Charleston Style VIP Tour: A Detailed Look at One of the City’s Best Experiences
If you’re considering exploring Charleston and its surrounding areas, the Charleston Style VIP Tour promises a personalized, in-depth day that hits many of the city’s highlights. Designed for those who want to see the city with a knowledgeable guide in a comfortable private vehicle, this tour offers a flexible, tailored experience that can suit a variety of interests. From historic downtown to scenic plantations, it’s a solid way to really get a feel for what makes Charleston special.
What we particularly like about this tour is the combination of guided local insights and scenic stops, which make it both educational and relaxing. Plus, the private nature of it means you get to ask questions and shape your day without feeling rushed. Another standout is the well-rounded itinerary—covering big-ticket historic sites, charming neighborhoods, and beautiful waterfronts. On the flip side, a possible consideration is the cost—at $350 per person, it’s not the cheapest, but the value is there if you want a comprehensive look without the hassle of figuring out logistics yourself.
This tour is especially good for travelers who appreciate a curated experience and want to avoid the stress of planning their own day. It’s suited for those who enjoy history, scenic views, and a touch of luxury. If you’re traveling with a group who prefers an intimate, flexible guide rather than a big bus tour, this could be just what you need.
Key Points

- Private and Personalized: Only your group participates, making the experience intimate and adaptable.
- Comprehensive Itinerary: Covers historic downtown, scenic waterfronts, charming Mount Pleasant, and historic plantations.
- Flexible Lunch Options: You choose whether to dine in Charleston or Mt. Pleasant (lunch not included).
- Expert Guides: Known for knowledgeable guides who make history come alive.
- Beautiful Views & Historic Neighborhoods: From Rainbow Row to Waterfront Park.
- Excellent Reviews: All 6 reviews gave a perfect 5-star rating, highlighting the guide’s knowledge and the tour’s overall quality.
An In-Depth Look at the Charleston Style VIP Tour
Planning more time in Charleston? We've covered other experiences worth considering.
Starting Off in Charleston’s Historic Downtown
The tour kicks off around 10 a.m. at the Charleston Visitor Center. From there, you’ll start exploring the heart of the city, beginning with the Battery, a picturesque seawall along Charleston Harbor that offers views of historic mansions and ships. This spot is a favorite for photos and offers a glimpse into Charleston’s military past.
Next, you’ll visit White Point Garden, a public park since 1837. It’s interesting to note that this park once stored artillery during the Civil War, and today it’s a lovely green space lined with historic monuments. It’s a quiet spot to soak in the city’s layered history.
Moving along, the Old Exchange and Provost Dungeon is a significant site—it’s one of only four structures where the U.S. Constitution was ratified in 1788, and it was also a site for public slave auctions. These historical layers give you a sense of Charleston’s complex past. The guide will likely share stories that bring these sites to life, making history feel tangible.
Marion Square is next, originally a parade ground and named after a Revolutionary War figure. Today, it’s a lively spot where locals gather—it’s a good place to get a sense of everyday Charleston life. Then, the famous King Street rounds out this segment. Once the main route, it’s now an upscale shopping street packed with boutiques, cafes, and historic buildings.
Reviews mention that guides make history engaging and personalized. One reviewer noted how their guide, Dave, provided nonstop knowledge and made the experience feel like exploring with a good friend. That level of personal touch can turn what might be a typical city tour into something memorable.
Scenic Drive and Lunch Break: Flexibility Is Key
After exploring downtown, you’ll have the chance for a lunch break—either in Charleston or Mt. Pleasant, depending on your preference. Keep in mind, lunch isn’t included in the tour price, so you might want to budget for that. The flexibility allows you to choose a spot that suits your mood or dietary needs.
Rainbow Row and Historic Homes
Post-lunch, the tour moves to the iconic Rainbow Row, a stretch of 13 colorful historic houses along the Cooper River. It’s one of Charleston’s most photographed sights and offers a vivid contrast to the more subdued historic architecture elsewhere in the city. The guide might also give you a quick overview of the architectural styles from the 18th and 19th centuries, which adds some context to the photographs.
Nearby, you can admire the Edmonston-Alston House, Aiken-Rhett House, Joseph Manigault House, Heyward-Washington House, Nathaniel Russell House, and the Williams Mansion—all private homes and historic sites that offer a glimpse into Charleston’s aristocratic past. Admission costs aren’t included, but just seeing these homes from the outside or taking a quick walk by can be rewarding.
Waterfront Park and Gadsden’s Wharf
Your next stop is the Charleston Waterfront Park, home to the Pier and Gadsden’s Wharf. The pier is perfect for relaxing and snapping photos of the harbor, with views that stretch out into the water. Gadsden’s Wharf, historically significant as a point where enslaved Africans arrived during the transatlantic slave trade, provides a sobering reminder of the city’s deeper history. Both sites are free to access, and the park’s calm atmosphere makes it a nice break from sightseeing.
- Charleston City Sightseeing Bus Tour
- Small Group Charleston Walking Private Tour
- Private Sailing, Dolphin and History Tour on Mystique
- Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering
- Hidden Alleyways and Historic Sites Small-Group Walking Tour
- Boone Hall Plantation Admission & Tour with Transportation from Charleston
Mount Pleasant and Shem Creek
A scenic drive takes you into Mount Pleasant’s Old Village, known for live oak-lined streets, waterfront views, and a small-town feel. The highlight here is Shem Creek, a lively spot with a 2,200-foot boardwalk popular with locals and visitors alike. You might spot dolphins, enjoy fresh seafood, or just take in the views of the harbor, making it a relaxing and scenic way to end your afternoon.
Plantation Visits: Boone Hall or McLeod
The tour’s finale is a visit to either Boone Hall Plantation or McLeod Historic Site, depending on your choice. Boone Hall, established in the 17th century, is famous for its long avenue of live oaks and still produces crops today. You’ll see historic buildings and learn about plantation life.
Alternatively, the McLeod Historic Site offers a look at a middle-class plantation, with original slave quarters, a 19th-century home, and outbuildings. It’s a bit more modest but equally significant historically.
Both options last about three hours and are a highlight of the day, combining history, architecture, and scenic beauty. Since the reviews praise guides for their knowledge, expect engaging commentary at either site.
Why This Tour Is a Good Investment

