How far is Oyster Bay, NY from Shelter Island, NY?
The driving distance from Oyster Bay, NY to Shelter Island, NY is about 77.6 miles (124.9 km), with a travel time of about 02h 12m by car.
- The straight-line flight distance is about 63.8 miles (102.7 km).
- For a round trip, plan for roughly 04h 25m 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 12m.
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 Likely
Driving Route Map
The map below follows the saved road route between Oyster Bay and Shelter Island.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay and Shelter Island.
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1
Start on Berry Hill Road
88 m · 21 sec · Berry Hill Road
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2
Turn sharp left onto South Street
131 m · 9 sec · South Street
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3
Continue on Pine Hollow Road
1.4 km · 1 min · Pine Hollow Road
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4
Turn left onto Sugar Toms Lane
1.5 km · 2 min · Sugar Toms Lane
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5
Continue on Split Rock Road
1.8 mi · 3 min · Split Rock Road
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6
Turn slight right onto Berry Hill Road
86 m · 8 sec · Berry Hill Road
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7
Turn straight onto Jackson Avenue
1 mi · 2 min · Jackson Avenue
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8
Turn left onto Jericho Turnpike
2158 ft · 37 sec · Jericho Turnpike
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9
Take the ramp slight right toward NY 135 South: Seaford
1795 ft · 44 sec
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10
Merge slight left onto Seaford-Oyster Bay Expressway
3039 ft · 37 sec · Seaford-Oyster Bay Expressway
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11
Take the exit slight right toward I 495 East: Riverhead
1380 ft · 39 sec
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12
Merge slight left onto Long Island Expressway
42.6 mi · 58 min · Long Island Expressway
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13
Keep slight left to continue on CR 58 East: Old Country Road, Greenport, Orient
1.2 km · 1 min
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14
Keep slight left to continue on CR 58 east: Greenport, Orient
150 m · 14 sec
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15
Turn straight onto Old Country Road
2.3 mi · 5 min · Old Country Road
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16
Enter the roundabout and take exit 2 toward Old Country Road
33 m · 6 sec · Old Country Road
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17
Exit the roundabout onto Old Country Road
1.4 km · 2 min · Old Country Road
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18
Turn left onto Northville Turnpike
2.3 mi · 4 min · Northville Turnpike
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19
Turn right onto Sound Avenue
5.4 mi · 9 min · Sound Avenue
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20
Continue on Middle Road
11.8 mi · 18 min · Middle Road
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21
Turn right onto Chapel Lane
2090 ft · 1 min · Chapel Lane
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22
Turn left onto Main Road
1.5 km · 2 min · Main Road
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23
Continue on Front Street
2646 ft · 1 min · Front Street
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24
Turn right onto Third Street
148 m · 14 sec · Third Street
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25
Turn right onto Shelter Island North Ferry
871 ft · 16 sec · Shelter Island North Ferry
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26
Continue on Shelter Island North Ferry
53 m · 3 sec · Shelter Island North Ferry
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27
Continue on North Ferry
1.6 km · 15 min · North Ferry
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28
Continue on Summerfield Place
611 ft · 22 sec · Summerfield Place
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29
Turn right onto Grand Avenue
1390 ft · 50 sec · Grand Avenue
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30
Turn left onto Chase Avenue
156 m · 17 sec · Chase Avenue
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31
Continue on North Ferry Road
1.1 mi · 2 min · North Ferry Road
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32
Continue on North Ferry Road
2561 ft · 1 min · North Ferry Road
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33
Enter the roundabout and take exit 3 toward North Ferry Road
25 m · 5 sec · North Ferry Road
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34
Exit the roundabout onto North Ferry Road
11 m · 2 sec · North Ferry Road
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35
Arrive at your destination
0 m · 1 sec · North Ferry Road
Car Route Details
A richer read on the saved driving route between Oyster Bay and Shelter Island.
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
42.6 mi · 00h 58m
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 Oyster Bay and Rain Showers Likely near Shelter Island.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oyster Bay to Shelter Island?
The road trip is about 77.6 miles (124.9 km) and usually takes 02h 12m 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?
Yaphank is a useful midpoint, sitting about 38.8 miles from Oyster Bay and 38.8 miles from Shelter Island.
How much longer is the road route than the straight-line distance?
The direct path is about 63.8 miles (102.7 km), while the road route adds roughly 13.8 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 2:04 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $10.98 one way or $21.97 round trip. Estimated CO2 is about 24.4 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Oyster Bay and Rain Showers Likely near Shelter Island.
Stop Ideas Near Yaphank
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 Yaphank.
Bridgeport
Union Station
Stamford Transportation Center
Old Saybrook station
Flight Path Map
This map shows the direct air route between Oyster Bay and Shelter Island. Straight-line distance: 63.81 mi (102.7 km).
#1 Oyster Bay
Town on Long Island, New York, United States
| Population | 296,592 |
| Coordinates | 40.8656500, -73.5320700 |
| Altitude | 14 |
| Country | United States |
#2 Shelter Island
Town of New York, USA
| Population | 2,408 |
| Coordinates | 41.0681500, -72.3386900 |
| Altitude | 16 |
| Country | United States |
End: Shelter Island (-72.33869, 41.06815)
Estimated Travel Time
Distance: 125 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 35m |
| 40 mph (64.37 km/h) | 01h 56m |
| 50 mph (80.47 km/h) | 01h 33m |
| 60 mph (96.56 km/h) | 01h 17m |
| 70 mph (112.65 km/h) | 01h 06m |
| 80 mph (129 km/h) | 00h 58m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.01 | $10.98 | $21.97 |
| Mid-grade | $4.48 | $12.28 | $24.56 |
| Premium | $4.86 | $13.32 | $26.64 |
| Diesel | $4.69 | $12.86 | $25.72 |
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.