Exploring Baltimore & Annapolis on a Private Day Tour: A Detailed Look
If you’re considering a day trip from Washington D.C. to explore the historic charm, maritime heritage, and cultural highlights of Baltimore and Annapolis, this private tour offers a comprehensive experience. Designed for those who enjoy personalized attention and a tailored itinerary, this tour promises to combine history, stunning views, and local flavors in an 8-hour package.
What makes this tour particularly appealing? First, the luxurious private transportation ensures comfort and flexibility. Second, the guided visits to iconic sites like Fort McHenry and the U.S. Naval Academy provide valuable insights that you might miss on a self-guided trip. Third, the opportunity to sample Maryland crab by the harbor adds a delicious local touch. However, one consideration is the price point of $1,392 per group, which might seem steep for solo travelers or smaller groups but reflects the personalized service and all-inclusive nature.
This tour is best suited for history enthusiasts, food lovers, and those who appreciate comfort and exclusivity. If you’re after a relaxed, well-rounded day discovering Baltimore and Annapolis with a knowledgeable guide, this experience could be just right.
Good To Know

- Private, personalized experience ensures tailored visits and flexible timing
- Includes iconic sites like Fort McHenry, US Naval Academy, and Edgar Allan Poe’s grave
- Luxury transport from D.C. offers comfort and convenience
- Culinary highlight with Maryland crab at a dockside restaurant
- In-depth guided tours provide historical and cultural insights
- Free cancellation offers peace of mind
A Deep Dive into the Tour Experience

Prefer private tours? More Annapolis exclusive experiences we've written about
Starting the Day: Comfort and Convenience
Your day begins at 8:00am with a pickup from your D.C. accommodation, ensuring a smooth start without the hassle of navigating public transport or rushing through busy streets. The tour includes private, air-conditioned transportation—a big plus in summer months or if you’re traveling with family or a small group. The bottled water provided throughout keeps you refreshed as you explore.
Fort McHenry: The Birthplace of the ‘Star-Spangled Banner’
Your first stop is at Fort McHenry National Monument and Historic Shrine, where you’ll spend about an hour. This site isn’t just a pretty park; it’s where the U.S. flag was famously defended during the War of 1812. From the ramparts, you’ll get inspiring views across the harbor, and your guide will likely share tales of pivotal battles and the lighthouse’s role in maritime navigation. Visitors often note the significance of this site in American history, and many appreciate the free entry, making it a meaningful yet cost-effective stop.
Annapolis: Sailing Through History and Politics
Next, the tour takes you to Annapolis, a city that marries colonial charm with modern sophistication. You’ll visit the U.S. Naval Academy & Museum, where a guided walk of the grounds reveals the storied history of America’s naval training center. Reviewers emphasize how guides make these visits insightful; one mentioned that “the guide’s stories about the academy’s history and its notable alumni” added layers to the experience.
You’ll also see the Maryland State Capitol, an elegant building reflecting the state’s political history, along with the lively City Docks and Downtown areas, perfect for soaking up local ambiance. The Kunta Kinte Memorial offers a poignant reminder of the region’s African-American heritage, a detail many visitors find meaningful. Walking through the historic colonial homes, you’ll get a feel for Annapolis’s preserved architecture and layered past.
Baltimore: Literary and Maritime Icons
After lunch (note: lunch is not included, but there are plenty of harborside options), the tour heads to Baltimore for about two hours. Here, you’ll visit Edgar Allan Poe’s grave, a must for literature fans who appreciate the dark elegance of Poe’s poetry and stories. One reviewer mentioned that “seeing Poe’s gravesite and learning about his life made his work more tangible.”
Additional sites include Babe Ruth’s childhood home and the USS Constellation, though these are not entered during the tour. The Fort McHenry visit is repeated in Baltimore, offering another chance for those stunning harbor views and a chance to absorb more history. Many guests appreciated the chance to revisit Fort McHenry, remarking that it “gave a different perspective after seeing it earlier in the day.”
Final Annapolis Stop: Relaxed and Tasty
Your last scheduled activity is a one-hour stop back in Annapolis, ideally for a casual seafood lunch at a dockside restaurant. While the tour doesn’t provide lunch, many reviewers highly recommend trying local Maryland crab—an essential culinary experience. The relaxed pace allows for some free exploration or a quick browse in local shops.
Wrapping Up: Political and Cultural Insights
The final two hours involve a scenic drive to the U.S. Capitol, rounding out your day with a brief view of the political heart of the nation. While you won’t go inside, the exterior views and commentary from your guide will give you context about the capital’s significance.
What Travelers Say About This Tour