At $350 per person, this tour isn’t cheap, but it offers a lot of value. You get a dedicated guide, private transportation, and a carefully curated itinerary that covers the city’s essential sights without the hassle of navigating yourself. The included stops—historic neighborhoods, waterfronts, and plantations—are some of the most photogenic and meaningful parts of Charleston.
The reviews reinforce that this is a knowledgeable, personable experience, with guides who treat it like more than just a job. The flexibility, private setting, and in-depth commentary make it stand out from larger bus tours or self-guided walks.
What Could Be Better?
The main consideration is the cost, which might be a stretch for some travelers. Also, the lunch isn’t included, so you’ll want to plan ahead and budget an additional amount. While the itinerary is comprehensive, it’s a full day—expect to be on your feet and sitting for several hours.
Who Should Consider This Tour?

This VIP experience suits travelers who want a customized, relaxed day with a knowledgeable guide sharing local insights. It’s great for those interested in history, architecture, and scenic views, and who value comfort and personalization. If you’re traveling with a small group or prefer avoiding large tour buses, this private option will be especially appealing.
It’s also ideal if you’re willing to pay a little more for a more intimate and flexible experience. Given the positive reviews, those who enjoy learning from engaging guides will find this tour particularly rewarding.
Charleston Style VIP Tour
“It was absolutely incredible! Completely customized, nonstop knowledge on historical significance which we really enjoyed. Dave was less like a gu…”
FAQs

How long does the tour last?
The full experience is approximately 7 hours, starting at 10 a.m., with a flexible schedule especially around the plantation visit and lunch.
Is transportation included?
Yes, you’ll be picked up in an air-conditioned private vehicle, making the day comfortable and stress-free.
Are tickets to attractions included?
No, admission to sites like Rainbow Row homes or plantations isn’t included, but many of the stops are free or outside viewing.
Can I choose where to eat lunch?
Yes, you can decide whether to eat in Downtown Charleston or Mt. Pleasant, but the tour price doesn’t cover lunch itself.
Is this tour suitable for families?
While not specifically marketed as a family tour, the flexible, private nature might work well for families with older children interested in history and scenic views.
What if the weather is bad?
Since the tour requires good weather, if canceled due to rain, you’ll be offered a different date or a full refund.
To sum it up, the Charleston Style VIP Tour offers a full, insightful look at one of America’s most charming cities. Its private, flexible approach makes it ideal for those who want a personal touch, expert insights, and a mix of historic, scenic, and cultural highlights. While it’s a higher price point, many reviews confirm the experience’s quality and personalized care, making it a worthwhile splurge for a memorable day in Charleston.
Whether you’re a history buff, a lover of scenic drives, or simply seeking a relaxed day exploring with a knowledgeable guide, this tour could very well be the highlight of your trip.
More VIP Experiences in Charleston
More Tours in Charleston
- Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
- Charleston’s Savor the Flavors of Upper King Street Walking Food Tour
- Historic Women of Charleston Guided Walking Tour
- Ghost Tour Charleston
- The Charleston Boo Hag and Brews Ghost and Bar Tour
- Get Out of Town! Lighthouses, Beaches and Forts Tour! Folly to Sullivan’s Island
More Tour Reviews in Charleston
- 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
More Charleston experiences we've covered
- 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
- Charleston Happy Hour Tour
- Private Professional Vacation Photoshoot in Charleston
- Private Photo Session in Historic Charleston


