Origin
Penn Yan, NY
Afternoon in Penn Yan on Wednesday
Local time
2:36 PM
EDT
Current temp
42°F
Unavailable
Live forecast
Trip from Penn Yan, NY to Islip, NY
Data updated 0 seconds ago
Drive Time
6h 54m
Distance
328.9 mi
529 km
Drive Score
9/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$54
one way
EV Charging
Loading...
station data
Best Time to Leave
4 AM
6h 43m
★
6 AM
6h 54m
8 AM
7h 18m
10 AM
7h 3m
12 PM
7h 0m
3 PM
7h 4m
5 PM
7h 16m
8 PM
6h 48m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Penn Yan, NY
Wikimedia Commons
Islip, NY
Wikimedia Commons
Trip Overview
The drive from Penn Yan, NY to Islip, NY covers 328.9 miles and takes about 6h 54m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Keystone Shortway, Southern Tier Expressway, I 81 for much of the mileage, and the overall profile is highway-focused drive. The longest uninterrupted segment is about 80 miles on Keystone Shortway. At current regular gas prices, budget about $54.14 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
164.5 miles from Penn Yan, NY
A natural place for your longest stop of the day , about 3h 26m into the drive .
Loading map...
Drive Character
This is a 6h 54m highway drive covering 328.9 miles, with most of the trip on Keystone Shortway and Southern Tier Expressway. The longest continuous stretch is about 80 miles on Keystone Shortway.
Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.
There are about 53 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Keystone Shortway is the longest continuous segment at about 80 miles.
How Hard Is This Drive?
This is a straightforward highway drive that stays mostly on Keystone Shortway and Southern Tier Expressway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 161.9 miles in near US 6.
Route Complexity
10/10
High effort - long or complex enough to need steady focus all day
This is a demanding drive. With 33 significant decision points across 328.9 miles, you will need to stay alert — especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
Where does it get tricky?
The main spots that need attention: at 161.9 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 276.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 276.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 33 key pointsThese are the spots where you need to pay the most attention. Preview them before you drive.
9
161.9 mi into trip
|
~3h 23m in
|
US 6
Keep slight right at fork onto US 6 toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Exit 187
Toward I 84 East, I 380 South, US 6 East: Carbo...
8
276.5 mi into trip
|
~5h 39m in
Keep slight left at fork toward I 95 North: George Washington Bridge, New York City
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Toward I 95 North: George Washington Bridge, Ne...
9
276.8 mi into trip
|
~5h 39m in
Keep slight right at fork toward Leonia, Teaneck
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 70A-B
Toward Leonia, Teaneck
8
286.2 mi into trip
|
~5h 53m in
|
I 295 / Cross Bronx Expressway
Keep slight right at fork onto I 295 / Cross Bronx Expressway toward I 295 South: Throgs Neck Bridge
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight left lanes.
Exit 6B
Toward I 295 South: Throgs Neck Bridge
9
324.3 mi into trip
|
~6h 45m in
Take the exit toward Bay Shore Road South, Bay Shore
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 41S
Toward Bay Shore Road South, Bay Shore
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Penn Yan, NY and Islip, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level - among others.
Mt Pocono
161.9 mi in
|
~3h 23m
|
via US 6
Milford
162.7 mi in
|
~3h 24m
|
via I 84; I 380
New York City
276.5 mi in
|
~5h 39m
Leonia
276.8 mi in
|
~5h 39m
Teaneck
276.8 mi in
|
~5h 39m
George Washington Bridge Upper Level
279 mi in
|
~5h 43m
Cross Island Parkway South
297.6 mi in
|
~6h 10m
Southern State Parkway East
299.1 mi in
|
~6h 12m
Eastern Long Island
299.1 mi in
|
~6h 12m
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Keystone Shortway | 80 mi | 1h 37m |
| Southern Tier Expressway | 63.8 mi | 1h 15m |
| I 81 | 53.4 mi | 1h 3m |
| NY 14 | 38.1 mi | 53m |
| Southern State Parkway | 24.7 mi | 31m |
| I 380 | 23.6 mi | 25m |
| Cross Bronx Expressway | 6.6 mi | 8m |
| Christopher Columbus Highway | 5.5 mi | 5m |
Longest stretch:
Keystone Shortway
— 80 mi, about 1h 37m
Turn-by-Turn Driving Directions
Step-by-step road directions between Penn Yan, NY and Islip, NY.
1
Start on NY 54
54 ft
·
7 sec
·
Elm Street
2
Turn left onto NY 54
0.2 mi
·
21 sec
·
Main Street
3
Turn right onto NY 54
0.9 mi
·
2 min
·
Clinton Street
4
Continue on NY 54
4.0 mi
·
5 min
·
State Highway 54
5
Merge onto NY 14
38 mi
·
53 min
·
NY 14
Use the straight / right lanes.
