Top Charleston Private Sightseeing Tours - page 3

Our Private Driving Tour offers guests the ultimate personalized experience in Charleston. Traveling in comfort and style aboard our premium Nissan Armada SUV, guests enjoy a spacious, climate-controlled ride with panoramic views of the city's historic beauty. What sets our tour apart is complete customization. Whether guests are interested in Charleston’s rich history, architecture, Gullah culture, Civil War landmarks, or hidden local gems, the itinerary is tailored entirely to their interests and pace. This flexibility allows for a deeper, more meaningful connection to the city without the crowds or rigid schedules of group tours. With professional, knowledgeable guides and luxury-level service, our Private Driving Tour is the ideal choice for travelers seeking an unforgettable, curated Charleston experience.

Experience Charleston and the surrounding area like a local with your own Private Guide Come explore one of the oldest cities in America with its historic homes, French Quarter, and beautiful waterfront. Then let us take you out to discover the charming Old Village in Mt. Pleasant. The tour will pause for a lunch break* in the middle of the day in either Downtown Charleston or Mt. Pleasant (guest's choice) before continuing on. In the afternoon, guests will tour either Boone Hall Plantation or the McLeod Historic Site - two historic and beautiful plantations near Charleston. Let us do the driving and show you the best Charleston has to offer - both inside and outside downtown! *cost of lunch not included in tour price

Create the sailboat cruise of your dreams with this fully customized private tour on board the Fate in Charleston Harbor. Set off for as little as two hours or for half a day to take in the sights along the waterfront, including Charleston Battery, Fort Sumter, and Ravenel Bridge. Upgrade with catering for food and drinks on board, or bring your own refreshments—you can personalize your charter to suit your tastes.

Charleston’s a city with centuries of history, but you won’t feel like you’ve got too little time to explore it thanks to this self-guided audio tour. Skip the crowded, speedy group tours and opt to see Charleston on your schedule with unlimited use of this tour which you can even use at home. On your stroll, you’ll pass by sites like the High Cottage Charleston Restaurant, Rainbow Row, Dock Street Theatre, and the Battery - all of which you can visit.

Just you and your crew will have a guide all to yourself! As you stroll along the City Market, hidden alleyways, majestic churches, cobblestone streets, Waterfront Park‘s Pineapple Fountain, and Rainbow Row, your certified guide, a Charleston native, will unravel the mysteries of the Lowcountry’s intricate history and culture. Take a walk through time, exploring eclectic architecture and intriguing history. Lose yourself in the serene beauty of Charleston’s rich heritage and grand architecture on this journey through the famous Historic District and French Quarter. Find out why Charleston was once a walled city, why it is called the “Holy City,” and many other fascinating details about the port that was once known as the Jewel of the Crown. *Minimum of 4 guests required for this tour.*

As you embark on our 2-hour journey, you'll witness some of the most spectacular scenes enjoyed in coastal South Carolina. Our goal for our guests is to search for bottlenose dolphins and local species of birds while taking pleasure in the splendid scenery along the way. Bottlenose dolphins, well known for their intelligence, friendly disposition, and smiling faces, have been interacting with humans for centuries and seem to have as much interest in us as we have in them. They often swim near the boat, lifting their heads out of the water to get a glance at all the people on-board. Our South Carolina shores offer breathtaking beauty that becomes a serene portrait aboard our boat where we see dolphin jump and play. The Charleston coast is home to a wide variety of birds of prey, waterfowl, wading birds, terns and gulls, and shorebirds.

Step away from the crowds and see Charleston from the water on this private boat trip. With only your group on board, you set the tone—whether you want a relaxed drift past the city's storied waterfront, a lively celebration on the open water complete with drinks and music, or a few hours sunbathing and dropping anchor at a secluded local beach.

Explore beyond the Charleston city limits with this private half-day tour. Get picked up at the location of your choice and set out along the scenic River Road to the historic landmarks of West Ashley. Visit Drayton Hall, Magnolia Plantation and Gardens, and Middleton Place at your leisure. Maximize time with this private, half-day sightseeing excursion including a box lunch.

