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Canada & New England Cruises Starting In October 2027

If you're looking at joining a cruise exploring Canada & New England in October 2027, we have 33 unique cruises with 78 departures from the world's leading cruise lines departing in October.
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Departures (October 2027)
< September 2027
Duration
8 Days
33 Days
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$100pp
$164,995pp
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33 Cruises (78 Cruise Departures)
12 Day Leaves & Lobsters with Regent Seven Seas
Cruise

12 Days (11 Nights) Boston to Montreal
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 13 October 2027
Visit: USA, Canada
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,882
Suite
$13,009
From
US$11,882
Save 18,316
Per Person
View Trip
8 Day Best of Canada & New England with Princess
Cruise
 (1)

8 Days (7 Nights) New York to New York
Cruise Line: Princess
Ship: Regal Princess
Departures: Sep 2027 to Oct 2027
Visit: USA, Canada
Princess Standard
Inside
$1,074
Oceanview
-
Balcony
$1,646
Suite
$1,924
From
US$1,074
Per Person
View Trip
13 Day Canada & New England Intensive Cruise: Quebec, Halifax & New York with Azamara Cruises
Cruise
 (4)

13 Days (12 Nights) Montreal to New York
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 16 October 2027
Visit: Canada, USA
Azamara Always Included
Exclusive Savings
Inside
$4,244
Oceanview
$4,690
Balcony
$5,757
Suite
$8,939
From
US$4,244
Save 95
Per Person
View Trip
13 Day O Canada with Oceania Cruises
Cruise
 (3)

13 Days (12 Nights) Montreal to New York
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departures: Oct 2027 to Oct 2027
Visit: Canada, USA
Your World Inclusions
Exclusive Savings
Inside
$4,886
Oceanview
$5,371
Balcony
$7,214
Suite
$10,221
From
US$4,886
Save 5,318
Per Person
View Trip
11 Day A Journey from Coastal Mystique to Dynamic Cityscapes with Explora Journeys
Cruise

11 Days (10 Nights) Quebec City to New York
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Sep 2027 to Oct 2027
Visit: Canada, USA
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,675
Suite
$9,345
From
US$7,675
Per Person
View Trip
13 Day Autumn On The East Coast with Oceania Cruises
Cruise
 (3)

13 Days (12 Nights) New York to Montreal
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 13 October 2027
Visit: USA, Canada
Your World Inclusions
Exclusive Savings
Inside
$4,896
Oceanview
$5,381
Balcony
$7,224
Suite
$10,231
From
US$4,896
Save 5,102
Per Person
View Trip
15 Day Montreal to Miami with Silversea
Cruise

15 Days (14 Nights) Montreal to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
All-Inclusive Fare
Inside
-
Oceanview
$7,700
Balcony
$9,600
Suite
$13,200
From
US$7,700
Per Person
View Trip
8 Day Canada & New England with Saint John with Princess
Cruise
 (7)

8 Days (7 Nights) New York to New York
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess
Departures: Oct 2026 to Oct 2027
Visit: USA, Canada
Princess Standard
Inside
$964
Oceanview
-
Balcony
$1,319
Suite
$1,664
From
US$964
Per Person
View Trip
14 Day Canada & Colonial America with Princess
Cruise

14 Days (13 Nights) Quebec City to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 29 October 2027
Visit: Canada, USA
Princess Standard
Inside
$2,089
Oceanview
$2,357
Balcony
$3,064
Suite
$3,880
From
US$2,089
Per Person
View Trip
12 Day Boston, Maine & Canada Cruise with Celebrity Cruises
Cruise

12 Days (11 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 05 October 2027
Visit: USA, Canada
Exclusive Savings
Inside
$1,810
Oceanview
$2,235
Balcony
$2,315
Suite
$5,809
From
US$1,810
Save 958
Per Person
View Trip
8 Day Canada & New England: Unesco Sites & Quebecois Nights with Holland America
Cruise

8 Days (7 Nights) Quebec City to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departures: Sep 2027 to Oct 2027
Visit: Canada, USA
Book Early & Have It All Fare Option
Inside
$1,794
Oceanview
$1,894
Balcony
$2,664
Suite
$3,533
From
US$1,794
Per Person
View Trip
11 Day Canada & New England From Quebec City To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Quebec City to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 09 October 2027
Visit: Canada, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,412
From
US$5,412
Save 147
Per Person
View Trip
15 Day Canada & New England Scenic Shores with Viking Cruises
Cruise
 (8)

15 Days (14 Nights) Montreal to Fort Lauderdale
Cruise Line: Viking Cruises
Ship: Viking Mars
Departures: Oct 2026 to Oct 2028
Visit: Canada, USA
Viking $499 Air Deal
Inside
-
Oceanview
-
Balcony
$6,999
Suite
$11,499
From
US$6,999
Per Person
View Trip
15 Day Atlantic Seaboard & Colonial New England: Quebec City with Holland America
Cruise

15 Days (14 Nights) Quebec City to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
Book Early & Have It All Fare Option
Inside
$1,959
Oceanview
$2,259
Balcony
$3,159
Suite
$5,170
From
US$1,959
Per Person
View Trip
13 Day Canada & New England Intensive: Portland, Saguenay & Montreal with Azamara Cruises
Cruise
 (4)

13 Days (12 Nights) Boston to Montreal
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 04 October 2027
Visit: USA, Canada
Azamara Always Included
Exclusive Savings
Inside
$4,123
Oceanview
$4,569
Balcony
$5,636
Suite
$8,052
From
US$4,123
Save 96
Per Person
View Trip
11 Day Classic Canada & New England with Princess
Cruise

