Discover the Real Monterey — The Original Monterey Walking Tours

If you’re looking for a way to truly understand Monterey’s character beyond the tourist traps, this walking tour is a great choice. For just $35 per person, you’ll spend about 2 hours and 15 minutes strolling through the city’s quieter corners, historic buildings, and scenic spots. Led by personable guides, this experience is perfect for those who want a deeper connection with Monterey’s unique story, rather than just snapping photos of its most famous sights.
What we love most is how this tour focuses on authentic, often overlooked parts of the city. You’ll get to peek into historic adobes, enjoy peaceful garden courtyards, and learn about pivotal moments like the founding of California. We also appreciate the small group size, which tends to make the experience more personal and flexible. The only thing to keep in mind is that some buildings or sites may be closed or less accessible, which could dull some expectations if you’re hoping for a broad sweep of every landmark.
This tour is best suited for history enthusiasts, curious travelers, and anyone eager for a local, authentic experience. If you enjoy stories told by passionate guides and want to skip the crowds, this is a wonderful way to spend a couple of hours in Monterey.
Key Points
- Authentic Exploration: Focuses on lesser-known, authentic spots instead of typical tourist fare.
- Expert Guides: Guides are knowledgeable, personable, and full of colorful stories.
- Historical Highlights: Visits to significant sites like California’s “Constitution Hall” and the spot where California was born.
- Small Group Atmosphere: Max of 10 travelers, making it intimate and engaging.
- Affordable and Value-Focused: At $35, it offers a deep dive into Monterey’s history with a knowledgeable guide.
- Flexible Cancellation: Free cancellation up to 24 hours in advance adds peace of mind.
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A Closer Look at This Monterey Walking Tour

How it Starts and Ends
The tour begins at 3 Portola Plaza, near the historic Fisherman’s Wharf area, at 2:00pm. It concludes at the Old Custom House on Custom House Plaza, a spot loaded with history and close to other attractions. The meeting point’s central location makes it easy to combine this tour with other activities or a leisurely walk afterward.
What to Expect from the Itinerary
The tour combines visits to historic buildings and sites of significance. The first stop is the Colton Hall Museum, where you’ll get a glimpse into California’s early governance. Admission to this site is free, and you’ll spend about 15 minutes exploring California’s “Constitution Hall.” It’s a hands-down highlight for history buffs, as this is where California’s independence was discussed and drafted.
Next, the real meat of the tour is on foot, with guides leading you through Monterey’s less-visited corners. Expect to see and hear stories about buildings that many visitors pass by without a second thought. The guides are praised for their colorful storytelling and in-depth knowledge, making history come alive as you go.
What Makes This Tour Special
What really makes this experience stand out is the focus on the city’s hidden heart. Instead of just ticking off the well-trodden sights, you’ll wander through peaceful garden courtyards and peek into historic adobes that tell stories of Monterey’s past. Walking through these quiet spaces offers a different perspective—one that’s more intimate and reflective.
Another highlight is the story of Sloat’s Landing, a pivotal moment in California’s history when a bold action changed the entire course of the state. The tour also points out Monterey’s “Plymouth Rock,” a fun nickname for a historic site that signifies Monterey’s foundational importance.
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The Guides Make the Difference
Multiple reviews mention guides like Shirley and Tom, who are praised for their warm personalities and deep knowledge. One reviewer remarked that their guide “shared history that was new to us and showed Monterey in a new light,” which speaks to how these guides make history accessible and exciting.
Group Size and Atmosphere
With a maximum of 10 travelers, the tour maintains an intimate atmosphere, allowing you to ask questions freely and get personalized insights. It’s ideal for those who prefer meaningful conversations over large crowds.
Price and Value
At $35, this tour is a cost-effective way to gain a richer understanding of Monterey. The admission to the Colton Hall Museum is free, and the guide’s storytelling adds so much value that it’s a worthwhile investment for history lovers.
Possible Drawbacks
Some reviews note that buildings may have been closed or that the city seems more focused on tourism these days, which can limit some of the sightseeing. Also, the tour started 15 minutes late in one instance, though that’s often just a minor hiccup. Weather can also influence the experience; it’s best to check the forecast and dress accordingly.
Who Will Love This Tour?
This experience is perfect for history aficionados, small groups of travelers, and those who want an authentic, off-the-beaten-path look at Monterey. If you’re someone who enjoys colorful stories and appreciates a personable guide, you’ll probably find this tour both informative and fun.
Why Choose This Tour?

What sets the Original Monterey Walking Tours apart is their focus on local, lesser-known stories and sites. It’s not just about ticking off the major landmarks but about understanding the city’s role in California’s history. The guides are clearly passionate and knowledgeable, making the stories come alive and creating a memorable experience.
For travelers who want value, this tour offers an affordable price point combined with a rich, engaging narrative. The small group size ensures that you won’t feel lost in a crowd, and the flexible cancellation policy offers peace of mind.
The tour’s emphasis on authentic experiences makes it ideal for those who want a personalized, insightful journey into Monterey’s past. Whether you’re a history buff or a curious traveler, you’ll come away with stories and perspectives you won’t find in a typical guidebook.
Frequently Asked Questions
How long is the tour?
The tour lasts approximately 2 hours and 15 minutes, giving you a relaxed pace to explore and absorb the stories.
Where does the tour start and end?
It begins at 3 Portola Plaza and ends at the Old Custom House, both central locations near Fisherman’s Wharf and downtown.
What is included in the price?
Your admission to the Colton Hall Museum is free, and the tour price covers the guiding services of a knowledgeable, personable guide.
Is the tour suitable for all ages?
Yes, the tour is interesting, engaging, and fun for everyone, making it a good choice for families or groups with diverse ages.
Are there any accessibility considerations?
While specific accessibility info isn’t provided, the tour involves walking through historic sites and outdoor spaces, so it’s best to inquire directly if you have special needs.
What should I bring?
Comfortable walking shoes are a must, and consider bringing water and a hat for sun protection on sunny days.
Are there any restrictions or requirements?
Most travelers can participate, and service animals are allowed. The group size is limited to 10, which keeps the experience intimate.
Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours in advance for a full refund, providing flexibility if your plans shift.
What if the weather is bad?
Weather can affect the tour’s operation. If canceled due to weather, you’ll be offered a different date or a full refund.
Final Thoughts

The Original Monterey Walking Tours offer a thorough, authentic look at Monterey’s often-overlooked history and charm. Led by guides who are passionate and well-informed, you’ll gain a sense of the city that most visitors miss. It’s a fantastic choice for anyone wanting a personalized and meaningful experience that goes beyond the typical sightseeing routine.
At just $35, it’s a smart investment for those eager to deepen their understanding of Monterey’s foundational stories. The small group size, flexible cancellation, and focus on local secrets make it a standout option for travelers craving authenticity.
If you’re someone who appreciates colorful storytelling, historic insight, and a relaxed pace, this tour is likely to become a highlight of your Monterey trip. It’s perfect for curious minds, history buffs, and anyone eager to see a more personal side of this charming coastal city.
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