Oyster Bay to Sag Harbor is 76.9 miles and takes about 1 hour 56 minutes via Long Island Expressway, Sunrise Highway, and County Road 39, with a fuel budget near $13 and enough daylight to finish in a day. This trip stays within New York, traversing the Northeast region. Expect a mix of highway driving and surface roads as you head east. It's a straightforward, single-day excursion perfect for a quick getaway without needing an overnight stay.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
38.5 miles from Oyster Bay, NY
A natural place for your longest stop of the day
, about 54m into the drive
.
Main Roads
Road
Distance
Duration
Long Island Expressway
37.1 mi
50m
Sunrise Highway
13.2 mi
15m
County Road 39
5.5 mi
11m
Captain Daniel Roe Highway
4.6 mi
7m
Scuttle Hole Road
4.3 mi
8m
Montauk Highway
2.2 mi
4m
Split Rock Road
1.8 mi
3m
Bridgehampton–Sag Harbor Turnpike
1.5 mi
2m
Longest stretch:
Long Island Expressway
— 37.1 mi, about 50m
Traffic on I-495
Hour-of-day weekday pattern from 32 FHWA count stations on your route.
Peak
3 PM
~4,892 veh/hr typical
Quietest
2 AM
~524 veh/hr
Peak-to-quiet ratio
9.3×
busier at peak than in the quiet hours
12a6anoon6p11p
Averaged across 74 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Oyster Bay, NY and Sag Harbor, NY.
1
Start on Berry Hill Road
288 ft·21 sec·Berry Hill Road
2
Turn sharp left onto NY 106
429 ft·9 sec·South Street
3
Continue on NY 106
0.9 mi·1 min·Pine Hollow Road
4
Turn left onto Sugar Toms Lane
0.9 mi·1 min·Sugar Toms Lane
5
Continue on Split Rock Road
1.8 mi·3 min·Split Rock Road
6
Turn slight right onto Berry Hill Road
283 ft·7 sec·Berry Hill Road
7
Turn straight onto Jackson Avenue
1.0 mi·2 min·Jackson Avenue
8
Turn left onto NY 25
0.4 mi·36 sec·Jericho Turnpike
Use the left lane.
9
Take the ramp
0.3 mi·43 sec
Toward NY 135 South: Seaford
10
Merge onto NY 135
0.6 mi·37 sec·Seaford-Oyster Bay Expressway
Use the straight / slight right lanes.
11
Take the exit
0.3 mi·39 sec
Exit 13EToward I 495 East: RiverheadUse the right lane.
12
Merge onto I 495
37 mi·50 min·Long Island Expressway
Use the straight / right lanes.
13
Take the exit
0.3 mi·36 sec
Exit 70Toward CR 111: Manorville, EastportUse the straight / slight right lanes.
14
Turn right onto CR 111
4.6 mi·7 min·Captain Daniel Roe Highway
Use the right lane.
15
Take the exit
0.6 mi·49 sec
Toward NY 27 East: Montauk
16
Merge onto NY 27
13 mi·15 min·Sunrise Highway
17
Continue on NY 27; CR 39
5.5 mi·11 min·County Road 39
Use the left / straight / right lanes.
18
Turn left onto Montauk Highway
2.2 mi·4 min·Montauk Highway
Use the left / straight lanes.
19
Turn left onto Scuttle Hole Road
2.3 mi·4 min·Scuttle Hole Road
Use the left lane.
20
Enter roundabout onto Scuttle Hole Road
91 ft·1 sec·Scuttle Hole Road
21
Continue on Scuttle Hole Road
2.0 mi·3 min·Scuttle Hole Road
22
At end of road, turn left onto CR 79
1.5 mi·2 min·Bridgehampton–Sag Harbor Turnpike
23
Continue on CR 79
0.8 mi·2 min·Main Street
24
Turn right onto Union Street
0.2 mi·54 sec·Union Street
25
Turn right onto NY 114
17 ft·0 sec·Division Street
26
Turn slight right
148 ft·5 sec
27
Arrive at destination
Trip Plan
For this 1 hour 56 minute drive, leaving in the morning is ideal to maximize your time at your destination. Since it's under two hours, you can be flexible with your departure. The fuel cost is estimated at $13, so plan accordingly. While there are no designated stops in the data, keep an eye on your fuel gauge, especially before embarking on the 37.1-mile stretch on the Long Island Expressway. You'll encounter mixed highway and surface road conditions, so remain alert for changes in speed limits and traffic patterns.
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 38.5 miles from Oyster Bay, NY, or about 54m into the drive.
The longest continuous stretch on this route runs about 37.1 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 25m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 38.5 miles or 54m 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 32m
Traffic, exits, and arrival timing usually matter more near Sag Harbor, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Oyster Bay, NY so your first major turns are already loaded.
