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

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71 Cruises (124 Cruise Departures)
Cruise

11 Days (10 Nights) Quebec City to Philadelphia
Cruise Line: Norwegian Cruise Line
Departures: Sep 2026 to Oct 2026
Visit: Canada, USA
Inside
$1,189
Oceanview
$1,629
Balcony
$2,979
Suite
$3,579
From
US$1,189
Per Person
View Trip
Cruise

13 Days (12 Nights) Montreal to Montreal
Cruise Line: Silversea
Departure: 05 October 2027
Visit: Canada
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$8,700
Balcony
$10,600
Suite
$17,000
From
US$8,700
Save 2,500
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
$1,424
Oceanview
$1,734
Balcony
$2,649
Suite
$3,299
From
US$1,424
Per Person
View Trip
Cruise

12 Days (11 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Departure: 05 October 2027
Visit: USA, Canada
Exclusive Savings
Inside
$4,172
Oceanview
$5,578
Balcony
$5,724
Suite
$16,880
From
US$4,172
Save 2,375
Per Person
View Trip
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
$4,409
Suite
$6,619
From
US$2,369
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
$859
Oceanview
$1,189
Balcony
$1,489
Suite
$1,739
From
US$859
Per Person
View Trip
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
Inside
-
Oceanview
-
Balcony
-
Suite
$7,245
From
US$7,245
Per Person
View Trip
Cruise

11 Days (10 Nights) Quebec City to Boston
Cruise Line: Princess
Departure: 03 October 2026
Visit: Canada, USA
Princess Standard
Inside
$1,624
Oceanview
$1,924
Balcony
$3,849
Suite
$9,499
From
US$1,624
Per Person
View Trip
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
$5,005
From
US$5,005
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
Inside
-
Oceanview
$6,119
Balcony
$6,204
Suite
$12,749
From
US$6,119
Per Person
View Trip
Cruise

15 Days (14 Nights) Quebec City to Fort Lauderdale
Cruise Line: Princess
Departure: 23 October 2026
Visit: Canada, USA, Bahamas
Princess Standard
Inside
$1,549
Oceanview
$1,855
Balcony
$3,709
Suite
$5,099
From
US$1,549
Per Person
View Trip
Cruise

11 Days (10 Nights) Quebec City to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 October 2026
Visit: Canada, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,100
From
US$5,100
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
$7,070
From
US$7,070
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
$16,149
Suite
$17,949
From
US$16,149
Save 16,149
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Departure: 11 October 2026
Visit: USA, Canada
Inside
$1,129
Oceanview
$1,939
Balcony
$2,239
Suite
$2,689
From
US$1,129
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
$1,476
Oceanview
$1,738
Balcony
$2,325
Suite
$4,139
From
US$1,476
Save 767
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
$1,214
Oceanview
$1,544
Balcony
$2,599
Suite
$3,249
From
US$1,214
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Holland America
Departures: Oct 2026 to Sep 2027
Visit: USA, Canada
Fare Saver
Book Early & Have It All Fare Option
Inside
$1,429
Oceanview
$1,579
Balcony
$3,249
Suite
$5,089
From
US$1,429
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Quebec City
Cruise Line: Holland America
Ship: Zuiderdam
Departures: Oct 2026 to Oct 2027
Visit: USA, Canada
Fare Saver
Book Early & Have It All Fare Option
Inside
$1,399
Oceanview
$1,809
Balcony
$2,654
Suite
$3,219
From
US$1,399
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Departure: 03 October 2027
Visit: USA, Canada
Inside
$1,029
Oceanview
$1,309
Balcony
$1,739
Suite
$1,939
From
US$1,029
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
$1,539
Oceanview
$1,939
Balcony
$2,699
Suite
$3,449
From
US$1,539
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

18 Days (17 Nights) Quebec City to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 October 2026
Visit: Canada, USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$8,580
From
US$8,580
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
$15,000
From
US$8,900
Save 2,500
Per Person
View Trip
Cruise

33 Days (32 Nights) Montreal to Los Angeles
Cruise Line: Oceania Cruises
Departure: 10 October 2027
Visit: Canada, Bermuda, Bahamas, USA (+6 more), Cayman Islands, Colombia, Panama, Costa Rica, Guatemala, Mexico
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,399
Suite
$22,349
From
US$15,399
Save 15,399
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
$1,059
Oceanview
$1,159
Balcony
$1,759
Suite
$2,859
From
US$1,059
Per Person
View Trip
Cruise

13 Days (12 Nights) Montreal to New York
Cruise Line: Seabourn
Departure: 07 October 2027
Visit: Canada, USA
Inside
-
Oceanview
$6,459
Balcony
$10,199
Suite
$15,554
From
US$6,459
Per Person
View Trip
Cruise

26 Days (25 Nights) Montreal to Miami
Cruise Line: Silversea
Departure: 24 October 2026
Visit: Canada, USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Montserrat
All-Inclusive Fare
Inside
-
Oceanview
$9,500
Balcony
$11,700
Suite
$24,700
From
US$9,500
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
$3,664
Balcony
$5,114
Suite
$6,864
From
US$3,464
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
$7,280
Balcony
$7,860
Suite
$13,340
From
US$7,280
Per Person
View Trip
Results: 31-60 of 71

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Cruises from Amsterdam to Amsterdam Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Miami Cruises from Boston to Montreal Cruises from Boston to Quebec City Cruises from Boston to Boston Cruises from Buenos Aires to Buenos Aires Cruises from Calgary to Vancouver Cruises from Copenhagen to Reykjavik Cruises from Copenhagen to London Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to Vancouver Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Lisbon to London Cruises from London to Hamburg Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to London Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Vancouver Cruises from Los Angeles to Los Angeles Cruises from Miami to San Juan Cruises from Miami to Los Angeles Cruises from Miami to Bridgetown Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to Montreal Cruises from Montreal to New York Cruises from New York to Montreal Cruises from New York to New York Cruises from New York to London Cruises from Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Quebec City to Boston Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rome to Miami Cruises from Rome to Fort Lauderdale Cruises from Rotterdam to Amsterdam Cruises from Rotterdam to Fort Lauderdale Cruises from Rotterdam to Rotterdam Cruises from San Diego to Fort Lauderdale Cruises from San Diego to Vancouver Cruises from San Francisco to San Francisco Cruises from Toronto to Vancouver Cruises from Toronto to Boston Cruises from Vancouver to Vancouver Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle