There are 4 ways to get from Boston to Shelter Island, NY by train, car ferry, or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, car ferry
best- Take the train from Boston to New Londontrain Northeast Regional
- Take the carferry from New London to Orient Pointcarferry New London
4h 59m$57–162Fly to John F. Kennedy International Airport, train
- Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)plane BOS - JFK
- Take the train from Jamaica to Ronkonkomatrain
- Take the train from Ronkonkoma to Greenporttrain
5h 20m$234–1,057Fly to Laguardia Airport, train
- Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane BOS - LGA
- Take the train from Woodside to Ronkonkomatrain
- Take the train from Ronkonkoma to Greenporttrain
5h 51m$77–439Fly to Long Island Mac Arthur Airport, train
- Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)plane BOS - ISP
- Take the train from Ronkonkoma to Greenporttrain
5h 20m$266–376
Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK) flights
Questions & Answers
The cheapest way to get from Boston to Shelter Island, NY is to train and car ferry which costs $55 - $170 and takes 4h 59m.
The fastest way to get from Boston to Shelter Island, NY is to train and car ferry which takes 4h 59m and costs $55 - $170.
The distance between Boston and Shelter Island, NY is 134 miles.
The best way to get from Boston to Shelter Island, NY without a car is to train and car ferry which takes 4h 59m and costs $55 - $170.
It takes approximately 4h 59m to get from Boston to Shelter Island, NY, including transfers.
There are 201+ hotels available in Shelter Island, NY.
What companies run services between Boston, MA, USA and Shelter Island, NY, USA?
There is no direct connection from Boston to Shelter Island, NY. However, you can take the train to New London, walk to New London, take the car ferry to Orient Point, walk to Orient Point Ferry Dock, take the line 92 bus to 1st St/Adams St, then walk to Shelter Island, NY. Alternatively, you can fly to John F. Kennedy International Airport (JFK), walk to Terminal 4, take the vehicle to Jamaica Station, walk to Jamaica, take the train to Ronkonkoma, take the train to Greenport, then walk to Shelter Island, NY.
- Website
- delta.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $30–240
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $55–390
- Website
- aa.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $30–240
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $55–390
- Website
- jetblue.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $30–240
Flights from Boston Logan Airport to Laguardia Airport via Nantucket
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $65–420
- Website
- southwest.com
Flights from Boston Logan Airport to Long Island Mac Arthur Airport via Baltimore
- Ave. Duration
- 3h 53m
- When
- Every day
- Estimated price
- $70–400
- Website
- capeair.com
Flights from Boston Logan Airport to Long Island Mac Arthur Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $250–350
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to New London
- Ave. Duration
- 1h 34m
- Frequency
- Every 3 hours
- Estimated price
- $30–70
- Website
- Amtrak
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from Jamaica to Ronkonkoma
- Ave. Duration
- 59 min
- Frequency
- Every 20 minutes
- Estimated price
- $11–24
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $11–16
- Peak
- $18–24
Train from Ronkonkoma to Greenport
- Ave. Duration
- 1h 24m
- Frequency
- Every 4 hours
- Estimated price
- $9–24
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $9–13
- Peak
- $19–24
Train from Woodside to Ronkonkoma
- Ave. Duration
- 1h 9m
- Frequency
- Every 30 minutes
- Estimated price
- $12–27
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $12–18
- Peak
- $20–27
Train from Ronkonkoma to Greenport
- Ave. Duration
- 1h 24m
- Frequency
- Every 4 hours
- Estimated price
- $9–24
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $9–13
- Peak
- $19–24
Train from Ronkonkoma to Greenport
- Ave. Duration
- 1h 24m
- Frequency
- Every 4 hours
- Estimated price
- $9–24
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $9–13
- Peak
- $19–24
- Phone
- +1 860-443-5281
- [email protected]
- Website
- Long Island Ferry
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- Long Island Ferry
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
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