How far is Jamaica, NY from Southold, NY?
The driving distance from Jamaica, NY to Southold, NY is about 85.4 miles (137.5 km), with a travel time of about 02h 06m by car.
- The straight-line flight distance is about 76.6 miles (123.2 km).
- For a round trip, plan for roughly 04h 12m 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 02h 06m.
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.
Hamlet and census-designated place on Long Island in the Town of Islip, New York, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Rain Showers
Driving Route Map
The map below follows the saved road route between Jamaica and Southold.
Turn-by-Turn Driving Directions
Step-by-step road directions between Jamaica and Southold.
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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
52 mi · 1 hr 10 min · Long Island Expressway
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18
Keep slight left to continue on CR 58 East: Old Country Road, Greenport, Orient
1.2 km · 1 min
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19
Keep slight left to continue on CR 58 east: Greenport, Orient
150 m · 14 sec
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20
Turn straight onto Old Country Road
2.3 mi · 5 min · Old Country Road
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21
Enter the roundabout and take exit 2 toward Old Country Road
33 m · 6 sec · Old Country Road
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22
Exit the roundabout onto Old Country Road
1.4 km · 2 min · Old Country Road
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23
Turn left onto Northville Turnpike
2.3 mi · 4 min · Northville Turnpike
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24
Turn right onto Sound Avenue
5.4 mi · 9 min · Sound Avenue
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25
Continue on Middle Road
8.8 mi · 13 min · Middle Road
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26
Take the exit right toward Southold
71 m · 13 sec
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27
Turn slight right onto Youngs Avenue
2820 ft · 1 min · Youngs Avenue
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28
Arrive at your destination
0 m · 1 sec · Youngs Avenue
Car Route Details
A richer read on the saved driving route between Jamaica and Southold.
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
52 mi · 01h 10m
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 near Southold.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Jamaica to Southold?
The road trip is about 85.4 miles (137.5 km) and usually takes 02h 06m 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?
Ronkonkoma is a useful midpoint, sitting about 42.6 miles from Jamaica and 42.8 miles from Southold.
How much longer is the road route than the straight-line distance?
The direct path is about 76.6 miles (123.2 km), while the road route adds roughly 8.8 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 2:18 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $12.07 one way or $24.13 round trip. Estimated CO2 is about 26.7 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Jamaica and Rain Showers near Southold.
Stop Ideas Near Ronkonkoma
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Town of Babylon History Museum at Old Town Hall
Brookhaven Town Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Ronkonkoma.
Bridgeport
Stamford Transportation Center
Union Station
New Rochelle station
Flight Path Map
This map shows the direct air route between Jamaica and Southold. Straight-line distance: 76.54 mi (123.18 km).
#1 Jamaica
A neighborhood in Queens, New York City.
| Population | 216,866 |
| Coordinates | 40.6914900, -73.8056900 |
| Altitude | 13 |
| Country | United States |
#2 Southold
Town in New York
| Population | 22,282 |
| Coordinates | 41.0648200, -72.4262000 |
| Altitude | 7 |
| Country | United States |
End: Southold (-72.4262, 41.06482)
Estimated Travel Time
Distance: 138 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 50m |
| 40 mph (64.37 km/h) | 02h 08m |
| 50 mph (80.47 km/h) | 01h 42m |
| 60 mph (96.56 km/h) | 01h 25m |
| 70 mph (112.65 km/h) | 01h 13m |
| 80 mph (129 km/h) | 01h 03m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $12.07 | $24.13 |
| Mid-grade | $4.48 | $13.49 | $26.98 |
| Premium | $4.86 | $14.63 | $29.26 |
| Diesel | $4.69 | $14.13 | $28.26 |
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.