Experience the Charm of Annapolis with Watermark Tours
Explore Annapolis's scenic beauty with Watermark Tours, offering unforgettable boat rides, live music, and captivating sightseeing adventures on the Chesapeake Bay.
Watermark Tours, Charters, and Cruises in Annapolis offers a remarkable way to explore the stunning Chesapeake Bay. Tourists can enjoy scenic boat rides, live music events, and unique sightseeing experiences that showcase the beauty and history of this charming city.
A brief summary to Watermark Tours, Charters, Cruises
- 1 Dock St, Annapolis, Maryland, 21401, US
- +1410-268-7601
- Visit website
Local tips
- Book your tour in advance, especially during peak tourist seasons, to secure your preferred time slot.
- Arrive early to enjoy the beautiful waterfront area before your cruise departs.
- Bring a light jacket or sweater, as it can get breezy on the water even in warmer months.
- Check the schedule for live music events; they are a great addition to your cruise experience.
Getting There
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Walking
If you are in downtown Annapolis, head towards the waterfront. Start at the intersection of Main Street and West Street. Walk east on Main Street until you reach the end of the street, where it meets the harbor. From there, turn left onto Dock Street. Continue walking straight until you arrive at 1 Dock Street, where Watermark Tours, Charters, Cruises is located. The journey should take about 10 to 15 minutes.
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Public Transport (Bus)
If you are further away, take the Annapolis Transit bus. Locate the nearest bus stop and board the bus that heads towards the downtown area. Check the schedule for routes that stop near Main Street and West Street. After disembarking at the closest stop, walk east on Main Street until you reach the harbor, then turn left onto Dock Street. Continue straight to 1 Dock Street, where Watermark Tours is located.
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Bike Rental
For a scenic route, consider renting a bike from a local bike rental shop. Start your ride from the rental location and head towards the waterfront. Follow the bike lanes on Main Street until you reach the harbor, then take a left onto Dock Street. Ride straight until you arrive at 1 Dock Street, where Watermark Tours, Charters, Cruises is located.
Discover more about Watermark Tours, Charters, Cruises
Iconic landmarks you can’t miss
The Annapolis Inn
0.2 km
Discover the charm of Annapolis at The Annapolis Inn, a cozy bed & breakfast offering a perfect blend of comfort and history in Maryland's capital.
Annapolis Waterfront Hotel, Autograph Collection
0.2 km
Discover the elegance of Annapolis Waterfront Hotel, where luxury meets the charm of Maryland's historic capital, perfect for leisure and business travelers alike.
Flag House Inn
0.2 km
Experience the cozy charm of Flag House Inn in Annapolis, Maryland, where comfort meets rich history in a delightful bed and breakfast setting.
Armel-Leftwich Visitor Center
0.2 km
Explore the rich history and traditions of the U.S. Naval Academy at the Armel-Leftwich Visitor Center in Annapolis, Maryland.
Shiplap House
0.2 km
Experience the rich history and architectural beauty of Shiplap House in Annapolis, a must-see historical landmark showcasing colonial charm.
James Brice House
0.3 km
Discover the rich history and architectural beauty of the James Brice House, an iconic historical landmark in Annapolis, Maryland.
Downtown Annapolis Partnership
0.3 km
Experience the rich history and vibrant culture of Downtown Annapolis, a charming waterfront destination perfect for tourists seeking local delights.
The Colonial Players
0.4 km
Experience captivating performances at The Colonial Players in Annapolis, Maryland, where community meets creativity in a unique theater setting.
The Annapolis Pottery
0.4 km
Discover the artistry of handmade ceramics at The Annapolis Pottery, where local craftsmanship meets unique design in the heart of Maryland.
Historic Inns of Annapolis
0.4 km
Discover the Historic Inns of Annapolis, where historical charm meets modern comfort amidst Maryland's captivating capital.
State House Cannon
0.5 km
Explore the State House Cannon in Annapolis, a historical landmark that showcases Maryland's military heritage and offers a glimpse into the past.
Jo Fleming Contemporary Art Gallery
0.5 km
Explore the vibrant world of modern art at Jo Fleming Contemporary Art Gallery in Annapolis, where creativity knows no bounds and inspiration awaits.
Maryland Federation of Art
0.5 km
Explore the vibrant art scene at the Maryland Federation of Art in Annapolis, showcasing local talent through dynamic exhibitions and community events.
Circle Gallery
0.5 km
Explore the vibrant world of local art at Circle Gallery in Annapolis, showcasing diverse works and talented regional artists.
Robert Johnson House of the Historic Inns of Annapolis
0.5 km
Discover the historic elegance of the Robert Johnson House, where modern comfort meets the charm of Annapolis's rich heritage.
Unmissable attractions to see
Visit Annapolis & Anne Arundel County Information Kiosk
0.0 km
Explore the charm of Annapolis at the Visit Annapolis Information Kiosk—your gateway to history, culture, and local experiences in Maryland.
