Charleston, SC Vacations

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Featured Vacation Rentals

The Aster: Historic and Stylish

Permit Number: 06380The Space: Welcome to this delightful two-story 4 bedroom / 3 bath residence designed for accommodating sizable groups! Recently transformed with a modern transitional style, this property seamlessly combines luxury, cleanliness...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
King Street Boutique Resort

Charleston is one of the most fashionable vacation destinations in the South. From history and dining to shopping and sightseeing, there's something to do around every corner of the city. Located in the heart of the city along Upper King Street, the...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
The Agave- 3 Bedroom Historic Cottage

Welcome to this beautiful 3-bedroom, 2-bathroom historic bungalow in downtown Charleston! Immerse yourself in the rich history and vibrant culture of Charleston while appreciating the comfort and convenience of this thoughtfully restored home.Step...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
1874 Suite at 360 King

Permit Number: 035879The Space: Our 1414 square foot home features:-2 Bedrooms-2 bathrooms-Bedroom #1 downstairs- King bed-Bedroom #2 upstairs- King bed-Open floor plan with loft living area!-Intelligent TV in both living areas-Parking is included...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Cozy tropical oasis 10 minutes from beac...

We have it all! Have fun with family, friends & Fido @ this comfortable tropical getaway. Located between Folly beach & downtown Charleston. Entire residence w/privacy fence, fire pit, grilles (propane & green egg), outdoor dining area, hammock...

  • Charleston
  • 3 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Charleston Charm - Downtown - 4 Bedroom

Summary:Welcome to Charleston Charm, your home away from home located in the historic Westside neighborhood. Ideal for families or groups, this newly remodeled 4-bedroom home offers space, comfort, and an ideal location just north of downtown. Steps...

  • Charleston
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 9

Charleston Tours & Activities

Sunset Tour

Burnt & Sandy

Book online
$275.00

An unforgettable experience! Duration 2 hours About Enjoy a beautiful, relaxing sunset tour from the water. What to bring: Please bring attire suitable for being on the boat (sunscreen, sunglasses, water, towels, snacks, etc). Please...

Live Ball Clinic (Members Only) - 9:00 am -10:00 am

Duration Friday 9:00 am -10:30 am Wild Dunes Members $25 Resort Guests $35 About New Live Ball clinic! This fast-paced clinic will be sure to get your heart rate up. Think Pickleball meets cardio... Fast points fed in by one of the pros...

Private Tour

Revolutionary Charleston

Book online
$350.00

Set up a custom private tour for you and your family and friends! Duration 2 hours About Give us a call to book a private tour with one of our fantastic guides. We will work out the pricing and logistics of what you want to do and...

Shark Tooth Easter Egg Hunt

Charleston Outdoor Adventures

Book online
$43.00

Join Charleston Outdoor Adventures on Sunday, April 13th for our Annual Shark Tooth Easter Egg Hunt—an unforgettable fossil-finding adventure for kids 12 and under! Choose from a 10am or 1pm session, each lasting about an hour and featuring three...

Large Groups and Wedding Parties

Charleston SUP Safaris

Book online
$45.00 - $55.00

Large Group and Wedding Parties Rates Person - $55 People in a group of 10+ - $50 per person Duration 2 hours About - This 2-hour introductory paddle on the Edge of America will get you into the basics of SUP, all in the calm...

Wine Under The Oaks - General Admission

Boone Hall Special Events

Book online
$70.00 - $80.00

Boone Hall Plantation and The Charleston Radio Group once again are teaming up to present WINE UNDER THE OAKS - Sunday Dec. 7, 2025 from 1PM-5PM. This event is a wine and food lover's dream…and has grown to be one of the most popular happenings...

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...

Kiteboard Lessons

FB Water Sports

Book online
$200.00 - $350.00

One on one kiteboarding lesson About Fly like the wind and learn how to kite surf!

Historic Neighborhoods & Architecture Driving Tour

duration: 1.5 hrs cancellation_summary: 24 hrs meeting_point: 206 S. Main St., Greenville, SC 29601 min_age: 10 max_age: 120 group_size: 12 accessibility: no wheelchair accessibility description: Greenville is a city that can be enjoyed on so many...

Monthly Rentals - Park Circle
Book online
$150.00 - $800.00

About 31 day rentals. Return in 31 days before close.

Captain or Crew for Hire

AmberJack Marine

Book online
$1,000.00 - $1,500.00

Rates $150/hr Captain; additional Crew $100/hr not including gratuity Duration 4-6 Hours About As a professional boat captain, Captain Jack is committed to delivering a safe, enjoyable, and memorable experience while operating your...

Dinner Delivered - Party Pleaser
Book online
$140.00 - $275.00

We recommend booking online far in advance - minimum 72-hour notice needed for all Dinner Delivered options. Rates $275.00 for ten people About Dinner Delivered - Party Pleaser Sometimes a true Isle of Palms vacation means that dinner...

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