Travelers looking to explore Maryland’s most iconic sights in a single day will find this private tour a well-crafted blend of history, scenery, and local flavor. Designed for those who prefer personalized attention and cultural authenticity, this experience offers a thoughtfully curated journey through Annapolis and Baltimore, two cities that showcase the state’s maritime legacy and literary heritage.
What makes this tour particularly attractive are its intimate, private setting—only your group participates—which ensures a tailored experience. We also love the way it combines guided visits to historic landmarks like Fort McHenry and the U.S. Naval Academy, along with opportunities to enjoy local culinary specialties, especially Maryland’s famous crab.
A possible consideration is the cost, which at over $1,300 for a group might seem steep for some travelers. However, this price covers luxurious transportation, private guides, and exclusive access to significant sites, making it a good value for those seeking a comprehensive, hassle-free day.
This tour suits history enthusiasts, food lovers, and travelers who appreciate a personalized experience with a mix of sightseeing and culinary indulgence. If you enjoy comfort, tailored itineraries, and learning about American heritage firsthand, this could be a perfect fit.
Key Points

- Private, personalized experience ensures tailored attention and flexibility.
- Includes guided tours of major landmarks like the U.S. Naval Academy and Fort McHenry.
- Scenic views of the Inner Harbour, USS Constellation, and Baltimore’s skyline.
- Culinary highlight: sampling Maryland crab at a dockside restaurant.
- Luxurious transportation from your DC location makes the day seamless.
- Free cancellation provides peace of mind in case your plans change.
An Overview of the Tour Experience

This private day tour is designed to maximize your time and immersion in Maryland’s historic and cultural treasures. It’s a well-balanced itinerary that combines sightseeing, history, and food. Starting early in the morning, the tour begins with a comfortable, air-conditioned private vehicle that whisks you from Washington, D.C., to Annapolis, avoiding the hassles of driving and parking.
The entire experience lasts about 8 hours, with ample time to enjoy each site without feeling rushed. The private nature of the tour means you can expect a relaxed pace and personalized commentary, which many travelers find enhances their understanding of the sites visited.
You can also read our reviews of more private tours in Annapolis
Fort McHenry: The Birthplace of the Star-Spangled Banner

Your first stop is Fort McHenry National Monument and Historic Shrine. Known worldwide for inspiring Francis Scott Key’s poem that became the national anthem, Fort McHenry offers a fascinating glimpse into America’s defense history. The tour allows about an hour here—an ideal amount of time to walk the ramparts, see the flag museum, and soak in views of Baltimore’s Inner Harbour.
Reviewers appreciate the free admission and the chance to explore at their own pace. One noted, “We loved the way the guide explained the strategic importance of Fort McHenry during the War of 1812.” The site’s outdoor setting makes it particularly enjoyable in good weather.

Next, the tour heads to Annapolis for roughly two hours. This historic city is renowned for its U.S. Naval Academy, where you’ll enjoy an exclusive guided tour of the grounds and museum. Walking the academy’s impressive grounds gives insight into the training of future naval officers and the city’s maritime identity.
Other highlights include the Maryland State Capitol, the City Docks, and charming colonial homes that line the streets. The Kunta Kinte Memorial adds a poignant touch, highlighting local history and African American heritage.
This stop is especially appreciated for its walkable historic district and scenic waterfront. One reviewer shared, “The Naval Academy tour was the highlight—so much history packed into those grounds,” emphasizing the value of the guided experience.
Baltimore: Literary and Sporting Heritage
A short drive takes you into Baltimore, where about two hours are dedicated to key sites. First, you’ll visit Edgar Allan Poe’s grave, a must for literature buffs. His final resting place is both somber and historically significant, providing insight into his life and influence.
The tour also makes a quick stop at Babe Ruth’s childhood home and USS Constellation, although these sites are listed as no entry, they still offer excellent photo opportunities and contextual understanding of Baltimore’s naval and sports legacy.
Fort McHenry reappears, giving a chance to revisit its importance from a different perspective. Travelers have remarked, “Seeing Poe’s grave was moving, and the views around the harbor are stunning,” which highlights the scenic and cultural richness of this part of the tour.
Maryland Crab and Lunch Break

