From DC: Baltimore and Annapolis Day Trip – A Perfect Maryland Escape
If you’re looking for a way to see some of Maryland’s best cities without the hassle of planning, this private Baltimore and Annapolis day tour from Washington DC ticks all the boxes. Priced at $1,404 for up to 12 people, it offers a full day of sightseeing, history, and scenery, all in the comfort of a luxury, climate-controlled vehicle. The tour lasts around 8 hours, with pickups from your DC accommodation, making it a convenient escape that blends cultural stops and picturesque views.
What we particularly appreciate about this trip is how smoothly it combines Baltimore’s vibrant Inner Harbour with the historic charm of Annapolis, giving you a well-rounded glimpse of Maryland’s diverse character. The guide’s knowledge ensures you’re not just passing through but truly understanding the significance of each site. Plus, with entrance included to key attractions like USS Constellation and Fort McHenry, you get more value for your time and money.
A small consideration might be the price, especially for solo travelers or smaller groups, but when split among your party, it often feels like a worthwhile investment in a personalized, hassle-free experience. This tour suits those who want a comfortable, guided day with opportunities to take memorable photos, enjoy regional cuisine, and learn about Maryland’s history without the stress of navigating on your own.
If you love exploring historic sites, appreciate scenic drives, and want a curated experience with a knowledgeable guide, then this tour will likely be right up your alley. It’s ideal for groups who prefer a private, intimate outing rather than a large bus tour, and for travelers who want to maximize their Maryland visit in just one day.
Key Points

- Private, Guided Experience: Enjoy a personalized tour with an expert guide dedicated to your group.
- Convenient Transportation: Travel comfortably in a luxury vehicle with pick-up from Washington DC.
- Historic and Cultural Highlights: Explore sites like Fort McHenry, USS Constellation, and the US Naval Academy.
- Ideal for Photography: Capture the stunning architecture and waterfront views at multiple stops.
- Flexible & Family-Friendly: The private format makes it adaptable for families or small groups.
- Regional Flavor: Don’t miss tasting local seafood at a harborside restaurant.
A Detailed Look at the Maryland Day Trip

Starting Point: Comfort and Convenience
The journey begins with a pickup from your Washington DC accommodation. From there, the luxury vehicle, often praised for its comfort and climate control, takes you on a scenic drive about an hour into Maryland. This part of the experience gets you in the mood for a relaxed, stress-free day. The small group size, limited to 12, ensures personalized attention and a more intimate experience, avoiding the chaos of larger buses.
First Stops: Baltimore’s Inner Harbor & Historic Sights
Your first destination is Baltimore’s iconic Inner Harbour, a lively area filled with museums, shops, and waterfront cafes. The guide (whose expertise is frequently noted as a highlight) will take you through the cultural heart of the city, providing context about its significance and stories behind each sight. Entrance to the USS Constellation, a historic naval ship, allows you to explore maritime history firsthand.
A visit to Fort McHenry, the birthplace of the U.S. national anthem, offers both an immersive history lesson and fantastic photo opportunities with its star-shaped fort and scenic views across the harbor. As one reviewer put it, “We loved the way our guide brought history alive. It was like walking through a living museum.”
The Poe and Ruth Stops: Literary and Sports Legacies
Next, the tour takes you to the grave of Edgar Allan Poe, a visit that appeals to fans of classic American literature. Nearby, the former home of baseball legend Babe Ruth offers a charming glimpse into sports history. While the tour doesn’t specify interior visits, stopping in these historic sites allows for quick photo ops and storytelling, enriching your understanding of Baltimore’s cultural tapestry.
More Great Tours NearbyTransition to Annapolis: Charm and Naval History
After Baltimore, the drive to Annapolis takes roughly 50-60 minutes. Once there, you’ll stroll through the downtown area, known for its beautiful colonial architecture and charming harbor. The guide highlights landmarks and shares stories that bring the streets to life, making your walk more than just a sightseeing exercise.
Annapolis Naval Academy: A Must-See
A highlight of the day is the walking tour of the U.S. Naval Academy. This historic institution is not just a school but a symbol of American maritime tradition. The tour offers a glimpse into military history, naval architecture, and education, making it a deeply engaging experience. Many reviews underscored the knowledge and enthusiasm of the guide when discussing this site, helping visitors appreciate the significance of the Navy’s training grounds.
Lunch and Leisure Time
While lunch isn’t included in the tour price, your guide will recommend local seafood restaurants—something you won’t want to miss. Think fresh crabs, oysters, or clam chowder, all served with a view of the harbor. This part of the day allows for some relaxed exploration, shopping, or simply soaking in the waterfront ambiance.
Return Journey: Relaxed and Reflective
After a full day of sightseeing, the journey back to DC offers a chance to unwind and share your favorite moments. Many travelers appreciate the comfortable ride and the ability to relax while someone else handles the driving. The tour’s flexibility and personal touch make it feel more like visiting friends rather than being herded on a bus.
The Value of This Experience

For the price, you’re paying for a tailored, hassle-free day where every detail is handled—transport, entrance fees, and local insights. The private nature of the tour ensures you’re not just another face in a crowd, which many travelers find worth the extra cost. If you’re a history buff, architecture lover, or seafood enthusiast, you’ll find plenty to love here.
The tour’s emphasis on knowledgeable guides and stunning views is reflected in reviews that praise guides for their storytelling skills and ability to highlight Baltimore and Annapolis’s most photogenic spots. Those looking for a relaxed, educational day with plenty of opportunities to take photos and learn about Maryland’s culture will find this tour particularly satisfying.
Possible Drawbacks
The main consideration is the cost relative to individual travelers. For solo travelers, the per-person rate might seem steep. However, for groups or families, it often provides excellent value considering the convenience and inclusiveness of the experience. Also, the tour is quite full-day, so it may feel rushed for those wanting a more leisurely pace.
Who Should Consider This Tour?

This tour suits history enthusiasts, family groups, or couples looking for a manageable way to see Maryland’s highlights in one day. If you prefer guided experiences that dig into the stories behind the sights, this will appeal. It’s also great if you want to avoid the hassle of planning your own trip, especially with a private guide who can tailor the experience somewhat.
Frequently Asked Questions

What is the duration of the tour?
The tour lasts approximately 8 hours, including transportation, sightseeing, and breaks.
Is the tour private?
Yes, this is a private tour, allowing for a more personalized experience tailored to your group.
What sites are included in the tour?
You’ll visit Baltimore’s Inner Harbour, the USS Constellation, Fort McHenry, Edgar Allan Poe’s grave, Babe Ruth’s former home, and the U.S. Naval Academy in Annapolis.
Is lunch included?
No, lunch is not included, but your guide will suggest local restaurants where you can enjoy regional seafood.
How do I get picked up?
The tour includes pickup from your Washington DC accommodation in a luxury vehicle.
Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund.
To sum it up, this private Baltimore and Annapolis day trip offers a well-organized, engaging way to experience Maryland’s key sights without the stress. It’s best suited for travelers who value comfort, expert guidance, and a curated itinerary that combines history, scenery, and local flavor. Whether you’re a history buff, a fan of coastal architecture, or simply seeking a memorable day out from DC, this tour can deliver a meaningful and enjoyable experience.
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