Charleston, SC Vacations

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Featured Vacation Rentals

The Honey Suite | Step Back in Time

Permit Number: 07286The Space: This former historic Bed and Breakfast has undergone a magical transformation into what is a freshly-refreshed designer's showcase home in the fashionable, laid-back Radcliffeborough neighborhood. Close to great...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Walk To King!

Tucked just beyond the main home and set back from the street in the sought-after Cannonborough–Elliotborough neighborhood, The Retreat Downtown offers a relaxing, private escape while keeping you just steps from the energy of Upper King...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
1 block to beach! 500 Carolina Blvd. 5 b...

Tired of looking through tons of listings? Do you need a specific type of home or dates? We are a local family owned company, Exclusive Properties, located right here on Isle of Palms. We specialize in gorgeous, luxury or budget friendly vacation...

  • Isle of Palms
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Hot Tub • Rooftop • Parking • Walk...

Summary:Welcome to Camellias on Cannon!☀️ Private Rooftop + Courtyard & Hot Tub???? 3 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Substantial Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
3 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury set of three completely modernized luxury homes ideal for a sizable group, located next door to each other just moments from King St. Indulge in beautiful interiors awash with natural light from wrap-around windows. These...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
The Manor 93.5 B by Guesthouse Charlesto...

The property located at 93.5 - B The Manor is a handsome two-story new construction home providing all the amenities of home combined with chic furnishings and an spectacular location. Unit B is the second-floor unit with an open concept living...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8

Charleston Tours & Activities

Afternoon on the Boat

AmberJack Marine

Book online
$800.00 - $1,200.00

description: About Whether it's a weekend getaway with friends or a family outing, our private boat charters are the perfect way to unwind and create lasting memories. Bask in the sun, enjoy the cool breeze, and relish the freedom of the open...

Wildlife/Historical Cruise

Santee Boat Rentals

Book online
$70.00

description: Discover Santee! Duration: 3 hours About: Explore the wildlife and history of Santee. Included: Lite refreshments will be served while on board! More Info: Minimum of 6 people required to operate. Shared group tour.

Open Water Scuba Diver

duration: 3 days meeting_point: Joe's Scuba Shop - 1493 Appling Dr, Mt Pleasant, SC 29464 min_age: 10 group_size: 4 people description: - Welcome to the underwater world! Embark on your adventure to learn to breathe underwater and explore a whole...

Dockside Event
Book online
$1,000.00 - $4,000.00

Host your event on the water! Rates - **3 Hour Charter:** $1,500 - **4 Hours Charter:** $2,000 - **5 Hours Charter:** $2,500 - **6 Hour Charter:** $3,000 - **7 Hour Charter:** $3,500 - **8 Hour Charter:** $4,000 Duration 3-8 Hours ...

Private Luxury Charters

Charleston Luxury Yacht Charters LLC

Book online
$1,600.00 - $4,800.00

duration: 2–6 hours meeting_point: Ripley Light Yacht Club, Slip A-3 group_size: Max 13 Guests description: Lady Sadie is a recently refurbished luxury charter yacht ideal for stylish celebrations, intimate weddings, and group outings. Operated by...

Charleston’s #1 Floating Party

Harbor Bar Pedal Tours

Book online
$45.00 - $65.00

duration: 1 HOUR 45 MINUTES meeting_point: Ripley Light Marina 56 Ashley Point Drive Charleston SC 29407 group_size: Minimum of 7 people | Max of 26 people pricing: Per Person (weekday): $45 Per Person (weekend): $55 description: ???? Ready to...

Sunset Shark Fishing

Barrier Island Eco Tours

duration: 2.5 Hours pricing: $375 for 2 and $50 for each additional up to 6 description: There's not a more beautiful and refreshing place to be in Charleston than on the water as the sun sets below the horizon, leaving a soft glowing light in the...

GIFT CARDS

Charleston History Tours

meeting_point: Charleston, SC description: Purchase a gift card for any monetary amount, and recipients can redeem for any of our offerings!

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...

Charleston’s Dark Past – Adult Drinks Included

duration: 2 cancellation_summary: 24 Hours meeting_point: Charleston, SC group_size: 12 pricing: $95 Per Ticket description: Discover the dark hidden stories of the Holy City while enjoying a flight of four signature cocktails at High Cotton. ...

July 4th Fireworks Cruise on The Carolina Belle
Book online
$50.00 - $99.00

duration: 2 Hours cancellation_summary: Non-refundable. Bookings can be rescheduled with 24 hours notice meeting_point: Charleston Maritime Center, near Calhoun and Concord, Charleston, SC description: Come aboard the Carolina Belle for a fun filled...

Nature Tour / Harbor Cruise

Sandlapper Water Tours

Book online
$30.00 - $55.00

duration: 2 Hours meeting_point: Charleston Maritime Center 10 Wharfside Street, Charleston, SC 29403 description: Are you in search of Charleston's tideland treasures? Then join our 2-Hour knowledgeable local naturalist on a peaceful cruise to...

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