After exploring Baltimore, you’ll return to Annapolis for a one-hour lunch break, which is not included in the tour price. The recommended dockside restaurant offers the chance to indulge in fresh Maryland crab, a highlight that many find worth the wait. While lunch isn’t included, the experience of dining on local seafood elevates the tour from merely sightseeing to tasting authentic regional cuisine.
Return to Washington, D.C.: Capitol and Reflection
The final part of your day involves a scenic drive back to D.C., taking around two hours. This segment allows you to relax and reflect on the day’s sights. The tour concludes with a drive past the U.S. Capitol, giving a sense of American political history and architecture.
Transportation and Comfort

One of the standout features of this tour is the luxurious, private transportation. The air-conditioned vehicle ensures comfort, especially during summer months. Since the tour is private, you won’t share the vehicle with strangers, allowing for flexibility and personalized conversations. Bottled water is provided, adding a small touch of hospitality.
Why Consider This Tour?
While the price may seem high, it reflects the personalized, all-inclusive nature of the experience—private transport, exclusive site access, and guided commentary. It’s ideal for those who value comfort, efficiency, and deeper insight into Maryland’s history.
The itinerary balances iconic landmarks with culinary pleasures, making it suitable for history buffs, culture lovers, and culinary explorers alike. The flexibility of a private tour means you can focus on what interests you most, skipping what doesn’t appeal as much.
Final Thoughts
This private Baltimore & Annapolis tour offers a satisfying mix of American history, maritime culture, and regional cuisine, all in a single day. It’s a solid choice for travelers who want a guided, hassle-free experience that hits all the key sights without feeling rushed. The inclusion of scenic views, historical landmarks, and local eats makes it a well-rounded day.
If you’re seeking a personalized adventure that combines educational insights with regional flavors, this tour delivers on its promises. While the cost might be a consideration, the comfort, exclusivity, and depth of experience can make it a worthwhile investment.
Who Is This Tour Best For?
This experience is perfect for history enthusiasts eager to learn about Maryland’s naval and literary legacies. It suits travelers who prefer private, guided outings over group tours, especially those who want a relaxed pace and tailored attention. Food lovers will appreciate the opportunity to sample Maryland crab in its hometown setting.
Families, couples, or solo travelers with a keen interest in American history or maritime culture will find this tour enriching. It’s also well-suited for visitors who want to combine sightseeing with some of Maryland’s best regional cuisine.
FAQs
Is this a private tour? Yes, it’s exclusive to your group, ensuring personalized attention and flexibility.
How long is the drive from Washington, D.C.? The entire journey from your D.C. location to Annapolis and Baltimore, including stops, takes about 8 hours.
Are admission tickets included? Yes, site visits like Fort McHenry and the Naval Academy are included, and most sites are free to enter.
Does the tour include lunch? No, lunch is not included, but there are recommended dockside restaurants where you can enjoy Maryland crab.
What transportation is provided? An air-conditioned private vehicle is used, offering comfort and convenience throughout the day.
Can I cancel if my plans change? Yes, there’s free cancellation up to 24 hours before the tour, providing flexibility and peace of mind.
Is this tour suitable for children? Most travelers can participate, and service animals are allowed, making it family-friendly.
What should I wear? Comfortable clothing and shoes suitable for walking are recommended, especially for sites like the Naval Academy and Fort McHenry.
How much does the tour cost? The price is $1,392 for the entire group, including transportation, guides, and site access—best viewed as a comprehensive, all-inclusive day out.
This private day tour is a thoughtful way to experience Maryland’s historic and cultural highlights, perfect for those who want to avoid the crowds and learn with personal guidance. Whether you’re a history buff, a foodie, or someone seeking a taste of Maryland’s maritime charm, this trip offers a well-paced, authentic journey through one of America’s most scenic regions.
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