Charleston, SC Vacations

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Featured Vacation Rentals

Elegant 2BR in Historic Charleston – W...

Summary:This striking two-bedroom, two-bath apartment offers guests convenient access to all that Charleston has to offer. Located on the middle floor of a historic Charleston single home constructed in the late 1800s and set back from the street...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Port O'Call A202 by Wild Dunes, Ocean Vi...

Port O’Telephone A202 by Wild Dunes1 Bedroom | 1 Bathroom | Sleeps 4 | Ocean View________________________________________Savor beachfront living at this 800 Sq. Ft. Port O’ Telephone unit, where a complex pool and painless beach access await...

  • Isle of Palms
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
The Most Charming Old Brick Alley, Charl...

Summary:This beautiful home at the end of a peaceful cobblestone alley is just one block away from upper King Street, the epicenter of the city's acclaimed restaurant and nightlife district. This home comes with ONE off-street parking space. Savor...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
The Lookout- hot tub, heated pool, with ...

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated pool just installed! Great place to cool off year round- close to the outdoor TV...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Lagoon View, Walk to Beach: 5-7 min, Res...

Brand new to the rental program! Remodeled in 2024 with all rooms newly painted, refinished wood floors throughout, and a new kitchen. Incredible 5 Bedroom vacation home in the exclusive gated Ocean Point Community of Wild Dunes Resort. Access to...

  • Isle of Palms
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Discounts! Beautifully decorated 206 Oce...

Ask about our Spring/Summer 2026 discounts! **This home books Friday to Friday in the Summer months**--Description--Part of our luxury collection, 'Villa Las Palmas', 206 Ocean Blvd., is a seven bedroom, seven and a half bathroom oceanfront home...

  • Isle of Palms
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 12

Charleston Tours & Activities

Half Day Boat Rental

Sunset Marina

Book online
$325.00 - $350.00

description: All the fun, none of the hassle. Check out our fleet and enjoy the lake without the stress and financial strain of boat ownership. Duration 4 Hours About All the fun, none of the hassle. Check out our fleet and enjoy the lake...

Three Day Rental

Charleston SUP Safaris

Book online
$120.00

description: Three Day Rental Duration 72 hours About - Rent your own private SUP for three days! - Have you ever paddle boarded before? If not, we highly recommend you book a tour with one of our lifeguard certified guides to show you...

One Week Rental

Charleston SUP Safaris

Book online
$250.00

description: One Week Rental Duration 1 Week $250 About - Rent your own private SUP for one week! - Have you ever paddle boarded before? If not, we highly recommend you book a tour with one of our lifeguard certified guides to show you...

Boone Hall General Admission

Boone Hall Plantation

Book online
$12.00 - $30.00

Individual general admission tickets to Boone Hall include all of the following tour options for one ticket price. Tickets can be used on any one day ticket holder chooses to visit that Boone Hall is open for regular tour operations. Days and...

Backyard Shrimp Boil

Charleston Historic Tours

Book online
$100.00

duration: 2 hours min_age: 21 max_age: 99 group_size: 15 accessibility: Not stroller or wheelchair accessible description: Come join Capt Bryan for a private Shrimp Boil Cooking Class on the banks of the famous Shem Creek. Also known as Lowcountry...

Sunset Boat Cruise

Sundog Sailing Charleston

Book online
$450.00 - $1,050.00

meeting_point: Charleston, South Carolina, U.S.A. group_size: Up to 6 Guests description: Enjoy a beautiful South Carolina Sunset! Sundog offers Sunset Cruises and relaxing guided trips along the amazing waterways in and around the coastal...

Semi-Private Tiki Boat Party!

Tiki Tours of Charleston

Book online
$1.00 - $200.00

meeting_point: 185 Lockwood Dr, Charleston 29403 description: Rates and Times 2 HR CRUISE ONLY **$800/Group (Up to 10)** ***$80/additional person*** 2.5 HR CRUISE & SWIM **$1000/Group (Up to 10)** ***$100/additional person*** 3 HR CRUISE ...

Guided Scooter Tours

Scooter Stop

Book online
$300.00 - $500.00

meeting_point: CHARLESTON, South Carolina description: Have A Personal Guide Through The Charleston, SC Streets. Find Great Spots & Then Finish The Tour Till You Want Them Picked Up. Duration 2 or 4 Hours ... You Choose & We'll Guide ...

4 or 6 Hour Inshore Charter

Charleston Fish Rod Bending Company

5 years and under must wear a life jacket Duration & Rates **4 Hours** - *$500* **6 Hours** - *$700* **Price includes 2 people, $75 per additional guest* About Exciting light tackle Charter fishing in the calm waters and beautiful scenery...

Reef Fishing

Four Sons Charters

Book online
$1,750.00

description: This option is the best way to fill your freezer full of fish! Duration 8 Hours About A 30 mile run to the reef and your party will experience the excitement and anticipation of pulling up any number of different species such as...

Folly Beach Surfing Lessons

meeting_point: 800 East Ashley Ave. Folly Beach, SC 29439 description: The longer days and warm Charleston water temperatures are ideal for making this the summer you and your kids learn to surf! Lessons are Conducted at: 800 East Ashley...

Aloft Annual Gala

The Center for Birds of Prey

Book online
$150.00

One of the Charleston region’s most iconic events, the Center’s annual benefit fundraiser is an unforgettable evening where guests embrace the beauty, mystery, and wonder of wild birds, recognizing and appreciating them as a vital link to the...

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