The drive from Orleans, NY to Islip, NY covers 334.2 miles and takes about 7h 11m behind the wheel.
This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on I 81, Keystone Shortway, Southern State Parkway for much of the mileage,
and the overall profile is turn-heavy local drive.
The longest uninterrupted segment is about 98.8 miles on I 81.
At current regular gas prices, budget about $55.01 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
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
167.1 miles from Orleans, NY
A natural place for your longest stop of the day
, about 3h 40m into the drive
.
Islip (pronounced "ICE-lip") is a town on Long Island in the state of New York. Located within Suffolk County, the Town of Islip includes the villages of Brightwaters, Islandia, Ocean Beach and Saltaire. It also includes numerous hamlets including Bay Shore and Sayville which are ferry terminals for Fire Island. Other prominent communities are Bayport, Brentwood, Central Islip, Hauppauge, Islip village (the town seat), and Ronkonkoma.
Top landmarks
•Bayport Aerodrome — airport in Suffolk County, New York, United States
•Connetquot River State Park Preserve — state park in New York
•Modesty — oyster-dredging sloop built in Long Island
Doable as a same-day drive at 7h 11m. Total distance: 334.2 miles.
Family Friendly
Moderate complexity with 2 natural rest stops along the way.
Solo Traveler
7h 11m drive, plan rest stops for pacing.
Scenic Drive
Turn-heavy local drive route profile with national parks nearby.
Drive Character
Expect a 7h 11m drive with frequent turns across 334.2 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 78 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
I 81 is the longest continuous segment at about 98.8 miles.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 16.9 miles in.
Driving Effort10/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 48 significant decision points across 334.2 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 16.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 167.2 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 281.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 48 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
8
16.9 mi into trip|~23m in
Take the exit toward NY 414: Waterloo, Clyde
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 41
Toward NY 414: Waterloo, Clyde
9
167.2 mi into trip|~3h 40m 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
281.7 mi into trip|~5h 56m 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
282 mi into trip|~5h 56m 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
9
329.6 mi into trip|~7h 2m 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 Orleans, NY and Islip, NY, road signs point toward Clyde, Mt Pocono, Milford, New York City, Leonia and Teaneck - among others.
Clyde
16.9 mi in|~23m
Mt Pocono
167.2 mi in|~3h 40m|via US 6
Milford
167.9 mi in|~3h 41m|via I 84; I 380
New York City
281.7 mi in|~5h 56m
Leonia
282 mi in|~5h 56m
Teaneck
282 mi in|~5h 56m
George Washington Bridge Upper Level
284.3 mi in|~6h
Cross Island Parkway South
302.9 mi in|~6h 27m
Southern State Parkway East
304.4 mi in|~6h 29m
Eastern Long Island
304.4 mi in|~6h 29m
Main Roads
Road
Distance
Duration
I 81
98.8 mi
1h 57m
Keystone Shortway
80 mi
1h 37m
Southern State Parkway
24.7 mi
31m
I 380
23.6 mi
25m
East Lake Road
9.9 mi
14m
State Highway 41
9.8 mi
13m
Clark Street Road
9.6 mi
11m
Cross Bronx Expressway
6.6 mi
8m
Longest stretch:
I 81
— 98.8 mi, about 1h 57m
Turn-by-Turn Driving Directions
Step-by-step road directions between Orleans, NY and Islip, NY.
1
Start on Main Street Orleans
371 ft·18 sec·Main Street Orleans
2
Turn left onto Waddell Road
202 ft·6 sec·Waddell Road
3
Turn right onto NY 488
0.5 mi·40 sec·State Highway 488
4
Continue on NY 488
2.8 mi·4 min·State Highway 488
5
At end of road, turn right onto NY 96
1.1 mi·1 min·State Route 96
6
Continue on NY 96
1.4 mi·2 min·Main Street
7
Continue on NY 96
1.9 mi·2 min·State Route 96
8
Continue on NY 96
1.9 mi·2 min·State Highway 96
9
Take the ramp
0.2 mi·28 sec
Toward Lyons
10
Merge onto NY 14
0.4 mi·35 sec·NY 14
Use the left lane.
11
Take the exit
0.1 mi·18 sec
Use the left lane.
12
Keep slight right at fork
0.3 mi·33 sec
Toward I 90 East: Albany
13
Merge onto I 90
6.3 mi·7 min·New York State Thruway
14
Take the exit
0.5 mi·58 sec
Exit 41Toward NY 414: Waterloo, ClydeUse the slight right lane.
15
Keep slight right at fork
327 ft·7 sec
16
Continue on NY 414
0.3 mi·35 sec·State Route 414
17
Turn left onto NY 318
4.1 mi·7 min·NY 318
Use the left lane.
