• Our partners include:

  • Greyhound USA
  • VIA Rail
  • Amtrak
  • Acela Express
  • Megabus
  • SuperShuttle
  • Booking.com
  • Skyscanner
  • Airbnb
  • Expedia

There are 8 ways to get from Southampton to Gloucester by bus, car ferry, train, car 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.

Recommended option

Bus, car ferry, train  •  9h 12m

  1. Take the bus from Windmill Lane to Orient Point Ferry Dock S92
  2. Take the car ferry from Orient Point to New London
  3. Take the train from New London Union Station to Boston Back Bay Station
  4. Take the train from North Station to Gloucester

$97 - $251

Cheapest option

Drive, car ferry  •  5h 12m

  1. Drive from Southampton to Orient Point
  2. Take the car ferry from Orient Point to New London
  3. Drive from New London to Gloucester

$34 - $71

6 alternative options

Train  •  9h 21m

  1. Take the train from Southampton to Mineola
  2. Take the train from New York Penn Station to Boston Back Bay Station
  3. Take the train from North Station to Gloucester

$146 - $381

Bus  •  10h 39m

  1. Take the bus from Southampton to 3 Av & E 39 St Montauk-Westbound / ...
  2. Take the bus from New York City, NY - Port Authority Bus Terminal to Boston, MA - South Station Ny / ...

$47 - $137

Bus, car ferry  •  10h 51m

  1. Take the bus from Windmill Lane to Orient Point Ferry Dock S92
  2. Take the car ferry from Orient Point to New London
  3. Take the bus from New London, Ct to Boston, Ma

$43 - $107

Train to New York JFK, fly  •  7h 20m

  1. Take the train from Southampton to Jamaica
  2. Fly from New York JFK (JFK) to Boston (BOS) JFK - BOS

$83 - $323

Train, train to New York La Guardia, fly  •  7h 37m

  1. Take the train from Southampton to Hicksville
  2. Take the train from Hicksville to Woodside
  3. Fly from New York La Guardia (LGA) to Boston (BOS) LGA - BOS
  4. Take the train from Lynn to Gloucester

$81 - $288

Bus to Newark, fly, train  •  7h 28m

  1. Take the bus from Southampton to 3 Av & E 39 St
  2. Fly from Newark (EWR) to Boston (BOS) EWR - BOS
  3. Take the train from Lynn to Gloucester

$98 - $369

Questions & Answers

The cheapest way to get from Southampton to Gloucester is to drive and car ferry which costs $30 - $75 and takes 5h 12m.

More details

The quickest way to get from Southampton to Gloucester is to drive and car ferry which costs $30 - $75 and takes 5h 12m.

More details

The distance between Southampton and Gloucester is 150 miles.

The best way to get from Southampton to Gloucester without a car is to bus and car ferry and train which takes 9h 12m and costs $95 - $260.

More details

It takes approximately 9h 12m to get from Southampton to Gloucester, including transfers.

More details

The best way to get from Southampton to Gloucester is to train which takes 9h 21m and costs $140 - $390. Alternatively, you can bus, which costs $45 - $140 and takes 10h 39m.

Mode details

The quickest flight from New York JFK Airport to Boston Airport is the direct flight which takes 1h 5m.

Search flights

American Airlines, JetBlue Airways and Delta offer flights from New York JFK Airport to Boston Airport.

Search flights

There are 59+ hotels available in Gloucester. Prices start at $129 USD per night.

More details

Map of how to get from Southampton to Gloucester.
Launch map view
  • Distance: 150 miles
  • Duration: 9h 12m

What companies run services between Southampton, NY, USA and Gloucester, MA, USA?

You can take a train from Southampton to Gloucester via Mineola, Penn Station, New York Penn Station, Boston Back Bay Station, Back Bay, North Station, and North Station in around 9h 21m. Alternatively, you can take a bus from Southampton to Gloucester via 3 Av & E 39 St, Grand Central Terminal, New York City, NY - Port Authority Bus Terminal, Boston, MA - South Station, Summer St @ South Station - Red Line entrance, Salem Commuter Rail Station, and Salem in around 10h 39m.

