Charleston Sailing Adventures
Skippered sailing charters departing Wharfside Street into Charleston Harbor and the surrounding Lowcountry waterways.
Tours, parks, gardens, plantations, water — what to do with a free afternoon.
Skippered sailing charters departing Wharfside Street into Charleston Harbor and the surrounding Lowcountry waterways.
Pontoon boat party cruises on the Ashley River, available for private charters and group events.
Guided walking tours of Charleston's historic streets, led by knowledgeable locals out of a small office on Pinckney Street.
Walking and boat tours of the peninsula, run out of a storefront on East Bay Street since 2005.
Private and public boat tours and party charters departing from Ripley Light Marina on the Ashley River.
Guided sailing charters out of Wharfside Street on the Charleston Harbor, running lessons and sunset cruises aboard a fleet of keelboats.
Pedal-powered party boat cruising Charleston's waterways, BYOB and wheelchair accessible, departing from Ashley Point.
Sightseers ride behind horses in old-fashioned carriages while receiving a narrated history lesson.
Inshore fishing charter running redfish and trout trips through Charleston's tidal creeks and salt marshes.
Five-vessel sailing operation out of Lockwood Drive marina offering private charters on the harbor and surrounding waters.
Nighttime ghost tour aboard the decommissioned WWII carrier docked across the harbor in Mount Pleasant.
Narrated sightseeing trips on historic carriages pulled by horse, plus city-center walking tours.
Dolphin-watching and sunset cruises departing from Shem Creek on a 48-foot catamaran.
Guided walking tours of the peninsula led by locals who know Charleston's history past the brochure version.
Family-run pirate adventure cruise departing Ashley Point, blending local maritime lore with hands-on activities for kids on the Charleston Harbor.
Paddle through Shem Creek's salt marsh. Dolphins are common; the dolphins are the point.
Narrated boat tours of Charleston Harbor departing from Wharfside Street, covering the waterfront, Fort Sumter, and the historic Cooper River.
Fishing and touring charter operation running inshore and offshore trips out of downtown Charleston.
Narrated harbor and waterway boat tours departing from Ashley Marina on the Charleston peninsula.
Guided walking tours through downtown Charleston that pair neighborhood history with stops at local restaurants and food producers.
BYOB pontoon boat tours departing from Lockwood Drive along the Charleston Harbor and Ashley River.
Guided ghost and history walking tours departing nightly from the Market Street area.
Visitors can explore a retired Naval aircraft carrier, destroyer & submarine docked here year-round.
Guided cocktail history tours through Charleston's past, poured glass by glass at a dedicated tasting space on Calhoun Street.
Recreational company featuring kayak, canoe, paddleboard & hiking tours, rentals & kids’ education.
Hop-on, hop-off narrated trolley loop hitting 18 stops across the peninsula, departing from the Visitor Center on Meeting St.
Nightly ghost tours through the 1802 jail where pirates, prisoners, and a few thousand yellow fever victims reportedly never left.
Walking and carriage tour operator out of King Street covering Charleston history, architecture, and neighborhoods.
Multi-layered, pineapple-shaped fountain facing the waterfront, popular for photos.
Featuring extensive floral displays, this park also offers a baseball diamond, playground & trail.
Hosted trivia and game show competitions for groups at a Market Street venue in the heart of the tourist district.
Ghost, history, and pub crawl tours departing nightly from Anson Street since 1998.
Boardwalks, trails & fishing boats highlight this tranquil town park with creek & wetlands views.
Private boat charters out of Ashley Marina for harbor tours, sunset cruises, and dolphin watches on the Charleston waterway.
Adam leads walking tours covering Charleston history, haunts, and bars from the heart of the historic district.
Private and group boat tours departing from Ripley Point on the Ashley River.
Private fishing and dolphin charters departing from Lockwood Marina on the Ashley River.
Private and group sailing charters departing from Ripley Point on the Ashley River.
Charter fishing and eco-tour outfit on the Ashley River, running inshore trips for families and serious anglers alike.
