friend, and the area provides a wide selection of activities and wooded trails for all types of travelers to explore.
Ego Alley Ego Alley free
Ego Alley is not an alley in the traditional sense of the word; rather than a walkway, it's a narrow waterway that spills out into Spa Creek. The name "Ego Alley" comes from the queue of expensive boats that parade through the waterway on evenings and weekends. But it does make for an interesting place to meander.
Recent visitors described it as a must-see; the benches along Dock Street are the perfect place to sit, relax and watch the boats and people go by. In warm weather, many people order an ice cream cone from the nearby Storm Bros. Ice Cream Factory before checking out the boats. During the winter holiday season, though cold, is another nice time to take a stroll down here since many of the boats are decked out in Christmas lights.
Hammond-Harwood House Hammond-Harwood House
The Hammond-Harwood House, the self-proclaimed "jewel of Annapolis," is in all seriousness, a gem. William Buckland, the indentured servant turned famed architect also responsible for George Mason's Gunston Hall, began work on the townhouse in the late 18th century. He employed elements of the Anglo-Palladian style, which have been masterfully preserved. Visitors to the home will enjoy 60-minute guided tours that touch on everything from the architecture to the families that inhabited the home. A two-hour, $20 in-depth tour of the architecture of the house is also offered by appointment only. Short on time? Consider the 30-minute tour that explores the main house and an abbreviated history. Special interest tours are also available on rotating schedules. Tour topics include clocks and Jane Austen.
Recent visitors to the house said they were pleasantly surprised by how interesting the tour was, adding that the guides are knowledgeable and do a great job engaging visitors and soliciting questions.
Maryland State House Maryland State House free
Even though the Maryland State House doesn't tend to wow visitors with its architecture or exhibits, it is the site of illustrious history. In fact, it once served as the capital of the United States for a short stint. And it remains the oldest state house that is still in legislative use, and the grounds are quite lovely as well. Several recent travelers found the Maryland State House to be an interesting walk through U.S. history, noting that the building is somewhat small and browsing its rooms and halls didn't take too long. In short, if you have an hour to kill, the Maryland State House is a worthy place to spend it.
The Maryland State House is open every day from 8:30 a.m. to 5 p.m., and it's located inside of State Circle in downtown Annapolis, just down the street from St. Anne's. Visit the Office of Interpretation for documents to take a self-guided tour. For groups of 10 or more, tours will need to be requested two weeks in advance. For more information, visit the website .
William Paca House & Garden William Paca House & Garden
The pristine William Paca House & Garden is an immaculately restored 18th-century Georgian mansion, and it was the home of a young lawyer, William Paca, who eventually became one of the signers of the Declaration of Independence and the governor of Maryland. Along with a tour of the house, visitors should make time to wander around the carefully manicured 2-acre garden.
Recent guests agreed that staff and tour guides were pleasant and informative, and more than willing to answer questions about the house and grounds.
Sandy Point State Park Sandy Point State Park free
When Sandy Point State Park opened in 1952, it was the only state park that African Americans were allowed to visit. Although the park was integrated, the public facilities were still segregated. Stemming from the Brown v. Board of Education decision, the NAACP filed a lawsuit in 1954 to desegregate the park, and the U.S. Supreme Court ordered the integration of the park in 1955.
Enriched in Maryland history and natural beauty, Sandy Point State Park is an ideal place to visit if you're looking for an outdoor daytrip. The 786-acre park is located on the northwestern shore of the Chesapeake Bay in Annapolis.
Thomas Point Shoal Lighthouse Thomas Point Shoal Lighthouse
Thomas Point Shoal Lighthouse dates back to 1824 when Congress appropriated $6,500 for the construction of a 30-foot, land-based tower. It wasn't until November 1875 that the lighthouse was first lit. A hundred years later in 1975, the lighthouse was listed on the National Register of Historic Places. It was manned by the Coast Guard until 1986 when it became the last lighthouse on the Chesapeake Bay to be fully automated. It is the only screw-pile lighthouse in the Chesapeake Bay still in its original location. Today, the lighthouse is owned by the City of Annapolis and managed by the United States Lighthouse Society.