Airlines
Delta
Website
delta.com
Flights from New York JFK to Boston
Ave. Duration
1h 25m
When
Every day
Estimated price
$55 - $430
Flights from New York La Guardia to Boston
Ave. Duration
1h 23m
When
Every day
Estimated price
$55 - $440
Flights from Newark to Boston
Ave. Duration
1h 30m
When
Monday to Friday
Estimated price
$85 - $500
JetBlue Airways
Website
jetblue.com
Flights from New York JFK to Boston
Ave. Duration
1h 11m
When
Every day
Estimated price
$75 - $460
Flights from New York La Guardia to Boston
Ave. Duration
1h 17m
When
Every day
Estimated price
$70 - $400
Flights from Newark to Boston
Ave. Duration
1h 11m
When
Every day
Estimated price
$70 - $420
American Airlines
Website
aa.com
Flights from New York JFK to Boston
Ave. Duration
1h 15m
When
Every day
Estimated price
$100 - $650
Flights from New York La Guardia to Boston
Ave. Duration
1h 15m
When
Every day
Estimated price
$55 - $470
United Airlines
Website
united.com
Flights from Newark to Boston
Ave. Duration
1h 10m
When
Every day
Estimated price
$75 - $550
Train operators
Amtrak Northeast Regional
Rome2rio's guide to Amtrak Northeast Regional
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from New London Union Station to Boston Back Bay Station
Ave. Duration
2h 19m
Frequency
Every 3 hours
Estimated price
$70 - $190
Website
amtrak.com
Coach Seat
$70 - $120
Business Seat
$100 - $190
MBTA
Phone
617-222-3200
Website
mbta.com
Train from North Station to Gloucester
Ave. Duration
1h 4m
Frequency
Hourly
Estimated price
$5 - $11
Website
MBTA
Train from Lynn to Gloucester
Ave. Duration
43m
Frequency
Every 2 hours
Estimated price
$4 - $9
Website
MBTA
Long Island Rail Road
Phone
+1 718-217-5477
Website
mta.info
Train from Southampton to Mineola
Ave. Duration
1h 42m
Frequency
Once daily
Estimated price
$15 - $22
Website
LIRR
Train from Southampton to Jamaica
Ave. Duration
2h 19m
Frequency
4 times a day
Estimated price
$17 - $24
Website
LIRR
Train from Southampton to Hicksville
Ave. Duration
1h 35m
Frequency
Once daily
Estimated price
$14 - $20
Website
LIRR
Train from Hicksville to Woodside
Ave. Duration
35m
Frequency
Hourly
Estimated price
$4 - $6
Website
LIRR
Amtrak Acela Express

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak Acela Express
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from New York Penn Station to Boston Back Bay Station
Ave. Duration
3h 49m
Frequency
Hourly
Estimated price
$120 - $340
Website
amtrak.com
Business Seat
$120 - $260
First Class Seat
$220 - $340
Bus operators
Suffolk County Transit
Phone
+1 631.852.5200
Website
sct-bus.org
Bus from Windmill Lane to Orient Point Ferry Dock
Ave. Duration
1h 42m
Frequency
Every 2 hours
Estimated price
$2
Schedules at
sct-bus.org
Hampton Jitney Inc.
Phone
212.362.8400
Website
hamptonjitney.com
Bus from Southampton to 3 Av & E 39 St
Ave. Duration
2h 5m
Frequency
Hourly
Estimated price
$20 - $35
Website
hamptonjitney.com
Online
$20 - $29
Onboard
$24 - $35
Hampton Luxury Liner
Phone
+1 631-537-5800
Website
hamptonluxuryliner.com
Bus from Southampton to 40th Street - Manhattan
Ave. Duration
2h 5m
Frequency
Every 4 hours
Estimated price
$20 - $60
Schedules at
hamptonluxuryliner.com
VIP
$45 - $60
Coach Class
$20 - $28
Luxury Class
$30 - $40
Peter Pan Bus Lines
Phone
1-800-343-9999
Website
peterpanbus.com
Bus from New York City, NY - Port Authority Bus Terminal to Boston, MA - South Station
Ave. Duration
4h 15m
Frequency
Hourly
Estimated price
$21 - $40
Website
peterpanbus.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from New York, Ny to Boston, Ma
Ave. Duration
4h 20m
Frequency
5 times a day
Estimated price
$26 - $65
Website
greyhound.com
Economy
$26 - $40
Flexible
$45 - $65
Bus from New London, Ct to Boston, Ma
Ave. Duration
3h 20m
Frequency
3 times a day
Estimated price
$18 - $45
Website
greyhound.com
Economy
$18 - $27
Flexible
$30 - $45
Ferry operators
Long Island Ferry
Website
longislandferry.com
Car ferry from Orient Point to New London
Ave. Duration
1h 30m
Frequency
Hourly
Estimated price
$17 - $45
Schedules at
longislandferry.com
Book at
longislandferry.com
Passenger
$17
Vehicle
$42

Want to know more about travelling around United States

Rome2rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.