How far is Jamaica, NY from Head of the Harbor, NY?
The driving distance from Jamaica, NY to Head of the Harbor, NY is about 44.6 miles (71.8 km), with a travel time of about 01h 08m by car.
- The straight-line flight distance is about 36.9 miles (59.4 km).
- For a round trip, plan for roughly 02h 16m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 01h 08m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
City in Texas
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Jamaica and Head of the Harbor.
Turn-by-Turn Driving Directions
Step-by-step road directions between Jamaica and Head of the Harbor.
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1
Start on Tuskegee Airmen Way
92 m · 17 sec · Tuskegee Airmen Way
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2
Turn right onto Pinegrove Street
922 ft · 45 sec · Pinegrove Street
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3
At the end of the road, turn left onto Liberty Avenue
133 m · 13 sec · Liberty Avenue
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4
Turn right onto Van Wyck Expressway East
23 m · 1 sec · Van Wyck Expressway East
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5
Take the ramp slight left toward I 678 North: Van Wyck Expressway, Whitestone Bridge, Bronx
801 ft · 20 sec
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6
Merge slight left onto Van Wyck Expressway
1 mi · 1 min · Van Wyck Expressway
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7
Take the exit slight right toward Main Street, Union Turnpike
1868 ft · 46 sec
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8
Turn straight onto Main Street
1277 ft · 37 sec · Main Street
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9
Turn right onto Grand Central Parkway
1.4 mi · 3 min · Grand Central Parkway
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10
Take the ramp straight toward Grand Central Parkway East, Eastern Long Island
827 ft · 20 sec
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11
Merge slight left onto Grand Central Parkway
5.1 mi · 7 min · Grand Central Parkway
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12
Continue on Northern State Parkway
2.4 mi · 3 min · Northern State Parkway
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13
Take the exit slight right toward Shelter Rock Road South, Searingtown
1265 ft · 38 sec
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14
Turn sharp left onto Shelter Rock Road
689 ft · 22 sec · Shelter Rock Road
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15
Turn right onto South Service Road
1.2 km · 1 min · South Service Road
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16
Take the ramp straight toward I 495 East: Riverhead
1168 ft · 30 sec
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17
Merge slight left onto Long Island Expressway
23.4 mi · 32 min · Long Island Expressway
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18
Take the exit slight right toward NY 111: Smithtown, Islip
669 ft · 14 sec
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19
Turn straight onto Express Drive South
1153 ft · 23 sec · Express Drive South
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20
Continue on Express Drive South
2136 ft · 45 sec · Express Drive South
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21
Turn left onto Wheeler Road
1.6 mi · 3 min · Wheeler Road
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22
Continue on Townline Road
530 ft · 17 sec · Townline Road
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23
Turn left onto Hauppauge Boulevard
1.5 km · 1 min · Hauppauge Boulevard
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24
Continue on Hauppauge Road
1.3 mi · 2 min · Hauppauge Road
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25
Continue on River Road
56 m · 3 sec · River Road
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26
Continue on North Country Road
3.4 mi · 6 min · North Country Road
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27
Turn left onto Hitherbrook Road
1583 ft · 1 min · Hitherbrook Road
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28
Keep slight right to continue on Bacon Road
1855 ft · 1 min · Bacon Road
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29
Arrive at your destination
0 m · 1 sec · Bacon Road
Car Route Details
A richer read on the saved driving route between Jamaica and Head of the Harbor.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Long Island Expressway
Merge slight left onto Long Island Expressway
23.4 mi · 00h 32m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Rain Showers Likely leaving Jamaica and Rain Showers Likely near Head of the Harbor.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Jamaica to Head of the Harbor?
The road trip is about 44.6 miles (71.8 km) and usually takes 01h 08m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Plainview is a useful midpoint, sitting about 22.2 miles from Jamaica and 22.3 miles from Head of the Harbor.
How much longer is the road route than the straight-line distance?
The direct path is about 36.9 miles (59.4 km), while the road route adds roughly 7.7 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:14 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $6.29 one way or $12.59 round trip. Estimated CO2 is about 14 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Jamaica and Rain Showers Likely near Head of the Harbor.
Stop Ideas Near Plainview
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Town of Babylon History Museum at Old Town Hall
Babylon Town Hall Annex
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Plainview.
Stamford Transportation Center
New Rochelle station
Yonkers station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Jamaica and Head of the Harbor. Straight-line distance: 36.91 mi (59.4 km).
#1 Jamaica
A neighborhood in Queens, New York City.
| Population | 216,866 |
| Coordinates | 40.6914900, -73.8056900 |
| Altitude | 13 |
| Country | United States |
#2 Head of the Harbor
Village in Suffolk County, New York, United States
| Population | 1,452 |
| Coordinates | 40.9034300, -73.1578900 |
| Altitude | 37 |
| Country | United States |
End: Head of the Harbor (-73.15789, 40.90343)
Estimated Travel Time
Distance: 72 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 29m |
| 40 mph (64.37 km/h) | 01h 06m |
| 50 mph (80.47 km/h) | 00h 53m |
| 60 mph (96.56 km/h) | 00h 44m |
| 70 mph (112.65 km/h) | 00h 38m |
| 80 mph (129 km/h) | 00h 33m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $6.29 | $12.59 |
| Mid-grade | $4.48 | $7.04 | $14.07 |
| Premium | $4.86 | $7.63 | $15.26 |
| Diesel | $4.69 | $7.37 | $14.74 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in New York · Apr 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.