18
At end of road, turn left onto US 20; NY 5
1.9 mi·2 min·Auburn Road
19
Continue on US 20; NY 5
9.6 mi·11 min·Clark Street Road
Use the straight lane.
20
Turn right onto State Street
226 ft·12 sec·State Street
21
Turn left onto Dill Street
0.1 mi·21 sec·Dill Street
22
Continue on Loop Road
458 ft·16 sec·Loop Road
23
Turn left onto Genesee Street
5.5 mi·9 min·Genesee Street
24
Continue on US 20
2.2 mi·4 min·West Genesee Street Road
25
Turn right onto NY 41
0.5 mi·45 sec·East Lake Street
26
Continue on NY 41
9.4 mi·13 min·East Lake Road
27
Continue on NY 41
4.8 mi·7 min·State Route 41
28
Continue on NY 41
0.5 mi·49 sec·East Lake Road
29
Continue on NY 41
9.8 mi·13 min·State Highway 41
30
Turn right onto NY 281
1.2 mi·2 min·North West Street
31
Take the ramp
0.7 mi·1 min
Use the left lane.
32
Keep slight right at fork
0.3 mi·34 sec
Toward I 81 South: Binghamton
33
Merge onto I 81
45 mi·54 min·I 81
Use the straight / slight right lanes.
34
Keep slight right at fork onto I 81
53 mi·1 hr 3 min·I 81
Toward I 81 South: ScrantonUse the straight lane.
35
Keep slight right at fork onto US 6
0.8 mi·1 min·US 6
Exit 187Toward I 84 East, I 380 South, US 6 East: Carbondale, Mt PoconoUse the slight left / slight right lanes.
36
Continue on I 84; I 380
3.7 mi·4 min·I 84; I 380
Toward I 84 East, I 380 South: Mount Pocono, MilfordUse the straight lane.
37
Keep slight right at fork onto I 380
24 mi·25 min·I 380
Exit 4Toward I 380 South: Mount Pocono
38
Keep slight left at fork
1.0 mi·1 min
Exit 1BToward I 80 East: Stroudsburg
39
Merge onto I 80
80 mi·1 hr 37 min·Keystone Shortway
Use the straight / right lanes.
40
Keep slight right at fork onto I 80
5.5 mi·5 min·Christopher Columbus Highway
Toward I 95: George Washington Bridge Lower LevelUse the slight right lane.
41
Keep slight left at fork
0.3 mi·23 sec
Toward I 95 North: George Washington Bridge, New York CityUse the straight / slight right lanes.
42
Keep slight right at fork
0.4 mi·38 sec
Exit 70A-BToward Leonia, TeaneckUse the slight right lane.
43
Turn right
0.2 mi·35 sec
Exit 70AToward LeoniaUse the straight / slight right lanes.
44
Turn straight onto CR 56
454 ft·9 sec·Degraw Avenue
45
Continue on CR 56
1.1 mi·2 min·Fort Lee Road
Use the straight / right lanes.
46
Continue on CR 56
469 ft·13 sec·Main Street
47
Take the ramp
472 ft·12 sec
Toward George Washington Bridge
48
Merge onto US 1; US 9; US 46
0.3 mi·28 sec·Bergen Boulevard
Use the straight / slight right lanes.
49
Take the exit
312 ft·4 sec
Toward George Washington Bridge Upper Level
50
Merge onto I 95 EXPR
0.3 mi·20 sec·I 95 EXPR
Use the straight / slight right lanes.
51
Keep slight left at fork onto I 95 EXPR
0.8 mi·1 min·I 95 EXPR
52
Continue on I 95; US 1; US 9
0.6 mi·1 min·George Washington Bridge (upper level)
Use the straight / slight right lanes.
53
Continue on I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
54
Continue on I 95; US 1
4.7 mi·6 min·Cross Bronx Expressway
Use the straight / slight right lanes.
55
Keep slight right at fork onto I 295
2.0 mi·2 min·Cross Bronx Expressway
Exit 6BToward I 295 South: Throgs Neck BridgeUse the straight / slight left lanes.
56
Merge onto I 295
0.6 mi·58 sec·Throgs Neck Expressway
57
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
Use the straight / slight right lanes.
58
Continue on I 295
5.0 mi·5 min·Clearview Expressway
Use the straight / slight right lanes.
59
Continue on NY 24
0.7 mi·1 min·Hollis Court Boulevard
Use the straight lane.
60
At end of road, turn left onto NY 24
0.2 mi·35 sec·Jamaica Avenue
Use the left lane.
61
Turn right onto Hempstead Avenue
0.9 mi·2 min·Hempstead Avenue
62
Turn right onto 225th Street
228 ft·9 sec·225th Street
Use the right lane.
63
Take the ramp
0.2 mi·28 sec
Toward Cross Island Parkway South, Verrazano Bridge
64
Merge onto CI
1.3 mi·1 min·Cross Island Parkway
Use the straight / slight right lanes.