Charleston is often called a living museum, and this 60-minute walking tour brings its architectural history to life. Starting at the 1841 Greek Revival Market Hall, you’ll stroll Meeting Street to admire landmarks like the Circular Congregational Church and the Fireproof Building, while learning how Charleston’s built environment reflects English, French, and Barbadian influences. You’ll also discover how earthquakes, preservation, and adaptive reuse shaped the city’s landscape, ending the tour back near the Market. Highlights include: • Explore the “Four Corners of Law” with its diverse architectural styles • Examine Charleston’s iconic single house design with breezy side piazzas • Discover Rainbow Row’s colorful past and pastel façades • Learn about the 1886 earthquake’s impact on architecture • Identify French and English ironwork patterns • See South Carolina’s oldest public building, built to withstand explosions • Understand how adaptive reuse keeps historic Charleston alive

Enjoy a private walking tour of Charleston with a guide who was born and raised in the city. Your guide Ann will weave in her own personal stories as she shares information on the city's history and culture. Plus, because it’s a private tour, you can tailor the experience to your preferences and needs.

Discover southern hospitality on our Charleston Brunch Food Tour in the vibrant Upper King Street district! Starting near the historic William Aiken House, we kick off the morning with a buttery, handmade Hot Little Biscuit. As we stroll toward Marion Square, we dive into the soul of Lowcountry cooking with crunchy Fried Green Tomatoes. Walking through the Mazyck-Boragard neighborhood, we'll savor a sweet and savory Croffle with Fried Chicken and local honey. We also indulge in creamy Shrimp & Grits and Pimento Cheese, the 'Caviar of the South.' Before ending near the Aiken-Rhett House Museum, we reveal our incredible Secret Dish—a warm, nostalgic delicacy with a unique local twist!

Explore Folly Island from head to toe. Most Charleston visitors don't even realize our area has beautiful beaches! And Folly Beach will make you feel as if you've been transported to Key West! Arrive in style in my 2021 Mercedes Sprinter van, put your sun and surf clothes on, and soak in this surfer beach town. We can take 1-10 people. Our adventure takes us out on a 1/2 mile walk to the northern end of Folly, with a beautiful vista of Morris Island Lighthouse. This is where several scenes from Outer Banks is filmed. Next, walk the boardwalk into the ocean on Folly Beach Pier. Margaritas or ice cream anyone? Then, I will set you loose on the town to enjoy surfer shops. Taco Boy is my suggestion, but lunch is up to you. Finally, a drive to the south end of Folly, and the county park. Customize your adventure in advance and add additional hours. You can even rent beach chairs and enjoy the surf. Don't miss the chance to spend some time with the ocean!

Experience the picturesque beauty of Charleston Harbor on this private 2-hour sailing cruise. See top Charleston landmarks including The Battery, Ravenel Bridge, and the USS Yorktown from the water, for a fresh perspective that lets you escape the land-based crowds. Bring your own drinks and snacks to enjoy during the cruise, or for a special treat, opt for on-board catering.

Charleston History. Jewish Soul. Charleston was home to the largest Jewish community in the U.S. until the 1820s — even surpassing New York! This private tour blends iconic landmarks with hidden gems, weaving Jewish heritage into the broader story of Charleston. We’ll visit sites both famous and often overlooked — including “Little Jerusalem” and two of America’s oldest synagogues: one, the oldest in continuous use and birthplace of Reform Judaism; the other, the nation’s oldest active Orthodox Ashkenazi congregation. You'll also see the first Jewish-owned pharmacy in America, a brothel once run by a Jewish woman, and homes and civic spaces tied to merchants, leaders, and reformers. Along the way, we honor the contributions of African Americans and reflect on Jewish involvement in Charleston’s slave economy and the Civil War. Each tour is private, unhurried, and carefully curated — complete with refreshments and storytelling that make the experience both meaningful and memorable.

Charleston History. Jewish Soul. Charleston was home to the largest Jewish community in the U.S. until the 1820s — even surpassing New York. Experience iconic landmarks and hidden gems on a private tour that weaves Jewish heritage into the broader story of Charleston. We will explore a fascinating stretch of Charleston’s historic core, visiting homes once owned by Jewish merchants, including a steamship magnate and a successful clothier, as well as the site of America’s first Jewish-owned pharmacy. You’ll also see the Hebrew Orphan Society building and stroll past the colorful facades of Rainbow Row. As we walk, we’ll reflect on the vital role of African Americans in Charleston’s Jewish story and the complex legacy of Jewish involvement in both the city’s slave economy and the Civil War. This is more than a history tour—it’s a meaningful exploration of Jewish identity, community, and continuity in Charleston, led with insight, care, and a storyteller’s heart.

Cruise Charleston's waterfront before the crowds descend on this morning boat trip reserved for you and your group of up to 20. Enjoy a leisurely trip with the city's celebrated skyline as your backdrop, with a captain and first mate taking care of everything else. The onboard coolers are stocked with ice, water, and soft drinks—all you need to bring is the company and, if you fancy something stronger, your own drinks.

