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Flynn Cruiseport Boston makes cruising easy. Escape to Bermuda, Canada and beyond.  

 

Jump to:

  • Sailings to Bermuda
  • Sailings to Canada/New England
  • Transcontinental Sailings
  • Repositioning Sailings
  • Port of Call Sailings

Bermuda

Date & Day Itinerary Cruise Line Booking Website Vessel
Fri 03/31/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 04/07/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 04/14/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 04/21/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 04/28/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 05/05/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 05/12/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 05/19/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 05/26/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 06/02/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 06/09/23 7-Day Roundtrip to Bermuda   Norwegian Cruise Line Norwegian Pearl
Fri 06/16/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 06/23/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 06/30/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 07/07/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 07/14/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 07/21/23 4-Day Roundtrip to Bermuda   Norwegian Cruise Line Norwegian Pearl
Fri 07/28/23 4-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 08/04/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 08/11/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl
Fri 08/18/23 7-Day Roundtrip to Bermuda Norwegian Cruise Line Norwegian Pearl

 

Canada/New England

Date & Day Itinerary Cruise Line Booking Website Vessel
Thurs 05/04/23 15-Day One Way to Toronto   Hapag Lloyd Cruises Hanseatic Inspiration
Sat 05/06/23 7-Day One Way to Montreal   Holland America Zaandam
Sat 05/20/23 7-Day Roundtrip to Nova Scotia   Holland America Zaandam
Sat 05/27/23 7-Day One Way to Montreal   Holland America Zaandam
Sat 06/10/23 7-Day One Way to Montreal   Holland America Zaandam
Sat 06/24/23 7-Day One Way to Montreal   Holland America Zaandam
Sat 07/08/23 7-Day One Way to Montreal   Holland America Zaandam
Sat 07/22/23 7-Day Roundtrip to Nova Scotia   Holland America Zaandam
Wed 08/23/23 11-Day One Way to Montreal   Holland America Zaandam
Fri 08/25/23 7-Day Roundtrip to Nova Scotia Norwegian Cruise Line Norwegian Pearl
Sat 08/26/23 7-Day One Way to Quebec City   Holland America Zuiderdam
Wed 08/30/23 11-Day Roundtrip to Quebec City Celebrity Celebrity Summit
Fri 09/01/23 7-Day One Way to Quebec City Norwegian Cruise Line Norwegian Pearl
Fri 09/08/23 15-Day One Way to Montreal  Vantage Cruise Vantage Cruise Lines Ocean Explorer
Sat 09/09/23 7-Day One Way to Quebec City   Holland America Zuiderdam
Mon 09/10/23 11-Day Roundtrip to Charlottetown Celebrity Celebrity Summit
Wed 09/13/23 11-Day One Way to Montreal   Holland America Zaandam
Fri 09/15/23 7-Day One Way to Quebec City Norwegian Cruise Line Norwegian Pearl
Thurs 09/21/23 11-Day Roundtrip to Quebec City Celebrity Celebrity Summit
Sat 09/23/23 7-Day One Way to Quebec City   Holland America Zuiderdam
Sun 09/24/23 7-Day Roundtrip to St John  Royal Caribbean Royal Caribbean Serenade of the Seas
Fri 09/29/23 7-Day One Way to Quebec City Norwegian Cruise Line Norwegian Pearl
Sun 10/01/23 7-Day Roundtrip to Nova Scotia Royal Caribbean Royal Caribbean Serenade of the Seas
Mon 10/02/23 11-Day One Way to Quebec City Celebrity Celebrity Summit
Wed 10/04/23 11-Day One Way to Montreal   Windstar Cruises Star Pride
Sun 10/08/23 7-Day Roundtrip to St John Royal Caribbean Royal Caribbean Serenade of the Seas
Fri 10/13/23 7-Day Roundtrip to Nova Scotia Norwegian Cruise Line Norwegian Pearl
Sun 10/15/23 7-Day Roundtrip to St John Royal Caribbean Royal Caribbean Serenade of the Seas
Thurs 10/19/23 11-Day One Way to Montreal   Oceania Cruises Insignia
Sun 10/22/23 7-Day Roundtrip to St John Royal Caribbean Royal Caribbean Serenade of the Seas
Sun 10/29/23 5-Day Roundtrip to St John Royal Caribbean Royal Caribbean Serenade of the Seas

