All Charleston Trips
All Charleston, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Charleston
Top TripsTop 10 ListsEditor PicksMost Popular TripsAward WinnersCollectionsTop TrendingSee all activities, themes, and interests >
ActivitiesCycling & BikingSmall Ship CruisesSafariRiver CruisesClimbing and MountaineeringTrekking & CampingHiking & WalkingTrain & RailRiver RaftingYoga, Meditation & Wellness
Styles50+Family Friendly18-30LuxuryBudgetAdventure TravelSolo and Single TripsGroup Guided ToursCustom Tour PackagesIndependent Vacation PackagesPrivate Guided
Charleston Cultural Tours & Trips
24 Charleston trips. Tours from 13 tour companies. 0 reviews.
Filter by trip style:
12 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Cultural
Save this trip to your favorites or other list
By VBT Bicycling Vacations
premier
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule
Visits
Beaufort, Charleston, Georgia, Savannah, South Carolina
Highlights
- Cycle by the pastel-hued houses of Charleston, marveling at views of sailboats and historic Fort Sumter.
- Immerse yourself in the legacy of the Gullah people when you visit the Sea Island of St. Helena and the culture-rich Penn Center.
- Step back in time with a cycle through the famed Bonaventure Cemetery and a guided walking tour of the charming streets of Savannah.
- Ride beneath a magnificent avenue flanked by live oaks as you approach the historic Wormsloe Plantation.
- Cycle beneath the live oaks of the Spanish Moss Trail to arrive among the antebellum architecture of Beaufort.
Themes
Cultural, Cycling & Biking, Nature & Wildlife
What travelers are saying
"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."
Save this trip to your favorites or other list
6 days From$2,595
More
Save this trip to your favorites or other list
By Tours of Distinction
preferred
Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule
Visits
Charleston
Highlights
- Charm your way through Beaufort by Horse Carriage
- Spot dolphins on a sunset cruise from Tybee Island
- Sample real Southern fare at the Savannah City Market
- Live like a local while sipping tea at the Charleston Tea Plantation
Themes
50 plus, Cultural
What travelers are saying
"We loved this trip. Our guide was excellent. We really enjoyed all the included highlights. Our favorite was Biltmore Estate. It is a must!"
Save this trip to your favorites or other list
-19%$1,942
5 days From$1,579
Price updated 1 year+ ago
More
Save this trip to your favorites or other list
By Cosmos
none
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule
Visits
Alexandria, Charleston, Gettysburg, Maryland, Richmond, Virginia
Themes
50 plus, Cultural
What travelers are saying
"We've taken over 10 group tours using Cosmos and Gate1. This trip last month, 9000 was not very good. -During booking, incorrect information was given about airport-hotel transfers -The whispers (listening devices) didn't work from the get-go, so no whispers were used during the 13 day trip. - Porters are no longer hired to bring your luggage to and from your room. (Very elderly had to handle their own luggage. Our friends had to help many of them.) -A few days into the trip one couple left. At the end of the trip we found out they had covid. Cosmos did not let us know; a few people weren't feeling well and two of our friends then tested positive. -One hotel was awful and not even up to "budget" standards -Many of the stops had castles, churches... but were not included, so be sure to count that in when pricing. don't plan to use Cosmos ever again. Gate1 is the best in my opinion. When my husband's passport was stolen, they assigned someone to go with him to the embassy, translate, etc...It was above and beyond what we expected "
Save this trip to your favorites or other list
14 days From$3,049
More
Plan Your Charleston Trip
Save this trip to your favorites or other list
By Tauck
none
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Visits
Beaufort, Charleston
Highlights
- An unforgettable trip through coastal South Carolina and Georgia
- places reminiscent of long-ago days of gracious Southern living... a rarefied world of 19th-century mansions
- magnolias and live oaks hung with Spanish moss... Explore National Historic Landmark Districts in Savannah
- Charleston and Beaufort... visit Fort Pulaski... stay beachfront at Hilton Head Island... stroll through the gardens of Middleton Place... discover Savannah's beloved Madeira traditions on an exclusive private evening... a hands-on culinary demonstration focusing on dishes representing the unique cuisine of the coastal Low Country region... tour the islands off Beaufort
- South Carolina... take a private cruise in Charleston Harbor... celebrate 300 years of history in Beaufort... and more. Tauck's Southern Charmsjourney is as refreshing as a cool glass of sweet tea!
Themes
Cultural
What travelers are saying
"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour. 5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for. Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."
Save this trip to your favorites or other list
8 days From$4,890
More
Save this trip to your favorites or other list
By Tauck
none
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Visits
Beaufort, Charleston
Highlights
- An unforgettable trip through coastal South Carolina and Georgia
- places reminiscent of long-ago days of gracious Southern living... a rarefied world of 19th-century mansions
- magnolias and live oaks hung with Spanish moss... Explore National Historic Landmark Districts in Savannah
- Charleston and Beaufort... visit Fort Pulaski... stay beachfront at Hilton Head Island... stroll through the gardens of Middleton Place... discover Savannah's beloved Madeira traditions on an exclusive private evening... a hands-on culinary demonstration focusing on dishes representing the unique cuisine of the coastal Low Country region... tour the islands off Beaufort
- South Carolina... take a private cruise in Charleston Harbor... celebrate 300 years of history in Beaufort... and more. Tauck's Southern Charmsjourney is as refreshing as a cool glass of sweet tea!
Themes
Cultural
What travelers are saying
"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour. 5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for. Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."
