Origin
Islip, NY
Afternoon in Islip on Monday
Local time
3:20 PM
EDT
Current temp
51°F
Unavailable
Live forecast
Trip from Islip, NY to Penn Yan, NY
Drive Time
6h 56m
Distance
330.7 mi
532 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$54
one way
EV Charging
Loading...
station data
Best Time to Leave
4 AM
6h 45m
★
6 AM
6h 56m
8 AM
7h 19m
10 AM
7h 4m
12 PM
7h 2m
3 PM
7h 5m
5 PM
7h 18m
8 PM
6h 49m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Islip, NY
Renan Tagliaferro
Penn Yan, NY
Wikimedia Commons
Trip Overview
The drive from Islip, NY to Penn Yan, NY covers 330.7 miles and takes about 6h 56m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Montauk Highway, Main Street, 3rd Avenue for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $53.84 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
165.3 miles from Islip, NY
A natural place for your longest stop of the day , about 3h 28m into the drive .
Drive Character
Expect a 6h 56m drive with frequent turns across 330.7 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 58 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Montauk Highway is one of the defining roads on this drive.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. There are only a few real navigation decisions along the way.
Route Complexity
3/10
Easy - simple navigation with a manageable amount of wheel time
The route itself is not hard, but at 6h 56m, endurance matters. Plan breaks every 2-3 hours. The 0 decision points are all manageable with basic attention.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Islip, NY to Penn Yan, NY is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Montauk Highway | Unavailable | Refreshing |
| Main Street | Unavailable | Refreshing |
| 3rd Avenue | Unavailable | Refreshing |
| Rossevelt Street | Unavailable | Refreshing |
| Howells Road | Unavailable | Refreshing |
| Sunrise Highway | Unavailable | Refreshing |
| Bay Shore Road | Unavailable | Refreshing |
| SO West | Unavailable | Refreshing |
Per-road distance and duration are being refreshed from OSRM for this route.
Longest stretch:
Montauk Highway
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip, NY and Penn Yan, NY.
1
Start on Main Street
0.8 mi
·
1 min
·
Main Street
2
Continue on Montauk Highway
0.2 mi
·
19 sec
·
Montauk Highway
3
Continue on Main Street
1.1 mi
·
1 min
·
Main Street
4
Turn right onto 3rd Avenue
0.6 mi
·
1 min
·
3rd Avenue
5
Continue on Rossevelt Street
0.3 mi
·
37 sec
·
Rossevelt Street
6
Continue on Howells Road
0.7 mi
·
1 min
·
Howells Road
7
Turn straight onto Sunrise Highway
164 ft
·
3 sec
·
Sunrise Highway
8
Keep slight right to continue on Howells Road
0.3 mi
·
36 sec
·
Howells Road
9
Continue on Bay Shore Road
0.6 mi
·
1 min
·
Bay Shore Road
10
Take the ramp slight right toward SO West: New York
0.1 mi
·
19 sec
·
SO West: New York
11
Continue straight
364 ft
·
9 sec
12
Merge slight left onto Southern State Parkway
25 mi
·
31 min
·
Southern State Parkway
13
Take the exit slight right toward Cross Island Parkway North, Whitestone Bridge
0.3 mi
·
43 sec
·
Cross Island Parkway North, Whitestone Bridge
14
Merge slight left onto Cross Island Parkway
1.3 mi
·
1 min
·
Cross Island Parkway
15
Take the exit slight right toward NY 24: UBS Arena-Belmont Park
318 ft
·
9 sec
·
NY 24: UBS Arena-Belmont Park
16
Keep slight left to continue on NY 24 West: Hempstead Avenue
436 ft
·
12 sec
·
NY 24 West: Hempstead Avenue
17
Keep slight right to continue on Cross Island Parkway North, Hempstead Avenue West
0.1 mi
·
15 sec
·
Cross Island Parkway North, Hempstead Avenue West
18
Keep slight right to continue on Hempstead Avenue West
266 ft
·
8 sec
·
Hempstead Avenue West
19
Continue on Grandstand, Hempstead Avenue West
0.1 mi
·
14 sec
·
Grandstand, Hempstead Avenue West
20
Keep slight left to continue on Hempstead Avenue
102 ft
·
5 sec
·
Hempstead Avenue
21
Turn right onto Hempstead Avenue
1.0 mi
·
2 min
·
Hempstead Avenue
22
Turn left onto Jamaica Avenue
0.1 mi
·
17 sec
·
Jamaica Avenue
23
Turn right onto 212th Street
0.7 mi
·
1 min
·
212th Street
24
Continue on Clearview Expressway
5.0 mi
·
5 min
·
Clearview Expressway
25
Continue on Throgs Neck Bridge
2.0 mi
·
3 min
·
Throgs Neck Bridge
26
Continue on Throgs Neck Expressway
0.7 mi
·
1 min
·
Throgs Neck Expressway
27
Keep slight left to continue on Cross Bronx Expressway
6.6 mi
·
8 min
·
Cross Bronx Expressway
28
Keep slight left to continue on Trans-Manhattan Expressway
0.7 mi
·
1 min
·
Trans-Manhattan Expressway
29
Continue on George Washington Bridge (upper level)
0.6 mi
·
1 min
·
George Washington Bridge (upper level)
30
Continue straight
0.5 mi
·
48 sec
31
Keep slight left
0.6 mi
·
39 sec
32
Keep slight left
0.1 mi
·
9 sec
33
Take the exit slight right toward I 95 South, NJTP South: Hackensack
0.2 mi
·
23 sec
·
I 95 South, NJTP South: Hackensack
34
Keep slight left to continue on I 95 South, NJTP South: Hackensack
