Canada & New England Cruises Starting In September 2026, 2027, 2028 and 2029

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81 Days
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148 Cruises (266 Cruise Departures)
Cruise

29 Days (28 Nights) London to New York
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 09 September 2026
Visit: England, Northern Ireland, Scotland, Iceland, Greenland, Canada, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$18,095
From
US$18,095
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Departure: 27 September 2026
Visit: USA, Canada
Inside
$989
Oceanview
$1,389
Balcony
$1,789
Suite
$2,159
From
US$989
Per Person
View Trip
Cruise

13 Days (12 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Departure: 05 September 2026
Visit: USA, Canada
Exclusive Savings
Inside
$2,334
Oceanview
-
Balcony
$5,114
Suite
$25,834
From
US$2,334
Save 1,269
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Departure: 19 September 2027
Visit: USA, Canada
Inside
$1,019
Oceanview
$1,319
Balcony
$1,659
Suite
$1,839
From
US$1,019
Per Person
View Trip
Cruise

11 Days (10 Nights) Montreal to Montreal
Cruise Line: Holland America
Ship: Volendam
Departures: May 2027 to Sep 2027
Visit: Canada
Book Early & Have It All Fare Option
Inside
$2,749
Oceanview
$2,949
Balcony
-
Suite
-
From
US$2,749
Per Person
View Trip
Cruise

10 Days (9 Nights) Milwaukee to Milwaukee
Cruise Line: Viking Cruises
Departures: Jun 2026 to Jul 2029
Visit: USA, Canada
Flights Included
Viking $499 Air Deal
Viking $599 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,999
Suite
$12,495
From
US$8,999
Save 2,000
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) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departures: Sep 2027 to Sep 2027
Visit: USA, Canada
Book Early & Have It All Fare Option
Inside
$3,379
Oceanview
$3,579
Balcony
$5,029
Suite
$6,829
From
US$3,379
Per Person
View Trip
Cruise

11 Days (10 Nights) Boston to Quebec City
Cruise Line: Princess
Departure: 03 September 2026
Visit: USA, Canada
Princess Standard
Inside
$1,424
Oceanview
$1,754
Balcony
$4,649
Suite
-
From
US$1,424
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

8 Days (7 Nights) Montreal to Boston
Cruise Line: Holland America
Ship: Volendam
Departure: 12 September 2026
Visit: Canada, USA
Fare Saver
Inside
$1,129
Oceanview
$1,179
Balcony
$3,129
Suite
-
From
US$1,129
Per Person
View Trip
Cruise

12 Days (11 Nights) Reykjavik to Quebec City
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 17 September 2026
Visit: Iceland, Greenland, Canada
A Spontaneous Summer Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$6,700
From
US$6,700
Per Person
View Trip
Cruise

21 Days (20 Nights) Reykjavik to New York
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 17 September 2026
Visit: Iceland, Greenland, Canada, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$13,125
From
US$13,125
Per Person
View Trip
Cruise

10 Days (9 Nights) Quebec City to New York
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 September 2026
Visit: Canada, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$6,195
From
US$6,195
Per Person
View Trip
Cruise

12 Days (11 Nights) Montreal to Bayonne
Cruise Line: Silversea
Departure: 13 September 2027
Visit: Canada, USA
All-Inclusive Fare
All-Inclusive Plus Fare
Inside
-
Oceanview
$10,400
Balcony
$12,300
Suite
$18,900
From
US$10,400
Per Person
View Trip
Cruise

15 Days (14 Nights) Paris to Saint Pierre Island
Cruise Line: Ponant
Ship: Le Lyrial
Departure: 09 September 2026
Visit: France, Greenland, Canada
Inside
-
Oceanview
$16,640
Balcony
$17,790
Suite
$37,830
From
US$16,640
Per Person
View Trip
New ReleaseCruise

18 Days (17 Nights) Toronto to New York
Cruise Line: Scenic
Departure: 10 September 2027
Visit: Canada, USA
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$28,016
Suite
$35,936
From
US$28,016
Save 4,244
Per Person
View Trip
Cruise

14 Days (13 Nights) Reykjavik to St. John's
Operated By: Intrepid Travel
Departure: 14 September 2026
Visit: Iceland, Greenland, Canada
Exclusive Savings
From
US$12,656
Save 2,234
Per Person
View Trip
Cruise

12 Days (11 Nights) Boston to Montreal
Cruise Line: Regent Seven Seas
Departure: 28 September 2026
Visit: USA, Canada
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,599
Suite
$15,699
From
US$14,599
Save 14,599
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) Montreal to Boston
Cruise Line: Holland America
Ship: Volendam
Departures: Jun 2027 to Sep 2027
Visit: Canada, USA
Book Early & Have It All Fare Option
Inside
$1,654
Oceanview
$1,764
Balcony
$3,229
Suite
$5,069
From
US$1,654
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

12 Days (11 Nights) New York to Montreal
Cruise Line: Oceania Cruises
Departure: 14 September 2026
Visit: USA, Canada
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,849
Suite
$9,749
From
US$6,849
Save 6,849
Per Person
View Trip
Cruise

12 Days (11 Nights) New York to Montreal
Cruise Line: Silversea
Departure: 02 September 2027
Visit: USA, Canada
All-Inclusive Fare
All-Inclusive Plus Fare
Inside
-
Oceanview
$9,700
Balcony
$11,200
Suite
$17,900
From
US$9,700
Per Person
View Trip
Cruise

12 Days (11 Nights) New York to Montreal
Cruise Line: Regent Seven Seas
Departure: 06 September 2026
Visit: USA, Canada
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,299
Suite
$17,799
From
US$17,299
Save 17,299
Per Person
View Trip
Cruise

22 Days (21 Nights) Reykjavik to New York
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 04 September 2027
Visit: Iceland, Greenland, Canada, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$15,680
From
US$15,680
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

15 Days (14 Nights) Paris to Saint Pierre Island
Cruise Line: Ponant
Ship: Le Lyrial
Departure: 09 September 2027
Visit: Greenland, Canada
Inside
-
Oceanview
$15,570
Balcony
$16,620
Suite
$26,390
From
US$15,570
Per Person
View Trip
Results: 91-120 of 148

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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