- Must visit
Museum of Fine Arts, Boston
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
Cheapest price
$244
Average price
$252
Fastest journey
1 d 10 h 25 m
Average duration
1 d 10 h 55 m
Buses per day
2
Distance
1862 km
The best way to find a cheap bus ticket from Winter Haven, FL to Boston, MA 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 Boston, MA will cost around $252 if you buy it on the day, but the cheapest tickets can be found for only $244.
It's difficult to get from Winter Haven, FL to Boston, MA without transferring at least 2 times.




Omio recommends booking the flight as it is the most popular option from Winter Haven, FL to Boston, MA among Omio's users. If you are prioritising price take the flight with prices starting from $273. For those with little time consider booking a flight which can get you there in 5h 31m. The ticket price range depends on the travel mode: a flight costs an average of $273, and a train costs an average of $490.
Distance: 1156 miles (1862 km)
| Bus | Most popular Flight | Train | Driving |
|---|---|---|---|
$338 Average price | $305 Average price Cheapest | $506 Average price | $267 Average price (fuel + tolls) |
44h 20m Average total duration 43h 50m Onboard + 30m Additional time* | 8h 31m Average total duration Fastest 5h 31m Onboard + 3h 0m Additional time* | 39h 55m Average total duration 39h 25m Onboard + 30m Additional time* | 19h 54m 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 Boston, MA:
A flight is $33 (€27) less than a bus for this route with tickets for a bus from Winter Haven, FL to Boston, MA costing on average $338 (€276).
A flight is $202 (€165) less than a train for this route with tickets for a train from Winter Haven, FL to Boston, MA costing on average $506 (€414).
Other travel options to Boston, MA take longer:
Train takes on average 39h 25m.
Bus takes on average 43h 50m.
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 Greyhound USA | Departure Time 08:35AM | Arrival Time 07:00PM | Duration 34h25 | Departure days Fri, Sun | Cheapest price $244 |
Operator FlixBus | Departure Time 07:15PM | Arrival Time 01:25PM | Duration 42h10 | Departure days Thu | Cheapest price $338 |
Operator Greyhound | Departure Time 07:20PM | Arrival Time 04:00PM | Duration 44h40 | Departure days Wed | Cheapest price $341 |
Operator Greyhound | Departure Time 08:20PM | Arrival Time 05:00PM | Duration 44h40 | Departure days Sat | Cheapest price $334 |
The table below shows live departures for Winter Haven, FL to Boston, MA buses for today, Saturday, June 20. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:20 PM Winter Haven, FL | 44h40 | 5:00 PM Boston, MA | 0 transfersDirect | |
| Sunday, June 21 | |||||
![]() | 8:35 AM Winter Haven, FL | 34h25 | 7:00 PM Boston, MA | 4 transfers | |
![]() | 8:35 AM Winter Haven, FL | 35h25 | 8:00 PM Boston, MA | 2 transfers | |
This is the last bus 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.
Buses from Winter Haven, FL to Boston, MA run on average 2 times per day, taking around 43h 50m. Cheap bus tickets for this journey start at $334 (€273) but you can travel from only $273 (€223) by flight.
The earliest bus runs at 08:35, the last at 21:50. The fastest bus covers the 1156 miles (1862 km) distance in 42h 10m.
Distance 1156 miles (1862 km) |
Average bus duration 43h 50m |
Cheapest ticket price $334 (€273) |
Buses per day 2 |
Fastest bus 42h 10m |
First bus 8:35 AM |
Last bus 9:50 PM |
Cheapest Month Aug |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Discover the best of Boston — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston trip today.
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
A distinctive Venetian-style museum with major European, Asian, and American art, famous for its intimate courtyard and historic 1990 art theft.
A family-friendly science museum with hands-on exhibits, a planetarium, and broad appeal for visitors interested in technology and natural science.
Boston’s signature walking route linking many of the city’s most important historic sites, ideal for first-time visitors.
The oldest public park in the United States, serving as a central green space and gateway to the Freedom Trail.
A picturesque landscaped garden known for its lagoon, bridges, and swan boats, especially photogenic in spring and summer.
A creamy soup of clams, potatoes, and onions that is one of Boston’s signature comfort foods and a classic of New England cooking.
Sweet lobster meat served in a buttered split-top roll, often dressed lightly with mayo or warm butter. It is a beloved Boston-area seafood staple.
Slow-cooked beans traditionally baked with molasses and salt pork, tied to the city’s old nickname, 'Beantown,' and its colonial food history.
Highly regarded restaurant in Cambridge near Boston, known for refined Eastern Mediterranean cooking, excellent ingredients, and a warm upscale atmosphere.
Iconic North End bakery best known for cannoli and other Italian pastries, popular with both locals and visitors seeking a classic Boston sweet stop.
Small, celebrated North End seafood spot known for lobster rolls, oysters, and a lively atmosphere. A longtime favorite for classic Boston seafood.
Boston is pricey by U.S. standards, especially for hotels and dining, though casual food and transit are manageable.
Tip 18-20% in restaurants, 20%+ for great service. USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5.
Find answers to the most common questions about traveling from Winter Haven, FL to Boston, MA 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 Boston, MA, this guide helps you travel smarter and with confidence.

Most Winter Haven, FL to Boston, MA buses use the Winter Haven, Terminal (Ave E NW / 5th St NW) to Boston, Bus Terminal South Station station pair. Use this guide to compare Winter Haven, FL and Boston, MA 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