Charleston, SC Vacations

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Featured Vacation Rentals

St. Philip Collection - Pair of newly re...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
PRIME Resort Location! Beachside, Ocean ...

Everything you are looking for in a beach vacation on the SC coast can be found at this appealing two-bedroom villa located in Wild Dunes Resort. The Seagrove Villas is a incredible community of well-maintained condos surrounded by lush greenery...

  • Isle of Palms
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
The Sumter Suite- Private, Luxury Apartm...

Summary:Live like a local in this show-stopping three queen bedroom, two bath apartment located in downtown Charleston. Housed in The Charlestonian on the second floor, this suite offers private entrance, patio and porch, kitchen, living area...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Great for Large Groups | The Waltz

Permit Number: 05635The Space: Welcome to The Waltz, a cavernous 2nd and 3rd floor getaway designed for gathering, calming, and making memories together, offering 5 bedrooms and 4 full bathrooms in a prime Spring Street location with complimentary...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
The Prickly Pear | Next To Local Cafe an...

Permit Number: 05284The Space: Welcome to The Prickly Pear, a delightfully refreshed 1880s Charleston home that blends historic appeal with vibrant modern style in the heart of downtown!This thoughtfully designed getaway offers open living spaces...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Southern Ease, Contemporary Flair | The ...

Permit Number: 06855The Space: Welcome to The Charleston, where timeless Southern appeal meets modern comfort in a gorgeously restored 1852 historic home offering exclusive access to the entire second and third floors in the heart of downtown!With 4...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8

Charleston Tours & Activities

Living Legacies

Drayton Hall Preservation Trust

Book online
$32.00

duration: 6 hours meeting_point: Drayton Hall & Magnolia Plantation description: Join Drayton Hall and neighboring plantation, Magnolia Plantation & Gardens for a family-friendly event on February 8, 2025. On February 8, 2025, Drayton Hall...

Gift Card

Charleston Water Taxi

description: Water Taxi Gift Card

Gift Card

Castaway Island Excursions

description: Purchase the perfect gift: a gift card with a value of your choosing and no expiration date!

Date Night

The Break Room, LLC

Book online
$139.00

*The Break Room Charleston is the quintessential place to release anger in the healthiest, safest way!* ___________________________________ Rates **Smash Package (1-3 People):** $139 *Priced as a package, not per individual | Ages 18 years or...

Teeth & Fossil Charter

Tight Line Outfitters

Book online
$400.00

duration: 4 hours cancellation_summary: Cancellation Policy: 50% deposit required. Cancel 7+ days for full refund; 6 days or less incur a 50% fee; within 48 hours or no-shows are non-refundable. Date changes within 7 days not guaranteed. Weather...

Harbor Tour

Charleston Air Tours

Book online
$75.00 - $125.00

duration: 20 - 30 Minutes meeting_point: 2700 Fort Trenholm Road, Johns Island, SC 29455 group_size: Minimum 2 people description: Embark on a captivating aerial journey over historic Charleston, South Carolina, The Harbor Tour offers breathtaking...

Gift Cards: Gift An Amount

pricing: ???? **How Much Should I Gift? (Helpful Examples)** While pricing may vary by date or season, these examples can help guide your choice: * **~$50 per person** Covers most **Daytime Harbor Sails** and **Regular Sunset Sails** ...

Fishing Charter

Island Boat Rentals and Charters

Book online
$50.00 - $450.00

duration: 4 hour charter meeting_point: Island Boat Rentals and Charter • 50 River Landing Dr, Charleston, SC 29492 (North Dock) group_size: Up to 4 people description: We offer fishing charters to all of Daniel Island and beyond! Come take a...

Happy Hour Bus Tour

Charleston Brews Cruise

Book online
$50.00 - $1,190.00

description: **This tour is ideal for those just looking for a fun activity prior to hitting the town.** This “Hoppy” Hour tour focuses less on craft beer education and more on having fun, meeting new people, and experiencing two of...

ACE Basin Tour

Beaufort Kayak Tours

Book online
$40.00

description: *Explore the C in ACE* Rates **Adult (Ages 13+):** $65 **Child (Ages 12-5):** $35 Duration 2 hours and 30 minutes About Explore one of the most interesting areas in Beaufort county, from a natural history conservation and...

Christmas at Drayton Hall

Drayton Hall Preservation Trust

Book online
$15.00 - $35.00

description: Duration 1 Hour About What were historic holidays really like in Drayton Hall? In this special tour offered throughout the season, curator Amber Satterthwaite will answer your questions about Christmases past and present at Drayton...

Shark Fishing

Tight Line Charters LLC

Book online
$350.00 - $450.00

duration: 2 and 3 Hour Options meeting_point: Shem Creek Park group_size: Up to 2 people covered in base price, can accommodate 6 people max description: Sharks are the ultimate predator, and Charleston is home to one of the largest populations on...

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