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Canada Cruises Starting In October 2026, 2027 and 2028

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80 Cruises (296 Cruise Departures)
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
$10,200
Balcony
$11,600
Suite
$17,200
From
US$10,200
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
$1,049
Oceanview
-
Balcony
$1,474
Suite
$1,849
From
US$1,049
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
10 Day Canada & New England Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: Sep 2026 to Oct 2026
Visit: USA, Canada
Exclusive Savings
Inside
$863
Oceanview
$1,432
Balcony
$2,644
Suite
$11,576
From
US$863
Save 542
Per Person
View Trip
10 Day Canada & New England Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 14 October 2027
Visit: USA, Canada
Bonus Onboard Credit
Exclusive Savings
Inside
$916
Oceanview
$1,156
Balcony
$1,769
Suite
$2,594
From
US$916
Save 438
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
Have It All Fare Option
Fare Saver
Book Early & Have It All Fare Option
Inside
$599
Oceanview
$669
Balcony
$819
Suite
$1,269
From
US$599
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
Inside
$1,019
Oceanview
$1,299
Balcony
$1,659
Suite
$1,839
From
US$1,019
Per Person
View Trip
15 Day Canada & East Coast Explorer with Viking Cruises
Cruise

15 Days (14 Nights) Toronto to Fort Lauderdale
Cruise Line: Viking Cruises
Ship: Viking Octantis
Departure: 09 October 2026
Visit: Canada, USA
Viking $399 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,995
Suite
$13,995
From
US$8,995
Save 1,000
Per Person
View Trip
8 Day Niagara & the Great Lakes with Viking Cruises
Cruise
 (1)

8 Days (7 Nights) Milwaukee to Toronto
Cruise Line: Viking Cruises
Ships: Viking Octantis, Viking Polaris
Departures: May 2026 to Sep 2028
Visit: USA, Canada
Flights Included
Viking $499 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,495
Suite
$9,495
From
US$7,495
Save 1,850
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
$15,995
From
US$9,995
Save 300
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
$3,415
Oceanview
$4,303
Balcony
$4,403
Suite
$16,239
From
US$3,415
Save 2,012
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
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$6,991
Balcony
$6,891
Suite
$12,871
From
US$6,891
Save 108
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
Fare Saver
Book Early & Have It All Fare Option
Inside
$1,159
Oceanview
$1,259
Balcony
$1,759
Suite
$4,190
From
US$1,159
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,999
Suite
$11,499
From
US$6,999
Save 300
Per Person
View Trip
14 Day Nova Scotia and the East Coast of the United States with Ponant
Cruise
 (1)

14 Days (13 Nights) Boston to Boston
Cruise Line: Ponant
Ship: Le Bellot
Departure: 06 October 2026
Visit: USA, Canada
Inside
-
Oceanview
-
Balcony
$13,250
Suite
$22,490
From
US$13,250
Per Person
View Trip
8 Day Canada & New England with Saint John with Princess
Cruise
 (8)

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
$949
Oceanview
-
Balcony
$1,074
Suite
$1,849
From
US$949
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
Inside
-
Oceanview
-
Balcony
-
Suite
$7,380
From
US$7,380
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
$14,726
Suite
$15,853
From
US$14,726
Save 15,272
Per Person
View Trip
12 Day Autumnal Allure with Oceania Cruises
Cruise

12 Days (11 Nights) New York to Montreal
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 06 October 2026
Visit: USA, Canada
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,004
Suite
$19,436
From
US$14,004
Save 394
Per Person
View Trip
12 Day Canada Explorer with Oceania Cruises
Cruise

12 Days (11 Nights) Montreal to New York
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 17 October 2026
Visit: Canada, USA
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,610
Suite
$18,557
From
US$13,610
Save 388
Per Person
View Trip
10 Day Canada & New England Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Baltimore to Baltimore
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departures: Aug 2026 to Oct 2027
Visit: USA, Canada
Bonus Onboard Credit
Exclusive Savings
Inside
$979
Oceanview
$1,123
Balcony
$2,329
Suite
$2,725
From
US$979
Save 512
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 Standard
Inside
$1,474
Oceanview
$1,451
Balcony
$2,659
Suite
$3,108
From
US$1,451
Per Person
View Trip
12 Day Celebrate The St. Lawrence with Regent Seven Seas
Cruise

12 Days (11 Nights) Montreal to New York
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 09 October 2026
Visit: Canada, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,212
Suite
$16,192
From
US$15,212
Save 15,786
Per Person
View Trip
11 Day Classic Canada & New England with Princess
Cruise

11 Days (10 Nights) Quebec City to Boston
Cruise Line: Princess
Ship: Sapphire Princess
Departure: 03 October 2026
Visit: Canada, USA
Princess Standard
Inside
$1,324
Oceanview
$1,574
Balcony
$3,245
Suite
-
From
US$1,324
Per Person
View Trip
11 Day Classic Canada & New England with Princess
Cruise

11 Days (10 Nights) Boston to Quebec City
Cruise Line: Princess
Ship: Sapphire Princess
Departure: 13 October 2026
Visit: USA, Canada
Princess Standard
Inside
$1,224
Oceanview
$1,524
Balcony
$3,195
Suite
$3,881
From
US$1,224
Per Person
View Trip
9 Day A Journey From Urban Adventure To Tranquil Escapes with Explora Journeys
Cruise

9 Days (8 Nights) New York to Quebec City
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 07 October 2026
Visit: USA, Canada
Inside
-
Oceanview
-
Balcony
-
Suite
$7,150
From
US$7,150
Per Person
View Trip
8 Day Pacific Wine Country with Princess
Cruise

8 Days (7 Nights) Vancouver to Los Angeles
Cruise Line: Princess
Ship: Star Princess
Departure: 03 October 2027
Visit: Canada, USA
Princess Standard
Sanctuary Collection
Inside
$1,049
Oceanview
$1,299
Balcony
$1,424
Suite
$1,599
From
US$1,049
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 2026 to Oct 2026
Visit: USA, Canada
Inside
$869
Oceanview
$1,239
Balcony
$1,539
Suite
$1,888
From
US$869
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
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$7,089
Balcony
$9,242
Suite
$14,240
From
US$7,089
Save 186
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
Departure: 11 October 2026
Visit: USA, Canada
Inside
$1,119
Oceanview
$1,719
Balcony
$1,975
Suite
$2,441
From
US$1,119
Per Person
View Trip
Results: 31-60 of 80

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