Charleston, SC Vacations

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Featured Vacation Rentals

The Chapel | Manor 4BR Charming Charlest...

Summary:Welcome to your Charleston getaway located just moments from King Street, where classic appeal meets modern comfort. This 4-bedroom, 4-bath home is ideal for families or groups who want privacy, ease, and access to Charleston’s best...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Wonderful 3BDR Guest Suite Sits Between ...

Welcome to your peaceful getaway on James Island! Our 3br 1ba unit is located 4 miles from Folly Beach and 8 miles from downtown. You'll be able to appreciate all the benefits of both the city and the beach. This handsome home has a private main...

  • Charleston
  • 3 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Quaint Victorian Apartment in Downtown C...

Summary:We are located in the handsome Elliotborough neighborhood, just steps away from Sprint Street and 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...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Beachfront Dream! Ideal Corner Unit, Pat...

$100 gift card for WEEK stays!Qualifying weeks are - June 7 - 13th, July 4-11th, July 18- Aug 15th2026 Beach Restoration UpdateThe City of Isle of Palms has approved a beach nourishment project planned for Summer-Fall 2026. Although the final...

  • Isle of Palms
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Discounts!! Serenity- 2 50th One of a ki...

Ask about our Summer 2026 discounts!! *During Summer months this home books Friday to Friday**Plug in your dates to see the full quote! Email us with any questions regarding the home or the quote. --Description--New to our Luxury Collection...

  • Isle of Palms
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
11 Bed Compound for Large Groups, Prime ...

Summary:Welcome to The Grandiose Estate, a private getaway in the heart of downtown Charleston, SC. Located within a meticulously restored historic home, this exclusive property features four entirely furnished residences, creating the ideal setting...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24

Charleston Tours & Activities

Corporate Events

Reel Fish Finder Charters

description: Duration 6 Hours About Whatever the reason, Reel Fish Finder is here to ensure your team's experience exceeds your expectations! We are able to accommodate both small and large corporate charters. Let us help plan the perfect...

1on1 Private Surf Lesson

IOP Surf Lessons

Book online
$95.00

duration: 60 Minutes meeting_point: On the beach at 26th avenue, Isle of Palms. pricing: 60 minutes: $75 90 minutes: $95 * Additional lifeguard fee for 5 years old and under ($50) description: Learn from an experienced local instructor with our 1...

Island Ferry Sightseeing Cruise & Dolphin Watch (Downtown)

duration: 1.25 meeting_point: Riley Waterfront Park, Charleston, SC 29401 description: Enjoy our family friendly Island Ferry Dolphin Cruise. The trip departs from our dock at Riley Waterfront Park in downtown Charleston, SC. We'll tour historic...

Sunset Sail (Folly Beach)

Seas Life for Good

Book online
$75.00 - $500.00

description: *Experience a Gorgeous Sunset!* ___________________________________ Rates *All ages welcome!* **Price** Max 6 people - $500 for up to 4 people - $75 each additional person ___________________________________ Duration 2...

Women and Wine Tour (Walking)

Charleston Historic Tours

Book online
$34.00

meeting_point: 49 S Market St, Charleston, SC 29401 " Well Hung Vineyard and Restaurant" description: Days and Times **Thursday, Friday, and Saturday 4pm start About The Women and Wine is a combined history and bar tour that will include two...

Stargazing on the Ashley

Drayton Hall Preservation Trust

Book online
$5.00 - $40.00

duration: 2 hours min_age: 8 max_age: 99 description: Join Drayton Hall and Lowcountry Stargazers for an evening under the stars on the historic Ashley River landscape. This seasonal event invites guests to bring lawn chairs, blankets, and picnics...

Nearshore/Offshore

Tight Line Charters LLC

Book online
$1,800.00 - $2,200.00

duration: 6-8 Hour Options meeting_point: Shem Creek Park group_size: Up to 2 people covered in base price, can accommodate 6 people max description: Nearshore fishing charters off the Charleston coast are designed for both seasoned anglers and...

Private Day/Sunset Cruises

Chocolate Milk Charters

Book online
$900.00 - $2,100.00

description: Day Cruise YOU WILL JUST LOVE BEING ON THE WATER! Eat, drink, listen to music, reconnect, and catch some rays. Let the wind blow away your troubles and fill your lungs with the salty air. WHAT TO BRING Beverages Please bring your...

Gift Card

The Reel Deal Charters

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

Paint & Sip with For the Love of Art @ Estuary Beans & Barley

meeting_point: 3538 MEEKS FARM RD. JOHNS ISLAND, SC 29455 description: Join us for a fun and refreshing paint & sip event at Estuary Beans & Barley! Conveniently located off of Maybank Highway on Johns Island. No experience needed! Sign up...

Ultimate Bach Tiki Party!!!

Seas Life for Good

Book online
$800.00

duration: 3 Hours group_size: Maximum 18 people pricing: 1- 12 people $800, ($60 per person after, 18 max) 13 people $860 14 people $920 15 people $980 16 people $1040 17 people $1100 18 people $1160 description: Experience the Ultimate Bach Tiki...

Charleston Harbor Yacht Cruise Tours and Bachelorette Parties
Book online
$400.00 - $2,720.00

duration: 2-6 Hours meeting_point: 33 Lockwood Dr, Charleston, SC 29401 group_size: Maximum 12 people description: With Dockside Yacht Charters, you can take in the beauty of the Charleston coast while enjoying a private boat...

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