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

Are you planning a cruise exploring Canada & New England in May 2026, 2027, 2028 or 2029? Choose from 12 unique cruises and 62 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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12 Cruises (62 Cruise Departures)
17 Day Niagara & Great Lakes Treasures with Viking Cruises
Cruise
 (1)

17 Days (16 Nights) Toronto to Milwaukee
Cruise Line: Viking Cruises
Ships: Viking Octantis, Viking Polaris
Departures: May 2027 to Jul 2029
Visit: Canada, USA
Flights Included
Viking $499 Air Deal
Inside
-
Oceanview
-
Balcony
$16,498
Suite
$22,490
From
US$16,498
Per Person
View Trip
10 Day Great Lakes Treasures with Viking Cruises
Cruise
 (1)

10 Days (9 Nights) Milwaukee to Milwaukee
Cruise Line: Viking Cruises
Ships: Viking Octantis, Viking Polaris
Departures: May 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 400
Per Person
View Trip
17 Day Niagara & Great lakes Treasures with Viking Cruises
Cruise
 (1)

17 Days (16 Nights) Milwaukee to Toronto
Cruise Line: Viking Cruises
Ships: Viking Octantis, Viking Polaris
Departures: May 2027 to Jul 2029
Visit: USA, Canada
Flights Included
Viking $499 Air Deal
Inside
-
Oceanview
-
Balcony
$16,498
Suite
$22,998
From
US$16,498
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
$769
Oceanview
$849
Balcony
$1,069
Suite
$1,789
From
US$769
Per Person
View Trip
8 Day Canada & New England: Unesco Sites & Quebecois Nights with Holland America
Cruise

8 Days (7 Nights) Quebec City to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departures: May 2026 to Sep 2026
Visit: Canada, USA
Have It All Fare Option
Fare Saver
Inside
$549
Oceanview
$579
Balcony
$749
Suite
$999
From
US$549
Per Person
View Trip
13 Day A Grand Journey From North America's Iconic Cities To Canada's Scenic Wilds with Explora Journeys
New ReleaseCruise

13 Days (12 Nights) Miami to Quebec City
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 06 May 2028
Visit: USA, Canada
Inside
-
Oceanview
-
Balcony
-
Suite
$6,250
From
US$6,250
Per Person
View Trip
11 Day Canada & New England Circle: New France & Montreal with Holland America
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
$2,649
Oceanview
$2,849
Balcony
$4,749
Suite
-
From
US$2,649
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: 30 May 2026
Visit: Canada, USA
Have It All Fare Option
Inside
$1,589
Oceanview
$1,639
Balcony
$2,729
Suite
-
From
US$1,589
Per Person
View Trip
13 Day Canadian Discovery with Viking Cruises
Cruise

13 Days (12 Nights) New York to Toronto
Cruise Line: Viking Cruises
Ships: Viking Octantis, Viking Polaris
Departures: Apr 2027 to May 2029
Visit: USA, Canada
Flights Included
Viking $399 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,995
Suite
$11,995
From
US$7,995
Save 300
Per Person
View Trip
15 Day Atlantic & Colonial New England with Holland America
Cruise

15 Days (14 Nights) Fort Lauderdale to Montreal
Cruise Line: Holland America
Ship: Volendam
Departure: 15 May 2027
Visit: USA, Canada
Book Early & Have It All Fare Option
Inside
$2,219
Oceanview
$2,329
Balcony
$4,114
Suite
$6,434
From
US$2,219
Per Person
View Trip
36 Day San Diego To London Grand Voyage with Azamara Cruises
Cruise
 (5)

36 Days (35 Nights) San Diego to London
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 24 May 2027
Visit: USA, Mexico, Guatemala, El Salvador (+7 more), Costa Rica, Panama, Colombia, Canada, Ireland, England, France
Azamara Always Included
Inside
-
Oceanview
$11,439
Balcony
$12,429
Suite
$22,629
From
US$11,439
Per Person
View Trip
78 Day World Cruise Liner - Sydney to New York with Princess
Cruise
 (9)

78 Days (77 Nights) Sydney to New York
Cruise Line: Princess
Ship: Crown Princess
Departure: 10 May 2026
Visit: Australia, Mauritius, South Africa, Namibia (+16 more), Cape Verde, Spain, Morocco, France, Belgium, Poland, Sweden, Finland, Estonia, Denmark, Holland, England, Scotland, Iceland, Canada, USA
Princess Standard
Inside
-
Oceanview
$16,212
Balcony
-
Suite
-
From
US$16,212
Per Person
View Trip
Results: 12 results

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