Charleston, SC Vacations

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Guesthouse Charleston: WEST (64)

Feel elevated Lowcountry living at West 64, a attractively redesigned 4-bedroom, 4.5-bath Downtown Charleston getaway, tucked within a private courtyard just two blocks from iconic King Street.Ideal for families, friend getaways, wedding guests, and...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Wando House | Large Standalone Home | Wa...

Summary:Welcome to Wando House, a beautiful two-story home half a block off King Street in downtown Charleston. The finishes are a real step up, with bespoke cabinetry and a quartz kitchen, and every bedroom has its own private bath, an simple fit...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Charleston's Premiere 50ft Luxury Sailin...

We are currently only accepting daily day sails and two day one nighttime trips to seabrook island on mondays. The marina has banned everybody from overnight stays at this time. If you are interested in sailing please look up Charleston Sailing...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
The Landing Spot: Pool + Ping-Pong + Mod...

READ WHOLE DESCRIPTIONSensational 4 bedroom, 2 bathroom home centrally located in North Charleston. Bedroom 1: King bed, ensuite bathroomBedroom 2: King bedBedroom 3: Queen bedBedroom 4: Full/twin bunk bed-Game room with ping pong & board...

  • Charleston
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
1 Bedroom Oceanfront Condo with a Commun...

C102 Port O Telephone | Beachside BlissWild Dunes | Isle of PalmsOverview:Welcome to Beachside Bliss, a one bedroom and one bathroom oceanfront condo located on the first floor in the heart of Wild Dunes Resort. This striking vacation home was...

  • Isle of Palms
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
AWESOME PROPERTY, GREAT DOWNTOWN CHARLES...

Our property is a legally allowed vacation rental as required by Charleston City ordinance. Our certificate of operational number is OP2025-06801One block from the heart of the entertainment district of Upper King Street. You will know you are in...

  • Charleston
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10

Charleston Tours & Activities

Sip & Stroll

Drayton Hall Preservation Trust

Book online
$15.00 - $35.00

duration: 2 hours description: Experience the beauty of Drayton Hall in a relaxed afternoon setting with live music, historic landscapes, and on-site refreshments. Stroll beneath iconic oak trees while enjoying the atmosphere and conversation. Your...

2026 First Flush Celebration

duration: 5 hours description: Join us for a day of community, craft, and fun as we celebrate the very first harvest of the season! Grab your favorite lawn chair or a cozy blanket and settle in for a full day of festivities on the lawn. Live Music...

Charleston Ghost Tour -- 90 minutes

Revolutionary Charleston

Book online
$22.00 - $36.00

duration: 1.5 Hours cancellation_summary: 24-hour cancellation required. Tours operate rain or shine; no refund will be given for inclement weather. Tour may be rescheduled. meeting_point: 80 Broad St. Charleston, SC 29401 min_age: 1 max_age...

Happy Hour DJ Sets on The Friki Tiki!

Tiki Tours of Charleston

Book online
$10.00 - $65.00

meeting_point: 185 Lockwood Dr, Charleston, SC 29403 description: It's Tiki Time! Hop aboard The Friki Tiki and pregrame with us on this 90 minute party cruise with a live DJ! Bring your favorite drinks, and we'll keep them ice-cold in our coolers...

Single Horse Riding Lesson

Salty Oak Equestrian LLC

Book online
$125.00

duration: 1 Hour meeting_point: 10970 Hwy 17 N, McClellanville, SC 29458 description: At Salty Oak Farm, we offer personalized, 1-on-1 English-style hunter/jumper lessons with our experienced trainers, tailored to riders of all levels—whether...

Original Bachelorette Pub Crawl

Original Pub and Brewery Tours of Charleston

Book online
$42.00 - $46.00

meeting_point: Charleston, SC description: Rates **Adult (Ages 21+ With Valid ID):** $42 _____ Duration 2.5 Hours _____ About Whether the ladies enjoy a high-end cocktail or a pint of local ale, the Original Bachelorette Pub Crawl will...

Dive Master

Bermuda Triangle Dive Shop

Book online
$1,000.00

duration: 2-4 Weeks meeting_point: 115 Pelham Road, Suite 12, Greenville, SC 29615 min_age: 18 group_size: 4 students per instructor description: The Dive Master course prepares you for a leadership role in diving, enabling you to supervise dive...

