New Haven, NY to Islip, NY is 336.8 miles and takes about 6h 52m via I 81 and Southern State Parkway, with a fuel budget near $55 and enough daylight to finish in a day. This trip stays within the Northeast region, covering ground in New York State. It's a highway-focused drive, meaning you'll be covering a lot of miles efficiently. Given the duration and distance, it's a solid option for a single-day journey if you're looking to get there without an overnight stop. Consider this route if you prioritize speed and directness over extensive sightseeing.
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
168.4 miles from New Haven, NY
A natural place for your longest stop of the day
, about 3h 19m into the drive
.
Main Roads
Road
Distance
Duration
I 81
158.2 mi
3h 7m
Keystone Shortway
80 mi
1h 37m
Southern State Parkway
24.7 mi
31m
I 380
23.6 mi
25m
Cross Bronx Expressway
6.6 mi
8m
West Main Street
6.3 mi
7m
Christopher Columbus Highway
5.5 mi
5m
Clearview Expressway
5 mi
5m
Longest stretch:
I 81
— 158.2 mi, about 3h 7m
Turn-by-Turn Driving Directions
Step-by-step road directions between New Haven, NY and Islip, NY.
1
Start on NY 104
3.8 mi·4 min·State Route 104
2
Continue on NY 104
6.3 mi·7 min·West Main Street
3
Take the exit
0.3 mi·34 sec
Toward I 81 South
4
Merge onto I 81
21 mi·24 min·I 81
5
Keep slight right at fork onto I-81
0.5 mi·33 sec·I-81
6
Continue on I 81
11 mi·14 min·I 81
Use the straight / slight right lanes.
7
Continue on I-81
0.8 mi·48 sec·I-81
8
Continue on I 81
73 mi·1 hr 25 min·I 81
Use the straight / slight right lanes.
9
Keep slight right at fork onto I 81
53 mi·1 hr 3 min·I 81
Toward I 81 South: ScrantonUse the straight lane.
10
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.
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, MilfordUse the straight lane.
12
Keep slight right at fork onto I 380
24 mi·25 min·I 380
Exit 4Toward I 380 South: Mount Pocono
13
Keep slight left at fork
1.0 mi·1 min
Exit 1BToward 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 LevelUse the slight right lane.
16
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.
17
Keep slight right at fork
0.4 mi·38 sec
Exit 70A-BToward Leonia, TeaneckUse the slight right lane.
18
Turn right
0.2 mi·35 sec
Exit 70AToward LeoniaUse 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 6BToward I 295 South: Throgs Neck BridgeUse 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 25AToward Southern State Parkway East, Eastern Long IslandUse 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 41SToward Bay Shore Road South, Bay ShoreUse 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 SouthUse 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
With a total duration of under 7 hours, this route is comfortably manageable in a single day. Aim to depart New Haven in the morning to maximize daylight and avoid potential afternoon traffic, especially as you approach the Long Island area. You'll encounter one recommended stop, which is a good opportunity to refuel and stretch your legs, especially given the longest stretch of 158.2 miles on I 81. The estimated fuel cost of $55 is based on current averages, so it's wise to check prices closer to your departure. Pay attention to signage for the Southern State Parkway as you get closer to Islip for any specific lane directives.
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 168.4 miles from New Haven, NY, or about 3h 19m into the drive.
The longest continuous stretch on this route runs about 158.2 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 28m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 168.4 miles or 3h 19m 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 29m
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 New Haven, 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 New Haven, NY
This is one driving day of about 336.8 miles and 6h 52m.
Your first comfortable stop window is around 74 miles from New Haven, 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 I 81 for about 158.2 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 31
5 decision points cluster between mile 169.8 and 332.2 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
9
169.8 mi into trip|~3h 21m 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
284.3 mi into trip|~5h 37m 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
284.6 mi into trip|~5h 37m 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
294 mi into trip|~5h 52m 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
332.2 mi into trip|~6h 43m 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
Fuel & Cost
Regular Gas
$55.44 one way
$110.88 round trip
$4.18/gal25.4 MPG avg118 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$59.95
$119.90
premium
$4.92
$65.28
$130.56
diesel
$5.61
$74.36
$148.72
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
$55
Tolls
$23
Meals
$25–$50
Total
$103–$128
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 117.8 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
101
1
$35.36
$16.17
Efficient EV
84.2
0
$29.47
$13.47
EV Truck/SUV
134.7
1
$47.15
$21.56
Gas CO2
118 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
New Haven, NY
Morning
in New Haven on Sunday
Local time
10:17 AM
EDT
Current temp
41°F
Unavailable
Live forecast
Destination
Islip, NY
Morning
in Islip on Sunday
Local time
10:17 AM
EDT
Current temp
50°F
Scattered Rain Showers then Partly Cloudy
NE 6 mph33% chanceLive forecast
49°F
Ramapo, NY
168 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
9 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 52m 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.
National Parks Near This Route
Worth a detour if your schedule allows.
Hamilton Grange National Memorial
National Memorial
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 292.6
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 292.6
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 292.6
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 292.6
Located at the southern tip of Manhattan, Castle Clinton marks the place where New York City began and reflects the growth of both the city and the nation. Built to defend the harbor during the War of...
11 mi from route
~28 min detour
Free
near mile 292.6
Here at Federal Hall, George Washington took the oath of office as the first President of the United States, marking the beginning of the American constitutional republic. This historic site served as...
11 mi from route
~27 min detour
Free
near mile 292.6
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This is primarily a highway-focused drive, with 69% of the journey utilizing major roadways like I 81 and the Southern State Parkway. You'll encounter a significant uninterrupted stretch of 158.2 miles on I 81, allowing for steady progress. The Keystone Shortway also contributes to this highway feel. Expect a driving experience characterized by consistent speeds and relatively straightforward navigation for most of the 336.8 miles. While not an overly technical drive, the highway share indicates a focus on efficient travel rather than winding scenic byways.
69% highway — fuel and pacing are the main things to plan.
53 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 158.2 mi on I 81.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 81 and Keystone Shortway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 169.8 miles in near US 6.
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 31 significant decision points across 336.8 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 169.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 284.3 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 284.6 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between New Haven, NY and Islip, NY, road signs point toward Mt Pocono, Milford, New York City, Leonia, Teaneck and George Washington Bridge Upper Level - among others.
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 6h 52m. Total distance: 336.8 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
6h 52m drive, plan rest stops for pacing.
Frequently Asked Questions
The longest stretch is about 158.2 miles on I 81. The full list of main roads is in the Roads section above.
Expect about $22.55 in tolls one way, starting with George Washington Bridge. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.
We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Islip, NY before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 169.8 miles (US 6): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 284.3 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 284.6 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes — Hamilton Grange National Memorial, General Grant National Memorial and Stonewall National Monument (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Not recommended in a single day. At 6.9 hours each way, a round trip means 13.8 hours of driving — that is an unsafe level of fatigue for most drivers. Plan at least one night at Islip, NY before the return drive.