0.4 mi
·
29 sec
·
I 95 South, NJTP South: Hackensack
35
Merge slight left onto New Jersey Turnpike
2.0 mi
·
2 min
·
New Jersey Turnpike
36
Take the exit slight right toward I 80 West: Paterson, Hackensack
0.8 mi
·
1 min
·
I 80 West: Paterson, Hackensack
37
Continue on Christopher Columbus Highway
68 mi
·
1 hr 20 min
·
Christopher Columbus Highway
38
Keep slight left to continue on Keystone Shortway
5.5 mi
·
8 min
·
Keystone Shortway
39
Keep slight left to continue on Keystone Shortway
12 mi
·
15 min
·
Keystone Shortway
40
Take the exit slight right toward I 380 North: Scranton
0.7 mi
·
46 sec
·
I 380 North: Scranton
41
Continue straight
28 mi
·
30 min
42
Merge slight right
58 mi
·
1 hr 9 min
43
Keep slight left to continue on I 86: Corning
61 mi
·
1 hr 11 min
·
I 86: Corning
44
Take the exit slight right toward NY 14 North, CR 64: Watkins Glen
0.2 mi
·
38 sec
·
NY 14 North, CR 64: Watkins Glen
45
Turn left onto County Road 64
0.1 mi
·
9 sec
·
County Road 64
46
Take the exit slight right
0.1 mi
·
23 sec
47
Merge slight left onto Westinghouse Road
1.4 mi
·
1 min
·
Westinghouse Road
48
At the end of the road, turn left onto Watkins Road
5.6 mi
·
7 min
·
Watkins Road
49
Continue on Main Street
1.5 mi
·
3 min
·
Main Street
50
Continue on Watkins Road
6.0 mi
·
7 min
·
Watkins Road
51
Continue on South Franklin Street
2.3 mi
·
4 min
·
South Franklin Street
52
Continue on Lake Shore Drive
384 ft
·
5 sec
·
Lake Shore Drive
53
Continue on North Madison Avenue
22 mi
·
29 min
·
North Madison Avenue
54
Turn left onto State Highway 54
4.0 mi
·
5 min
·
State Highway 54
55
Continue on Clinton Street
0.9 mi
·
2 min
·
Clinton Street
56
Turn left onto Main Street
0.2 mi
·
23 sec
·
Main Street
57
Turn right onto Elm Street
56 ft
·
1 sec
·
Elm Street
58
Arrive at your destination
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 165.3 miles from Islip, NY, or about 3h 28m into the drive.
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 40m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 165.3 miles or 3h 28m 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 41m
Traffic, exits, and arrival timing usually matter more near Penn Yan, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Islip, 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 Islip, NY
This is one driving day of about 330.7 miles and 6h 56m.
Your first comfortable stop window is around 80 miles from Islip, 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.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 165.3 mi from Islip, NY · 3h 28m into the drive
Mid-route town
Meal stop
165 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 165.3 miles from Islip, NY, which is a good place for a longer meal and fuel stop.
Arriving in Penn Yan, NY
The final approach into Penn Yan, 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 Penn Yan, 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
$53.84 one way
$107.67 round trip
$4.14/gal
25.4 MPG avg
116 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.48 | $58.34 | $116.68 |
| premium | $4.88 | $63.58 | $127.15 |
| diesel | $5.64 | $73.47 | $146.94 |
Estimated Tolls: $29.10
George Washington Bridge
$16.00
Whitestone Bridge
$6.55
Throgs Neck Bridge
$6.55
New Jersey Turnpike
$0.00
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
$29
Meals
$25–$50
Total
$108–$133
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 115.7 kg one way. Prices: EIA weekly data, 2026-04-06.
Driving Electric?
About $35 in charging · 1 stop · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 99.2 | 1 | $34.72 | $15.87 |
| Efficient EV | 82.7 | 0 | $28.94 | $13.23 |
| EV Truck/SUV | 132.3 | 1 | $46.30 | $21.16 |
Gas CO2
116 kg
EV CO2
39 kg (66% 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
Penn Yan, NY
Afternoon in Penn Yan on Monday
Local time
3:20 PM
EDT
Current temp
55°F
Unavailable
Live forecast
Along the Route
40°F
Ramapo, NY
165 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
4 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 56m 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 Islip, NY to Penn Yan, NY covers 330.7 miles and takes about 6h 56m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Montauk Highway, Main Street, 3rd Avenue. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 165.3 miles from Islip, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $53.84 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.
The route itself is not hard, but at 6h 56m, endurance matters. Plan breaks every 2-3 hours. The 0 decision points are all manageable with basic attention.
This route does not have any notably tricky sections. Most of the drive from Islip, NY to Penn Yan, NY is straightforward, with well-signed roads and simple exits.
The route from Islip, NY to Penn Yan, NY does not surface many named destination signs beyond the main corridor.
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