The drive from Islip, NY to Gaines, NY covers 400 miles and takes about 8h 31m behind the wheel.
It usually feels better as a 2-day road trip than as one long push.
The route leans on I 81, Christopher Columbus Highway, New York State Thruway for much of the mileage,
and the overall profile is turn-heavy local drive.
The longest uninterrupted segment is about 97.3 miles on I 81.
At current regular gas prices, budget about $65.84 one way before food or hotel costs.
Trip Pace
Best split across 2 days
Treat the return leg as its own travel day rather than an afterthought.
Break Rhythm
2 planned breaks
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
200 miles from Islip, NY
A natural place for your longest stop of the day
, about 4h 10m 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
Turn-heavy local drive route profile with national parks nearby.
Drive Character
Expect a 8h 31m drive with frequent turns across 400 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 90 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 97.3 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 3.6 miles in near CR 57 / Howells Road.
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 400 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 3.6 miles (CR 57 / Howells Road): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 31.1 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 31.2 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 48 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
9
3.6 mi into trip|~6m in|CR 57 / Howells Road
Keep slight right at fork onto CR 57 / Howells Road toward Howells Road, Deer Park
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the right lane.
Toward Howells Road, Deer Park
8
31.1 mi into trip|~43m in
Keep slight left at fork toward NY 24 West: Hempstead Avenue
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / slight right lanes.
Toward NY 24 West: Hempstead Avenue
8
31.2 mi into trip|~43m in
Keep slight right at fork toward Hempstead Avenue West
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left / slight right lanes.
Toward Hempstead Avenue West
8
50 mi into trip|~1h 10m in
Take the exit toward I 95 South, NJTP South: Hackensack
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Toward I 95 South, NJTP South: Hackensack
8
50.3 mi into trip|~1h 11m in
Keep slight left at fork toward I 95 South, NJTP South: Hackensack
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left / slight right lanes.
Toward I 95 South, NJTP South: Hackensack
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Islip, NY and Gaines, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Upper Level, Njtp South: Hackensack and Hackensack - among others.
Cross Island Parkway North
29.4 mi in|~40m
Hempstead Avenue West
31.1 mi in|~43m
Grandstand
31.3 mi in|~43m
Upper Level
47.5 mi in|~1h 6m|via I 95; US 1
Njtp South: Hackensack
50 mi in|~1h 10m
Hackensack
52.6 mi in|~1h 14m
Albany
225.4 mi in|~4h 41m|via I 81
Brockport
368.4 mi in|~7h 51m
Main Roads
Road
Distance
Duration
I 81
97.3 mi
1h 55m
Christopher Columbus Highway
68.2 mi
1h 20m
New York State Thruway
30.3 mi
34m
I 380
27.7 mi
30m
Southern State Parkway
24.7 mi
31m
Keystone Shortway
17.3 mi
24m
Eastern Expressway
15.3 mi
19m
Clinton Street
10.5 mi
15m
Longest stretch:
I 81
— 97.3 mi, about 1h 55m
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip, NY and Gaines, NY.
1
Start on NY 27A
0.8 mi·1 min·Main Street
2
Continue on Montauk Highway
0.2 mi·19 sec·Montauk Highway
3
Continue on NY 27A
1.1 mi·1 min·Main Street
4
Turn right onto 3rd Avenue
0.6 mi·1 min·3rd Avenue
5
Continue on CR 57
0.3 mi·36 sec·Rossevelt Street
6
Continue on CR 57
0.7 mi·1 min·Howells Road
Use the left lane.
7
Turn straight onto Sunrise Highway
163 ft·3 sec·Sunrise Highway
8
Keep slight right at fork onto CR 57
0.3 mi·36 sec·Howells Road
Toward Howells Road, Deer ParkUse the right lane.
9
Continue on CR 57
0.6 mi·1 min·Bay Shore Road
10
Take the ramp
0.1 mi·19 sec
Toward SO West: New York
11
Continue on this road
363 ft·8 sec·this road
12
Merge onto SO
25 mi·31 min·Southern State Parkway
Use the straight / right lanes.
13
Take the exit
0.3 mi·43 sec
Toward Cross Island Parkway North, Whitestone BridgeUse the slight right lane.
14
Merge onto CI
1.3 mi·1 min·Cross Island Parkway
15
Take the exit
317 ft·9 sec
Exit 26BToward NY 24: UBS Arena-Belmont ParkUse the slight right lane.
16
Keep slight left at fork
437 ft·12 sec
Toward NY 24 West: Hempstead AvenueUse the slight left / slight right lanes.
17
Keep slight right at fork
0.1 mi·15 sec
Toward Cross Island Parkway North, Hempstead Avenue West
18
Keep slight right at fork
266 ft·8 sec
Toward Hempstead Avenue WestUse the slight left / slight right lanes.
19
Continue on this road
0.1 mi·13 sec·this road
Toward Grandstand, Hempstead Avenue West
20
Keep slight left at fork
100 ft·4 sec
Toward Hempstead Avenue
21
Turn right onto NY 24
1.0 mi·2 min·Hempstead Avenue
Use the right lane.