Save this trip to your favorites or other list
8 days From$4,390
Price was last confirmed this year
More
Save this trip to your favorites or other list
By Tauck
none
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Visits
Beaufort, Charleston
Highlights
- An unforgettable trip through coastal South Carolina and Georgia
- places reminiscent of long-ago days of gracious Southern living... a rarefied world of 19th-century mansions
- magnolias and live oaks hung with Spanish moss... Explore National Historic Landmark Districts in Savannah
- Charleston and Beaufort... visit Fort Pulaski... stay beachfront at Hilton Head Island... stroll through the gardens of Middleton Place... discover Savannah's beloved Madeira traditions on an exclusive private evening... a hands-on culinary demonstration focusing on dishes representing the unique cuisine of the coastal Low Country region... tour the islands off Beaufort
- South Carolina... take a private cruise in Charleston Harbor... celebrate 300 years of history in Beaufort... and more. Tauck's Southern Charmsjourney is as refreshing as a cool glass of sweet tea!
Themes
Cultural
What travelers are saying
"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour. 5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for. Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."
Save this trip to your favorites or other list
8 days From$4,890
Price was last confirmed this year
More
Unlock Community Benefits
Travel better together
- Save favorite trips and itineraries
- Get insider insights
- Receive personalized recommendations
- ... and much more
Save this trip to your favorites or other list
By Tauck
none
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule
Visits
Charleston
Highlights
- An unforgettable trip through coastal South Carolina and Georgia
- places reminiscent of long-ago days of gracious Southern living... a rarefied world of 19th-century mansions
- magnolias and live oaks hung with Spanish moss... Explore National Historic Landmark Districts in Savannah
- Charleston and Beaufort... visit Fort Pulaski... stay beachfront at Hilton Head Island... stroll through the gardens of Middleton Place... discover Savannah's beloved Madeira traditions on an exclusive private evening... a hands-on culinary demonstration focusing on dishes representing the unique cuisine of the coastal Low Country region... tour the islands off Beaufort
- South Carolina... take a private cruise in Charleston Harbor... celebrate 300 years of history in Beaufort... and more. Tauck's Southern Charmsjourney is as refreshing as a cool glass of sweet tea!
Themes
Cultural, Nature & Wildlife
What travelers are saying
"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour. 5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for. Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."
Save this trip to your favorites or other list
8 days From$3,990
Price updated 1 year+ ago
More
Save this trip to your favorites or other list
By Tauck
none
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Visits
Charleston
Highlights
- An unforgettable trip through coastal South Carolina and Georgia
- places reminiscent of long-ago days of gracious Southern living... a rarefied world of 19th-century mansions
- magnolias and live oaks hung with Spanish moss... Explore National Historic Landmark Districts in Savannah
- Charleston and Beaufort... visit Fort Pulaski... stay beachfront at Hilton Head Island... stroll through the gardens of Middleton Place... discover Savannah's beloved Madeira traditions on an exclusive private evening... a hands-on culinary demonstration focusing on dishes representing the unique cuisine of the coastal Low Country region... tour the islands off Beaufort
- South Carolina... take a private cruise in Charleston Harbor... celebrate 300 years of history in Beaufort... and more. Tauck's Southern Charmsjourney is as refreshing as a cool glass of sweet tea!
Themes
Cultural
What travelers are saying
"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour. 5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for. Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."
Save this trip to your favorites or other list
8 days From$3,990
Price updated 1 year+ ago
More
Want a tailor-made trip instead?
Your trip, your way, planned by an expert:
- You choose budget, destinations, activities, transport & lodging type
- Expert designs the itinerary for you, and once approved, takes care of logistics
Other trips you may like [sponsored]
Save this trip to your favorites or other list
By VBT Bicycling Vacations
premier
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule
Visits
Beaufort, Charleston, Georgia, Savannah, South Carolina
Highlights
- Cycle by the pastel-hued houses of Charleston, marveling at views of sailboats and historic Fort Sumter.
- Immerse yourself in the legacy of the Gullah people when you visit the Sea Island of St. Helena and the culture-rich Penn Center.
- Step back in time with a cycle through the famed Bonaventure Cemetery and a guided walking tour of the charming streets of Savannah.
- Ride beneath a magnificent avenue flanked by live oaks as you approach the historic Wormsloe Plantation.
- Cycle beneath the live oaks of the Spanish Moss Trail to arrive among the antebellum architecture of Beaufort.
Themes
Cultural, Cycling & Biking, Nature & Wildlife
What travelers are saying
"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."
Save this trip to your favorites or other list
6 days From$2,595
More
Save this trip to your favorites or other list
By Tours of Distinction
preferred
Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule
Visits
Charleston
Highlights
- Charm your way through Beaufort by Horse Carriage
- Spot dolphins on a sunset cruise from Tybee Island
- Sample real Southern fare at the Savannah City Market
- Live like a local while sipping tea at the Charleston Tea Plantation
Themes
50 plus, Cultural
What travelers are saying
"We loved this trip. Our guide was excellent. We really enjoyed all the included highlights. Our favorite was Biltmore Estate. It is a must!"
Save this trip to your favorites or other list
-19%$1,942
5 days From$1,579
More
12 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Cultural
Best Charleston Tours by Price
Additional details
Always Find the Best
On Travelstride you can find 24 trips to Charleston and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.
Top Tour Companies on Travelstride:
All 1,600+ companies >Sign in to reveal savings up to $700 per person!