Guided walking tours of the peninsula led by local historians, departing from the heart of the historic district on Broad Street.
Narrated boat tours departing Wharfside Street, covering the harbor, Fort Sumter, and the Charleston peninsula from the water.
Waterfront museum on Gadsden's Wharf, the precise site where enslaved Africans first arrived in America, documenting that history through galleries and genealogy resources.
A nautical-themed playground, 1,250-ft pier with bench swings, cafe/gift shop & scenic harbor views.
Guided walking tour of the peninsula's colonial streets, church yards, and antebellum architecture led by local historians.
Small-boat sailing tours out of Patriots Point, running the harbor and nearby waterways with an emphasis on actual time on the water.
Walking tours focused on the African American history of Charleston, led by guides who center Black narratives over Lost Cause mythology.
This public garden beside the water offers paved paths, military statues, canons & picnic areas.
Walking and boat tours of the peninsula led by local guides, departing from Waterfront Park.
Historic tidal pond & dog-friendly park with paved pathways, benches, fishing & open green space.
Downtown escape room operation on Market Street with multiple themed puzzles for groups.
Two-hour cocktail cruises departing Shem Creek, with open bar and views of the harbor and Ravenel Bridge.
Self-guided tours offered in a historic building, formerly a Revolutionary prison & City Hall.
Bareboat and crewed sailboat charters departing Lockwood Marina into Charleston Harbor and beyond.
Family-friendly bus and boat tour operator running sightseeing routes through the historic peninsula since 1967.
Guided walking tours of the historic district led by local guides out of the Meeting and Chalmers Street corner.
Well-known park with Charleston Harbor views, plus a large lawn, walkways & fountains.
Tidal boardwalk along a working shrimp boat dock in Mount Pleasant, where pelicans outnumber tourists on slow weekday mornings.
Electric tiki boats for rent on the Charleston Harbor, BYOB, captain included.
Waterfront city park on James Island with marsh views, a fishing pier, and open green space for dogs and families.
Weddings & other events are held at this elegant, riverside plantation built in the late 1700s.
Portraits & landscapes dating back to the 1700s, housed in a century-old beaux arts-style building.
Lantern-lit walking tours through the French Quarter covering Charleston's actual pirate history, including Blackbeard and Stede Bonnet.
Waterfront playground beneath the Ravenel Bridge with harbor views, climbing structures, and wheelchair-accessible paths along the Mount Pleasant shoreline.
Guided walking tours of the peninsula led by local historians, departing from East Bay Street.
Passenger ferry running between the Charleston peninsula and Patriots Point across the harbor, with open-air deck seating.
Federal ferry service running daily trips from Liberty Square to the Civil War fort in Charleston Harbor.
Lantern-lit guided tours of historic Charleston churchyards, blending documented history with local ghost lore.
Urban park with oak trees & flower displays centered on a 42-ft. model of the Washington Monument.
Sailboat charters departing Patriots Point for harbor and sunset cruises on Charleston's waterways.
Guided walking tours of Charleston's historic peninsula, led by local Jonathan Bechtel out of Church Street.
Seawall promenade at the tip of the peninsula where antebellum mansions face the harbor and cannons point toward Fort Sumter.
Tours of this historic home of an influential 1800s family include a back lot where slaves lived.
Saltwater charter operation running inshore and offshore trips out of Shrimp Boat Lane in Mount Pleasant.
Grassy national park on Cooper River featuring a small museum, aquarium & ferry to Fort Sumter.
Ferry service running visitors out to the Civil War fort where the first shots of the conflict were fired.
Guided walking tours of the peninsula led by local historians out of a Broad Street office.
Inshore fishing charters out of Mt. Pleasant's Shrimp Boat Lane, targeting redfish and trout in the Lowcountry marshes.
Colonial military history museum & gift shop in a 1713 gunpowder storage building.
Small urban park on the edge of the upper peninsula, with a playground, open lawn, and direct views of the Cooper River.
Urban green space with historic significance, hosting regular events including a farmer's market.
America's first museum, founded in 1773, exhibits relics from South Carolina & Confederate history.
