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

Are you planning a cruise exploring Canada & New England in May 2026, 2027 or 2028? Choose from 13 unique cruises and 61 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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5 Days
78 Days
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13 Cruises (61 Cruise Departures)
Cruise
 (1)

17 Days (16 Nights) Milwaukee to Toronto
Cruise Line: Viking Cruises
Departures: May 2027 to Sep 2028
Visit: USA, Canada
Flights Included
Viking $499 Air Deal
Inside
-
Oceanview
-
Balcony
$17,990
Suite
$24,490
From
US$17,990
Per Person
View Trip
Cruise

15 Days (14 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departures: May 2026 to Jun 2026
Visit: USA, Canada
Have It All Fare Option
Inside
$1,229
Oceanview
$1,429
Balcony
$1,974
Suite
$3,029
From
US$1,229
Per Person
View Trip
Cruise

10 Days (9 Nights) Milwaukee to Milwaukee
Cruise Line: Viking Cruises
Departures: May 2026 to Sep 2028
Visit: USA, Canada
Flights Included
Viking $499 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,995
Suite
$12,495
From
US$9,995
Save 1,000
Per Person
View Trip
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
Cruise
 (1)

17 Days (16 Nights) Toronto to Milwaukee
Cruise Line: Viking Cruises
Departures: May 2027 to Sep 2028
Visit: Canada, USA
Flights Included
Viking $499 Air Deal
Inside
-
Oceanview
-
Balcony
$17,790
Suite
$22,490
From
US$17,790
Per Person
View Trip
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
$589
Balcony
$749
Suite
$1,269
From
US$549
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
$519
Oceanview
$619
Balcony
$719
Suite
$1,269
From
US$519
Per Person
View Trip
Cruise

15 Days (14 Nights) Quebec City to Quebec City
Cruise Line: Holland America
Ship: Zuiderdam
Departures: May 2026 to Jun 2026
Visit: Canada, USA
Have It All Fare Option
Inside
$1,239
Oceanview
$1,469
Balcony
$1,599
Suite
$2,779
From
US$1,239
Per Person
View Trip
Cruise

5 Days (4 Nights) New York to New York
Cruise Line: Royal Caribbean
Departures: Apr 2026 to Aug 2027
Visit: USA, Canada
Bonus Onboard Credit
Exclusive Savings
Inside
$459
Oceanview
$637
Balcony
$707
Suite
$967
From
US$459
Save 401
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
$2,649
Oceanview
$2,849
Balcony
$4,749
Suite
$7,139
From
US$2,649
Per Person
View Trip
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
Cruise
 (5)

36 Days (35 Nights) San Diego to London
Cruise Line: Azamara Cruises
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
Cruise
 (9)

78 Days (77 Nights) Sydney to New York
Cruise Line: 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
$11,901
Oceanview
$13,132
Balcony
$17,599
Suite
$24,601
From
US$11,901
Per Person
View Trip
Results: 13 results

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