During the 1 1/2-hour tour guests are taken back through time to the 1800s where they will learn about the history of the lighthouse, how the lighthouse keepers lived, the role the Coast Guard played in lighthouse's lifetime and what's being done to restore and preserve the lighthouse for the next generation.
Annapolis Boat Tours Annapolis Boat Tours
With 533 miles of shoreline, one of the best ways to explore Annapolis is by boat. You'll get to see Annapolis in its natural beauty and see popular landmarks such as the U.S. Naval Academy , Thomas Point Shoal Lighthouse and the Chesapeake Bay Bridge.
There are numerous tours and operators in Annapolis that provide a variety of experiences to travelers. A majority of boat tours are seasonal, typically running from March to the end of October. The following are a few travelers' favorites:
Smithsonian Environmental Research Center Smithsonian Environmental Research Center
When someone says the word "Smithsonian," most would relate it to the group of museums in Washington, D.C. But located about 25 miles outside of D.C. and about 10 miles southwest of Annapolis is the Smithsonian Environment Research Center. The 2,650-acre campus is made up of forests, wetlands, marshes and 15 miles of protected shoreline. The center serves as an ecological research site for scientists.
Although it is a working research laboratory the center is open to the public. Guests can access the center's three main hiking trails (Java History Trail, Discovery Trail and Contee Farm Trail). Trails range from 1.2 to 2.5 miles and are moderately easy looped paths. Each trail takes hikers on an educational journey about the importance of the environment. Expect to see a variety of animals and plants in their untouched natural habitats.
Hogshead Hogshead
Beginning in April 1777, the state of Maryland began housing recruits of the Continental Army in short-term rentals known as "hogsheads" throughout Annapolis. Located in the heart of Annapolis, a Hogshead is a wood-frame structure with a gambrel roof that was a common type of building in the 18th century.
Today, Hogshead is an interactive museum and landmark that takes visitors on a time traveling experience to life in the 1700s. An added bonus to a visit at Hogshead are the volunteer museum guides dressed in colonial attire who will speak about life during the Revolutionary War dressed as frontiersman, doctor, solider or indenture servant.
Annapolis Maritime Museum & Park Annapolis Maritime Museum & Park free
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Great Frogs Winery Great Frogs Winery
The Kunta Kinte- Alex Haley Memorial The Kunta Kinte- Alex Haley Memorial
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Annapolis Cruises
Annapolis is a beautiful historic seaport that’s great to explore by water.
Whether it’s a narrated sightseeing cruise or a day trip to St. Michaels, get out on the water with Watermark for an unforgettable journey. Our boats have a full bar service with light snacks available for purchase and restrooms on board. Most of our vessels are handicapped accessible and climate controlled.
Come on down and find us at Annapolis City Dock, 1 Dock Street and look for the red umbrella!
Annapolis Harbor & USNA
Hear the history of the U.S. Naval Academy, Annapolis’ role as a historic seaport, the region’s waterways, and catch a glimpse of the Bay Bridge.
Spa Creek Cruise
Step aboard our cozy launch for an intimate cruise up Spa Creek into the residential area of Old Annapolis, Eastport, and the banks of the U.S. Naval Academy.
See Schedule
Day on the Bay to St. Michaels
Cruise across the Chesapeake Bay to St. Michaels on the Eastern Shore. Enjoy fresh seafood, boutique shopping, and historic sites all within walking distance.
Scenic Severn River Cruise
A spectacular 6-mile cruise on the beautiful Scenic Severn River and historic Annapolis Harbor; includes the banks of the United States Naval Academy
Chesapeake Bay Bridge Cruise
Cruise through Annapolis’ historic harbor, by the United States Naval Academy, and under the twin spans of the famous Chesapeake Bay Bridge.
Thomas Point Lighthouse Cruise
View this National historic landmark as you cruise the Chesapeake Bay on a narrated cruise. Not just for lighthouse enthusiast; everyone loves it!
Annapolis Sunset Cruise
Enjoy a fun music playlist, the sun setting, and a cool beverage from our River Run Bar as you relax on this 60-minute cruise through the Annapolis Harbor.
Water Taxi Service
Hop on a taxi to visit your favorite restaurant or to get downtown from Eastport. Taxi’s operate in the Annapolis Harbor, including Spa Creek and Back Creek
Special or Seasonal Cruises
From live music cruises to New Year’s Eve, Watermark offers a variety of special and seasonal cruises throughout the year. Click below to learn more.