 

Transcontinental

Date & Day Itinerary Cruise Line Booking Website Vessel
Sat 07/22/23 35-Day Roundtrip to Iceland, Greenland and Scandinavia Holland America Zuiderdam
Sat 07/29/23 25-Day Roundtrip to Iceland, Greenland and Scandinavia Holland America Zaandam

 

Repositioning

Date & Day Itinerary Cruise Line Booking Website Vessel
Tue 09/19/23 9-Day One Way to Panama   Hurtigruten MS Fram
Tue 09/19/23 5-Day One Way to Miami Hurtigruten MS Roald Amundsen
Fri 10/12/23 18-Day One Way to Montego Bay, Jamaica   Scenic Cruise Line Scenic Eclipse 2
Fri 10/13/23 10-Day One Way to Miami Celebrity Celebrity Summit
Thurs 10/26/23 9-Day One Way to Philipsburg, St Maarten Windstar Cruises Star Pride
Fri 11/10/23 15-Day One Way to Bridgetown, Barbados Oceania Cruises Insignia

 

Port of Calls

Date & Day Cruise Line Booking Website Vessel
Tue 4/11/23  Phoenix Reisen Phoenix Reisen MS Amera
Sat 4/22/23 Holland America Zaandam
Sat 5/06/23 Holland America Zaandam
Mon 5/29/23  Regent Cruise Lines Regent Seven Seas Navigator
Fri 6/02/23 Regent Cruise Lines Regent Seven Seas Navigator
Fri 6/02/23  Silversea Cruises Silversea Silver Shadow
Thurs 6/22/23  Viking Cruises Viking Viking Neptune
Sun 6/25/23 Regent Cruise Lines Regent Seven Seas Navigator
Tue 7/04/23  Cunard Cruises Cunard Queen Mary II
Tue 7/11/23 Viking Cruises Viking Viking Neptune
Sun 7/16/23 Viking Cruises Viking Viking Neptune
Fri 7/28/23  Princess Cruises Princess Caribbean Princess
Thurs 8/03/23  Oceania Cruises Oceania Cruises Insignia
Fri 8/04/23 Viking Cruises Viking Viking Neptune
Sat 8/12/23 Princess Cruises Princess Caribbean Princess
Sat 8/26/23  Royal Caribbean Royal Caribbean Liberty of the Seas
Fri 9/01/23  Princess Cruises Princess Caribbean Princess
Sat 9/02/23 Royal Caribbean Royal Caribbean Vision of the Seas
Mon 9/04/23 Norwegian Cruise Line Norwegian Sky
Mon 9/04/23 Seabourn Cruises Seabourn Seabourn Quest
Tue 9/05/23 Norwegian Cruise Line Norwegian Joy
Wed 9/06/23 Viking Cruises Viking Viking Star
Fri 9/08/23 Seabourn Cruises Seabourn Seabourn Quest
Sat 9/09/23 Royal Caribbean Royal Caribbean Liberty of the Seas
Mon 9/11/23 Princess Cruises Princess Emerald Princess
Tue 9/12/23 Silversea Cruises Silversea Silver Shadow
Thurs 9/14/23  Phoenix Reisen Cruises Phoenix Reisen MS Amera
Thurs 9/14/23  P&O Cruises P&O MV Aurora 
Fri 9/15/23 Carnival Cruises Carnival Vista
Sat 9/16/23 Royal Caribbean Royal Caribbean Vision of the Seas
Sun 9/17/23 Princess Cruises Princess Caribbean Princess
Sun 9/17/23 Silversea Cruises Silversea Silver Shadow
Mon 9/18/23 Norwegian Cruise Line Norwegian Sky 
Mon 9/18/23 Princess Cruises Princess Emerald Princess
Tue 9/19/23 Regent Cruise Lines Regent Seven Seas Mariner
Wed 9/20/23  Carnival Cruises Carnival Vista
Thurs 9/21/23 Princess Cruises Princess Caribbean Princess
Fri 9/22/23 Carnival Cruises Carnival Legend
Sat 9/23/23 Royal Caribbean Royal Caribbean Liberty of the Seas
Sun 9/24/23 Norwegian Cruise Line Norwegian Sky 
Mon 9/25/23  TUI Cruises TUI Mein Schiff 6
