Charleston
Hiring a private guide is the fastest way into Charleston’s layers, and these are the guides I’d hire. Tours mix walking and driving, so one custom day can pair downtown with sites farther out. Couples and small groups get the most from it.
Experience the ultimate luxury sailing adventure with private charters. BYOB and spot dolphins as you sail into the sunset. Click now for a dreamy escape!
Most Popular★ 5.0“While both William and Zack were pleasant and friendly, the 4 of us got off the sailboat feeling like we were taken advantage of. We went under the bridge and into the channel and did not get anywhere near the sites advertised. It was a…”
★★★★★★★★★★
395 reviews2 hours 30 minutes (approx.)From $499.00by Blue Life Charters
Discover the charm of Charleston on a private horse-drawn carriage tour. Immerse yourself in history, romance, and breathtaking views. Book your magical journey today!
★ 5.0“Wonderful tour with Bob and Holtz.! We saw streets and homes that were extraordinary examples of Charleston architecture and style, as well as gardens. Totally worth the investment for a private tour.”
★★★★★★★★★★
340 reviews1 hour (approx.)From $325.00by Palmetto Carriage Works
Discover the hidden culinary gems of Charleston on a private walking food tour with Secret Food Tours. Indulge in mouthwatering dishes and uncover the city's delicious secrets!
★ 5.0“Hannah, the guide was a pleasure and the information on Charleston that she provided was the highlight. The food was ok to good, not great. One dish was a standout. Much better exceptional food options in the city.”
★★★★★★★★★★
201 reviews3 hours 30 minutes (approx.)From $370.00by Secret Food Tours
Step back in time and capture the essence of historic Charleston with a private photo session - but what secret gem awaits those who dare to explore further?
★ 5.0“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 session, and allowed us options to customize the package after the session. He knew the spots for the…”
★★★★★★★★★★
123 reviews1 to 2 hours (approx.)From $125.00by Photo Session in Charleston
Wander through Charleston's storied past aboard a private horse-drawn carriage, as expert guides reveal the city's captivating secrets from a unique perspective.
★ 5.0“This was an excellent way to see Charleston. Our guide Daniel was AMAZING! Lots of knowledge of the city while also being funny.”
★★★★★★★★★★
103 reviews50 minutes (approx.)From $300.00by Carolina Polo and Carriage Company
Experience the ultimate adventure with private sailing tours on Mystique. Discover dolphins and immerse yourself in fascinating history on this unforgettable journey. Book now!
★ 5.0“Capt. Will and Sam were the best! Beautiful boat, knowledgeable and so much fun!! My husband and I highly recommend them. Dr. Alex and Mrs. Rodi”
★★★★★★★★★★
84 reviews2 hours (approx.)From $575.00by Charleston Sailing Charters
Brace yourself for a spellbinding journey through Charleston's haunted past on Palmetto Carriage's captivating Private Historic Carriage Tour, where the supernatural awaits.
★ 5.0“Evan was amazing! We learned and laughed the entire time. Absolute best tour guide ever. Highly recommend.”
★★★★★★★★★★
65 reviews30 minutes (approx.)From $275.00by Palmetto Carriage Works
Experience the ultimate luxury with our private sunset sailing charter! Bring your own drinks and create unforgettable memories as the sun sets on the horizon. Book now!
★ 5.0“Took an awesome ride in the bay with our captain, Will. Everything was great and Will was the ultimate host making sure we had everything we needed! Highly recommend this activity.”
★★★★★★★★★★
64 reviews2 hours 30 minutes (approx.)From $500.00by Charleston Harbor Sailing
Soak in the stunning views of Charleston's iconic landmarks aboard the luxurious sailing yacht Fate during a private 2-hour sunset cruise, where personalized experiences await.
★ 5.0“Captain Scott and first mate Sam did an awesome job of making our experience memorable! My saw a beautiful sunset, dolphins, and learned about Charleston along the way. The boat is beautiful and Sam they went above and beyond to give us a once in…”
★★★★★★★★★★
55 reviews2 to 4 hours (approx.)From $760.00by Charleston Sailing Charters
Discover the secrets of Charleston's past on a private walking tour. Immerse yourself in history as you explore the city's hidden gems. Book your adventure today!
“My husband and I visited Charleston for his 40th birthday. We decided on a private tour and it was a great experience. Nick was our guide. He was very informative and knowledgeable. It was such a pleasure to meet him and go on his tour!”
★★★★★★★★★★
49 reviews2 hours (approx.)From $138.00by Crafted Travel
Jaunty Charleston foodies embark on a private brunch walking tour with Secret Food Tours, uncovering a city's culinary secrets and architectural delights. Rated 5 stars.
★ 5.0“We had a wonderful tour this morning with Nathan! He was warm, friendly, and very knowledgeable about all things Charleston. We loved each stop and getting to try the local fare. Everything was delicious, and Nathan arranged alternatives for the Vegetarian and Gluten-Free members of…”
★★★★★★★★★★
48 reviews3 hours 30 minutes (approx.)From $370.00by Secret Food Tours
Indulge in a private luxury afternoon harbor tour aboard the sailing yacht Fate, where stunning Charleston views and a personalized BYOB experience await.
★ 5.0“Great trip! Definitely worth it!! Amazing crew and captain! They were very knowledgeable about the area and they are experienced sailors.”
★★★★★★★★★★
42 reviews2 to 4 hours (approx.)From $599.00by Charleston Sailing Charters
Indulge in a private sunset sailing adventure on the Mystique, where Charleston's harbor reveals its secrets as the sun dips below the horizon.
★ 5.0“This was the highlight of our trip, we had such a fun time sailing. The sun set was beautiful, and we saw lots of dolphins. Our Crew of Darren and Maddie were wonderful, they answered all our questions and were so kind. This is a…”
★★★★★★★★★★
42 reviews2 to 4 hours (approx.)From $599.00by Charleston Sailing Charters
Discover the epitome of luxury and adventure with Fate's private sailing charters. BYOB or enjoy exquisite catering as you set sail on an unforgettable journey.
★ 5.040 reviews2 to 4 hours (approx.)From $599.00by Charleston Sailing Charters
Discover the hidden stories of Historic Charleston on a private walking tour. Unlock the secrets of this charming city with an expert guide.
★ 5.0“Very knowledgeable guide and presented a wealth of historical events. My sister went with me (adult). I would recommend Tim as a private guide to all my friends. Enjoyed the tour very much. Thank you.”
★★★★★★★★★★
38 reviews2 hours to 2 hours 30 minutes (approx.)From $100.00by Heart Of Charleston Walking Tours
Charleston rewards a slow walk and an open ear; I come for the harbor light and the whole story, hard parts included.