Uncover the charm of South Carolina's Lowcountry on this delightful day tour from Charleston. Visit the majestic Angel Oak Tree, an ancient symbol of nature’s resilience, and delve into its fascinating history. Experience North America's only tea plantation at the Charleston Tea Garden, where a scenic trolley ride leads you through sprawling tea fields, concluding with a refreshing tea tasting. Cap off your day with a visit to Deep Water Vineyard, where you can savor handcrafted wines while soaking in picturesque landscapes. - Explore the historic Angel Oak Tree and its stories - Enjoy a scenic trolley ride and tea tasting at Charleston Tea Garden - Sample exquisite wines at Deep Water Vineyard with beautiful views - Ideal for couples, families, and small groups seeking a unique getaway

During your 2.5-hour tour you will witness the beauty that has made Charleston the #1 City in the World year after year. Impressive, but what is beauty without a little brawn! During the tour you will see the Yorktown, Fort Sumter, Fort Johnson, Fort Moultrie, Castle Pinkney, and the world renowned Battery and White Point Garden which housed the artillery during the Civil War. If you think all of that sounds amazing, just wait until you see the sunset. Experiencing the Charleston sunset from the water will leave you breathless! After you catch your breath, the sunset will serve as the perfect backdrop for family portraits, engagements, you name it! Food and drink are encouraged! Alcohol is welcome for guests 21 and older. We provide the cooler and ice - aren’t we nice! Music and boating are like a horse and carriage - They just go together! All our boats are equipped with a Bluetooth stereo system that makes us the envy on the water so bring your tunes.

Discover the history and secrets of America's most historic city. Stories from the Revolutionary War, the Civil War, Pirate history of Charleston as well as some haunted areas as well.

Relax and enjoy a refreshing beverage as we cruise the Charleston harbor, take in a history tour or enjoy a swim or do it all! BYOB or add catering.. All charters are private, only those you bring will be onboard, there is a captain and 1st mate who operate the vessel. A true luxury yachting experience! Yes 15 passengers total, Kismet is a Coast Guard inspected vessel and can legally take large parties with no bareboat contracts. BYOB, yes you can bring anything you want, including beer, wine, liquor, and food. You can make it easy on yourself and order beer, wine, and gourmet catering through Caviar and Bananas. They can deliver the food and drinks directly to the boat. A clean bathroom is onboard. We allow you to swim off the boat or lounge in our floats. If you want the best customer service and the longest running private charter company in Charleston, look no further!

This historic immersion tour promises to make your stay richer and culturally more enjoyable as you take an insider’s look at the people, places and food that make Charleston unique. The #1 hospitable city in America will come alive as we experience our shared Southern history together!

Discover local food and learn about the city and its history from a local Charlestonian on this private guided tour. Learn about Southern foods such as grits, fried oysters, and fried green tomatoes and the culture behind them, including how the African slave trade introduced ingredients to the local diet. This private tour provides a more intimate, personalized experience.

Enjoy a private, exclusive tour with your own local guide. Charleston Family Chronicles: A Walk Through History and Culture" is a family-friendly walking tour that explores the historical and cultural landmarks of Charleston. Begin your adventure at the Mills House Charleston, a historic hotel known for its distinctive architecture and Southern charm. Next, visit the Dock Street Theatre, America's first theatre, offering a glimpse into Charleston's rich performing arts heritage. Continue to The Pink House Gallery, a delightful spot that showcases local art and creativity. Then, make your way to Washington Square, a tranquil park ideal for a family picnic and relaxation amid historical monuments. Conclude your tour at the County of Charleston Historic Courthouse, a significant architectural landmark with a storied past. This tour is perfect for families looking to experience Charleston's history, culture, and charm in a leisurely and enjoyable way.

Travel along the picturesque roads from Charleston to Savannah, exploring the captivating beauty of the Lowcountry. This tour highlights moss-draped oak trees and coastal marshes, while your guide shares fascinating insights into the region's rich history and culture. Once in Savannah, stroll through the Historic District, where cobblestone streets and elegant mansions await. Don't miss the iconic Chippewa Square and the bustling City Market, filled with local art and shops. A delightful stop at Gallery Espresso for artisan coffee and pastries rounds out this charming experience. - Scenic drive showcasing the stunning Lowcountry landscape - Discover Savannah's Historic District and its preserved architecture - Immerse in local culture at the vibrant City Market and River Street - Ideal for history enthusiasts, families, and adventurous couples