Private yacht charters departing from Lockwood Drive on the Ashley River, handling corporate events, sunset cruises, and custom trips.
Private and group sailing charters departing from the downtown marina on the Ashley River.
Horse-drawn carriage tours through the historic district, departing from Pinckney Street since the 1980s.
Half-day and full-day inshore fishing charters out of Mt. Pleasant's Wando River waterfront.
Antebellum mansion on King Street hosting weddings across its courtyard, carriage house, and formal gardens since the 1830s.
Speedboat tours of Charleston Harbor and surrounding waterways, departing from Ashley Point on the James Island side of the Ashley River.
Walking and private tour company operating out of the South of Broad neighborhood, led by longtime Charlestonians.
Antebellum plantation house on Barre Street, built in 1825, now booked for weddings and private events.
Rotating immersive art installations in a Beaufain Street gallery space, wheelchair accessible.
Free natural history museum inside College of Charleston's science building, with fossil collections, minerals, and regional specimens.
Ornate, circa-1808 home known for its "free-flying" 3-story spiral staircase, with guided tours.
Walking tour company based in Mount Pleasant running history-focused guided tours through Charleston's streets.
Sailboat charters out of Patriots Point for half-day, sunset, and private cruises on Charleston Harbor.
Historic Federal-style home, open for tours showcasing architecture, furnishings & family artifacts.
Historic walking city where centuries of architecture, cobblestone streets, and harbor views reward those who slow down enough to look up.
Passenger ferry linking downtown Charleston to Patriots Point and Waterfront Park, running the Cooper River year-round.
Edgy nonprofit artist workspace & gallery hosting classes, performances & events.
Private fishing and sightseeing charters out of Lockwood Drive, running the harbor and surrounding lowcountry waterways.
Private yacht charters out of Lockwood Drive marina for events, sightseeing, and harbor tours on Charleston's waterways.
National Park Service ferry from Patriots Point to the Civil War battery where the first shots of the war were fired.
Four-block open-air market downtown. Sweetgrass baskets, local artists, tourist staples.
Nightly walking tours through Charleston's darker history, covering cemeteries, haunted buildings, and the city's long catalog of documented tragedies.
Lantern-lit walking tours through the historic district covering Charleston's documented hauntings, graveyards, and colonial-era tragedies since 1999.
Scenic riverfront recreational area featuring a playground, walking paths & a fishing pier.
Tall ship sailing schooner departing from Aquarium Wharf for harbor tours on Charleston's working waterfront.
Fishing and sightseeing charter operation running trips out of Charleston Harbor, booked through a Meeting Street office suite.
Private boat charters out of Ashley Point for harbor cruises, dolphin watches, and sunset runs on the Charleston waterways.
Restored 1942 movie house on King Street, now a wedding and event venue with original art deco bones intact.
Historic District cluster of 13 pastel-painted Georgian-style rowhouses dating from 1748 to 1845.
Massive aquarium with interactive exhibits & hundreds of creatures, including many native species.
Horse-drawn carriage tour company running licensed routes through the historic district since 1983.
Two-hour booze cruises departing Lockwood Drive marina, covering Charleston Harbor with drinks aboard.
Ornate 1879 federal building on East Bay Street, still an active port authority office with a marble trading room open to visitors.
Local guide Tommy Dew leads walking tours through the historic district on foot, departing from Meeting Street.
18th-century Georgian-style home once belonging to a signer of the Declaration of Independence.
Walking tours of the walled city's colonial streets, gardens, and architecture, departing from the corner of Meeting and Chalmers.
Compact neighborhood green space on Anson Street with benches, dog access, and a quiet break from the French Quarter foot traffic.
Hands-on exhibits for under-10 kids plus parties, programs, camps & classes such as yoga & dance.
Small-boat dolphin and nature tours launching from Mt. Pleasant's Ashley Point into the Lowcountry waterways.
Lockwood Drive charter operation running fishing and sightseeing trips on Charleston Harbor and the surrounding tidal waterways.
Greek Revival landmark built in 1841 offering Civil War history & tours by women's-group docents.
