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Drive or Fly: Southold, NY to Fair Harbor, NY?

Side-by-side comparison of driving versus flying for this route. Costs, time, and trade-offs at a glance.

Driving wins

Medium

No scheduled commercial flights found for HVN–ISP. At 67 miles, driving is the only practical option.

Passengers:
Vehicle:

Find Your Vehicle (EPA fuel economy data)

Drive

Door to Door

1h 49m

Distance

67.6 mi

Total Cost

$50

CO2

27 kg

Cost Breakdown

Diesel$15
Hotel (1 room, 0 nights) $0
Meals (1 pax, 1 day) $35
+ No luggage restrictions or TSA lines
+ Comfortable one-day drive
+ Stop anywhere along the route
+ Have your own car at the destination
+ Likely faster door-to-door than flying
Wear and tear on vehicle
Fuel price fluctuations
Plan the drive

Fly

Door to Door

3h 5m

6m in the air

Air Distance

49 mi

Total Cost

$122

CO2

13 kg

Door-to-Door Timeline

Southold, NY → HVN 41m
Check-in & Security 90m
Flight 6m
Arrival & Baggage 30m
ISP → Fair Harbor, NY 18m

Cost Breakdown

Ticket (1 pax @ $122) $122

Airports

Southold, NY HVN — Tweed New Haven Airport 28 mi, ~41m drive
Fair Harbor, NY ISP — Long Island MacArthur Airport 12 mi, ~18m drive

No scheduled flights found

No commercial flights between HVN and ISP. Flight estimates above are theoretical.

+ Less physical fatigue
+ Predictable arrival time
Airport security and check-in overhead
No scheduled commercial flights found for this route
Luggage fees and restrictions
Less flexibility for stops along the way

Train

Amtrak

Door to Door

3h 24m

1h 30m on rail

Total Cost

$12

CO2

3 kg

Route

Commuter Rail

Door-to-Door Timeline

Southold, NY → Westbrook 23m
Boarding 30m
Train ride 90m
Arrival 10m
Stamford Amtrak Station → Fair Harbor, NY 51m

Cost Breakdown

Ticket (1 pax @ $12) $12

Estimated based on distance. Check amtrak.com for current prices.

Stations

From Westbrook 16 mi, ~23m drive
To Stamford Amtrak Station 34 mi, ~51m drive

Service

Direct

Frequency

~1/week

+ Spacious seating with legroom and power outlets
+ Walk around freely during the trip
+ No driving fatigue — relax or work en route
+ Much lower carbon footprint than driving or flying
Limited schedule — about 1 trips per week
Amtrak delays can be unpredictable
Need transportation to/from station
Less flexibility than driving

At a Glance

Drive Fly Train
Door-to-door time 1h 49m 3h 5m 3h 24m
Total cost (1 person) $50 $122 $12
Carbon footprint 27 kg CO2 13 kg CO2 3 kg CO2
Flexibility High Low
Luggage Unlimited Restricted
Reliability Weather dependent Data unavailable
Drive data: OSRM routing, EIA fuel prices
Flight data: Statistical estimate
Airports: OurAirports
Transit: Amtrak GTFS — fares estimated
Confidence: Medium — airports identified, fares estimated

Costs are estimates. Actual flight prices vary by airline, date, and booking time. Drive costs based on OSRM routing, EIA fuel prices. Computed Apr 17, 2026.

Route Options

2 different routes between these cities.

Fastest
67.6 mi 1h 48m

via NY 27, CR 48; Truck NY 25, RM

Alternative (+5 min)
70.6 mi 1h 54m

via I 495, CR 48; Truck NY 25, RM

Decided to drive? See the full trip plan from Southold, NY to Fair Harbor, NY with stops, fuel costs, and turn-by-turn directions.