Charleston, SC Vacations

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Featured Vacation Rentals

The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a newly refreshed 3-unit property just one block from iconic King Street. Ideal for families or groups of friends, this getaway blends comfort, style, and convenience. With updated interiors, a calming...

  • Charleston
  • 9 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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A luxury stay in a piece of history, The Cookhouse is a charming and chic option located in Charleston’s Garden District near Wragg Mall and its live oaks and fountain, the Charleston Museum, the Visitors’ Center, Marion Square, two historic...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
2min to Beach + Shared Pool + Screened P...

Tucked into a peaceful pocket of Isle of Palms, 55 Pelican Bay is the kind of beach home that makes you forget what day it is. Step out back and the Pelican Bay community pool is right there — an simple splash before or after beach hours. From...

  • Isle of Palms
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Cheerful 2BR Retreat - King Street Locat...

Summary:Welcome to your Charleston hideaway, a cheerful 2-bedroom home in an ideal spot just steps from King Street. Ideal for couples or modest groups who appreciate both lively city access and comfortable comfort, this getaway offers a private...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Cozy Suite in Downtown Charleston with H...

Summary:The Inn at 257 is located in the beautiful Elliotborough neighborhood. You will be FOUR short blocks from King Street. We recommend you leave your car parked in our lot and appreciate the city on foot, bicycle, or the ever convenient Uber...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a gorgeously designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for sizable groups in the heart of Charleston!With two full levels of living space, this...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18

Charleston Tours & Activities

Miely  Tennis Group

Wild Dunes Resort

Book online
$980.00

description: Over the course of the weekend, players enjoy customized clinics from our tennis pros, focusing on strategy, stroke production tailored to their level. Clinics are scheduled to fit each group’s pace and level. It’s an ideal option...

Adventure Tubing- This takes you through class 1 & 2 rapids

duration: 2 Hours meeting_point: Clifton Conver Pump Station Parking Lot 585 River St, Converse, SC 29329 min_age: 10 description: Adventure Tubing on the Pacolet is an exciting trip that offers an adventurous mix of class 1 rapids with mild class 0...

The City of the Dead

108 Elemental

Book online
$25.00 - $35.00

duration: 90 Minutes meeting_point: 108 Elemental - Cumberland Street Garage description: A walk through Charleston is a walk through the past. Though for some restless spirits, the past is still very much alive. From haunted theaters to shadowy...

Six Hour Shark Charter

The Reel Deal Charters

Book online
$650.00

description: *Enjoy Your 6 Hour Shark Charter!* **Start times may vary depending on the tide. We will call you the evening before your charter to confirm the exact start time.** **Morning Times: 6:30am ...

SCMA EcoTour to Capers Island

Barrier Island Eco Tours

Book online
$40.00

duration: 2hr group_size: 42 people description: Join our naturalist on a salt marsh exploration with a stop on Capers Island Heritage Preserve. As you explore the salt marsh it is possible to observe dolphins anywhere along the route. You will...

Couples Counseling

The Break Room, LLC

Book online
$179.00

*The Break Room Charleston is the quintessential place to release anger in the healthiest, safest way!* ___________________________________ Rates **Smash Package (1-4 People):** $179 *Priced as a package, not per individual | Ages 18 years or...

Frankly Charleston Black History & Sightseeing Ride-Walk (PM) Tour

description: Ride/Walk the African American story tour! Duration Two Hours About **PM ONLY** More of the untold contributions of the African Americans, known as the “Gullah People”. Let's continue to peek beneath the...

Paint & Sip with For the Love of Art Studio @ Venture X (Park Circle)

meeting_point: 4900 O'Hear Avenue, Charleston, SC 29405 (Suite 100) description: For the Love of Art Studio has partnered with Venture X- a luxury meeting and event space in the Park Circle area! ___ Venture X provides meeting and event spaces to...

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...

VIP NYE Soiree & Gala

Wild Dunes Resort

Book online
$175.00 - $1,500.00

meeting_point: Osprey Ballroom & Terrace description: **Time** 8:00 PM - 1:00 AM **Location** Osprey Ballroom and Terrace at The Sweetgrass Inn ______ Rates **VIP couches - $900** Includes: 4 tickets, front row couch at the dancefloor, coffee...

Gift Card

Walk It Charleston

description: Purchase the perfect gift: a gift card with a value of your choosing!

Southern Charm -  Private Morning

Charleston Yacht Charters

Book online
$525.00 - $800.00

duration: 3 Hour Private Charter cancellation_summary: All charters are fully refundable up to 7 days from departure. If you need to cancel please call us and we can issue a full refund. Within 7 days, a 50% refund will be issued. There is no...

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