This 76.7-mile drive from Sag Harbor to Oyster Bay, NY, is a straightforward trip that can easily be completed in just under two hours, making it ideal for a single-day excursion. You'll navigate a mix of highways and local roads, with about 38% of the journey on high-speed routes like the Long Island Expressway and Sunrise Highway. The estimated fuel cost for this trip is around $13, which is quite budget-friendly for a day out. Given the relatively short duration and manageable distance, this route is perfect for a leisurely day trip within New York's Northeast region, offering a practical way to travel between these two Long Island points.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
38.4 miles from Sag Harbor, NY
A natural place for your longest stop of the day
, about 1h into the drive
.
Oyster Bay is one of three towns in Nassau County, on Long Island, New York.
The town of Oyster Bay comprises a large portion of eastern Nassau County and includes a slew of villages and other communities. This article covers North Oyster Bay – the area closest to Oyster Bay itself (in other words, everything that is north of the Long Island Expressway). See South Oyster Bay for the southern half of the town (in other words, the area south of the expressway). See the article for Glen Cove for communities in the northwest part of the town that are closest to that city.
Doable as a same-day drive at 1h 56m. Total distance: 76.7 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 56m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (38%). Some complex stretches to watch for.
Scenic Drive
Mixed drive route profile with national parks nearby.
Drive Character
The drive from Sag Harbor to Oyster Bay presents a mixed driving experience, blending faster highway stretches with more localized county roads. With 38% of the route on highways, you'll encounter periods of quicker travel, particularly on the Long Island Expressway, which accounts for the longest uninterrupted stretch of 27.6 miles. As you progress, expect the scenery to shift from more open areas to potentially more developed or suburban landscapes as you approach Oyster Bay. This varied profile means you'll experience different driving dynamics throughout the 1 hour and 56-minute journey.
Expect a mix of faster highway mileage and slower local approaches near the beginning or end.
There are about 30 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Long Island Expressway is the longest continuous segment at about 27.6 miles.
How Hard Is This Drive?
This route mixes highway mileage with some local-road sections near the start or finish. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.2 miles in near Jermain Avenue.
Driving Effort8/10
Demanding - plan breaks and stay ahead of the key maneuvers
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 76.7 miles you will encounter 18 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 0.2 miles (Jermain Avenue): Navigation decision point; at 0.3 miles (Madison Street): Navigation decision point; at 38.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Critical Maneuvers
5 of 18 key points
These are the spots where you need to pay the most attention. Preview them before you drive.
5
0.2 mi into trip|~0m in|Jermain Avenue
Turn right onto Jermain Avenue
Navigation decision point
5
0.3 mi into trip|~1m in|Madison Street
At end of road, turn right onto Madison Street
Navigation decision point
8
38.8 mi into trip|~1h 1m in
Take the exit toward CR 16 West: Yaphank, Horseblock Road
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the right lane.
Exit 57N
Toward CR 16 West: Yaphank, Horseblock Road
8
70.9 mi into trip|~1h 45m in
Take the exit toward South Oyster Bay Road, Bethpage, Syosset
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 43
Toward South Oyster Bay Road, Bethpage, Syosset
6
71.2 mi into trip|~1h 46m in|South Oyster Bay Road
Turn right onto South Oyster Bay Road
Lane positioning matters here
Use the left lane.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Sag Harbor, NY and Oyster Bay, NY, road signs point toward Cr 16 West: Yaphank, Bethpage and Syosset.
Cr 16 West: Yaphank
38.8 mi in|~1h 1m
Bethpage
70.9 mi in|~1h 45m
Syosset
70.9 mi in|~1h 45m
Main Roads
Road
Distance
Duration
Long Island Expressway
27.6 mi
36m
Sunrise Highway
24.2 mi
31m
County Road 39A
5.5 mi
11m
Scuttle Hole Road
4.3 mi
8m
Horseblock Road
3.9 mi
5m
Berry Hill Road
3.7 mi
6m
Montauk Highway
2.2 mi
4m
Bridgehampton–Sag Harbor Turnpike
1.5 mi
2m
Longest stretch:
Long Island Expressway
— 27.6 mi, about 36m
Turn-by-Turn Driving Directions
Step-by-step road directions between Sag Harbor, NY and Oyster Bay, NY.
1
Start on this road
28 ft·1 sec·this road
2
Continue on Division Street
0.2 mi·37 sec·Division Street
3
Turn right onto Jermain Avenue
0.1 mi·31 sec·Jermain Avenue
4
At end of road, turn right onto Madison Street
80 ft·8 sec·Madison Street
5
Turn left onto Jermain Avenue
281 ft·12 sec·Jermain Avenue
6
Continue on Jermain Avenue
0.4 mi·1 min·Jermain Avenue
7
Turn left onto CR 79
0.3 mi·58 sec·Main Street
8
Continue on CR 79
1.5 mi·2 min·Bridgehampton–Sag Harbor Turnpike
9
Turn right onto Scuttle Hole Road
2.0 mi·3 min·Scuttle Hole Road
10
Enter roundabout onto Scuttle Hole Road
50 ft·1 sec·Scuttle Hole Road
11
Continue on Scuttle Hole Road
2.3 mi·4 min·Scuttle Hole Road
12
Merge onto NY 27
2.2 mi·4 min·Montauk Highway
13
Take the exit onto NY 27
372 ft·7 sec·NY 27
Toward NY 27 West: New York
14
Merge onto NY 27; CR 39A
5.5 mi·11 min·County Road 39A
15
Continue on NY 27
24 mi·31 min·Sunrise Highway
16
Take the exit
0.1 mi·23 sec
Exit 57NToward CR 16 West: Yaphank, Horseblock RoadUse the right lane.
