Charleston, SC Vacations

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Featured Vacation Rentals

Discounts!! Serenity- 2 50th One of a ki...

Ask about our Summer 2026 discounts!! *During Summer months this home books Friday to Friday**Plug in your dates to see the full quote! Email us with any questions regarding the home or the quote. --Description--New to our Luxury Collection...

  • Isle of Palms
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Crosley Suite | Just Blocks to King Stre...

Summary:Welcome to your Charleston haven, a thoughtfully designed getaway that combines historic appeal, modern comfort and unbeatable location. Ideal for couples, modest families or friends, this home offers inviting interiors, comfortable outdoor...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Executive 4 Bedroom 3.5 Bath House in ch...

Your Charleston adventure begins at this 4-bedroom home in a gated Community. This home has been refreshed with designer tastes in every room. Gourmet kitchen, spa like Master Bathroom, 3 fireplaces, luxury screeded porch, gardens and privacy. With...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 4
'Garden Cottage' at The Broad Street Res...

Summary:Garden Cottage, a separate residence to the rear of the Broad Street Residences, is offered as a entirely furnished & equipped, 'executive style', 30 day + rental. 1 bedroom, 1 bath, a cavernous kitchen & living room with walk out porch to a...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
BEST LOCATION-Our home is located in the...

Location, Location, Location. Our home is located in the heart of Charleston’s Historic District on a modest walking street. We are one and half blocks from King and Market streets. Walking distance to everything Charleston has to offer...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Charleston 1BR  Suite - Heart of Charles...

Summary:Welcome to your downtown Charleston getaway, a newly finished 1-bedroom suite tucked into a classic Charleston duplex on Spring Street. Located next to Josephine’s Wine Bar and just a short walk from King Street, this home blends historic...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Moonlight Cruise Boat Tour

Sundog Sailing Charleston

Book online
$450.00 - $550.00

meeting_point: Charleston, South Carolina, U.S.A. group_size: Up to 6 Guests description: Hop aboard the "Scout" for a moonlit or starlit cruise to take in Charleston's bests sights at night! A truly unique adventure to explore and sightsee along...

Snap Shot to ‘ProShot’: Elevating your Photography Game
Book online
$65.00 - $75.00

duration: 4 Hours description: Join professional photographer and tour leader Colin Hocking, LRPS, as he shares with you the tips, tools, and thoughts of how to elevate your photography from that of a casual ‘shooter’ to one that makes every...

Pontoon Rental • 90 Horsepower
Book online
$350.00 - $3,050.00

description: Full Day Boat Rentals Know Before You Go - All renter's must be 21 years or older. - Can fit up to 10 people. - No pets allowed. - We are unable to provide life jackets for kids under 90 lbs. - All of our vessels are 90...

3 Hour Paddleboard Rentals

Charleston Outdoor Adventures

Book online
$35.00

description: Renting is a wonderful way for one to explore the waterways of Folly Beach. Take in all the sights and sounds the Lowcountry has to offer. COA offers a wide range of top quality Paddle Boards for all guests and experience levels.

Archaeology Meets Art: Blue & White Tile Painting Workshop at Drayton Hall

duration: 1.5 Hours meeting_point: Drayton Hall description: Archaeology Meets Art: Blue & White Tile Painting Workshop at Drayton Hall Discover Charleston’s rich past and bring home a timeless keepsake at Drayton Hall’s Blue & White Tile...

Multi-Day Tritoon Rentals (115hp) -- Lake Keowee

Endless Adventures Jet Ski Rentals Lake Keowee

Book online
$850.00 - $2,415.00

description: *Multi-day Tritoon Rentals* ___________________________________ About All multi-day tritoon rentals are available for pick up at your nearest landing. Or if you would like them delivered we can do so with a delivery fee. All...

Overview and Sightseeing Bus Tour of Historic Charleston
Book online
$17.00 - $600.00

duration: 90 Minutes meeting_point: 375 Meeting Street description: Crusie through time in Historic Charleston! This is a 90-minute overview tour of historic Charleston, from past to present. We will wind through the historic peninsula where the...

8 Hour Inshore Fishing Charter

Little Darlin Fishing Charters LLC

Book online
$900.00

duration: 8 Hours meeting_point: 2408 Maybank Highway, Johns Island SC, 29455 group_size: Up to 6 People description: Inshore fishing takes place in the calm waters of bays, estuaries, tidal creeks, and around jetties. We target species like...

Gershwin and Jazz

The Sound of Charleston

Book online
$26.00 - $28.00

About From the creators of Sound of Charleston comes a new show we call “Gershwin and Jazz”. Come hear an entire 75 minute program of Jazz and Gershwin classics such as “Porgy & Bess” and Rhapsody in Blue. Performers include Charleston...

50cc SCOOTER RENTAL

Scooter Stop

Book online
$600.00 - $2,000.00

meeting_point: Fripp Island, South Carolina description: FRIPP ISLAND'S ONLY LUXURY SCOOTER RENTAL EXPERIENCE __________ Words To The Wise: You Must be At Least 18 Years Old With A Valid Drivers License And A Major Credit Card To Rent Our...

2 Hour Rental

Pedego Electric Bikes Greenville

Book online
$15.00 - $49.00

Ride out our front door onto the Swamp Rabbit Trail! ???? Experience the Thrill of Greenville's Iconic Swamp Rabbit Trail with Pedego Electric Bikes! ????‍♂️ Ready for an adventure like no other? ???? Step right up and immerse yourself...

Day Drinking Bus Tour

Charleston Brews Cruise

Book online
$50.00 - $1,870.00

description: **Our most popular brewery tour** features a wide variety (12 pours!) of craft beer, the history of beer, the process of brewing, and entertaining drinking stories. Our Charleston brewery tours include approximately 4 generous pours at...

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