6
Continue on North Main Street
1.3 mi
·
2 min
·
North Main Street
7
Take the ramp onto NY 13
0.2 mi
·
28 sec
·
NY 13
8
Merge onto I 86; NY 17; NY 13
64 mi
·
1 hr 15 min
·
Southern Tier Expressway
9
Keep slight right at fork onto I 81
53 mi
·
1 hr 3 min
·
I 81
Toward I 81 South: Scranton
Use the straight lane.
10
Keep slight right at fork onto US 6
0.8 mi
·
1 min
·
US 6
Exit 187
Toward I 84 East, I 380 South, US 6 East: Carbondale, Mt Pocono
Use the slight left / slight right lanes.
11
Continue on I 84; I 380
3.7 mi
·
4 min
·
I 84; I 380
Toward I 84 East, I 380 South: Mount Pocono, Milford
Use the straight lane.
12
Keep slight right at fork onto I 380
24 mi
·
25 min
·
I 380
Exit 4
Toward I 380 South: Mount Pocono
13
Keep slight left at fork
1.0 mi
·
1 min
Exit 1B
Toward I 80 East: Stroudsburg
14
Merge onto I 80
80 mi
·
1 hr 37 min
·
Keystone Shortway
Use the straight / right lanes.
15
Keep slight right at fork onto I 80
5.5 mi
·
5 min
·
Christopher Columbus Highway
Toward I 95: George Washington Bridge Lower Level
Use the slight right lane.
16
Keep slight left at fork
0.3 mi
·
23 sec
Toward I 95 North: George Washington Bridge, New York City
Use the straight / slight right lanes.
17
Keep slight right at fork
0.4 mi
·
38 sec
Exit 70A-B
Toward Leonia, Teaneck
Use the slight right lane.
18
Turn right
0.2 mi
·
35 sec
Exit 70A
Toward Leonia
Use the straight / slight right lanes.
19
Turn straight onto CR 56
454 ft
·
9 sec
·
Degraw Avenue
20
Continue on CR 56
1.1 mi
·
2 min
·
Fort Lee Road
Use the straight / right lanes.
21
Continue on CR 56
469 ft
·
13 sec
·
Main Street
22
Take the ramp
472 ft
·
12 sec
Toward George Washington Bridge
23
Merge onto US 1; US 9; US 46
0.3 mi
·
28 sec
·
Bergen Boulevard
Use the straight / slight right lanes.
24
Take the exit
312 ft
·
4 sec
Toward George Washington Bridge Upper Level
25
Merge onto I 95 EXPR
0.3 mi
·
20 sec
·
I 95 EXPR
Use the straight / slight right lanes.
26
Keep slight left at fork onto I 95 EXPR
0.8 mi
·
1 min
·
I 95 EXPR
27
Continue on I 95; US 1; US 9
0.6 mi
·
1 min
·
George Washington Bridge (upper level)
Use the straight / slight right lanes.
28
Continue on I 95; US 1
0.7 mi
·
1 min
·
Trans-Manhattan Expressway
29
Continue on I 95; US 1
4.7 mi
·
6 min
·
Cross Bronx Expressway
Use the straight / slight right lanes.
30
Keep slight right at fork onto I 295
2.0 mi
·
2 min
·
Cross Bronx Expressway
Exit 6B
Toward I 295 South: Throgs Neck Bridge
Use the straight / slight left lanes.
31
Merge onto I 295
0.6 mi
·
58 sec
·
Throgs Neck Expressway
32
Continue on I 295
2.0 mi
·
3 min
·
Throgs Neck Bridge
Use the straight / slight right lanes.
33
Continue on I 295
5.0 mi
·
5 min
·
Clearview Expressway
Use the straight / slight right lanes.
34
Continue on NY 24
0.7 mi
·
1 min
·
Hollis Court Boulevard
Use the straight lane.
35
At end of road, turn left onto NY 24
0.2 mi
·
35 sec
·
Jamaica Avenue
Use the left lane.
36
Turn right onto Hempstead Avenue
0.9 mi
·
2 min
·
Hempstead Avenue
37
Turn right onto 225th Street
228 ft
·
9 sec
·
225th Street
Use the right lane.
38
Take the ramp
0.2 mi
·
28 sec
Toward Cross Island Parkway South, Verrazano Bridge
39
Merge onto CI
1.3 mi
·
1 min
·
Cross Island Parkway
Use the straight / slight right lanes.
40
Take the exit
0.5 mi
·
1 min
Exit 25A
Toward Southern State Parkway East, Eastern Long Island
Use the slight left / straight lanes.