Annapolis City Dock
0.0 km
Explore the vibrant Annapolis City Dock, where history, culture, and stunning waterfront views come together for an unforgettable experience.
Ego Alley
0.0 km
Discover the vibrant waterfront of Ego Alley in Annapolis, Maryland, where maritime charm meets rich history and delectable cuisine.
Annapolis Tours by Watermark
0.1 km
Experience the beauty of Annapolis with Watermark's scenic tours showcasing the city's rich maritime history and breathtaking views of the Chesapeake Bay.
Susan Campbell Park
0.1 km
Discover tranquility and picturesque views at Susan Campbell Park, a perfect retreat in the heart of Annapolis, Maryland.
Kunta Kinte - Alex Haley Memorial
0.1 km
Explore the Kunta Kinte - Alex Haley Memorial in Annapolis, a powerful tribute to African heritage and the enduring fight for freedom and equality.
Schooner Woodwind Sailing Cruises
0.2 km
Embark on a memorable sailing adventure with Schooner Woodwind in Annapolis, where stunning views and rich maritime history await.
Museum of Historic Annapolis
0.2 km
Explore Maryland's vibrant history at the Museum of Historic Annapolis, where captivating exhibits and interactive displays await.
Waterfront Warehouse
0.2 km
Explore the rich maritime history of Annapolis at the Waterfront Warehouse, a captivating historical museum on the scenic waterfront.
Historic Annapolis, Inc.
0.2 km
Explore the historical treasures of Annapolis with Historic Annapolis, Inc. – a non-profit dedicated to preserving the city's rich heritage and vibrant culture.
Hogshead
0.3 km
Explore the colonial heritage of Annapolis at the Hogshead Museum, an immersive experience showcasing the city's rich history.
William Paca House & Garden
0.3 km
Explore the beautiful William Paca House & Garden, a historical landmark in Annapolis showcasing colonial architecture and lush gardens.
Charles Carroll House
0.4 km
Uncover the legacy of Charles Carroll at this historic landmark in Annapolis, Maryland, where colonial history comes alive.
The Governor Calvert House at Historic Inns of Annapolis
0.4 km
Discover the historic charm of The Governor Calvert House, an elegant inn in Annapolis offering a blend of timeless architecture and modern comfort.
Old Treasury Building
0.4 km
Explore the Old Treasury Building in Annapolis, a historic museum revealing Maryland's financial heritage and 18th-century architecture.
Essential places to dine
Latitude 38° Waterfront Dining
0.1 km
Experience exceptional waterfront dining at Latitude 38° in Annapolis - where fresh seafood meets stunning views.
The Choptank
0.1 km
Experience the finest seafood at The Choptank in Annapolis—where fresh flavors meet stunning waterfront views.
Dock Street Bar & Grill
0.1 km
Discover delicious grilled cuisine at Dock Street Bar & Grill in Annapolis - where local flavors meet waterfront views.
Annapolis Market House
0.1 km
Experience Annapolis Market House: A vibrant culinary destination offering fresh seafood and local flavors in an inviting atmosphere.
Middleton Tavern
0.2 km
Experience the essence of Annapolis at Middleton Tavern: A historic seafood haven with American favorites and stunning waterfront views.
Pusser's Caribbean Grille
0.2 km
Discover tropical flavors at Pusser's Caribbean Grille in Annapolis – where every meal feels like a getaway!
McGarvey's
0.2 km
Experience the best seafood dining in Annapolis at McGarvey's - where fresh catches meet local charm.
Iron Rooster- Annapolis
0.2 km
Experience traditional American comfort food at Iron Rooster in Annapolis - where every meal feels like home.
Federal House Bar & Grille
0.2 km
Discover delightful American cuisine at Federal House Bar & Grille in Annapolis – where great food meets vibrant atmosphere.
O'Brien's Oyster Bar & Seafood Tavern
0.2 km
Experience the best of Maryland seafood at O'Brien's Oyster Bar & Seafood Tavern in Annapolis - fresh flavors in a charming coastal setting.
Preserve
0.4 km
Experience the best of American cuisine at Preserve in Annapolis - where innovation meets tradition in every dish.
Drydock Restaurant
0.4 km
Experience delicious seafood and classic American cuisine at Drydock Restaurant within Annapolis' historic Naval Academy.
Potato Valley Café
0.4 km
Discover Potato Valley Café: A charming spot in Annapolis offering delicious American cuisine made from fresh local ingredients.
Osteria 177
0.4 km
Experience authentic Italian cuisine at Osteria 177 in Annapolis – where every meal tells a story of flavor and tradition.
Fox's Den
0.4 km
Discover Fox's Den: A gastropub in Annapolis serving unique American dishes & artisanal pizzas in a vibrant atmosphere.
Markets, malls and hidden boutiques
Guzzi Gifts Christmas Corner
0.0 km
Discover the festive charm of Guzzi Gifts Christmas Corner in Annapolis, your go-to destination for unique gifts and local treasures.