Baltimore Cruises
From live music cruises to New Year’s Eve, Watermark offers a variety of special and seasonl cruises throughout the year. Click below to learn more.
Top Things to Do in Annapolis, MD
Places to visit in annapolis, explore popular experiences, tours in and around annapolis.
Historic Annapolis Food Tour
Phantoms of Annapolis Ghost Tour By US Ghost Adventures
Chesapeake Region Wine Tour
Platinum Package - Helicopter Tour with Dinner at Ruth's Chris or Capital Grille
Amazing Annapolis Scavenger Hunt
Annapolis Scavenger Hunt: Red Bricks & Blue Views
Small-Group Guided Tour inside US Capitol & Library of Congress
Washington DC MoonLight Tour of the National Mall & Memorials
DC Monuments and Memorials Night Tour
Washington DC in One Day: Guided Sightseeing Tour
Tours & sightseeing.
Top Attractions in Annapolis
What travellers are saying
- U.S. Naval Academy
- Annapolis Historic District
- Quiet Waters Park
- Maryland State House
- William Paca House & Garden
- Sandy Point State Park
- Classic Sail Charters
- Schooner Woodwind Annapolis Sailing Cruises
Annapolis Attractions Information
THE 10 BEST Annapolis Boat Tours
Boat tours in annapolis.
- Boat Rentals
- Fishing Charters & Tours
- Gear Rentals
- Kayaking & Canoeing
- Stand-Up Paddleboarding
- Golf Courses
- Biking Trails
- Hiking Trails
- Sports Camps & Clinics
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- 5.0 of 5 bubbles
- 2.0 of 5 bubbles & up
- Good for Kids
- Good for Couples
- Good for Big Groups
- Budget-friendly
- Honeymoon spot
- Good for Adrenaline Seekers
- Hidden Gems
- Adventurous
- Good for a Rainy Day
- Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.
1. Watermark Cruises and Tours
2. Schooner Woodwind Annapolis Sailing Cruises
3. Classic Sail Charters
4. Annapolis Electric Boat Rentals
5. Waypoints Annapolis
6. Family Fishing Adventures
7. Non Sea-Quitter
8. Picture Perfect Sailing
9. Foxglove Charters
10. WindSong Charters
11. Chronic Sailing
12. Chesapeake Sailing School
13. Liberte, The Schooner
14. Capitana SOS, LLC
15. Party Boat Annapolis
16. Down Time Sportfishing Charters
17. Island Chill Yacht Charters
18. Wilma Lee Skipjack Cruises
19. SV Pintita
20. Dream Yacht Charters USA
21. J World Annapolis
22. waypoints yacht charters, what travelers are saying.
- Classic Sail Charters
- Schooner Woodwind Annapolis Sailing Cruises
- Watermark Cruises and Tours
- Family Fishing Adventures
- Non Sea-Quitter
- Annapolis Electric Boat Rentals
Top Things to Do in Annapolis, MD - Annapolis Attractions
Things to do in annapolis, explore popular experiences, tours in and around annapolis.
Historic Annapolis Food Tour
Phantoms of Annapolis Ghost Tour By US Ghost Adventures
Chesapeake Region Wine Tour
Platinum Package - Helicopter Tour with Dinner at Ruth's Chris or Capital Grille
Amazing Annapolis Scavenger Hunt
Annapolis Scavenger Hunt: Red Bricks & Blue Views
Small-Group Guided Tour inside US Capitol & Library of Congress
Washington DC MoonLight Tour of the National Mall & Memorials
DC Monuments and Memorials Night Tour
Washington DC in One Day: Guided Sightseeing Tour
Tours & sightseeing.
Top Attractions in Annapolis
What travellers are saying
- U.S. Naval Academy
- Annapolis Historic District
- Quiet Waters Park
- Maryland State House
- William Paca House & Garden
- Sandy Point State Park
- Classic Sail Charters
- Schooner Woodwind Annapolis Sailing Cruises
Annapolis Attractions Information
Things To Do in Annapolis & Anne Arundel County
If you’re in the mood to get away from it all, you’ve come to the right place! Whether you’re looking for the adrenaline rush of crossing the finish line first in our Wednesday Night Sailboat Races, the cool serenity of an 8-acre woodland garden , or the easy access to Baltimore and Washington, DC , we deliver. A destination of contrasts, our three regions have distinct, appealing personalities.
