Charleston, SC Vacations

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Featured Vacation Rentals

Historic Secluded Haven | The Pentas Hom...

Permit Number: OP2025-06292The Space: Welcome to The Pentas, a calming two-story 2-bedroom, 1.5-bath getaway in historic Charleston, offering privacy, comfort, and a prime walkable location.Appreciate a serene patio with outdoor dining and a secret...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
304 E Port by AvantStay | Rooftop Deck |...

Come discover what a fun family vacation on the beach is all about! 304 E Port O Telephone is the ideal place to create these fabulous memories, while staying in this oceanfront condo. After experiencing the sunrise from the rooftop deck, your day...

  • Isle of Palms
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
The Inns - 2BR / 2BA - Downtown Gem!

Summary:Located on beautiful Spring Street, this appealing 2-bedroom, 2-bath getaway embodies the essence of historic Charleston living. Bright and airy with high ceilings and timeless character, it features a completely supplied kitchen ideal for...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Red Robin - B | Fantastic Location!
4.7
(30)

Permit Number: 06171The Space: ???? Welcome to 'The Red Robin (Suite B),' our freshly modernized 2-bedroom, 2-bathroom haven that effortlessly combines modern design with historic Charleston appeal! ???? Ideal for smaller groups, accommodating up to...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Fire Tower | Relaxed 1BR Condo + Rooftop...

Summary:Stay in style at Fire Tower, a 2023-constructed condo just off King Street. This 1BR/1BA getaway features a plush king bed with en-suite, full kitchen, Intelligent TV, and private balcony. Appreciate modern amenities including WiFi, and...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Centrally located condo, Renovated, Pool...

Ideal couples or modest family getaway! Recently remodeled condo in central location on Isle of Palms. 204A Oceanside provides simple access to the Island's main strip including a variety of eateries, live music, local stores, and the county park...

  • Isle of Palms
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6

Charleston Tours & Activities

Building on Tradition: The Exploration of a Practice with William Curtis and Russell Windham

duration: 1 hour description: Award-winning architects and authors of the new book Building on Tradition, William Curtis and Russell Windham are known for skillfully blending traditional architectural principles with a keen awareness of modern life...

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...

Hook & Feast Experience

Tight Line Outfitters

Book online
$900.00

description: Fish. Feast. Unwind. Book your charter today! About This is a one-of-a-kind fishing charter experience you can't get anywhere else! Enjoy a fishing charter, waterfront dining, and a sunset eco cruise all in one trip! Reel in some...

Kismet - Private Afternoon Charter

duration: 2–4 hours cancellation_summary: Fully refundable up to 7 days; 50% refund within 7 days; no refund within 24 hours; captain cancellations refundable or reschedulable. group_size: Maximum 23 people accessibility: Stroller...

SUP Fitness

Charleston SUP Safaris

Book online
$55.00 - $85.00

duration: 1.5 Hours cancellation_summary: 24 Hours meeting_point: 83 Center St Folly Beach SC 29439 min_age: 10 group_size: Private, Semi Private, Small & Large Groups pricing: Private - $85 Semi-Private - $75 Small Group - $65 person Large Group...

Advanced Diver

Bermuda Triangle Dive Shop

Book online
$375.00

duration: 2 days meeting_point: 115 Pelham Road, Suite 12, Greenville, SC 29615 min_age: 15 group_size: 4 students per instructor description: The Advanced Diver course is designed to enhance your diving abilities and introduce you to new...

Beginner/Intermediate Open Play - Thursday 9:00-10:30 AM

description: Rates $20 for non-members, $10 for social members Duration 1.5 Hour Beginner/Intermediate Open Play Thursday - 9:00 am - 10:30 am About This open play session is for players who are at the beginner/intermediate level and...

Beau's Charleston Adventure
Book online
$5.00 - $25.00

Bulldog Tours’ chief four legged tour guide and canine ambassador, Beau, is ready to take kids and families on a fun hunt for history in downtown Charleston. Beau leads the adventure through the easy-to-walk historic streets, stopping at 10...

Get to Know Your City Main Street Tour & Meet Up

duration: 1,5 Hours description: A fun way to meet people from all over the country! People from all over the country have discovered Greenville’s charm and quality of life. The city is easy to fall in love with, but there’s much more to...

Private Charter - Skiff

Barrier Island Eco Tours

Book online
$275.00 - $1,375.00

duration: 1-6 Hours pricing: **One Hour Charter:** $275 **Two Hour Charter:** $550 **Three Hour Charter:** $825 **Four Hour Charter:** $1100 **Five Hour Charter:** $1375 **Six Hour Charter:** $1650 *Low country boil or hamburger/hotdogs are...

E-Bike Trail Ride

Charleston Kayak Company

Book online
$39.00 - $139.00

duration: 2.5 hrs meeting_point: Charleston Kayak 4279 Ashley River Road, Charleston SC 29414 group_size: Maximum 5 people accessibility: MUST BE 4'11 & KNOW HOW TO RIDE A BIKE description: The Woodlands Nature Reserve has 6500 private acres of...

Paddleboard Rental

Edisto Watersports and Tackle

Book online
$40.00

meeting_point: Edisto Beach, SC description: *Book Online Now!* ___________________________ Rates **SUP: **$40 *Must be 18+ to Rent* *Ages 10 and over to ride* ___________________________ Duration 3 Hours ___________________________ ...

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