17
Turn left onto CR 56
0.2 mi·21 sec·Victory Avenue
18
Turn right onto CR 16
3.9 mi·5 min·Horseblock Road
Use the left lane.
19
Turn left onto Express Drive North
0.2 mi·14 sec·Express Drive North
Use the left lane.
20
Take the ramp
0.2 mi·21 sec
Toward I 495 WEST: New York
21
Merge onto I 495
28 mi·36 min·Long Island Expressway
Use the straight / slight right lanes.
22
Take the exit
0.2 mi·32 sec
Exit 43Toward South Oyster Bay Road, Bethpage, SyossetUse the slight right lane.
23
Turn straight onto North Service Road
239 ft·11 sec·North Service Road
24
Turn right onto South Oyster Bay Road
0.8 mi·1 min·South Oyster Bay Road
Use the left lane.
25
Continue on Jackson Avenue
1.0 mi·2 min·Jackson Avenue
26
Turn slight left onto Berry Hill Road
283 ft·7 sec·Berry Hill Road
Use the left lane.
27
Continue on Berry Hill Road
2.4 mi·4 min·Berry Hill Road
28
Continue on Berry Hill Road
1.2 mi·2 min·Berry Hill Road
29
Continue on Berry Hill Road
64 ft·2 sec·Berry Hill Road
30
Arrive at destination
Berry Hill Road
Trip Plan
Planning this 76.7-mile trip is straightforward, given its 1 hour and 56-minute duration. You can depart Sag Harbor at your leisure, but leaving earlier in the day may help you avoid some of the typical Long Island traffic, especially if you're traveling on a weekend. With no specific stops recommended, you have the flexibility to pull over when needed for breaks or fuel, keeping the $13 fuel cost in mind. A good tip for this route is to pay close attention to your GPS as you transition between the Long Island Expressway and Sunrise Highway, as these are major arteries where navigation can be key to staying on course.
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 38.4 miles from Sag Harbor, NY, or about 1h into the drive.
The longest continuous stretch on this route runs about 27.6 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 17 miles or 33m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 38.4 miles or 1h in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 37m
Traffic, exits, and arrival timing usually matter more near Oyster Bay, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Sag Harbor, NY so your first major turns are already loaded.
Day 1
Settle into the route from Sag Harbor, NY
This is one driving day of about 76.7 miles and 1h 56m.
Your first comfortable stop window is around 17 miles from Sag Harbor, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Long Island Expressway for about 27.6 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 38.4 mi from Sag Harbor, NY
· 1h 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.
Fire Island National Seashore
National Seashore
Immerse yourself in an enchanting collage of coastal life and history. Rhythmic waves, high dunes, ancient maritime forests, historic landmarks and glimpses of wildlife, Fire Island has been a special...
8 mi from route
~21 min detour
Free
near mile 41.6
Park Closure: Pet Restrictions, Beach Driving Closures in Effect March 15 through Labor Day
Caution: Avian Influenza (HPAI) Suspected in Dead Birds in Seashore Areas
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...
22 mi from route
~55 min detour
Free
near mile 80.4
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...
23 mi from route
~57 min detour
Free
near mile 80.4
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...
26 mi from route
~65 min detour
Free
near mile 80.4
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...
27 mi from route
~67 min detour
Free
near mile 80.4
Here at Federal Hall, George Washington took the oath of office as the first President of the United States, marking the beginning of the American constitutional republic. This historic site served as...
27 mi from route
~68 min detour
Free
near mile 80.4
Park data from the National Park Service API. Alerts update every 2 hours.
Fuel & Cost
Regular Gas
$12.63 one way
$25.25 round trip
$4.18/gal25.4 MPG avg27 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$13.65
$27.30
premium
$4.92
$14.87
$29.73
diesel
$5.61
$16.93
$33.87
Estimated Tolls: $0.11
Bridgehampton–Sag Harbor Turnpike
(1.5 mi)$0.11
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Estimated Trip Cost (one way, 1 person)
Fuel
$13
Tolls
$0
Meals
$25–$50
Total
$38–$63
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 26.8 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $8 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
23
0
$8.05
$3.68
Efficient EV
19.2
0
$6.71
$3.07
EV Truck/SUV
30.7
0
$10.74
$4.91
Gas CO2
27 kg
EV CO2
9 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
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 16, 2026
Origin
Sag Harbor, NY
Night
in Sag Harbor on Friday
Local time
9:57 PM
EDT
Current temp
44°F
Unavailable
Live forecast
Destination
Oyster Bay, NY
Night
in Oyster Bay on Friday
Local time
9:57 PM
EDT
Current temp
45°F
Unavailable
Live forecast
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.
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
1 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
1h 56m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Sag Harbor, NY to Oyster Bay, NY covers 76.7 miles and takes about 1h 56m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Long Island Expressway, Sunrise Highway, County Road 39A. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 38.4 miles from Sag Harbor, NY. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $12.63 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
This drive requires moderate attention. Across 76.7 miles you will encounter 18 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
The main spots that need attention: at 0.2 miles (Jermain Avenue): Navigation decision point; at 0.3 miles (Madison Street): Navigation decision point; at 38.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Between Sag Harbor, NY and Oyster Bay, NY, road signs point toward Cr 16 West: Yaphank, Bethpage and Syosset.
Yes. Nearby national parks include Fire Island National Seashore, Hamilton Grange National Memorial and General Grant National Memorial. There are 6 parks within detour distance of this route.
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, and NPS for national parks. See our methodology for refresh cadence and limitations.