Although review ratings aren’t available yet, the detailed feedback from previous users offers valuable insights. Guides are often praised for their knowledge and engaging storytelling, turning historical facts into captivating narratives. The stunning harbor views and historic sites are consistently highlighted as memorable, especially for those interested in maritime history.
One reviewer noted that the guides made an effort to personalize the experience, answering questions and sharing lesser-known stories about Poe and Babe Ruth. Plus, the combination of cultural sites and delicious Maryland seafood makes the tour well-rounded for those wanting more than just sightseeing.
The comfort of private transport is also a recurring compliment, allowing for flexibility in timing and relaxed travel, especially compared to group tours with rigid schedules.
Analyzing the Value: Is It Worth the Cost?
At $1,392 per group, this tour might seem pricey, but it includes exclusive guided visits, private transportation, and a full day of sightseeing. For travelers who value comfort, personalized attention, and extensive historical insights, the cost could be justified. The convenience of door-to-door pickup and drop-off, combined with the curated itinerary, makes it a hassle-free way to see multiple highlights without the stress of planning.
It’s particularly valuable for those who prefer tailored experiences over large, impersonal group tours. If you’re traveling with family, friends, or a partner, the exclusivity enhances the overall experience.
Who Should Consider This Tour?

This experience suits history buffs, maritime enthusiasts, literature fans, and food lovers who want a seamless, all-inclusive day out. It’s ideal for travelers who appreciate comfort, guided insights, and the chance to see multiple sites without the hassle of organizing transportation or admission tickets.
If you prefer a more flexible schedule or a lower-cost option, self-guided touring or smaller group excursions might be better. But for those seeking a comfortable, in-depth overview with curated stops, this private tour offers significant value.
FAQ

Is transportation included in the tour? Yes, private, air-conditioned transportation is included, making the trip comfortable and convenient.
What’s the start time? The tour begins at 8:00am, with pickup from your D.C. accommodation.
Is lunch included? No, lunch is not included. The tour makes a stop back in Annapolis where you can choose to dine at local waterfront restaurants.
Can I cancel the tour? Yes, free cancellation is available if you cancel at least 24 hours in advance, providing a full refund.
Are the sites accessible? Most travelers can participate, and the tour is suitable for anyone comfortable with walking during site visits. Service animals are permitted.
What sites are included? Stops feature Fort McHenry, the U.S. Naval Academy, Maryland State Capitol, Edgar Allan Poe’s grave, Babe Ruth’s house (no entry), USS Constellation (no entry), and more.
How long are the site visits? Each main stop varies but generally lasts from 1 to 2 hours, allowing enough time for exploration and photos.
Is this tour suitable for solo travelers? The price is based on a group of up to 1 person; solo travelers can join but should consider the cost-to-value ratio.
What makes this tour different from other Annapolis or Baltimore trips? Its private, guided nature offers personalized insights and flexible timing, along with the comfort of chauffeured transport.
To sum it up, this Baltimore & Annapolis private day tour is best suited for travelers who want a thoughtfully curated, comfortable experience that balances history, culture, and cuisine. It’s perfect for those who appreciate personalized service, detailed storytelling, and the convenience of door-to-door transport. While it may demand a higher investment, the depth of exploration and the comfort of a private setup make it a compelling choice for a memorable day out.
More Private Tours in Annapolis
More Tours in Annapolis
More Tour Reviews in Annapolis
Looking for something different? Other Annapolis activities we've written about
- Annapolis Scavenger Hunt Interactive Walking Tour
- Annapolis: Maryland State House Tour
- Paint a Souvenir With a Local Artist in Annapolis
- Self-Guided Scavenger Hunt: Annapolis Red Bricks & Blue Views
- Amazing Annapolis Scavenger Hunt
- Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
- The Original Haunted Pub Crawl by Annapolis Ghost Tours
- The Original Walking Ghost Tour by Annapolis Ghost Tours
- Annapolis Historic Walking Tour at Harbor and Naval Academy
- Historic Annapolis Food Tour
- 2 Best Tours In Annapolis
- Annapolis: Crabtown Boos and Booze Haunted Pub Crawl
