- Must visit
Cummer Museum of Art & Gardens
Major art museum with a strong permanent collection and historic riverfront gardens; one of Jacksonville’s signature cultural attractions.
Cheapest price
$36
Average price
$65
Fastest journey
4 h 43 m
Average duration
5 h 34 m
Trains per day
3
Distance
257 km
The best way to find a cheap train ticket from Winter Haven, FL to Jacksonville, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Winter Haven, FL to Jacksonville, FL will cost around $65 if you buy it on the day, but the cheapest tickets can be found for only $36.
Of the 3 trains that leave Winter Haven, FL for Jacksonville, FL on Mon, Jun 22, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Jun 22 the direct trains cover the 257 km distance in an average of 5 h 34 m but if you time it right, some trains will get you there in just 4 h 43 m .
On Mon, Jun 22 the slowest trains will take 7 h 17 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.






Omio recommends booking the train as it is the most popular option from Winter Haven, FL to Jacksonville, FL among Omio's users. If you are prioritising price take the train with prices starting from $36. For those with little time consider booking a train which can get you there in 4h 57m. The ticket price range depends on the travel mode: a train costs an average of $36, and a flight costs an average of $288.
Distance: 159 miles (257 km)
Most popular Train | Bus | Flight | Driving |
|---|---|---|---|
$59 Average price Cheapest | $73 Average price | $411 Average price | $38 Average price (fuel + tolls) |
5h 27m Average total duration Fastest 4h 57m Onboard + 30m Additional time* | 6h 25m Average total duration 5h 55m Onboard + 30m Additional time* | 9h 10m Average total duration 6h 10m Onboard + 3h 0m Additional time* | 3h 1m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Winter Haven, FL to Jacksonville, FL:
A train is $14 (€12) less than a bus for this route with tickets for a bus from Winter Haven, FL to Jacksonville, FL costing on average $73 (€60).
A train is $352 (€288) less than a flight for this route with tickets for a flight from Winter Haven, FL to Jacksonville, FL costing on average $411 (€336).
Other travel options to Jacksonville, FL take longer:
Bus takes on average 5h 55m.
Flight takes on average 6h 10m.
Tickets start at around $59 (€48) compared to roughly $38 (€31) in fuel and tolls — a saving of about $-20.95 (€-17.15). The journey takes 4h 57m versus 3h 1m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Winter Haven, FL to Jacksonville, FL trains for today, Sunday, June 21. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 6:56 PM Winter Haven, FL | 7h17 | 2:13 AM Jacksonville, FL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
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.
Trains from Winter Haven, FL to Jacksonville, FL run on average 2 times per day, taking around 4h 57m. Cheap train tickets for this journey start at $36 (€29) if you book in advance.
There are 2 trains per day. The earliest train runs at 06:58, the last at 14:56. The fastest train covers the 159 miles (257 km) distance in 4h 43m.
Distance 159 miles (257 km) |
Average train duration 4h 57m |
Cheapest ticket price $36 (€29) |
Trains per day 2 |
Direct trains 2 |
Fastest train 4h 43m |
First train 6:58 AM |
Last train 2:56 PM |
Cheapest Month Jul |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Thu |
Least Busy Day Thu |
Discover the best of Jacksonville — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Jacksonville trip today.
Major art museum with a strong permanent collection and historic riverfront gardens; one of Jacksonville’s signature cultural attractions.
Family-friendly science museum on the Southbank with interactive exhibits, regional history, and a planetarium.
Downtown contemporary art museum affiliated with the University of North Florida, known for rotating exhibitions and a central urban location.
One of Jacksonville’s most beloved areas for walking, historic homes, independent shops, and riverfront parks.
Scenic pedestrian route along both sides of the St. Johns River, popular for skyline views, photos, and evening walks.
The city’s best-known beach area, popular for ocean views, the fishing pier area, and a lively coastal atmosphere.
Wild-caught shrimp from nearby Mayport, served boiled, fried, blackened, or in baskets and platters. It is one of Jacksonville’s best-known local seafood specialties.
A Northeast Florida chowder with tomatoes, clams, and the region’s famous datil pepper for heat. It reflects the area’s old Minorcan and coastal heritage.
A sweet-hot pepper sauce closely associated with Northeast Florida. Locals use it on seafood, sandwiches, and grilled foods for a distinctive regional kick.
Upscale bistro blending French technique with Southern influences. Well known for refined cooking, cocktails, and a lively fine-dining setting.
Casual Mayport favorite known for very fresh local seafood, especially shrimp and fried platters, with a laid-back working-waterfront feel.
Established seafood spot in Avondale known for oysters, fresh fish, and a polished but relaxed neighborhood atmosphere.
Costs are moderate by U.S. standards. Dining and coffee are reasonable, while hotels vary by season and beach area.
Tip 18-20% in restaurants for table service, 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, hotel staff USD 1-5, and round up for cafés if desired.
Find answers to the most common questions about traveling from Winter Haven, FL to Jacksonville, FL by train. 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 train, the cheapest option, or tips for making the most of your visit at Jacksonville, FL, this guide helps you travel smarter and with confidence.

Most Winter Haven, FL to Jacksonville, FL trains use the Winter Haven Station to Jacksonville Station station pair. Use this guide to compare Winter Haven, FL and Jacksonville, FL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Winter Haven Station is 2 km from Winter Haven city centre. Public transport options include:
Winter Haven Station has practical services for this route, including Wifi, Lockers, Parking, Dining, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink options are available at Winter Haven Station.
Free.
Ticket office support is available at Winter Haven Station. Information desks are located in the main hall.
Luggage storage is available at Winter Haven Station. Lost and found is available at the station.
Available at Winter Haven Station: Parking, Taxis, WC.
Available at Winter Haven Station: Bike Parking, Car Rental.
Accessibility facilities are available at Winter Haven Station: Ramps.
Nearby hotels include Courtyard Winter Haven, Hampton Inn Winter Haven, Holiday Inn Winter Haven.
Jacksonville Station is 7 km from Jacksonville city centre. Public transport options include:
Jacksonville Station has practical services for this route, including Parking, Taxis, Accessibility, WC, Ticket Office, Information Desk, and Luggage Carts.
Ticket office support is available at Jacksonville Station. Information desks are located in the main hall.
Available at Jacksonville Station: Parking, Taxis, WC.
Accessibility facilities are available at Jacksonville Station: Ramps, restrooms.
Here are some other resources that might have the information you need