Canada & New England Cruises Starting In October 2026, 2027 and 2028

Are you planning a cruise exploring Canada & New England in October 2026, 2027 or 2028? Choose from 64 unique cruises and 125 departures operated by Canada & New England's leading cruise lines. Easily compare prices, itineraries, inclusions and traveler reviews to find the Canada & New England cruise that best matches your travel style, budget and dates.
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64 Cruises (125 Cruise Departures)
Cruise

11 Days (10 Nights) Quebec City to Boston
Cruise Line: Princess
Departure: 03 October 2026
Visit: Canada, USA
Princess Standard
Inside
$1,324
Oceanview
$1,574
Balcony
$3,343
Suite
-
From
US$1,324
Per Person
View Trip
Cruise

12 Days (11 Nights) Montreal to New York
Cruise Line: Regent Seven Seas
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
Cruise
 (8)

8 Days (7 Nights) New York to New York
Cruise Line: Princess
Departure: 03 October 2026
Visit: USA, Canada
Princess Standard
Inside
$1,479
Oceanview
-
Balcony
$1,924
Suite
$2,479
From
US$1,479
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 19 October 2027
Visit: USA, Canada
Inside
$1,439
Oceanview
$1,889
Balcony
$3,490
Suite
$3,781
From
US$1,439
Per Person
View Trip
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
Cruise
 (1)

13 Days (12 Nights) New York to Montreal
Cruise Line: Oceania Cruises
Departure: 13 October 2027
Visit: USA, Canada
Your World Included Credit
Exclusive Savings
Inside
$9,745
Oceanview
$10,715
Balcony
$14,401
Suite
$20,415
From
US$9,745
Save 253
Per Person
View Trip
Cruise

11 Days (10 Nights) Boston to Quebec City
Cruise Line: Princess
Departures: Sep 2026 to Oct 2027
Visit: USA, Canada
Princess Standard
Inside
$1,234
Oceanview
$1,444
Balcony
$2,649
Suite
$3,176
From
US$1,234
Per Person
View Trip
Cruise

12 Days (11 Nights) Montreal to Boston
Cruise Line: Regent Seven Seas
Departure: 02 October 2027
Visit: Canada, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,209
Suite
$16,336
From
US$15,209
Save 15,789
Per Person
View Trip
Cruise

11 Days (10 Nights) Boston to Quebec City
Cruise Line: Princess
Departure: 13 October 2026
Visit: USA, Canada
Princess Standard
Inside
$1,224
Oceanview
$1,524
Balcony
$3,293
Suite
$4,028
From
US$1,224
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Departures: Sep 2026 to Oct 2026
Visit: USA, Canada
Inside
$869
Oceanview
$1,239
Balcony
$1,539
Suite
$1,869
From
US$869
Per Person
View Trip
Cruise

15 Days (14 Nights) Montreal to Miami
Cruise Line: Silversea
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
Cruise

12 Days (11 Nights) Bayonne to Montreal
Cruise Line: Silversea
Departures: Sep 2026 to Oct 2026
Visit: USA, Canada
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$8,900
Balcony
$11,800
Suite
$19,500
From
US$8,900
Save 3,500
Per Person
View Trip
Cruise

12 Days (11 Nights) Quebec City to Boston
Cruise Line: Princess
Departures: Sep 2027 to Oct 2027
Visit: Canada, USA
Princess Standard
Inside
$1,474
Oceanview
$1,451
Balcony
$2,759
Suite
$3,255
From
US$1,451
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Montreal to New York
Cruise Line: Oceania Cruises
Departures: Oct 2027 to Oct 2027
Visit: Canada, USA
Your World Included Credit
Exclusive Savings
Inside
$9,735
Oceanview
$10,705
Balcony
$14,391
Suite
$20,405
From
US$9,735
Save 275
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) New York to Montreal
Cruise Line: Azamara Cruises
Departure: 07 October 2026
Visit: USA, Canada
Azamara Always Included
Exclusive Savings
Inside
$3,249
Oceanview
$3,850
Balcony
$5,063
Suite
$8,797
From
US$3,249
Save 70
Per Person
View Trip
Cruise

13 Days (12 Nights) Montreal to New York
Cruise Line: Seabourn
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$7,479
Balcony
$11,104
Suite
$17,377
From
US$7,479
Save 195
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) New York to New York
Cruise Line: Princess
Departures: Sep 2027 to Oct 2027
Visit: USA, Canada
Princess Standard
Inside
$1,049
Oceanview
-
Balcony
$1,524
Suite
$1,899
From
US$1,049
Per Person
View Trip
Cruise

12 Days (11 Nights) Montreal to New York
Cruise Line: Oceania Cruises
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
Cruise
 (8)

8 Days (7 Nights) New York to New York
Cruise Line: Princess
Departures: Oct 2026 to Oct 2027
Visit: USA, Canada
Princess Standard
Inside
$949
Oceanview
-
Balcony
$1,124
Suite
$1,899
From
US$949
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to Montreal
Cruise Line: Seabourn
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
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
Cruise
 (1)

11 Days (10 Nights) Quebec City to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 09 October 2027
Visit: Canada, USA
Inside
$1,469
Oceanview
$1,889
Balcony
$3,425
Suite
$3,648
From
US$1,469
Per Person
View Trip
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
Cruise
 (5)

13 Days (12 Nights) Boston to Montreal
Cruise Line: Azamara Cruises
Departure: 04 October 2027
Visit: USA, Canada
Azamara Always Included
Exclusive Savings
Inside
$4,540
Oceanview
$5,005
Balcony
$6,072
Suite
$8,885
From
US$4,540
Save 99
Per Person
View Trip
Cruise
 (5)

13 Days (12 Nights) Montreal to New York
Cruise Line: Azamara Cruises
Departure: 16 October 2027
Visit: Canada, USA
Azamara Always Included
Exclusive Savings
Inside
$4,577
Oceanview
$5,043
Balcony
$6,120
Suite
$9,728
From
US$4,577
Save 102
Per Person
View Trip
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
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,999
Suite
$12,999
From
US$7,999
Save 1,000
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) Quebec City to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departures: Oct 2026 to Sep 2027
Visit: Canada, USA
Bonus Onboard Credit
Inside
$1,559
Oceanview
$2,059
Balcony
$2,159
Suite
$5,557
From
US$1,559
Per Person
View Trip
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
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
Results: 1-30 of 64

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