Maryland’s capital city greets you with open arms and a host of possibilities. A Museum without Walls, Annapolis is a lively, upbeat, contemporary city where four centuries of architecture embrace 21st-century living. Here all roads lead to the water and a nautical heritage intrinsically linked to the Chesapeake Bay . While Annapolis is world-renowned as a sailing destination, the Annapolis countryside boasts hundreds of miles of Chesapeake Bay shoreline ebbing and flowing to the rhythm of the tides and nearby nautical villages. Visit Historic London Town and Gardens, a colonially port city turned interpretive village and native garden along the South River.
Home to B WI Thurgood Marshall Airport , the BWI-Arundel Mills region is the perfect home base for exploring Washington, DC, and Baltimore. Here, you can peek behind the curtain into the world of secret codes at the National Security Agency’s National Cryptologic Museum . The nearby Arundel Mills Mall is Maryland’s largest outlet and value retail shopping destination. Right next door, Live! Casino & Hotel Maryland is one of the largest commercial casinos in the country.
Not sure where to begin? Our site is designed to help you create the experience that’s just right for you!
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Annual events & festivals, arundel mills & bwi region, things to do this weekend, attractions in annapolis, md, naval academy, waterfront adventures, things to do with kids, arts & entertainment, farmers markets, landmarks & neighborhoods.
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Ghost & Vampire Tours. Sightseeing Tours. Helicopter Tours. Wine Tours & Tastings. Bus Tours. Self-Guided Tours & Rentals. Private Tours. Cultural Tours. 5.0 of 5 bubbles.
See why Annapolis has been called one of America's prettiest cities. ... Annapolis Pride Things to Do this Weekend Concerts & Live Music Submit Your Event Things To Do Things to Do This Weekend Attractions In Annapolis, MD Naval Academy Navy-Marine Corps Memorial Stadium Outdoors Kinder Farm Park Sandy Point State Park Parks ... ANNAPOLIS, MD ...
Watermark Journey features Yacht Charters, Things to do in Annapolis and Wedding Ideas on The Chesapeake Bay-Annapolis-Baltimore. Watermark Directions & Parking 410-268-7601 Search
1 Tour the U.S. Naval Academy. 2 Have a Nosh at Chick & Ruth's Delly. 3 If You've Got It, Flaunt It on Ego Alley. 4 Gaze at yachts at the United States Sailboat Show. 5 Tour the Maryland State House. 6 Set Sail on the Schooner Woodwind for the Wednesday Night Sailboat Races. 7 Dine on Crabs at Cantler's Riverside Inn.
Tickets. Hammond-Harwood House historic mansion and museum with tours. Historic Annapolis, Inc. museum and historic sites including Hogshead & William Paca House. Maryland Hall performing and visual arts and education center. Tickets. Elizabeth Myers Mitchell Art Museum art gallery within St. John's College.
12. Chesapeake Bay Sailing Excursions. Sandy Shoal Lighthouse in Chesapeake Bay. A boat tour in Chesapeake Bay is a must for anyone who enjoys being on the water. With most cruises and charters departing right from Annapolis Harbor in downtown, it is easy for tourists to pick from the many vessels that await.
Watermark is your destination for fun on land and sea in Annapolis through sightseeing cruises and walking tours. Come enjoy a 40 minute cruise on the iconic Harbor Queen or take a walking tour with our Colonial guides. Choose from our variety of regularly offered cruises, walking tours and special events. Watermark offers many ways to have fun ...
There are so many things to do in Annapolis but this article reveals the must-visit attractions for anyone planning to visit. ... Depart: 26 West Street, Annapolis, MD 21401. Enjoy a 60-minute tour of historic Annapolis aboard one of Towne Transport's air-conditioned red trolleys! Along the route, ...
A: The best tours in Annapolis according to Viator travelers are: Historic Annapolis Food Tour. Phantoms of Annapolis Ghost Tour By US Ghost Adventures. Amazing Annapolis Scavenger Hunt. Annapolis Scavenger Hunt: Red Bricks & Blue Views.
