If you’re thinking about adding a personal touch to your Charleston trip, this private photo session might just be the perfect choice. Designed to give you more than just photos, it blends sightseeing with professional photography — a chance to stroll through some of the city’s most iconic spots while getting beautiful keepsakes of your visit.
What we love about this experience is how it combines local insights with professional guidance—making sure your photos look fantastic without feeling awkward. Plus, the flexibility to include other scenic spots like Boone Hall Plantation or the Isle of Palms means it’s tailored to your interests.
That said, a possible consideration is the cost—$125 per person can add up if you’re traveling with a group, but many find the personalized photos worth the investment. It’s best suited for couples celebrating a special occasion, families wanting quality memories, or anyone who wants to combine sightseeing with a professional photo shoot.
This experience shines brightest for those who want a relaxed, personalized way to explore Charleston’s colorful streets and historic sites while leaving with professional photos that truly stand out. It’s not a typical sightseeing tour, but rather a chance to capture your time in the city with a skilled photographer guiding you along the way.
Key Points

- Personalized experience: Private, only your group participates.
- Expert guidance: Photographer provides tips for natural poses and easy enjoyment.
- Flexible locations: Starts at Rainbow Row and can include nearby scenic spots.
- High customer satisfaction: Consistently rated 5/5 with glowing reviews.
- Duration and booking: About 1-2 hours, booked approximately 36 days in advance.
- Cost analysis: At $125 per person, it’s an investment in quality photos and a memorable experience.
Unpacking the Experience: What to Expect

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The Itinerary and Its Charm
The main starting point is Rainbow Row, arguably Charleston’s most colorful and photographed street. We loved the way this location offers a lively, eye-catching backdrop right in the heart of the historic district. It’s a perfect spot for capturing vibrant, cheerful photos that echo Charleston’s charm. The guide’s goal is to help you feel relaxed amidst the cobblestones, cozy alleys, and towering oak trees, making the session feel more like a fun stroll than a formal photo shoot.
Beyond Rainbow Row, the possibility of visiting spots like Boone Hall Plantation, Cypress Gardens, or the Isle of Palms offers added scenic variety. These sites are often known for their picturesque settings, whether it’s old southern charm or coastal beauty. Including these locations in your session can turn your photos into a visual tour of the area’s highlights.
The Photographer and the Style
Dennis, the guide behind this experience, earns high praise from past clients for his friendliness, professionalism, and supportive attitude. Multiple reviews mention how he makes everyone feel comfortable—an essential factor for getting natural, authentic photos. His ability to help with posing and his good humor helps ease any tension, making the whole process enjoyable.
One reviewer noted how Dennis’s kindness and humor made the session fun, and another appreciated the quick turnaround on the photos, which is great for travelers eager to share their memories. The personalized attention ensures that you won’t feel rushed or awkward, which can often happen in quick, impersonal shoots.
The Photos and Their Quality
The photos tend to turn out beautifully, capturing genuine smiles and relaxed poses. Several reviews mention how satisfied clients are with the pictures, often celebrating their anniversaries or trips with friends. If you’re looking to improve your picture quality without the hassle of trying to direct yourself, this professional session is a solid pick.
Booking and Cost
At $125 per person, the price is fair considering you get a private, tailored experience and high-quality photos. Most travelers book about a month in advance, giving enough time to plan your trip around this unique activity. The tour is a private experience, meaning only your group will participate, which enhances both privacy and customization.
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The Details That Matter

Duration and Meeting Point
The session lasts approximately 1 to 2 hours, making it a manageable activity without taking up your entire day. The meeting point is at 79 E Bay St, easy to reach by public transportation or walking if you’re already exploring downtown Charleston.
Accessibility and Considerations
The tour is suitable for most travelers, with the main requirements being a willingness to walk and stand for a bit. Service animals are allowed, which is helpful for those needing support. Keep in mind that this isn’t suitable for single portrait sessions, so if you’re traveling alone, this may not be the best fit.
Cancellation and Flexibility
The booking offers free cancellation up to 24 hours beforehand, providing some peace of mind if your plans change. Be sure to cancel within that window to get a full refund.
Why Choose This Photo Session?

If you want to capture Charleston’s vibrant streets and scenic spots with a professional’s eye, this tour offers an excellent blend of sightseeing and personalized photography. It’s particularly well-suited for couples, anniversaries, or anyone who wants high-quality, natural-looking photos taken in a relaxed setting.
The consistent 5-star reviews speak volumes about the quality of the experience and the skill of the photographer. Customers emphasize how Dennis’s friendliness, supportiveness, and quick turnaround made the session memorable, and the photos turned out “picture perfect.” For many, these photos become treasured keepsakes, capturing their special moments in a city that’s full of colorful character.
Private Photo Session in Historic Charleston
“Dennis was a pleasure to work with. He asked for our opinions on things we had in mind before the session, made us very comfortable during the sess…”
Who Will Love This Experience?

This session is ideal for those who value personalized service and want to avoid cookie-cutter photos. It’s perfect for couples celebrating milestones, families seeking memorable photos, or anyone who wants to combine sightseeing with a professional photo shoot. If you’re shy or unsure about posing, the guide’s help will ensure your photos look natural and relaxed.
However, if you’re on a tight budget or prefer a larger group experience, this might not be the most economical option. It’s also not suited for solo portrait sessions, so group travelers or couples will get the best value.
Is this a group tour or private?
It’s a fully private experience, so only your group will participate, allowing for personalized guidance and photos.
How long does the session last?
Expect about 1 to 2 hours, giving enough time for a relaxed walk and plenty of photos.
Where does the session start?
It begins at 79 E Bay St, Charleston, SC 29401, a central location easy to find and accessible.
Can I include other locations in my session?
Yes, the photos can be taken at Rainbow Row and nearby scenic spots like Boone Hall Plantation, Cypress Gardens, or Isle of Palms if desired.
What’s the cost?
The price is $125 per person, which includes professional photography and guidance.
Is there a cancellation policy?
Yes, free cancellation is available up to 24 hours before the session.
Who is the photographer?
Dennis is the guide and photographer, praised for his friendliness, professionalism, and ability to make clients comfortable.
Can I do this if I have a wheelchair or mobility issues?
Most travelers can participate, but it’s best to inquire directly about specific mobility considerations.
Is this suitable for families with children?
While the data doesn’t specify children, the experience’s relaxed, scenic nature suggests it could be enjoyable for families with older kids, provided they’re comfortable walking.
In all, this private photo session in Charleston offers a blend of sightseeing, personalized guidance, and quality photography that’s hard to beat. Whether celebrating a special occasion or just wanting to preserve your trip in beautiful images, it’s worth considering. Just plan ahead, and you’ll walk away with images that will make everyone back home a little jealous.
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- Half Day Private Tour throughout Charleston Historic Locations
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More Charleston experiences we've covered
- Half Day Private Tour throughout Charleston Historic Locations
- Middleton Place Admission with Self Guided Tour and Lunch
- Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
- Charleston’s Savor the Flavors of Upper King Street Walking Food Tour
- Charlestons Spirits & Spirits Haunted Pub Crawl
- Historic Women of Charleston Guided Walking Tour
- Ghost Tour Charleston
- Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB
- Charlestons Best Highlights: History, Culture & Architecture
- Narrated Haunted Ghost Cruise of Charleston Harbor
- The Charleston Boo Hag and Brews Ghost and Bar Tour
- Get Out of Town! Lighthouses, Beaches and Forts Tour! Folly to Sullivan’s Island



