How far is Islip, NY from Southold, NY?
The driving distance from Islip, NY to Southold, NY is about 55 miles (88.5 km), with a travel time of about 01h 19m by car.
- The straight-line flight distance is about 47 miles (75.7 km).
- For a round trip, plan for roughly 02h 39m 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 19m.
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.
Census-designated place in Suffolk County, New York
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 Islip and Southold.
Turn-by-Turn Driving Directions
Step-by-step road directions between Islip and Southold.
-
1
Start on Main Street
865 ft · 22 sec · Main Street
-
2
Turn left onto Islip Avenue
1.2 km · 2 min · Islip Avenue
-
3
Turn right onto NY 27 East
35 m · 4 sec
-
4
Turn straight onto Bittermint Street
777 ft · 29 sec · Bittermint Street
-
5
Turn left onto Ferndale Boulevard
47 m · 6 sec · Ferndale Boulevard
-
6
Turn right onto Sunrise Highway
1733 ft · 35 sec · Sunrise Highway
-
7
Take the ramp slight left toward NY 27 East
720 ft · 18 sec
-
8
Merge slight left onto Sunrise Highway
30.6 mi · 42 min · Sunrise Highway
-
9
Take the exit slight right toward CR 31 North: Riverhead
1821 ft · 45 sec
-
10
Continue on Old Riverhead Road
1.3 km · 1 min · Old Riverhead Road
-
11
Enter the roundabout and take exit 2 toward Quogue Riverhead Road
49 m · 2 sec · Quogue Riverhead Road
-
12
Exit the roundabout onto Quogue Riverhead Road
1.5 mi · 2 min · Quogue Riverhead Road
-
13
Turn straight onto Cross River Drive
4.8 mi · 7 min · Cross River Drive
-
14
Turn right onto Northville Turnpike
2876 ft · 1 min · Northville Turnpike
-
15
Turn right onto Sound Avenue
5.4 mi · 9 min · Sound Avenue
-
16
Continue on Middle Road
8.8 mi · 13 min · Middle Road
-
17
Take the exit right toward Southold
71 m · 13 sec
-
18
Turn slight right onto Youngs Avenue
2820 ft · 1 min · Youngs Avenue
-
19
Arrive at your destination
0 m · 1 sec · Youngs Avenue
Car Route Details
A richer read on the saved driving route between Islip 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.
Sunrise Highway
Merge slight left onto Sunrise Highway
30.6 mi · 00h 42m
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 Islip 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 Islip to Southold?
The road trip is about 55 miles (88.5 km) and usually takes 01h 19m 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?
East Moriches is a useful midpoint, sitting about 27.5 miles from Islip and 27.5 miles from Southold.
How much longer is the road route than the straight-line distance?
The direct path is about 47 miles (75.7 km), while the road route adds roughly 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 3:50 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.78 one way or $15.55 round trip. Estimated CO2 is about 17.2 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Islip and Rain Showers near Southold.
Stop Ideas Near East Moriches
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to East Moriches.
Bridgeport
Union Station
Old Saybrook station
Stamford Transportation Center
Flight Path Map
This map shows the direct air route between Islip and Southold. Straight-line distance: 47.04 mi (75.71 km).
#1 Islip
This Long Island community is situated on the south shore of Suffolk County, New York, at an elevation of 13 feet.
| Population | 322,328 |
| Coordinates | 40.7298200, -73.2103900 |
| Altitude | 4 |
| 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: 88 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 49m |
| 40 mph (64.37 km/h) | 01h 22m |
| 50 mph (80.47 km/h) | 01h 05m |
| 60 mph (96.56 km/h) | 00h 54m |
| 70 mph (112.65 km/h) | 00h 47m |
| 80 mph (129 km/h) | 00h 41m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $7.78 | $15.55 |
| Mid-grade | $4.48 | $8.69 | $17.39 |
| Premium | $4.86 | $9.43 | $18.86 |
| Diesel | $4.69 | $9.11 | $18.21 |
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.