Charleston, SC Vacations

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Featured Vacation Rentals

Red Robin - C | Private Yard | Blocks to...
4.9
(27)

Permit Number: 06172The Space: Our cavernous home, ‘The Red Robin (Suite C)’, is a freshly refreshed and refurbished 2 bedrooms, 1 ½ bathroom carriage home. It is the ideal place for smaller groups of 4-5 looking to stay somewhere centrally...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Charleston Charmer | Historic Abode Near...

Summary:Step into a gorgeously preserved Charleston abode in Cannonborough, where appeal and comfort meet. Ideal for those who want historic architecture, peaceful elegance, and the buzz of King Street within walking distance. This home offers both...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
NEW 6 BEDROOM Listing; IOP Luxury House ...

Only a brief walk from the pristine sandy beach, this gorgeous 6-bedroom, 4.5-bathroom coastal getaway offers the ideal blend of relaxation, style, and convenience. Designed with families and groups in mind, this Isle of Palms vacation home is your...

  • Isle of Palms
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Spacious and Quiet One Block off King St...

Summary:This is a sizable 1 bedroom apartment, with an outside deck that is ideal for a vacation where you want to be super close to all the nighttime life, but in a peaceful area. Just one block away from Upper King Street, the epicenter of the...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Oceanfront Condo in Wild Dunes! Communit...

Property Highlights- Ocean Vistas- Steps to the Ocean- Community Pool & Beach Shower- Inside Wild Dunes Resort- Elevators in BuildingLooking for the ideal beach get away on Isle of Palms? This beachfront two-bedroom two-bath condo could be your new...

  • Isle of Palms
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Built in 1840 | Stunning Renovation | Th...

Permit Number: 06607The Space: Step into timeless Charleston appeal in this delightfully refreshed two story home, originally constructed in 1840 and tucked away in Historic Downtown Charleston. With two bedrooms and one and a half baths, this...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Private Day Sail & Dolphin Watch
Book online
$375.00 - $600.00

See Folly Beach like Never Before! About Sail Folly sails daily at 10:00 am and 1:00 pm from the Folly River boat landing located on Center Street. During the two-hour sail, we often see dolphin, pelicans, herons, osprey and egrets as well as...

Charleston Eccentricities

Charleston Pirate Tours

Book online
$15.00 - $28.00

Charleston has some bizarre history that would fit nicely in a Believe It or Not museum!  Duration 2 Hours About Discover Charleston's weird history on this 2-hour walking tour.  For example, what did this portly president have to do...

Whiskey in America – Archaeology Lecture and Tasting Event
Book online
$65.00 - $75.00

duration: 1.5 Hours meeting_point: 328 East Bay Street description: WHISKEY IN AMERICA: ARCHAEOLOGY LECTURE AND TASTING EVENT WITH DRAYTON HALL'S DIRECTOR OF ARCHAEOLOGY Whiskey & History: A Tasting and Lecture on George Washington’s...

Barrier Island Birding Excursion - Mud-Flats, Shell banks, Inlets and Sandbars

duration: 4 Hours description: Hop aboard with local expert birder Nicole Marie Pettinelli, from Charleston Bird Club and the naturalists from Barrier Island EcoTours as we explore the tidal flats and inlet sand bars in search of a variety of shore...

2 Hour Private Charter

Gatsby Charters

Book online
$1,200.00

duration: 2 Hours cancellation_summary: You will receive a full refund with 5 days notice , a 50% refund with 3 days notice, and no refund if you cancel within 72 hours of your charter. meeting_point: Charleston Maritime Center group_size: Maximum 6...

Foto & Flow

Charleston Sailboat Charters

Book online
$275.00

Foto & Flow - A Journey With Franziiska Lewis Photography and Mental Heeling Calling all photographers! Join us on a 1-day Photography amd Sailing jounrey. Let YOUR portfolio stand out amongst many. What's Included: Light continental breakfast...

The Quickie-30 Min Axe Throwing

Woodchuckers Axe Throwing

Book online
$20.00

Bring your friends and come have an AXE-CELLENT time!!! Pricing $20 per person About Axe throwing is a fun activity that entails throwing a sharpened axe at a wooden target 12 feet away. Points are scored when the axe "sticks" in the...

Multi-Day Tritoon Rentals -- Lake Keowee / Mile Creek Park

Endless Adventures Jet Ski Rentals Lake Keowee

Book online
$850.00 - $2,415.00

*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 tritoons will be...

2026 Porsche Macan GTS

Holy City Exotics

Book online
$299.00 - $1,883.70

duration: 1 - 7 Days meeting_point: 3555 Meeting Street rd, North Charleston 29403 description: what_is_included:

Sunset Soul Vinyasa

Sun and Sol Yoga

Book online
$50.00

Watch the sun set as you practice Duration 1 Hour About Sunset classes offered weekly starting May 2024- September 2024. Schedule will update weekly to adjust with weather/ availability. Each class is donation based, and payment will be...

Harbor Cruise: Group up to 12 People

See the harbor like never before! Rates - **3 Hour Charter:** $2,400 - **4 Hour Charter:** $3,200 - **5 Hour Charter:** $4,000 - **6 Hour Charter:** $4,800 - **7 Hour Charter:** $5,600 - **8 Hour Charter:** $6,400 Duration 3-8 Hours ...

Black History Month Celebration Season Pass

About Each ticket entitles the purchaser to visit as many days they choose February 2nd - 26th during our 2026 Black History Month Celebration. Tickets can only be used by purchaser of record. ID required upon entrance. A portion of the...

Find your perfect Charleston

Fishing Charter

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