41
Merge onto SO
25 mi
·
31 min
·
Southern State Parkway
Use the straight / slight right lanes.
42
Keep slight left at fork onto SO
0.2 mi
·
16 sec
·
Southern State Parkway
Use the straight / slight right lanes.
43
Take the exit
0.2 mi
·
31 sec
Exit 41S
Toward Bay Shore Road South, Bay Shore
Use the slight right lane.
44
Turn straight onto CR 57
0.5 mi
·
1 min
·
Bay Shore Road
45
Continue on CR 57
0.3 mi
·
43 sec
·
Howells Road
46
Turn straight onto CR 57
341 ft
·
6 sec
·
Sunrise Highway
47
Keep slight right at fork onto CR 57
0.6 mi
·
1 min
·
Howells Road
Toward Howells Road South
Use the right lane.
48
Continue on CR 57
0.2 mi
·
24 sec
·
Roosevelt Street
49
Continue on CR 57
0.7 mi
·
1 min
·
3rd Avenue
50
At end of road, turn left onto NY 27A
1.1 mi
·
1 min
·
East Main Street
51
Continue on Montauk Highway
0.2 mi
·
17 sec
·
Montauk Highway
52
Continue on NY 27A
0.8 mi
·
1 min
·
Main Street
53
Arrive at destination
NY 27A
Trip Plan
Morning Departure
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Evening Departure
This is a long drive — plan for a morning departure or consider splitting it into two days.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 164.5 miles from Penn Yan, NY, or about 3h 26m into the drive.
The longest continuous stretch on this route runs about 80 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 80 miles or 1h 46m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 164.5 miles or 3h 26m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 5h 31m
Traffic, exits, and arrival timing usually matter more near Islip, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Penn Yan, NY so your first major turns are already loaded.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from Penn Yan, NY
This is one driving day of about 328.9 miles and 6h 54m.
Your first comfortable stop window is around 80 miles from Penn Yan, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on Keystone Shortway for about 80 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 164.5 mi from Penn Yan, NY · 3h 26m into the drive
Mid-route town
Meal stop
164 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 80 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 164.5 miles from Penn Yan, NY, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before Keystone Shortway if your tank is already low. That segment runs about 80 miles.
Arriving in Islip, NY
The final approach into Islip, NY usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Islip, NY.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$54.14 one way
$108.28 round trip
$4.18/gal
25.4 MPG avg
115 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.52 | $58.54 | $117.08 |
| premium | $4.92 | $63.75 | $127.49 |
| diesel | $5.61 | $72.62 | $145.23 |
Estimated Tolls: $22.55
George Washington Bridge
$16.00
Throgs Neck Bridge
$6.55
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Estimated Trip Cost (one way, 1 person)
Fuel
$54
Tolls
$23
Meals
$25–$50
Total
$102–$127
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 115.1 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $35 in charging · 1 stop · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 98.7 | 1 | $34.53 | $15.79 |
| Efficient EV | 82.2 | 0 | $28.78 | $13.16 |
| EV Truck/SUV | 131.6 | 1 | $46.05 | $21.05 |
Gas CO2
115 kg
EV CO2
38 kg (67% less)
Plan for 1 charging stop. A 30-minute DC fast charge mid-route should be enough to complete the trip comfortably.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Islip, NY
Afternoon in Islip on Wednesday
Local time
2:36 PM
EDT
Current temp
44°F
Unavailable
Live forecast
57°F
Ramapo, NY
164 mi in
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
2 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
6h 54m on the road
Start early — leave by 6-7 AM to arrive at a reasonable hour.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Penn Yan, NY to Islip, NY covers 328.9 miles and takes about 6h 54m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Keystone Shortway, Southern Tier Expressway, I 81. Most of the drive stays on highways, so watch for ramps and exits.
This is a comfortable same-day trip.
The midpoint is about 164.5 miles from Penn Yan, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $54.14 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Start early — leave by 6-7 AM to arrive at a reasonable hour. This is a long drive — plan for a morning departure or consider splitting it into two days.
Plan about 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This is a demanding drive. With 33 significant decision points across 328.9 miles, you will need to stay alert — especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
The main spots that need attention: at 161.9 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 276.5 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 276.8 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Penn Yan, NY and Islip, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level - among others.
Was this route helpful?
Thanks for your feedback!
Your tip has been submitted. Thanks!
/500
Recent Tips
·
Explore More
Continue From Islip, NY
More from Penn Yan, NY
More trips to Islip, NY
Explore more options from Penn Yan, NY or browse trips ending in Islip, NY.
Looking for more statewide routes? Browse NY road trips.
Explore maps for Penn Yan, NY or Islip, NY on MapSof.net.