Historic Neighborhoods & Architecture Driving Tour

duration: 1.5 hrs cancellation_summary: 24 hrs meeting_point: 206 S. Main St., Greenville, SC 29601 min_age: 10 max_age: 120 group_size: 12 accessibility: no wheelchair accessibility description: Greenville is a city that can be enjoyed on so many...

Custom Cruise

Gold Bug Charters

Book online
$900.00

description: Experience the Charleston Lowcountry by water! Duration 4 hours About Experience a day on the water as a Charleston local! We can work together to customize a trip which can include swimming...

Shark Fishing Charter - 4 Hours

Lowcountry Coastal Excursions

Book online
$550.00 - $850.00

duration: 4 Hours cancellation_summary: Refund 100% if guest cancels 15+ days before trip date. group_size: Up to 12 guests description: The inlets, sounds, bays, tidal creeks, marsh grass and oyster banks in our area make Charleston one of the top...

Large Smash Pack

The Mad Smash Rage Room

Book online
$60.00

description: Come smash! Duration 20 minutues About 20 items such as glasses, bottles, and plates and a larger item such as a small electronic or larger decorative ceramic (options depend on availability). Safety gear and smash weapon...

The Bride's Last Ride (3 - Hour Private Tour)
Book online
$1,350.00 - $1,650.00

duration: 3 Hours cancellation_summary: Cancel 3 weeks or more - Full Refund Cancel 1-3 weeks - 50% Refund Cancel 7 days or less from scheduled charter - We are unable to provide refund meeting_point: 56 Ashley Pointe Dr Slip B26 Charleston, SC...

Charleston, SC

Charleston is a historic port city on the South Carolina coast, known for its cobblestone streets, antebellum architecture, and vibrant culinary scene.

Founded in 1670, Charleston offers a rich blend of Southern charm and coastal beauty. Visitors can explore the city's well-preserved historic district, take a carriage ride past colorful homes, or tour landmarks like Fort Sumter, where the first shots of the Civil War were fired. The city also boasts a thriving food scene, waterfront parks, art galleries, and easy access to nearby barrier islands like Sullivan's Island, Folly Beach, and Isle of Palms.

Charleston offers a wide range of lodging, including historic inns, boutique hotels, and vacation rental homes in both the city and on surrounding beaches. Whether you're dining on Lowcountry cuisine, relaxing on the sand, or walking beneath the oaks at a plantation garden, Charleston combines history, hospitality, and coastal charm to create a uniquely Southern vacation experience.

South Carolina's oldest city is arguably also one of its most charming, inviting, and altogether purely fun. A collection of historic structures that pre-date the birth of America, opulent gardens and mansions open to the public, and some of the best shopping, dining, and lodging options in the southeast, it's easy to see why this ancient southern town is one of the most popular tourism destinations in the state.

Charleston SC

In return, Charleston welcomes visitors with arms wide open. The term "southern hospitality" was seemingly designed for this area, as the city has earned the reputation of being one of the most hospitable destinations in the country - a reputation that was cemented by recent accolades in Travel + Leisure magazine, naming it "America's Most Friendly [City],"and Southern Living magazine, which honored Charleston as "the most polite and hospitable city in America."

Charleston SC

Certainly, visitors are welcome to come and experience the city for its friendly nature, slightly-coastal vibe, and blocks upon blocks of world renowned restaurants and boutiques, but the big attraction in this city is the abundant history that can be found, quite literally, around every street corner. Hundreds of buildings in the historic downtown and Lowcountry outskirts have been deemed a national historical landmark, and with quiet streets that are flanked with towering Palmettos - (the city and the state's signature tree) - and centuries-old live oaks, an impromptu stroll can easily turn into a detailed tour of some of the East Coast's most historic, and altogether beautiful, famed national and regional sites.

Charleston SC

In Charleston, a rich history, phenomenal collection of architecture, and a unique southern style all combine to make this major city one of the premier tourist destinations in the south. Easily enjoyed by visitors of all interests and from all regions, Charleston should rank at the top on any travelers list of beautiful places to see in the southern United States.

Charleston SC

The city of Charleston began in 1670, as the English Colony of "Charles Town," named after and founded by King Charles II of Great Britain. The colony was an end result of English expeditions to this region of the New World that began in 1663, and cumulated in 1670 with the establishment of a new settlement.