Mon 9/25/23 Princess Cruises Princess Emerald Princess
Mon 9/25/23 Viking Cruises  Viking Viking Star
Tue 9/26/23 Norwegian Cruise Line Norwegian Joy 
Tue 9/26/23  MSC Cruises MSC Meriviglia
Wed 9/27/23  Explora Cruises Explora Explora 1
Fri 9/29/23 Oceania Cruises Oceania Cruises Insignia
Fri 9/29/23  Crystal Cruises Crystal Serenity
Sat 9/30/23 Princess Cruises Princess Sky Princess
Sat 9/30/23 Royal Caribbean Royal Caribbean Vision of the Seas
Sat 9/30/23 Viking Cruises  Viking Viking Star
Sun 10/01/23 Holland America Cruises Holland America Zaandam
Mon 10/02/23 Princess Cruises Princess Emerald Princess
Mon 10/02/23 Silversea Cruises Silversea Silver Shadow
Wed 10/04/23  ResidenSea ResidenSea The World
Fri 10/06/23 Holland America Cruises Holland America Zuiderdam 
Fri 10/06/23 MSC Cruises MSC Meriviglia
Sat 10/07/23 Royal Caribbean Royal Caribbean Liberty of the Seas
Sat 10/07/23 Princess Cruises Princess Caribbean Princess
Sat 10/07/23 Silversea Cruises Silversea Silver Shadow
Mon 10/09/23 Princess Cruises Princess Emerald Princess
Mon 10/09/23 Norwegian Cruise Line Norwegian Sky 
Mon 10/09/23 TUI Cruises TUI Mein Schiff 6
Tue 10/10/23 Fred. Olsen Cruise Lines  Fred. Olsen Balmoral
Tue 10/10/23 Seabourn Cruises Seabourn Seabourn Quest
Tue 10/10/23  Saga Cruises Saga Spirit of Discovery
Wed 10/11/23 Princess Cruises Princess Caribbean Princess
Wed 10/11/23 Cunard Cruises Cunard Queen Mary 2
Wed 10/11/23 Regent Cruise Lines Regent Seven Seas Mariner
Sat 10/14/23 Royal Caribbean Royal Caribbean Vision of the Seas
Sat 10/14/23 Seabourn Cruises Seabourn Seabourn Quest
Sun 10/15/23 Crystal Cruises Crystal Serenity
Sun 10/15/23 Royal Caribbean Royal Caribbean Serenade of the Seas
Sun 10/15/23 Explora Cruises Explora Explora 1
Mon 10/16/23 Princess Cruises Princess Emerald Princess
Mon 10/16/23  Hapag Lloyd Cruises Hapag Lloyd Cruises Europa 2
Tue 10/17/23 MSC Cruises MSC Meriviglia
Wed 10/18/23 Royal Caribbean Royal Caribbean Jewel of the Seas
Sat 10/21/23 Royal Caribbean Royal Caribbean Liberty of the Seas
Sun 10/22/23 Royal Caribbean Royal Caribbean Jewel of the Seas
Sun 10/22/23 Silversea Cruises Silversea Silver Shadow
Mon 10/23/23 Princess Cruises  Princess Emerald Princess
Tue 10/24/23 Hapag Lloyd Cruises Hapag Lloyd Cruises Europa 2
Wed 10/25/23 Princess Cruises Princess Caribbean Princess
Fri 10/27/23 Crystal Cruises Crystal Serenity
Fri 10/27/23 Silversea Cruises Silversea Silver Shadow
Sun 10/29/23 Regent Cruise Lines Regent Seven Seas Mariner
Mon 10/30/23 Princess Cruises Princess Emerald Princess
Tue 11/02/23 TUI Cruises Marella Marella Discovery
Tue 11/07/23 Royal Caribbean Royal Caribbean Jewel of the Seas
Sat 11/11/23 Silversea Cruises Silversea Silver Shadow

More in this Section

  • Cruise Schedule
  • Cruise Lines
Flynn Cruiseport
Explore Massport  Find all airports and seaports within Massport
  • Massport
  • Logan Airport
  • Worcester Airport
  • Hanscom Field
  • Flynn Cruiseport
  • Conley Terminal
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