65
Take the exit
0.5 mi·1 min
Exit 25AToward Southern State Parkway East, Eastern Long IslandUse the slight left / straight lanes.
66
Merge onto SO
25 mi·31 min·Southern State Parkway
Use the straight / slight right lanes.
67
Keep slight left at fork onto SO
0.2 mi·16 sec·Southern State Parkway
Use the straight / slight right lanes.
68
Take the exit
0.2 mi·31 sec
Exit 41SToward Bay Shore Road South, Bay ShoreUse the slight right lane.
69
Turn straight onto CR 57
0.5 mi·1 min·Bay Shore Road
70
Continue on CR 57
0.3 mi·43 sec·Howells Road
71
Turn straight onto CR 57
341 ft·6 sec·Sunrise Highway
72
Keep slight right at fork onto CR 57
0.6 mi·1 min·Howells Road
Toward Howells Road SouthUse the right lane.
73
Continue on CR 57
0.2 mi·24 sec·Roosevelt Street
74
Continue on CR 57
0.7 mi·1 min·3rd Avenue
75
At end of road, turn left onto NY 27A
1.1 mi·1 min·East Main Street
76
Continue on Montauk Highway
0.2 mi·17 sec·Montauk Highway
77
Continue on NY 27A
0.8 mi·1 min·Main Street
78
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 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 167.1 miles from Orleans, NY, or about 3h 40m into the drive.
The longest continuous stretch on this route runs about 98.8 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 74 miles or 1h 49m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 167.1 miles or 3h 40m 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 47m
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 Orleans, 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.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
Day 1
Settle into the route from Orleans, NY
This is one driving day of about 334.2 miles and 7h 11m.
Your first comfortable stop window is around 74 miles from Orleans, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 81 for about 98.8 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 167.1 mi from Orleans, NY
· 3h 40m into the drive
Place data sourced from public business listings. Hours and availability may vary.
National Parks Near This Route
Worth a detour if your schedule allows.
Harriet Tubman National Historical Park
National Historical Park
Harriet Tubman was guided by a deep faith and devotion to family, freedom, and community. After emancipating herself and members of her family, she moved them from Ontario, Canada to Fleming and Aubur...
Merchant’s clerk, Revolutionary War soldier, first Secretary Treasury of the United States: Alexander Hamilton’s life is memorialized at The Grange, the home he built on a country estate in uptown Man...
3 mi from route
~7 min detour
Free
near mile 288.1
The final resting place of President Ulysses S. Grant and his wife, Julia, is the largest mausoleum in North America. It testifies to a people’s gratitude for the man who ended the bloodiest conflict...
4 mi from route
~9 min detour
Free
near mile 288.1
Women’s Rights National Historical Park tells the story of the first Women’s Rights Convention, held in Seneca Falls, New York on July 19-20, 1848. It is a story of struggles for civil rights, human r...
Before the 1960s, almost everything about living authentically as a lesbian, a bisexual person or a gay man was illegal. The Stonewall Uprising on June 28, 1969 is a milestone in the quest for civil r...
9 mi from route
~23 min detour
Free
near mile 288.1
The African Burial Ground stands as the oldest and largest known excavated burial site in North America for both free and enslaved Africans. It offers a profound testament to the enduring legacy of Af...
10 mi from route
~26 min detour
Free
near mile 288.1
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $35 in charging
· 1 stop
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
100.3
1
$35.09
$16.04
Efficient EV
83.6
0
$29.24
$13.37
EV Truck/SUV
133.7
1
$46.79
$21.39
Gas CO2
117 kg
EV CO2
39 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.
Forecast as of Apr 18, 2026
Origin
Orleans, NY
Morning
in Orleans on Saturday
Local time
9:35 AM
EDT
Current temp
43°F
Unavailable
Live forecast
Destination
Islip, NY
Morning
in Islip on Saturday
Local time
9:35 AM
EDT
Current temp
58°F
Partly Sunny
E 3 to 9 mph0% chanceLive forecast
Wind Advisory
Wind Advisory issued April 18 at 2:37AM EDT until April 19 at 12:00AM EDT by NWS Burlington VT
57°F
Ramapo, NY
167 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
15 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
7h 11m 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 Orleans, NY to Islip, NY covers 334.2 miles and takes about 7h 11m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 81, Keystone Shortway, Southern State Parkway. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 167.1 miles from Orleans, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $55.01 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 2 meaningful breaks 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 48 significant decision points across 334.2 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 16.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 167.2 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 281.7 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Orleans, NY and Islip, NY, road signs point toward Clyde, Mt Pocono, Milford, New York City, Leonia and Teaneck - among others.
How this page is built
Compiled by the Trip.ovh planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, NREL for EV charging, and NPS for national parks. See our methodology for refresh cadence and limitations.
