Charleston, SC Vacations

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Featured Vacation Rentals

The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a delightfully restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this cavernous home has been thoughtfully divided into two separate...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
Renovated 2bd Retreat, Steps to King.

Summary:Feel Charleston appeal in our freshly modernized 2-bed, 2-bath downtown apartment. This second-floor getaway comfortably sleeps 5 and features a modern kitchen, beautiful interiors, and a sizable side porch with a swing. Perfectly located...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Private Pool, Game Room with Ping Pong T...

Snowbirds Welcome!!Winter Escape to IOP.....Property Description Discover the pinnacle of luxury beach living at this exquisitely designed beach home, located in the heart of Isle of Palms, South Carolina. This impeccable getaway blends coastal...

  • Isle of Palms
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Charleston Suite: The Harper Suite

The Harper Suite:>> Prime Location: Ideal escape from busy streets>> Quick walk to beverages, 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
Casa Bella Suite B | 3 Blocks to King St...

Permit Number: OP2025-06240The Space: Welcome to Casa Bella B, a bright and modren second floor getaway in the heart of downtown Charleston where historic appeal and modern comfort come together just steps from some of the city’s favorite local...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
The Little Pink House on the Peninsula

Located under the grandiose live oaks of Bogard Street, The Little Pink House is a photogenic Charleston carriage home. This thoughtfully crafted guest home invites couples and individuals alike to experience the best of Charleston in a private, yet...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2

Charleston Tours & Activities

Dolphin Watching/Eco Tours

The Reel Deal Charters

Book online
$250.00

description: *Enjoy Your Afternoon on Your 2 Hour Dolphin Watching/Eco Tour Charter!* ________________________________________________ Rates - **For 1 passenger:** $250 - **For 2 passengers:** $300 - **For 3 passengers:** $350 - **For 4...

Lowcountry Boil Experience

Charleston Culinary Tours

Book online
$99.00

Duration 2 Hours About The Lowcountry Boil isn’t just a meal. It’s a tradition that brings family, friends, and neighbors together around one steaming pot of shrimp, sausage, corn, and potatoes. Now, you’ll experience it the Charleston...

Christmas at Drayton Hall

Drayton Hall Preservation Trust

Book online
$40.00 - $45.00

Duration 1 Hour About What were historic holidays really like in Drayton Hall? In this special tour offered throughout the season, curator Amber Satterthwaite will answer your questions about Christmases past and present at Drayton Hall. Was it...

Private Sunset Cruise
Book online
$375.00

meeting_point: Folly Beach, SC description: Sunset Sail Details For up to 6 people. Enjoy a two-hour sail that begins an hour or so before the local sunset. The sun sets over the marsh in brilliant colors and the best way to see one is from the...

Beginner Float Trip

Life in Long Creek

Book online
$55.00

description: Have fun floating the Chattooga River with the whole family. If a tandem boat is requested, please give a call after completing your booking About - Start the day at Chattooga Whitewater Shop getting all of the gear for the...

Captain JB (12 Passenger Tours)

Captains Collective

Book online
$800.00

duration: 2.5 Hours meeting_point: Charleston, SC group_size: Maximum 12 people description: Seats up to 12 people! Perfect for bachelor/bachelorette, or just a fun day out on the water! what_is_included: - Instant Confirmation

3-Hour Party Boat “Rosie”
Book online
$900.00

meeting_point: Folly Beach, SC description: We Specialize in Bachelorette & Bachelor Parties Duration 3 Hours About Jump aboard our 18-passenger BeachCat saltwater pontoon boat and settle into an easygoing, on-the-water party just south of...

Myths and Monsters

108 Elemental

Book online
$25.00 - $35.00

Sometimes There Really Is a Monster Under Your Bed... Duration 1 Hour About There are some legends in Charleston so old, they predate the city itself. Here there are creatures that are the things of nightmares, myths come to life, and horrors...

Charleston Downtown Culinary Tour

Charleston Culinary Tours

Book online
$95.00

duration: 2.5 Hours cancellation_summary: Cancellation policies differ depending on group size and tour type description: Neighborhood Historic French Quarter & City Market About This 2 ½ hour tour explores the area surrounding the City...

Bareboat Charter:  Beach Day/Anchor & Swim
Book online
$800.00 - $3,000.00

duration: 3 - 4 Hours meeting_point: Quarterdeck Charters description: Looking for the perfect Beach Day? We’ve got you covered! Anchor up and swim at one of Charleston’s many islands only accessible by boat! Spend the day exploring...

Full Day Fly Fishing (Public Waters)

Southern Outlaw Adventures

Book online
$320.00 - $500.00

description: There’s nothing quite like wetting a line on a beautiful Lake or Stream! Duration 8 Hours About Tackle the best Fly Fishing Rivers in the Carolina's Fish hatchery supported, delayed harvest, or wild trout streams! Let us...

Hunt for Sharks Teeth

Island Boat Rentals and Charters

Book online
$25.00 - $60.00

duration: 3 Hours meeting_point: 50 River Landing Drive group_size: 18 description: Walk along Drum Island as you search for Sharks Teeth! Water provided. Bring hats, sunscreen, a small container for your shark teeth and snacks. what_is_included...

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