- Must visit
The Charleston Museum
Often called America's first museum, it covers Charleston and Lowcountry history, decorative arts, natural history, and regional culture.
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 prices starting from $68. For those with little time consider booking a flight which can get you there in 1h 29m. The ticket price range depends on the travel mode: a bus costs an average of $68, and a flight costs an average of $63.
Distance: 300 miles (484 km)
| Bus | Most popular Train | Flight | Driving |
|---|---|---|---|
$111 Average price Cheapest | $127 Average price | $154 Average price | $76 Average price (fuel + tolls) |
14h 38m Average total duration 14h 8m Onboard + 30m Additional time* | 8h 2m Average total duration 7h 32m Onboard + 30m Additional time* | 4h 29m Average total duration Fastest 1h 29m Onboard + 3h 0m Additional time* | 5h 51m Average total duration (door-to-door) |
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 $16 (€13) less than a train for this route with tickets for a train from Winter Park, FL to Charleston, SC costing on average $127 (€104).
A bus is $43 (€35) less than a flight for this route with tickets for a flight from Winter Park, FL to Charleston, SC costing on average $154 (€126).
Other travel options to Charleston, SC take longer:
Train takes on average 7h 32m.
Bus takes on average 14h 8m.
You'll arrive about {timeSavings} sooner ({durationInMinutes} by bus vs {drivingDurationInMinutes} by car) and save roughly {savingsAmount} compared to fuel and tolls ({cheapestPrice} vs {drivingPriceInCents}). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.
Direct coaches are operated by {directProviders}.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan 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 14h 8m. Cheap bus tickets for this journey start at $68 (€56) but you can travel from only $63 (€52) 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 45m.
Distance 300 miles (484 km) |
Average bus duration 14h 8m |
Cheapest ticket price $68 (€56) |
Buses per day 1 |
Fastest bus 13h 45m |
First bus 4:00 AM |
Last bus 3:15 PM |
Cheapest Month Feb |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Oct - Dec |
Discover the best of Charleston — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Charleston trip today.
Often called America's first museum, it covers Charleston and Lowcountry history, decorative arts, natural history, and regional culture.
A small but important museum interpreting the domestic slave trade in Charleston through exhibits in a historic market building.
Charleston's leading art museum, known for American art with strong ties to the South, rotating exhibitions, and a distinguished permanent collection.
Charleston's famous waterfront promenade is lined with grand historic homes, harbor views, and classic postcard scenery.
A popular riverfront park known for its pier, lawns, and the photogenic Pineapple Fountain.
Charleston's best-known commercial corridor, mixing historic architecture, shopping, nightlife, and frequent social media visibility.
A Lowcountry classic of sautéed shrimp served over creamy grits, often with bacon or gravy. It is one of Charleston’s signature dishes.
A rich Charleston soup made with crab meat, crab roe, cream, and sherry. It is a historic local specialty associated with the city’s coastal cuisine.
A traditional rice and field pea dish, usually cooked with pork for flavor. It is an iconic Southern and Lowcountry comfort food.
One of Charleston’s most acclaimed restaurants, serving ingredient-driven Southern cuisine with a polished but approachable feel. Reservations are highly sought after.
A popular waterfront restaurant known for Lowcountry seafood, shrimp and grits, and relaxed harbor views. It is a dependable choice for classic Charleston flavors.
A celebrated restaurant focused on refined Southern cooking using seasonal local ingredients. Stylish and upscale, it is one of Charleston’s best-known dining rooms.
Prices are moderate by U.S. standards. Historic district dining and hotels cost more, while casual food and transport stay manageable.
Tip 18-20% in restaurants. Tip USD 1-2 per drink at bars, round up taxis, and tip hotel staff and valet. Tipping is expected for most service roles.
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.
Here are some other resources that might have the information you need