Travelers interested in exploring the cultural fabric of Charleston beyond its charming streets and historic homes will find this Jewish History Private Driving Tour a captivating choice. Offered by Charleston Jewish Tours, this experience takes you on a carefully curated 2-hour journey through the city’s Jewish past—an often overlooked but deeply woven part of Charleston’s story.
What we love most about this tour is its focus on private, personalized storytelling—you get a relaxed pace and a guide who’s genuinely passionate about sharing Charleston’s Jewish contributions. Plus, the mix of well-known landmarks and hidden gems, such as Little Jerusalem and the oldest synagogues, provides a well-rounded perspective. The only real consideration? The tour’s price of $395 for up to four people might seem steep for some, but when you consider the depth of history and the personalized attention, it’s a solid investment in an authentic experience.
This tour is ideal for history buffs, those with an interest in Jewish heritage, or travelers who appreciate a thoughtful, culturally immersive outing. If you’re looking for an off-the-beaten-path look at Charleston’s diverse roots, this private tour is likely to resonate.
Key Points

- Private, intimate experience tailored to your group’s interests
- Focus on Jewish contribution to Charleston’s history, from synagogues to civic spaces
- Includes both well-known sites and hidden stories, like Grace Peixotto’s brothel
- Expert guide with a passion for storytelling and deep local knowledge
- Accessible and convenient pickup option with a mobile ticket
- Reflects on broader social issues such as African American involvement and the Civil War
An In-Depth Look at the Tour Experience

You can also read our reviews of more private tours in Charleston
A Personal Introduction to Charleston’s Jewish Heritage
From the moment your guide picks you up, it’s clear this isn’t a typical sightseeing bus. Instead, it’s a private, relaxed journey through the city’s layered history. For just under two hours, you’ll have the undivided attention of a knowledgeable local who’s eager to share stories that connect landmarks with broader social and cultural themes.
Visiting the Oldest Synagogue and the Birthplace of Reform Judaism
Your first stop is the Kahal Kadosh Beth Elohim, the oldest synagogue still in continuous use in the United States. Built in the late 18th century, it’s a cornerstone of Jewish history in America—being the birthplace of Reform Judaism. Here, you’ll learn about Sephardic roots and how this congregation shaped Jewish religious practice. The building’s architecture and interior reflect a community proud of its history and ongoing faith.
Stories of Notorious and Remarkable Personalities
Next, your guide might tell you about Grace Peixotto, a remarkable woman who owned a brothel in Charleston. Her story highlights a fascinating, less-polished side of Jewish life in 19th-century Charleston, adding personal depth and a human touch to the tour. You might find her story surprising, as it defies many stereotypes and shows the diverse roles Jewish women played in the city’s social landscape.
The First Jewish-Owned Pharmacy and Civic Contributions
A highlight is seeing Dr. Jacob de la Motta’s pharmacy, recognized as the first Jewish-owned pharmacy in the U.S. This spot isn’t just about commerce; it’s about pioneering and breaking barriers in American business. Nearby, the Hebrew Orphan Society, the oldest Jewish charity incorporated in the country, reveals the community’s commitment to social responsibility and care.
You can also read our reviews of more historical tours in Charleston
- Charleston Historical Walking Tour With a Professor of History at the Citadel
- Charleston Horse & Carriage Historic Sightseeing Tour
- Charleston’s Old South Carriage Historic Horse & Carriage Tour
- Daytime Horse-Drawn Carriage Sightseeing Tour of Historic Charleston
- Undiscovered Charleston: Half Day Food, Wine & History Tour With Cooking Class
- Historic Charleston Guided Sightseeing Walking Tour
Exploring Charleston’s Oldest Ashkenazi Synagogue and Little Jerusalem
You will visit Beth Shalom (BSBI), the city’s oldest active Orthodox Ashkenazi congregation. Its building and ongoing worship practices offer a window into the diverse traditions within Jewish practice. Then, a walk through “Little Jerusalem” takes you into a bustling neighborhood that was once home to a thriving Ashkenazi Jewish community, revealing how these immigrant groups established roots amid Charleston’s broader society.
Reflecting on the Broader Historical Context
The tour’s scope extends beyond religious sites. You’ll see the Charleston Holocaust Memorial, a powerful symbol of remembrance and resilience, designed with meaningful symbolism. Throughout, your guide emphasizes Jewish involvement in Charleston’s slave economy and Civil War, fostering a nuanced understanding of how Jewish merchants and leaders influenced and were affected by these pivotal periods.
Practical Details and Overall Experience
The private nature of this tour means you can focus on your interests, ask questions, and enjoy a relaxed pace. The pickup service adds convenience, and the mobile ticket format makes planning straightforward. At $395 for up to four people, the value lies in the personalized storytelling, expert guidance, and access to sites that aren’t always on mainstream tours.
What Past Travelers Say
Our sole review praises the guide’s ability to bring stories to life unexpectedly, with one reviewer noting that they had “no idea how much Jewish history there was in the city” until they took this tour. The guide’s knowledge and engaging storytelling seem to be the key highlights, making it a memorable, enriching experience.
Who Will Love This Tour?