Charleston SC

As the southernmost colony in the country at the time, this newly established community was subject to a number of potential attacks. Spain, France, and the suddenly displaced Native Americans were all threats to Charles Town, and forts and arsenals, (some of which are still standing), were quickly constructed to protect the small new population.

Charleston SC

However, despite this veritable range of threats from the get go, the new settlement was quickly and perpetually a resounding success. The site of Charleston or "Charles Town," bordering the Ashley and Cooper Rivers and located just several miles away from the barrier islands along the Atlantic Ocean, made it a prime locale for a shipping industry to thrive. In addition, the humid Lowcountry terrain that surrounded the area proved to be very fruitful for agricultural ventures, and within a few decades of its initial establishment, Charleston was churning out tons of Indigo and rice to export to ports all over the world. In fact, by the mid-18th century, it's estimated that nearly half the nation's rice was grown and shipped from the now major city of Charleston.

Charleston SC

During its early establishment and expansion, the city also became well known for its diverse group of residents - a distinction which would lead to some of the oldest churches, chapels and synagogues in the country. In Charleston, French Huguenots, Jews, Catholics, and other denominations could all escape religious persecution and live in peace, and as a result, a number of some of the oldest structures and congregations related to each religion in America can be found within the historic downtown city blocks.

Charleston SC

Of course, despite this relative prosperity and religious freedom, Charleston was not without its flaws. Slavery was at the backbone of this thriving industry, and the city had some of the largest plantations in the states, (with some of the highest numbers of slaves per property.) The majority of current sites and attractions like the Rice Museum or the Magnolia Plantation have special exhibits on this dark but clearly accurate chapter of Charleston's history, and a number of testaments to this forced lifestyle - like some of the oldest slave cabins in the south - can still be found in and around the city.

Charleston SC

Also, while Charleston was a hero during the American Revolution, and a wealthy and beautiful landmark during the antebellum period, it would became a shamed and occupied city during the Civil War, with Union troops marching in and overtaking the Southern stronghold in its entirety in 1865. A great fire and massive hurricanes would follow, destroying a number of the original landmarks, but thankfully not all of them, and today visitors can stroll through the small streets and find literally dozens of buildings that pre-date this tumultuous period.

Charleston SC

Today, Charleston is a friendly and diverse town that is chock-full of restaurants, antiques, historical attractions, golf courses, art galleries, farmer's markets, expansive gardens, and virtually anything a traveler would need to stay entertained.

Charleston SC

The dining scene alone in the city is staggering, with over 700 restaurants in the city and surrounding regions to explore. Ranging from French bistros to easy-going BBQ joints and delis, virtually every palette and appetite can be accommodated in this southern city. Fresh seafood is almost always on the menu, as the water-locked region, that's close to both the Atlantic Ocean and the Intracoastal Waterway, is well-known for having some of the freshest SC shrimp, crabs, and fish available.

Charleston SC

Boutiques, galleries, and shopping centers are always in season, as are the wide range of golf courses that inspire visitors to play at their best among some of the most gorgeous landscapes along the coastline. History buffs will want to look into the large number of tours available via a number of mediums, like narrated bus rides or romantic horse and buggy strolls through the historic downtown, and everyone will enjoy the fantastic seasonal celebrations that have become a hallmark of the city, like the yearly Seafood Festival or Charleston's own Oktoberfest.

Charleston SC

For accommodations, the city has a sprawling range of nationally-recognized chain hotels, however, most folks find the best places to stay are the intimate inns, bed and breakfasts, and individually rented condos or homes that can be found scattered throughout the downtown area. Appropriately priced, luxurious, and close to all the action, visiting groups of all sizes - from couples to large families - can easily find plenty of inviting room in this southern city during any time of year.

Charleston SC

Perhaps best of all, there is no "off-season" in Charleston - the city is always wide open and accommodating for guests throughout the year, with a warm climate that will shake off the winter blues or infuse a summer vacation with an added dose of fun and southern style.

Charleston SC

Easily one of the most historically grand cities in the south, Charleston is a stunning destination that is sure to leave visitors smiling. Warm, hospitable, history-rich, and simply beautiful, this southern city is always worthy of exploration, and is always ready to wow newcomers with its deep-seated legacy, incredible modern amenities, and world renowned southern hospitality and downhome charm.

Charleston Vacation Guides