11 Days (10 Nights) Boston to Quebec City
Cruise Line: Princess
Ships: Caribbean Princess, Sapphire Princess
Departures: Sep 2026 to Oct 2027
Visit: USA, Canada
Princess Premier
Princess Standard
Inside
$1,142
Oceanview
$1,206
Balcony
$2,226
Suite
$2,799
From
US$1,142
Per Person
View Trip
8 Day Canada & New England From Boston To Boston with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Breakaway
Departures: Sep 2027 to Oct 2027
Visit: USA, Canada
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,057
From
US$4,057
Save 112
Per Person
View Trip
13 Day Canada & New England Fall Foliage with Seabourn
Cruise

13 Days (12 Nights) Montreal to New York
Cruise Line: Seabourn
Ships: Seabourn Ovation, Seabourn Quest
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
More Moments On Us Offer
Exclusive Savings
Inside
-
Oceanview
$7,479
Balcony
$11,202
Suite
$17,377
From
US$7,479
Save 197
Per Person
View Trip
8 Day Canada & New England: Unesco Sites & Quebecois Nights with Holland America
Cruise

8 Days (7 Nights) Boston to Quebec City
Cruise Line: Holland America
Ship: Zuiderdam
Departures: May 2026 to Oct 2027
Visit: USA, Canada
Book Early & Have It All Fare Option
Inside
$859
Oceanview
$999
Balcony
$1,299
Suite
$2,399
From
US$859
Per Person
View Trip
12 Day Coastal Fall Colors with Regent Seven Seas
Cruise

12 Days (11 Nights) Montreal to New York
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 24 October 2027
Visit: Canada, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,590
Suite
$12,717
From
US$11,590
Save 18,008
Per Person
View Trip
15 Day Canada & New England: Unesco Sites & Nights Collector with Holland America
Cruise

15 Days (14 Nights) Quebec City to Quebec City
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 02 October 2027
Visit: Canada, USA
Book Early & Have It All Fare Option
Inside
$3,464
Oceanview
$3,611
Balcony
$5,032
Suite
$6,747
From
US$3,464
Per Person
View Trip
12 Day Classic Canada & New England with Princess
Cruise

12 Days (11 Nights) Quebec City to Boston
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Sep 2027 to Oct 2027
Visit: Canada, USA
Princess Premier
Princess Standard
Inside
$1,359
Oceanview
$1,509
Balcony
$2,634
Suite
$3,209
From
US$1,359
Per Person
View Trip
12 Day Maples & Maritime Flavors with Regent Seven Seas
Cruise

12 Days (11 Nights) Montreal to Boston
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 02 October 2027
Visit: Canada, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,073
Suite
$13,200
From
US$12,073
Save 18,525
Per Person
View Trip
11 Day A Journey Through Ocean Mists & Radiant Island Tranquillity with Explora Journeys
Cruise

11 Days (10 Nights) New York to Quebec City
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Sep 2027 to Oct 2027
Visit: USA, Canada
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,195
Suite
$8,760
From
US$7,195
Per Person
View Trip
13 Day Canada & New England Fall Foliage with Seabourn
Cruise

13 Days (12 Nights) New York to Montreal
Cruise Line: Seabourn
Ships: Seabourn Ovation, Seabourn Quest
Departures: Sep 2026 to Oct 2027
Visit: USA, Canada
More Moments On Us Offer
Exclusive Savings
Inside
-
Oceanview
$7,089
Balcony
$8,850
Suite
$13,456
From
US$7,089
Save 168
Per Person
View Trip
12 Day A Journey from Forested Shores to Glittering Horizons with Explora Journeys
Cruise

12 Days (11 Nights) Quebec City to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 25 October 2027
Visit: Canada, USA
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,905
Suite
$9,650
From
US$7,905
Per Person
View Trip
10 Day Lighthouses & Harbors Of Canada & New England with Holland America
Cruise

10 Days (9 Nights) Montreal to New York
Cruise Line: Holland America
Ship: Volendam
Departure: 02 October 2027
Visit: Canada, USA
Book Early & Have It All Fare Option
Inside
$2,369
Oceanview
$2,519
Balcony
$4,336
Suite
$6,502
From
US$2,369
Per Person
View Trip
13 Day Eastern Seaboard Explorer with Viking Cruises
Cruise
 (8)

13 Days (12 Nights) New York to Montreal
Cruise Line: Viking Cruises
Ship: Viking Mars
Departures: Aug 2026 to Sep 2028
Visit: USA, Canada
Viking $499 Air Deal
Inside
-
Oceanview
-
Balcony
$6,499
Suite
$10,499
From
US$6,499
Per Person
View Trip
13 Day Canadian Discovery with Viking Cruises
Cruise
 (1)

13 Days (12 Nights) Toronto to New York
Cruise Line: Viking Cruises
Ships: Viking Octantis, Viking Polaris
Departures: Oct 2026 to Sep 2028
Visit: Canada, USA
Viking $399 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,995
Suite
$14,995
From
US$9,995
Save 300
Per Person
View Trip
14 Day Atlantic Coast: Lighthouses & New England Charms with Seabourn
Cruise

14 Days (13 Nights) Montreal to Miami
Cruise Line: Seabourn
Ships: Seabourn Ovation, Seabourn Quest
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
More Moments On Us Offer
Exclusive Savings
Inside
-
Oceanview
$6,991
Balcony
$6,499
Suite
$12,085
From
US$6,499
Save 108
Per Person
View Trip
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