Kissimmee, FLORIDA → Key West, FL
257 mi · 5h 8m (driving)
Current Risk
Low Risk
Clear conditions along your route
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Kissimmee
58°
Charlotte County
61°
Collier County
67°
Key West
73°
Wind gusts up to 17 mph — allow extra time
Trip Briefing
3 segments · 257 mi · 5h 9m
Weather
☀️ Clear sky
61°F, wind 9 mph
Rest Stops
15
Restrooms, Truck svc, WiFi
Clear driving conditions expected
Rest stops in this segment:
- ● Rest Area 🚻
- ● Canoe Creek Service Plaza 🚻
- ● Pilot Travel Center
Normal Traffic
No traffic incidents reported
Traffic Cameras
See recent road conditions along your route
Images are snapshots updated periodically by state DOTs. Timestamps shown in images indicate when each photo was captured.
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Selected Route
Via Cross Prairie Parkway → Florida's Turnpike → ... → Florida's Turnpike Thru Lanes → US-1
Cameras shown are along this computed route
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US-1 at Mile Marker 116
FL · SB
US-1 at Mile Marker 112
FL · SB
US-1 at Mile Marker 110
FL · SB
US-1 at Mile Marker 106
FL · SB
US 1 at Jo-Jean Way
FL · SB
US-1 at Mile Marker 80
FL · SB
US-1 at Mile Marker 79
FL · SB
Rest Stops Along Your Route
23 stops available
Swipe to see moreShowing 1-2 of 23
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⚡ Recent Weather Events on This Route
Premium users received alerts for these conditions:
- 🌧️Nov 12: Rain advisory for afternoon departures
- ❄️Nov 10: Snow expected at higher elevations - consider earlier departure
- 🌫️Nov 7: Dense fog warning for morning travel
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Driving from Kissimmee, FLORIDA to Key West, FL covers 257 miles in roughly 5h 8m of drive time, crossing state lines. We track 7 live traffic cameras and 23 rest areas along this corridor so you can plan around them. Most drivers do this trip in one day; weather along the route matters more than the forecast at either endpoint, since you'll cross several climate zones.
7-Day Driving Outlook
Today
Nov 14
61° / 55°
No precip
Tomorrow
Nov 15
71° / 51°
No precip
Mon
Nov 16
73° / 57°
No precip
Tue
Nov 17
74° / 60°
No precip
Wed
Nov 18
77° / 62°
No precip
Thu
Nov 19
74° / 65°
No precip
Fri
Nov 20
75° / 64°
No precip
🗓️ Weekend Outlook
Saturday
Good to Go⛅ Partly cloudy at origin, ☁️ Overcast at destination
Sunday
Good to Go☀️ Clear sky at origin, ⛅ Partly cloudy at destination
Plan This Route
Get hour-by-hour weather forecasts, real-time traffic, and find the optimal departure time.
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Current Conditions
Kissimmee, FLORIDA
58°F
Wind: 9 mph
Key West, FL
73°F
Wind: 17 mph
Weather data updated in real-time
Driving from Kissimmee, FLORIDA to Key West, FL
The 257-mile drive from Kissimmee, FLORIDA to Key West, Florida takes approximately 5h 8m under normal conditions. Weather along this route can vary significantly, especially across varying terrain where weather conditions can change rapidly. Route Outlook helps you find the safest time to travel by showing you weather conditions at every point along your route, timed to when you'll actually be there.
This moderate route crosses state lines from FLORIDA into Florida, connecting Kissimmee and Key West. A drive of 257 miles means you'll pass through multiple weather zones. Conditions at your starting point may bear little resemblance to what you'll encounter halfway through the trip.
Common Weather Hazards on This Route
- Severe thunderstorms and flash flooding (spring and summer)
- Hurricane and tropical storm impacts (June through November)
Seasonal Driving Considerations
Weather along this route varies by season. Winter months can bring snow, ice, and reduced visibility, while summer may see thunderstorms, heat-related road issues, or construction zones. Spring and fall generally offer the most comfortable driving conditions but can still surprise with sudden weather changes. Regardless of season, checking real-time conditions along your entire route before departing can help you avoid the worst of it.
Best Time to Drive Kissimmee to Key West
For medium-distance drives like this 257-mile route, consider starting in the early morning to arrive before afternoon storms develop. Check the 7-day forecast above to find a day with favorable conditions along the entire route.
Driving Strategy
A 257-mile drive from Kissimmee to Key West takes a significant part of the day. Plan at least one fuel and rest stop along the way. If your route crosses elevation changes or state lines, expect weather conditions to shift mid-trip. Monitor the segment-by-segment forecast rather than just checking destination weather. Starting early in the morning typically avoids afternoon storm development and rush-hour congestion near urban areas.
Pro Tip
Use Route Outlook's departure optimizer to find the best time to leave. Our 4D trajectory engine considers weather at each point along your route at the exact time you'll be there — not just at your destination. It also integrates live data from traffic cameras, DOT 511 feeds, and road weather sensors.
Frequently Asked Questions
How long is the drive from Kissimmee to Key West?
The drive is approximately 257 miles and takes about 5h 8m under normal traffic and weather conditions. Severe weather can add significant time to your trip.
What's the best day to drive this route?
Based on current forecasts, Tomorrow (Nov 15) looks ideal. Clear conditions expected along the entire route
Is it safe to drive from Kissimmee to Key West today?
Current conditions show low risk along this route. Conditions look favorable for travel. Always stay alert and adjust speed for changing conditions.
Are there rest areas on the Kissimmee to Key West route?
Yes, there are 23 rest areas along this route. Facilities include restrooms, parking, and in some cases picnic areas and vending machines. Rest stops are spaced throughout the drive, so you'll never be too far from a break.
Can I see live traffic cameras on this route?
Yes, Route Outlook shows 7 live traffic cameras along this route, sourced from state DOT feeds. You can check road visibility, traffic flow, and pavement conditions in real time before and during your drive.
What highways does this route use?
This route primarily uses US-1. Conditions can vary between highway segments, so check live camera feeds and road condition reports for each stretch before departing.
Are there any road closures on this route right now?
No significant incidents or road closures are currently reported along this route. Conditions can change quickly — this page updates automatically with the latest data from state DOT 511 systems.
Related Driving Guides
Finding the Safest Time to Drive: A Data-Driven Approach
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🛣️How to Check Road Conditions Before a Trip: All Your Options
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