22
Turn left onto Jamaica Avenue
0.1 mi·17 sec·Jamaica Avenue
23
Turn right onto NY 24
0.7 mi·1 min·212th Street
24
Continue on I 295
5.0 mi·5 min·Clearview Expressway
Toward I 295 North: Clearview Expressway, Through Neck BridgeUse the straight / slight right lanes.
25
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
26
Continue on I 295
0.7 mi·1 min·Throgs Neck Expressway
Use the straight / slight right lanes.
27
Keep slight left at fork onto I 295
6.6 mi·8 min·Cross Bronx Expressway
Use the straight / slight right lanes.
28
Keep slight left at fork onto I 95; US 1
0.7 mi·1 min·Trans-Manhattan Expressway
Toward Upper Level
29
Continue on I 95; US 1
0.6 mi·59 sec·George Washington Bridge (upper level)
30
Continue on I 95 EXPR; US 1 EXPR; US 9 EXPR
0.5 mi·48 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
31
Keep slight left at fork onto I 95 EXPR; US 1 EXPR; US 9 EXPR
0.6 mi·39 sec·I 95 EXPR; US 1 EXPR; US 9 EXPR
Use the straight / slight right lanes.
32
Keep slight left at fork onto I 95 EXPR; NJTP
0.1 mi·8 sec·I 95 EXPR; NJTP
33
Take the exit
0.2 mi·22 sec
Toward I 95 South, NJTP South: HackensackUse the straight / slight right lanes.
34
Keep slight left at fork
0.4 mi·29 sec
Toward I 95 South, NJTP South: HackensackUse the slight left / slight right lanes.
35
Merge onto I 95; NJTP
2.0 mi·2 min·New Jersey Turnpike
Use the straight / slight right lanes.
36
Take the exit
0.8 mi·1 min
Exit 69Toward I 80 West: Paterson, HackensackUse the straight / slight right lanes.
37
Continue on I 80
68 mi·1 hr 20 min·Christopher Columbus Highway
Use the straight / slight right lanes.
38
Keep slight left at fork onto I 80
5.5 mi·8 min·Keystone Shortway
Use the straight / slight right lanes.
39
Keep slight left at fork onto I 80
12 mi·15 min·Keystone Shortway
40
Take the exit
0.7 mi·46 sec
Exit 293Toward I 380 North: Scranton
41
Continue on I 380
28 mi·30 min·I 380
Use the straight lane.
42
Merge onto I 81
58 mi·1 hr 9 min·I 81
Use the straight lane.
43
Keep slight right at fork onto I 81
1.8 mi·2 min·I 81
Toward I 81 North: Syracuse, Albany
44
Keep slight left at fork onto I 81
37 mi·43 min·I 81
Toward I 81 North: Syracuse
45
Take the exit
0.1 mi·21 sec
Exit 52Toward NY 13: Cortland
46
Turn right onto NY 13
39 ft·5 sec·Clinton Avenue
47
Turn left onto Locust Avenue
1.2 mi·2 min·Locust Avenue
48
Continue on Albany Street
0.6 mi·1 min·Albany Street
49
At end of road, turn right onto US 11; NY 41
0.4 mi·1 min·South Main Street
50
Turn left onto NY 41
10 mi·15 min·Clinton Street
51
Continue on NY 41
0.5 mi·49 sec·East Lake Road
52
Continue on NY 41
4.8 mi·7 min·State Route 41
53
Continue on NY 41
9.4 mi·13 min·East Lake Road
54
Continue on NY 41
0.5 mi·48 sec·East Lake Street
55
Turn left onto US 20
7.3 mi·13 min·East Genesee Street
56
Turn right onto US 20
0.2 mi·12 sec·North Fulton Street
57
Turn left onto US 20; NY 5
0.4 mi·1 min·Arterial West
58
Continue on US 20; NY 5; NY 38
9.8 mi·11 min·Chase Street
Use the left lane.
59
Continue on US 20; NY 5
1.9 mi·2 min·Auburn Road
60
Turn right onto NY 318
4.1 mi·7 min·NY 318
61
Continue on NY 318
319 ft·10 sec·NY 318
Use the right lane.
62
Turn right onto NY 414
0.3 mi·28 sec·State Route 414
Use the right lane.
63
Continue on NY 414
217 ft·11 sec·Ridge Road
Use the left lane.
64
Take the ramp
0.2 mi·23 sec
Use the left lane.
65
Keep slight left at fork
0.6 mi·1 min
Toward I 90 West: BuffaloUse the straight / right lanes.
66
Merge onto I 90
30 mi·34 min·New York State Thruway
67
Take the exit
0.4 mi·51 sec
Exit 45Toward I 490: RochesterUse the slight right lane.
68
Continue on I 490
15 mi·19 min·Eastern Expressway
Use the straight / slight right lanes.
69
Keep slight left at fork onto I 490
4.8 mi·6 min·Western Expressway
Use the straight lane.