Day 1
Settle into the route from Oyster Bay, NY
This is one driving day of about 76.9 miles and 1h 56m.
Your first comfortable stop window is around 17 miles from Oyster Bay, 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 37.1 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 17
5 decision points cluster between mile 0.1 and 43.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
0.1 mi into trip|~0m in|NY 106 / South Street
Turn sharp left onto NY 106 / South Street
Sharp turn - reduce speed on approach
6
4.8 mi into trip|~9m in|NY 25 / Jericho Turnpike
Turn left onto NY 25 / Jericho Turnpike
Lane positioning matters here
Use the left lane.
5
5.6 mi into trip|~10m in|NY 135 / Seaford-Oyster Bay Expressway
Merge onto NY 135 / Seaford-Oyster Bay Expressway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
7
6.2 mi into trip|~11m in
Take the exit toward I 495 East: Riverhead
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the right lane.
Exit 13E
Toward I 495 East: Riverhead
8
43.6 mi into trip|~1h 1m in
Take the exit toward CR 111: Manorville, Eastport
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 70
Toward CR 111: Manorville, Eastport
Fuel & Cost
Regular Gas
$12.90 one way
$25.79 round trip
$4.26/gal25.4 MPG avg27 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.63
$14.01
$28.01
premium
$5.05
$15.30
$30.60
diesel
$5.60
$16.95
$33.90
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: 26.9 kg one way.
Prices: EIA weekly data, 2026-08-31.
Driving Electric?
About $8 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
23.1
0
$8.07
$3.69
Efficient EV
19.2
0
$6.73
$3.08
EV Truck/SUV
30.8
0
$10.77
$4.92
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 Aug 28, 2026
Origin
Oyster Bay, NY
Late night
in Oyster Bay on Sunday
Local time
2:02 AM
EDT
Current temp
68°F
Mostly Cloudy
SE 3 mph13% chanceLive forecast
Destination
Sag Harbor, NY
Late night
in Sag Harbor on Sunday
Local time
2:02 AM
EDT
Current temp
70°F
Mostly Cloudy
S 2 mph5% chanceLive 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
2 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
The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
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...
9 mi from route
~22 min detour
Free
near mile 31.8
Caution: West Nile Virus detected in Mosquito Samples at the William Floyd Estate
Park Closure: Talisman-Barrett Beach Dock Closed for 2026 Season; Services Limited
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...
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...
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...
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...
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...
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route is 52% highway, with the longest stretch of uninterrupted highway driving covering 37.1 miles on the Long Island Expressway. You'll experience highway speeds for a significant portion before transitioning to surface roads. Be aware of numerous exits on the expressway, requiring attention as you approach them.
52% highway, the rest on surface roads — varied driving throughout.
27 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 37.1 mi on Long Island Expressway.
How Hard Is This Drive?
8/10
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 0.1 miles in near NY 106 / South Street.
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 76.9 miles you will encounter 17 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 0.1 miles (NY 106 / South Street): Sharp turn - reduce speed on approach; at 4.8 miles (NY 25 / Jericho Turnpike): Lane positioning matters here; at 5.6 miles (NY 135 / Seaford-Oyster Bay Expressway): Merge point - match speed before joining. Lane positioning matters here.
Elevation Profile
Mostly flat terrain
209 ft24 ft
Total Climb
317 ft
Total Descent
338 ft
Highest Point
209 ft
~5.5 mi in
Elevation Range
184 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Oyster Bay, NY and Sag Harbor, NY, road signs point toward Cr 111: Manorville and Eastport.
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.
Top landmarks
•Christ Church — historic Episcopal parish in Oyster Bay, New York, USA
Doable as a same-day drive at 1h 56m. Total distance: 76.9 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 (52%). Some complex stretches to watch for.
Scenic Drive
Mixed highway & surface route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 37.1 miles on Long Island Expressway. The full list of main roads is in the Roads section above.
Expect about $0.11 in tolls one way, starting with Bridgehampton–Sag Harbor Turnpike. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Sag Harbor, NY before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: at 0.1 miles (NY 106 / South Street): Sharp turn - reduce speed on approach; at 4.8 miles (NY 25 / Jericho Turnpike): Lane positioning matters here; at 5.6 miles (NY 135 / Seaford-Oyster Bay Expressway): Merge point - match speed before joining. Lane positioning matters here.
Yes — Fire Island National Seashore, Hamilton Grange National Memorial and General Grant National Memorial (6 total within detour distance). See the National Parks section for detour distances and tips on detours.
Yes. A round trip is manageable in a single day if you plan a break at Sag Harbor, NY before heading back.
