- Must visit
The Charleston Museum
America’s first museum with natural history, decorative arts, and Charleston stories across several historic sites.
Omio recommends booking the train as it is the most popular option from Winter Park, FL to Charleston, SC among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $66 For those with little time, consider booking a flight, which has an average total journey time of 5h 28m. Average ticket prices depend on the travel mode: a bus costs an average of $66, while a flight costs an average of $218.
Distance: 300 miles (484 km)
| Bus | Most popular Train | Flight | Driving |
|---|---|---|---|
$66 Average price Cheapest | $73 Average price | $218 Average price | $78 Average price (fuel + tolls) |
14h 25m Average total duration 13h 55m Onboard + 30m Additional time* | 8h 20m Average total duration 7h 50m Onboard + 30m Additional time* | 5h 28m Average total duration Fastest 3h 28m Onboard + 2h 0m Additional time* | 5h 51m Average total duration (door-to-door) |
![]() Most popular bus company | ![]() Most popular train company | ![]() Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Winter Park, FL to Charleston, SC:
A bus is $6 less than a train for this route with tickets for a train from Winter Park, FL to Charleston, SC costing on average $73.
A bus is $152 less than a flight for this route with tickets for a flight from Winter Park, FL to Charleston, SC costing on average $218.
Other travel options to Charleston, SC take longer:
Train takes on average 7h 50m.
Bus takes on average 13h 55m.
Tickets start at around $66 compared to roughly $78 in fuel and tolls — a saving of about $11. The journey takes 13h 55m versus 5h 51m by car, so you'll arrive a bit later, but you can use the time productively rather than spending it behind the wheel. No parking to sort, no fuel stops, and most coaches have Wi-Fi and power outlets.
Driving is worth considering if you're on a tight schedule, travelling as a group (where fuel costs split several ways), or want the flexibility to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator FlixBus | Departure Time 08:45AM | Arrival Time 10:30PM | Duration 13h45 | Departure days Mon | Cheapest price $154 |
Operator FlixBus | Departure Time 09:00AM | Arrival Time 11:30PM | Duration 14h30 | Departure days Wed | Cheapest price $68 |
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Buses from Winter Park, FL to Charleston, SC run on average 1 times per day, taking around 13h 55m. Cheap bus tickets for this journey start at $66 but you can travel from only $61 by flight.
The earliest bus runs at 04:00, the last at 15:15. The fastest bus covers the 300 miles (484 km) distance in 13h 55m.
Distance 300 miles (484 km) |
Average bus duration 13h 55m |
Cheapest ticket price $66 |
Buses per day 1 |
Fastest bus 13h 55m |
First bus 4:00 AM |
Last bus 3:15 PM |
Cheapest Month Feb |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Apr - Jun |
Discover the best of Charleston, SC — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Charleston, SC trip today.
America’s first museum with natural history, decorative arts, and Charleston stories across several historic sites.
Leading Southern museum for contemporary art, known for bold exhibitions and strong local creative connections.
Powerful museum on Gadsden’s Wharf interpreting the African American journey and Charleston’s global significance.
Legendary waterfront promenade lined with antebellum homes, harbor breezes, and some of Charleston’s best views.
Historic defensive seawall and walk beside White Point Garden, ideal for sunset, mansions, and harbor panoramas.
Lively pedestrian-friendly market district known for crafts, architecture, and easy access to major downtown sights.
A Lowcountry rice dish with shrimp, sausage, or chicken simmered in rich broth. It reflects Charleston's Gullah Geechee and coastal cooking traditions.
Stone-ground grits cooked creamy and topped with local shrimp, often with bacon or gravy. It is one of Charleston's signature brunch and supper dishes.
A rich soup of blue crab, crab roe, cream, and sherry. This classic Charleston dish is closely tied to the city's historic seafood culture.
Historic fine-dining restaurant focused on seasonal Lowcountry cuisine. Known for polished Southern hospitality and dishes using regional ingredients.
Upscale seafood restaurant celebrated for local oysters and inventive Lowcountry dishes. Stylish, lively, and one of Charleston's best-known dining rooms.
Refined Southern restaurant in the Historic District, known for shrimp and grits, seafood, and polished service in an elegant setting.
Moderate for a US coastal city; hotels and dining in the historic district run higher, while transit is limited and many visitors rely on walking, rideshare, or car hire.
Tip 18-20% in restaurants, $1-2 per drink at bars, and 10-15% for taxis. Cafes often have tip screens; small tips are appreciated but optional.
Find answers to the most common questions about traveling from Winter Park, FL to Charleston, SC by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Charleston, SC, this guide helps you travel smarter and with confidence.

Most Winter Park, FL to Charleston, SC buses use the Orlando, N John Young Pkwy (Greyhound Bus Station) to Charleston, Gaynor Avenue (Greyhound Bus Station) station pair. Use this guide to compare Winter Park, FL and Charleston, SC bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Charleston, Gaynor Avenue (Greyhound Bus Station) is 12 km from Charleston city centre. Public transport options include:
Charleston, Gaynor Avenue (Greyhound Bus Station) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Free Wi-Fi available. ATMs are available at Charleston, Gaynor Avenue (Greyhound Bus Station).
Ticket office support is available at Charleston, Gaynor Avenue (Greyhound Bus Station).
Available at Charleston, Gaynor Avenue (Greyhound Bus Station): Parking, Taxis, WC.
Accessibility facilities are available at Charleston, Gaynor Avenue (Greyhound Bus Station): Wheelchair accessible.
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