Nonprofit watchdog on King Street that has spent decades fighting to keep Charleston's architectural fabric intact.
Built in 1803, this antebellum structure is furnished with period American, French & British pieces.
Narrated harbor and waterway boat tours departing from Ripley Point, covering Charleston's coastline and historic maritime landmarks.
Small-boat harbor tours departing from Ripley Point, covering Charleston's waterfront history and working port up close.
Restored 1861 rice mill on the Ashley River, now a waterfront event and wedding venue with industrial bones intact.
Walking tours of Charleston's colonial and Revolutionary War history, departing from Washington Square Park on Broad Street.
Private charter fleet of five boats docked at Lockwood Drive, running harbor cruises and event charters on the Ashley and Cooper rivers.
Carnival's downtown embarkation terminal on the Charleston waterfront, sending ships out from the base of the peninsula since 2016.
Small neighborhood park on Marlow Drive with open lawn, a playground, and a walking path suited for kids and leashed dogs.
Horse-drawn carriage tours departing from Anson Street, covering the French Quarter and historic district with licensed guides.
Free public swings overlooking the Cooper River at Waterfront Park, a reliable stop for kids and anyone who wants a harbor view.
Federal-era ballroom on Meeting Street, built in 1804, renting its plaster ceilings and heart-pine floors to wedding parties.
Private library housing historical state photos & documents, with a Colonial & antebellum focus.
Displays in this former slave auction building tell the story of the slave trade in Charleston.
Private boat charters launching from Lockwood Marina, offering harbor and waterway excursions on Charleston's tidal rivers.
Private charter boat operation running harbor tours and group outings off the Ashley River at James Island.
Dolphin-spotting boat tours departing from the Charleston waterfront at Immigration Street, with free parking on-site.
Small neighborhood splash pad and green space on Chapel Street, open to dogs and strollers year-round.
Shaded neighborhood green across from the Gibbes Museum, popular with dog walkers and families on Rutledge Avenue.
A popular wedding venue, this landmark hall was built in 1840 & features Greek Revival architecture.
Wheelchair-accessible catering operation on Lockwood Drive handling weddings and events out of a ground-floor suite near the marina.
Neighborhood park on Cleveland Street with standard playground equipment, open lawn, and free parking in the upper peninsula.
Fishing and sightseeing charter operation running out of Mt. Pleasant, working the Lowcountry waterways off Coleman Boulevard.
Restored 19th-century ballroom on Meeting Street hosting weddings and private events inside a registered historic landmark.
Wheelchair-accessible neighborhood playground on Ashley Avenue, named for the Revolutionary War general who defended Sullivan's Island in 1776.
Preservation nonprofit on East Bay running house museums, educational programs, and advocacy for Charleston's built environment since 1947.
Walking tours rooted in Gullah Geechee culture and Black history, led by guides with direct ties to the Lowcountry community.
Candlelit walking tour threading through the French Quarter's churchyards and antebellum streets after dark.
Quiet James Island neighborhood park with a playground, open lawn, and marsh views off Fort Johnson Road.
Narrated harbor cruises departing Patriots Point, with views of Fort Sumter, the Ravenel Bridge, and the Charleston peninsula.
Half-day and full-day offshore and inshore fishing charters departing from Ashley Point on the west side of the peninsula.
Pineapple-shaped fountain at the Cooper River end of Waterfront Park, open for wading.
Narrated bus tours of the peninsula, departing from Meeting Street, with routes covering historic districts and landmarks.
Compact public green on the Charleston Peninsula where Chisolm meets the waterfront, popular with dogs and strollers.
Narrated sightseeing and dinner cruises departing from the downtown waterfront on the Cooper River.
Accessible waterfront playground on East Bay, set between the harbor and the French Quarter.
Guided walking tours hitting Charleston's bars and breweries, departing from the Market Street area.
Two-mile loop through maritime forest and marsh at the base of Patriots Point, with views of the Ravenel Bridge and Cooper River.
Boat tour to the harbor fort where the Civil War started. National Park Service runs it.