70
Take the exit
0.5 mi·1 min
Exit 8Toward NY 531 West: Spencerport, BrockportUse the straight / slight right lanes.
71
Continue on NY 531
7.5 mi·8 min·NY 531
Use the straight / slight right lanes.
72
Continue on NY 31
4.8 mi·5 min·Brockport-Spencerport Road
73
Continue on NY 19 Truck; NY 31
1.2 mi·1 min·Fourth Section Road
74
Turn right onto NY 19 Truck; NY 31
1.5 mi·1 min·Redman Road
75
Turn left onto NY 31
1.0 mi·1 min·West Avenue
76
Continue on NY 31
1.6 mi·2 min·Brockport-Holley Road
77
Continue on NY 31
0.5 mi·1 min·State Street
78
Continue on NY 31
382 ft·5 sec·Mechanic Street
79
Continue on NY 31
408 ft·6 sec·Public Square
80
Continue on NY 31
0.1 mi·6 sec·Wright Street
81
Continue on NY 31
0.5 mi·36 sec·West Albion Street
82
Continue on NY 31
2.3 mi·2 min·Holley Road
83
Turn straight onto NY 31
0.3 mi·18 sec·State Route 31
84
Continue on NY 31
1.1 mi·1 min·Fancher Road
85
Turn straight onto NY 31
3.8 mi·4 min·State Route 31
86
Continue on NY 31
1.4 mi·1 min·East Avenue
87
Turn right onto NY 98
1.0 mi·1 min·South Main Street
88
Continue on NY 98
0.5 mi·51 sec·Oak Orchard Road
89
Turn slight left onto NY 279
1.9 mi·2 min·Gaines Road
90
Arrive at destination
NY 279
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.
This drive is better paced as a 2-day trip.
Plan roughly 2 meaningful breaks for fuel, food, and rest.
The halfway point lands around 200 miles from Islip, NY, or about 4h 10m into the drive.
The longest continuous stretch on this route runs about 97.3 miles.
Consider an overnight stop or starting very early.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 88 miles or 1h 56m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 200 miles or 4h 10m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Overnight split
Day 1 wrap after about 200 miles or 4h 10m
Stop before fatigue turns the last few hours into a grind. You want day two to start fresh, not just resumed.
Final approach
Final hour starts around 7h 14m
Traffic, exits, and arrival timing usually matter more near Gaines, 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.
+
Pick one backup stop option before the midpoint in case traffic changes your pacing.
+
Treat this as a 2-day road trip and book the overnight stop before the busiest arrival window.
Day 1
Settle into the route from Islip, NY
Aim for roughly 200 miles and 4.3 hours of wheel time on this day.
Day 2
Finish the approach into Gaines, NY
Aim for roughly 200 miles and 4.3 hours of wheel time on this day.
Your first comfortable stop window is around 88 miles from Islip, NY.
This route usually feels better as a 2-day drive than as one long push.
Plan about 2 real breaks rather than only quick fuel stops.
The longest stretch is on I 81 for about 97.3 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 200 mi from Islip, NY
· 4h 10m 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...
3 mi from route
~7 min detour
Free
near mile 303.4
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...
5 mi from route
~11 min detour
Free
near mile 317.2
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...
6 mi from route
~15 min detour
Free
near mile 55.2
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...
6 mi from route
~16 min detour
Free
near mile 55.2
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...
10 mi from route
~24 min detour
Free
near mile 55.2
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...
11 mi from route
~27 min detour
Free
near mile 55.2
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $42 in charging
· 1 stop
· 66% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
120
1
$42.00
$19.20
Efficient EV
100
1
$35.00
$16.00
EV Truck/SUV
160
1
$56.00
$25.60
Gas CO2
140 kg
EV CO2
47 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.
Forecast as of Apr 18, 2026
Origin
Islip, NY
Late night
in Islip on Saturday
Local time
5:41 AM
EDT
Current temp
50°F
Partly Cloudy
NE 3 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
Destination
Gaines, NY
Late night
in Gaines on Saturday
Local time
5:41 AM
EDT
Current temp
42°F
Unavailable
Live forecast
57°F
Ramapo, NY
200 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.
For long drives, weather on day two can matter just as much as conditions at departure, so check the whole travel window rather than only the first day.
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
8 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
8h 31m on the road
This is long enough that the arrival forecast matters almost as much as departure conditions. Recheck both ends before you roll.
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 Gaines, NY covers 400 miles and takes about 8h 31m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are I 81, Christopher Columbus Highway, New York State Thruway. Expect a mix of highway and local road driving.
Consider an overnight stop or starting very early.
Yes. This route is usually more comfortable as a 2-day drive. A sensible stopping point is after roughly 200 miles on day one.
The midpoint is about 200 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 $65.84 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 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 400 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 3.6 miles (CR 57 / Howells Road): Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 31.1 miles: Highway fork - watch signs carefully. Lane positioning matters here; at 31.2 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Between Islip, NY and Gaines, NY, road signs point toward Cross Island Parkway North, Hempstead Avenue West, Grandstand, Upper Level, Njtp South: Hackensack and Hackensack - 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.