727 SAILBAGS STORE
0.1 km
Discover the artistry of nautical fashion at 727 Sailbags Store in Annapolis, where recycled sails become unique accessories and home goods.
Hobo Flagship Store - Handbags, Wallets & Accessories
0.2 km
Explore the Hobo Flagship Store in Annapolis for premium leather handbags, wallets, and accessories crafted with care and style.
Brightside Boutique- Annapolis
0.2 km
Explore Brightside Boutique in Annapolis for unique fashion, accessories, and local artisan gifts that embody the essence of Maryland's vibrant culture.
The Pink Crab
0.2 km
Shop unique coastal fashion at The Pink Crab in Annapolis, where local charm meets exceptional style in a vibrant boutique setting.
Hats In the Belfry
0.2 km
Explore Hats In the Belfry in Annapolis for a unique selection of stylish hats perfect for every occasion, crafted with quality and care.
The Boathouse MD
0.2 km
Explore The Boathouse MD in Annapolis, a premier furniture store offering stylish and comfortable pieces to enhance your home decor.
Naptown Clothing Co Inc
0.2 km
Discover unique clothing styles that reflect Annapolis' vibrant culture at Naptown Clothing Co Inc, a must-visit store for fashion enthusiasts.
Boatique
0.2 km
Explore Boatique in Annapolis for stylish beachwear and accessories that capture the essence of coastal living.
A L Goodies General store
0.2 km
Explore A L Goodies General Store in Annapolis for unique gifts, local candies, and memorable souvenirs that showcase the spirit of the city.
The Black Dog General Store - Annapolis
0.2 km
Discover unique fashion and local charm at The Black Dog General Store in Annapolis, where style meets the spirit of the sea.
Shades Of The Bay
0.3 km
Explore Shades of the Bay in Annapolis for a diverse selection of stylish sunglasses, beach accessories, and expert optician services.
Irish Traditions
0.3 km
Discover authentic Irish gifts and immerse yourself in rich culture at Irish Traditions, Annapolis' favorite Irish goods store.
Lilac Bijoux
0.3 km
Discover unique clothing and exquisite jewelry at Lilac Bijoux, Annapolis' charming boutique for fashion lovers and gift seekers.
The Cottage on Main
0.3 km
Discover unique clothing and jewelry in Annapolis at The Cottage on Main, where local charm meets exquisite style.
Essential bars & hidden hideouts
Armadillos Restaurant
0.1 km
Experience the best of Annapolis dining at Armadillos Restaurant, where grill favorites and a lively bar atmosphere await.
Ponche Tiki Bar
0.2 km
Discover Ponche Tiki Bar in Annapolis, where tropical vibes meet creative cocktails in a vibrant atmosphere perfect for unwinding.
Acme Bar & Grill
0.4 km
Discover the vibrant flavors of Annapolis at Acme Bar & Grill, where great food and good times come together.
Castlebay Irish Pub
0.5 km
Discover the heart of Irish culture at Castlebay Irish Pub, Annapolis' premier destination for food, drinks, and live music.
Parley Room
0.5 km
Experience the best of Annapolis nightlife at Parley Room, where expertly crafted cocktails meet an elegant atmosphere for unforgettable evenings.
Drummer's Lot Pub
0.5 km
Discover the inviting atmosphere of Drummer's Lot Pub in Annapolis, where craft beers and classic pub fare await in a historic setting.
Harold Black - Annapolis
0.6 km
Discover the hidden gem of Annapolis at Harold Black, where craft cocktails and a vibrant atmosphere await you.
Reynolds Tavern and 1747 Pub
0.7 km
Experience the rich history and delicious cuisine at Reynolds Tavern and 1747 Pub, a historic gem in Annapolis, Maryland.
Rams Head Tavern
0.8 km
Discover the lively Rams Head Tavern in Annapolis, where American cuisine meets local craft beers in a vibrant atmosphere.
Stan & Joe's Saloon
0.8 km
Discover the lively atmosphere of Stan & Joe's Saloon in Annapolis, featuring American cuisine, live music, and a spirited sports bar vibe.
Trophy Room
1.1 km
Discover Trophy Room in Annapolis, a vibrant bar and restaurant offering delicious cuisine and refreshing drinks in a lively atmosphere.
Chessie's Wharf
2.2 km
Discover the flavors of Annapolis at Chessie's Wharf, where culinary excellence meets waterfront charm in a delightful dining experience.
Grapes Wine Bar & Restaurant
2.8 km
Discover the perfect fusion of exquisite wines and gourmet dining at Grapes Wine Bar & Restaurant in Annapolis, Maryland.
Heroes Pub
3.0 km
Discover Heroes Pub in Annapolis, where grill favorites and a vibrant bar atmosphere come together for an unforgettable dining experience.
DARK HORSE
3.5 km
Discover the lively Dark Horse in Annapolis, a sports bar and restaurant offering delicious food, craft drinks, and a vibrant atmosphere for sports lovers.
