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 72 unique cruises and 137 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.
Filter Results
Departures
Duration
8 Days
33 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$99pp
$189,998pp
Countries
Show More...
Filter Results
72 Cruises (137 Cruise Departures)
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
Your World Inclusions
Exclusive Savings
Inside
$4,999
Oceanview
$5,499
Balcony
$7,399
Suite
$10,499
From
US$4,999
Save 5,199
Per Person
View Trip
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Oct 2026
Visit: USA, Canada
Exclusive Savings
Inside
$1,032
Oceanview
$1,435
Balcony
-
Suite
$6,496
From
US$1,032
Save 707
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
Inside
$3,319
Oceanview
$3,939
Balcony
$5,189
Suite
$9,039
From
US$3,319
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
$15,499
Suite
$16,649
From
US$15,499
Save 15,499
Per Person
View Trip
Cruise

13 Days (12 Nights) Montreal to Montreal
Cruise Line: Silversea
Departure: 17 October 2027
Visit: Canada
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$8,200
Balcony
$9,900
Suite
$16,400
From
US$8,200
Save 3,500
Per Person
View Trip
Cruise

12 Days (11 Nights) Boston to Montreal
Cruise Line: Regent Seven Seas
Departure: 13 October 2027
Visit: USA, Canada
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,299
Suite
$16,449
From
US$15,299
Save 15,299
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
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
$11,300
Suite
$15,000
From
US$8,900
Save 3,500
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
$1,649
From
US$949
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
$2,274
Balcony
$2,799
Suite
$3,449
From
US$1,474
Per Person
View Trip
Cruise

11 Days (10 Nights) New York to Montreal
Cruise Line: Regent Seven Seas
Departure: 20 October 2026
Visit: USA, Canada
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,499
Suite
$14,799
From
US$14,499
Save 14,499
Per Person
View Trip
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
Inside
-
Oceanview
-
Balcony
-
Suite
$6,715
From
US$6,715
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Montreal to New York
Cruise Line: Azamara Cruises
Departure: 19 October 2026
Visit: Canada, USA
Azamara Circle Member - Quarterly Saving
Azamara Always Included
Inside
$2,669
Oceanview
$3,199
Balcony
$4,049
Suite
$11,509
From
US$2,669
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
$5,609
From
US$1,559
Per Person
View Trip
Cruise

12 Days (11 Nights) Montreal to Bayonne
Cruise Line: Silversea
Departure: 02 October 2026
Visit: Canada, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$9,100
Balcony
$10,700
Suite
$14,500
From
US$9,100
Save 3,500
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
$15,299
Suite
$16,299
From
US$15,299
Save 15,299
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Boston to Montreal
Cruise Line: Seabourn
Departure: 16 October 2028
Visit: USA, Canada
Inside
-
Oceanview
$6,799
Balcony
$8,799
Suite
$12,999
From
US$6,799
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
$1,549
Oceanview
-
Balcony
$1,924
Suite
$2,499
From
US$1,549
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
$1,209
Balcony
$1,609
Suite
$4,109
From
US$1,159
Per Person
View Trip
Cruise

12 Days (11 Nights) New York to Montreal
Cruise Line: Oceania Cruises
Departure: 06 October 2026
Visit: USA, Canada
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,599
Suite
$10,149
From
US$7,599
Save 7,599
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
Multiple Deals Available
Inside
$619
Oceanview
$699
Balcony
$849
Suite
$1,569
From
US$619
Per Person
View Trip
Cruise

14 Days (13 Nights) Quebec City to Fort Lauderdale
Cruise Line: Princess
Departure: 29 October 2027
Visit: Canada, USA
Princess Standard
Inside
$1,499
Oceanview
$2,009
Balcony
$2,949
Suite
$3,599
From
US$1,499
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
Your World Inclusions
Exclusive Savings
Inside
$4,999
Oceanview
$5,499
Balcony
$7,399
Suite
$10,499
From
US$4,999
Save 4,999
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Montreal to Boston
Cruise Line: Seabourn
Departure: 04 October 2028
Visit: Canada, USA
Inside
-
Oceanview
$6,999
Balcony
$9,399
Suite
$13,999
From
US$6,999
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
Inside
$4,789
Oceanview
$5,279
Balcony
$6,379
Suite
$9,279
From
US$4,789
Per Person
View Trip
Cruise

14 Days (13 Nights) Montreal to New York
Cruise Line: Ponant
Ship: Le Lyrial
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
Inside
-
Oceanview
$13,400
Balcony
$14,500
Suite
$24,670
From
US$13,400
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

15 Days (14 Nights) Montreal to Miami
Cruise Line: Silversea
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$7,200
Balcony
$8,600
Suite
$14,200
From
US$7,200
Save 3,500
Per Person
View Trip
Cruise

9 Days (8 Nights) Halifax to New York
Cruise Line: Ponant
Ship: L'Austral
Departure: 03 October 2027
Visit: Canada, USA
Inside
-
Oceanview
$12,140
Balcony
$13,170
Suite
$22,650
From
US$12,140
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Boston to Boston
Cruise Line: Ponant
Ship: Le Bellot
Departure: 09 October 2027
Visit: USA, Canada
Inside
-
Oceanview
-
Balcony
$10,720
Suite
$18,170
From
US$10,720
Per Person
View Trip
Results: 1-30 of 72

No trips found. Try adjusting the search filters.