Fun and entertaining, our trolley tour goes everywhere and sees everything in air-conditioned comfort. The drive-by tour includes one stop at an overlook that offers sweeping views of Naval Academy (weather permitting). Sights include: Annapolis City Dock Colonial Mansions Maryland Governor's Residence Maryland State House WWII Memorial St. John's College Water views, including tons of boats!
Welcome Aboard! Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. Located in the heart of the Chesapeake Bay, Annapolis is "America's Sailing Capital.". Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the ...
Annapolis is a mix of historic attractions and water-fueled activities. For instance, in the same day, you could tour the 19th-century St. Anne's Church, take a sailing lesson, compare yachts on ...
5. William Paca House & Garden. 276. Historic Sites. The William Paca Garden is a two acre oasis of natural beauty in the bustling center of Annapolis' Historic District. Although many colonial Annapolitans had gardens, only Paca's has been returned to its original splendor and opened to the public.
Top Tours in Annapolis, MD. Annapolis Tours. Enter dates. Tours. Filters. Sort. All things to do. Category types. Attractions. Tours. Day Trips. Outdoor Activities. Concerts & Shows. Food & Drink. ... Baltimore Helicopter Sightseeing Tour. 15. Helicopter Tours. 30 minutes. If you want to experience some of the best bird's-eye views of Baltimore ...
From adventures out on the Chesapeake Bay to high-flying, adrenaline-filled activities and tours, we have you covered. ... There's no shortage of attractions in and around the BWI Region. Visit Arundel Mills Mall before trying your luck at Maryland Live! Casino, located next door. ... ANNAPOLIS, MD 21401 [email protected] PHONE: 410-280 ...
Cruises on the Bay by Watermark offers a variety of Annapolis boat tours and has an Annapolis cruise perfect for anyone wondering what to do in Annapolis. Watermark. Directions & Parking 410-268-7601 Search. ... Whether it's a narrated sightseeing cruise or a day trip to St. Michaels, get out on the water with Watermark for an unforgettable ...
Picture Perfect Sailing. 8. Multi-day Tours • Boat Tours. By nathanielbear. We recently had a sublime sailing experience with Picture Perfect Sailing, helmed by the unparalleled Captain Maryline. 13. Annapolis Canoe and Kayak, LLC. 9. Boat Rentals • Stand Up Paddleboarding.
Attractions. Casinos & Racetracks. Events & Festivals. Hiking, Biking & Recreation ... Annapolis, MD 21401. Get Directions. Contact. Local Phone: 410-626-6000 ... October 19, 2023. martdm Excellent tour. I had a few hours to spend in Annapolis, but the weather was poor, so I opted for the Towne Transport one hour trolley tour. Our guide was ...
6. Hammond-Harwood House. 126. Historic Sites. The Hammond Harwood House is the Jewel of Annapolis, preserved intact since 1774. In addition to its magnificent, perfectly preserved architecture inside and out, this National Historic Landmark contains an outstanding collection of John Shaw furniture and Charles Willson Peale paintings.
2023. 2. Schooner Woodwind Annapolis Sailing Cruises. 385. Boat Tours • Sightseeing Tours. By Kizzydc. Great experience; the boats are beautiful (Woodwind II has a fun story); captain and crew were amazing. 3. Classic Sail Charters.
Explore activities, events, and attractions. ... ANNAPOLIS, MD 21401 [email protected] PHONE: 410-280-0445 FAX: 410-263-9591. Annapolis Discovered Visit our blog and explore local stories . Access Annapolis Parking & Getting Around Annapolis . Contact; Sitemap ...
2023. 6. William Paca House & Garden. 276. Historic Sites. The William Paca Garden is a two acre oasis of natural beauty in the bustling center of Annapolis' Historic District. Although many colonial Annapolitans had gardens, only Paca's has been returned to its original splendor and opened to the public.
While Annapolis is world-renowned as a sailing destination, the Annapolis countryside boasts hundreds of miles of Chesapeake Bay shoreline ebbing and flowing to the rhythm of the tides and nearby nautical villages. Visit Historic London Town and Gardens, a colonially port city turned interpretive village and native garden along the South River.