Charleston, SC Vacations

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Featured Vacation Rentals

The Charleston Suite: The Harper Suite

The Harper Suite:>> Prime Location: Ideal escape from busy streets>> Quick walk to drinks, dinner + shopping>> 20 min to 1 of 3 beaches>> Balcony w/ Bistro Set + Porch Swing>> Professionally Turfed Shared Backyard w/Pergola + Grille>> Beds for 6...

  • Charleston
  • 3 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Calm & Bright Apartment Downtown

Summary:Ideal for Nurses, Doctors and Professionals. Airy, light filled studio apartment available for 30 nighttime minimum stays. This apartment has its own private entrance and is located in downtown Charleston. The building was completely...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Historic Charm & Modern Comfort - Perfec...

Welcome to 12 Cannon Street, Unit B – a gorgeously restored two-bedroom, three-bathroom home in the heart of Charleston. This second-floor unit blends historic appeal with modern comfort, offering an ideal getaway for families, couples, and modest...

  • Charleston
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Large Downtown home steps to Ashley Rive...

New to AirBnb! Amazing 4 Bedroom Home (1K/3Q) in downtown Charleston. Steps to Lowndes Grove, the Ashley River, Downtown stores/eateries, The Citadel, and Hampton Park. Excellent home for a family in town for a wedding, vacation, or other adventure...

  • Charleston
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
49th Ave 6 - Six on the Beach

Overview:Welcome to 6 49th Ave - Six on the Beach! This brand new 5 bedroom & 5 ½ bath home was just finished in January 2026 and is ready for the first lucky guests. The décor is professionally designed with a sophisticated, yet comfortable vibe...

  • Isle of Palms
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
1st Floor Studio in Pet Friendly Walkabl...

Summary:Bowen VillageThe Space:Welcome to your comfortable efficiency for the Charleston traveler. This micro unit features a compact kitchen and well-appointed living space complete with all the necessities, and a convenient murphy bed and a desk...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2

Charleston Tours & Activities

Catered Sunset Sail • Llibertat (36ft Sailboat)

Experience a Luxurious Charleston Sunset Cruise with Blue Life Charters! Duration 2.5 Hours About Embark on an enchanting journey with Blue Life Charters and immerse yourself in the luxurious comfort of our BYOB Charleston Sunset Cruise. This...

Public Surf Lesson

Charleston Surf Co

Book online
$100.00

description: Duration 90 Minutes About 90 minutes of surfing with local professional, Shep Davis. Elevate your surfing skills with our public surf lessons. Dive into personalized coaching, ensuring focused attention and...

Ashley River Kayak Tour

Charleston Kayak Company

Book online
$68.00 - $78.00

duration: 2-2.5 hrs meeting_point: 200 Renken Rd, Summerville, SC 29485 description: -2024/2025 Season is Open! *PLEASE CALL FOR GROUP BOOKINGS OF MORE THAN 10. Other days and times may be available for groups of 6+. Equipment We often...

#1 Historical City of Charleston Gullah Geechee History Tour

duration: 1 hour meeting_point: Charleston Visitors Center Bus Shed 375 Meeting Street, 29403 (Charleston, SC) pricing: description: On our Gullah Tour we give an interesting glimpse into an ancient culture of these mysterious people descending...

Fireworks Boat Cruise

Charleston Outdoor Adventures

Book online
$10.00 - $50.00

meeting_point: 1871 Bowens Island Road description: Fireworks Boat Cruise! *Come get all the firework action without the crowd!* _______________ Rates **$50 per person** **$32 for Children 12 years of age and under** **Infants under 2 years old...

Grounds & Galleries Admission

Drayton Hall Preservation Trust

Book online
$10.00 - $20.00

duration: Entrance gates are open daily from 9am-3:30pm. Exit gate closes daily at 5pm. description: Enjoy the grounds and galleries of Drayton Hall. With this ticket, you will enjoy access to the Drayton Hall visitor center, galleries, grounds...

Sunset Boat Excursion

Castaway Island Excursions

Book online
$29.00 - $49.00

duration: 1.5h meeting_point: Charleston, SC description: On this trip, we will cruise through the tidal creeks that run behind Folly Beach and head towards the Morris Island Lighthouse. what_is_included: - Dolphin watching from a distance, with...

Day Time Cruise • Tramuntana (Motorboat)

A Perfect Blend of Luxury & Relaxation Creating the Perfect Charleston Harbor Tours! Duration 2.5 Hours About Embark on a luxurious journey across Charleston’s beautiful waters with our signature daytime Charleston harbor tours. Step aboard...

Island Cat Charter

Island Boat Rentals and Charters

Book online
$500.00 - $2,625.00

duration: 2 to 8 hour charter options meeting_point: Island Boat Rentals and Charter • 50 River Landing Dr, Charleston, SC 29492 (North Dock) min_age: 21 group_size: Up to 15 people pricing: 2 hrs minimum for a Private Charter. 1-9 Guests is...

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...

Gift Card

Unlimited Outfitters

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

Hospitality Appreciation Sunset Cruise

Charleston Yacht Charters

Book online
$25.00

duration: 2 Hours meeting_point: Safe Harbor City Marina Downtown Charleston | 17 Lockwood Dr, Charleston, SC 29401 group_size: Min 6 to run - Max 23 people pricing: RSVP $25 per person Dockside @ departure $35 per person description: This is for...

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