This private driving tour suits those who prefer an intimate, in-depth exploration of history, especially if you’re curious about Jewish culture, religion, and community life in Charleston. It’s also a good fit for travelers who want a flexible, curated experience that balances iconic sites with lesser-known stories. Families, history enthusiasts, or those with an interest in social justice themes will find plenty to engage with here.
The Sum Up

The Jewish History Private Driving Tour of Charleston offers an authentic, thought-provoking glimpse into a vital chapter of American history. Its focus on personal stories, historic landmarks, and cultural contributions makes it more than just a sightseeing ride; it’s an educational experience that highlights the diversity and resilience of Charleston’s Jewish community.
Offering flexibility, expert storytelling, and a chance to see both celebrated and overlooked sites, this tour provides excellent value for those eager to deepen their understanding of the city’s layered past. It’s ideal for travelers who enjoy a personalized journey and want to connect history with human stories in a comfortable setting.
If you’re interested in exploring Charleston through a lens of cultural complexity and community spirit, this tour is well worth considering.
FAQ

Is this tour private and customizable?
Yes, it is a private tour for your group only, lasting about 2 hours. The experience is tailored to your interests, providing a relaxed and personalized atmosphere.
What sites are included in the tour?
You’ll visit the oldest synagogue in continuous use, the birthplace of Reform Judaism, and the oldest active Orthodox Ashkenazi synagogue. Other stops include the first Jewish-owned pharmacy, a historic Jewish neighborhood, and a memorial.
Does the tour include transportation?
Yes, it’s a driving tour, with pickup offered from a central Charleston location. The tour is designed to be comfortable and accessible.
How much does the tour cost?
The price is $395 for up to four people. When considering the personalized attention and access to exclusive sites, many find this quite reasonable.
How long is the tour?
It runs about 2 hours, making it a manageable addition to your day without feeling rushed.
Are refreshments provided?
The experience promises refreshments as part of the storytelling, enhancing the overall ambiance and comfort.
Can the tour accommodate service animals?
Yes, service animals are allowed, ensuring accessibility for travelers with disabilities.
What is the cancellation policy?
You can cancel free of charge up to 24 hours in advance, with a full refund. Cancellations made less than 24 hours before cannot be refunded.
In summary, this tour offers a rare, intimate look at Charleston’s Jewish community’s history, contributions, and stories. With a knowledgeable guide, flexible private setting, and a blend of famous and hidden sites, it’s a meaningful journey perfectly suited for those eager to learn and reflect.
More Private Tours in Charleston
- Private Sunset BYOB Boat Ride on Southern Charm
- Private Transfer from Charleston Port to Charleston Airport (CHS)
- Private Luxury Sunset Boat Tour in Charleston Harbor
- Sunset Dolphin Cruise (options for public of private)
- PRIVATE GROUP! Charleston’s Best Food Tour – Tastes Through Time
- Jewish History Private Walking Tour of Charleston
More Tours in Charleston
More Tour Reviews in Charleston
Not for you? Here's more nearby things to do in Charleston we have reviewed
- Charleston: Old Walled City Historical Walking Tour
- Charleston: Haunted Ghost Tour – A Spectral Adventure!
- Charleston Pirates Tour
- Charleston City Scavenger Hunt by Crazy Dash
- Yuletide Splendor A Christmas Walking Tour in Charleston
- Build Your Own Trucker Hat Experience in Charleston
- Sip History in a Secret Speakeasy – Cocktail Class
- Jewish History Private Driving Tour of Charleston
- Private Sunset BYOB Boat Ride on Southern Charm
- Ghostly Tales of Charleston
- Tour and Tasting at Striped Pig Distillery
- Charleston: City of the Dead Walking Ghost Tour
