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

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33 Days
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$197,298pp
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64 Cruises (125 Cruise Departures)
Cruise

12 Days (11 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Departure: 05 October 2027
Visit: USA, Canada
Exclusive Savings
Inside
$3,415
Oceanview
$4,303
Balcony
$4,403
Suite
$16,239
From
US$3,415
Save 2,012
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
$1,119
Oceanview
$1,719
Balcony
$1,975
Suite
$2,470
From
US$1,119
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

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
$6,715
From
US$6,715
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
$4,336
Suite
$6,502
From
US$2,369
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
$5,495
From
US$5,495
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
$1,599
Oceanview
$1,999
Balcony
$2,799
Suite
$3,396
From
US$1,599
Per Person
View Trip
Cruise

12 Days (11 Nights) Montreal to New York
Cruise Line: Regent Seven Seas
Departure: 24 October 2027
Visit: Canada, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,726
Suite
$15,853
From
US$14,726
Save 15,272
Per Person
View Trip
Cruise

11 Days (10 Nights) Quebec City to Philadelphia
Cruise Line: Norwegian Cruise Line
Departures: Sep 2026 to Oct 2026
Visit: Canada, USA
Inside
$1,279
Oceanview
$1,709
Balcony
$2,804
Suite
$3,532
From
US$1,279
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
$944
Oceanview
$1,432
Balcony
$2,644
Suite
$11,576
From
US$944
Save 482
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Departures: Sep 2027 to Oct 2027
Visit: USA, Canada
Inside
$1,019
Oceanview
$1,299
Balcony
$1,659
Suite
$1,839
From
US$1,019
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
$15,018
Suite
$16,145
From
US$15,018
Save 15,580
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

10 Days (9 Nights) Baltimore to Baltimore
Cruise Line: Royal Caribbean
Departures: Aug 2026 to Oct 2027
Visit: USA, Canada
Bonus Onboard Credit
Exclusive Savings
Inside
$957
Oceanview
$1,123
Balcony
$2,400
Suite
$2,725
From
US$957
Save 512
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
$7,150
From
US$7,150
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
$14,185
Suite
$14,332
From
US$14,185
Save 14,713
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,004
Suite
$19,436
From
US$14,004
Save 394
Per Person
View Trip
Cruise

12 Days (11 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Sep 2027
Visit: USA, Canada
Exclusive Savings
Inside
$3,116
Oceanview
$3,162
Balcony
$4,401
Suite
$8,591
From
US$3,116
Save 7,120
Per Person
View Trip
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Departure: 01 October 2026
Visit: USA, Canada
Exclusive Savings
Inside
$983
Oceanview
$1,385
Balcony
$3,082
Suite
-
From
US$983
Save 476
Per Person
View Trip
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Holland America
Departures: Jul 2026 to Sep 2027
Visit: USA, Canada
Fare Saver
Book Early & Have It All Fare Option
Inside
$849
Oceanview
$1,029
Balcony
$1,984
Suite
$2,779
From
US$849
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Toronto to New York
Cruise Line: Viking Cruises
Departures: Oct 2027 to Sep 2028
Visit: Canada, USA
Viking $399 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,995
Suite
$15,995
From
US$9,995
Save 300
Per Person
View Trip
Cruise
 (8)

13 Days (12 Nights) New York to Montreal
Cruise Line: Viking Cruises
Ship: Viking Mars
Departures: Aug 2026 to Sep 2028
Visit: USA, Canada
Viking $499 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,999
Suite
$11,499
From
US$6,999
Save 300
Per Person
View Trip
Cruise

14 Days (13 Nights) Montreal to Miami
Cruise Line: Seabourn
Departures: Oct 2026 to Oct 2027
Visit: Canada, USA
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$6,991
Balcony
$6,891
Suite
$12,871
From
US$6,891
Save 108
Per Person
View Trip
Cruise

15 Days (14 Nights) Toronto to Fort Lauderdale
Cruise Line: Viking Cruises
Departure: 09 October 2026
Visit: Canada, USA
Viking $399 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,995
Suite
$13,995
From
US$8,995
Save 1,000
Per Person
View Trip
Cruise

15 Days (14 Nights) Quebec City to Fort Lauderdale
Cruise Line: Princess
Departure: 23 October 2026
Visit: Canada, USA
Princess Standard
Inside
$1,399
Oceanview
$1,619
Balcony
$3,299
Suite
$3,887
From
US$1,399
Per Person
View Trip
Cruise
 (6)

17 Days (16 Nights) Quebec City to Hamburg
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 04 October 2026
Visit: Canada, USA, England, Germany
Bonus Onboard Credit
Inside
$2,499
Oceanview
$3,359
Balcony
$3,539
Suite
$12,540
From
US$2,499
Per Person
View Trip
Cruise
 (1)

28 Days (27 Nights) Montreal to Miami
Cruise Line: Oceania Cruises
Departure: 25 October 2027
Visit: Canada, USA, Virgin Islands, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Bonaire, Curacao, Aruba, Jamaica, Cayman Islands
Your World Included Credit
Exclusive Savings
Inside
$17,054
Oceanview
$18,703
Balcony
$26,657
Suite
$37,133
From
US$17,054
Save 444
Per Person
View Trip
Cruise

17 Days (16 Nights) Montreal to Miami
Cruise Line: Regent Seven Seas
Departure: 30 October 2026
Visit: Canada, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,825
Suite
$16,001
From
US$14,825
Save 15,373
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
$9,600
Balcony
$11,800
Suite
$21,100
From
US$9,600
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
$8,855
From
US$8,855
Per Person
View Trip
Results: 31-60 of 64

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Routes

Cruises from Amsterdam to Amsterdam Cruises from Athens to Barcelona Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Barcelona 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 Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona 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 Lisbon to Barcelona 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 Barcelona 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 Barcelona 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 Boston Cruises from Vancouver to Vancouver Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Venice to Barcelona