Squint your eyes and admit it: Doesn't that skinny, bearded hipster walking down the cobbled street look a lot like a 19th-century sea captain heading to the wharf to check his ship? Modern Portland, first settled in 1633, carries the marks of both subsets of Mainers.
Oct 31, 2026 to Nov 7, 2026 · 7 nights
Round trip from New York City (Manhattan or Brooklyn), New York
Offers: Last Minute Cruise Deals
Ports of call and detailsFrom $502 per person, double occupancy$1,039
Interior, Last Minute Cruise Deals
Plus $297 taxes, fees and port expenses per person
May 15, 2027 to May 29, 2027 · 14 nights
Fort Lauderdale, Florida, US to Montreal, Quebec, Canada
Offers: Best Deal Ever - $99 Deposit
Ports of call and detailsFrom $2,494 per person, double occupancy
Inside, Best Deal Ever - $99 Deposit
Taxes and fees included
Jun 19, 2027 to Jul 3, 2027 · 14 nights
Round trip from Boston, Massachusetts, US
Offers: Best Deal Ever - $99 Deposit
Ports of call and detailsFrom $4,369 per person, double occupancy
Inside, Best Deal Ever - $99 Deposit
Taxes and fees included
Jun 26, 2027 to Jul 3, 2027 · 7 nights
Montreal, Quebec, Canada to Boston, Massachusetts, US
Ports of call and detailsFrom $1,724 per person, double occupancy
Inside
Taxes and fees included
Jun 26, 2027 to Jul 10, 2027 · 14 nights
Round trip from Montreal, Quebec, Canada
Ports of call and detailsFrom $3,359 per person, double occupancy
Inside
Taxes and fees included
Jul 3, 2027 to Jul 10, 2027 · 7 nights
Boston, Massachusetts, US to Montreal, Quebec, Canada
Ports of call and detailsFrom $1,814 per person, double occupancy
Inside
Taxes and fees included
Jul 3, 2027 to Jul 17, 2027 · 14 nights
Round trip from Boston, Massachusetts, US
Ports of call and detailsFrom $3,424 per person, double occupancy
Inside
Taxes and fees included
Jul 10, 2027 to Jul 17, 2027 · 7 nights
Montreal, Quebec, Canada to Boston, Massachusetts, US
Ports of call and detailsFrom $1,824 per person, double occupancy
Inside
Taxes and fees included
Jul 17, 2027 to Aug 21, 2027 · 35 nights
Round trip from Boston, Massachusetts, US
Offers: Best Deal Ever - $99 Deposit, Have It All Early Booking Bonus, Legendary Voyages: 25 – 59 Days
Ports of call and detailsFrom $11,729 per person, double occupancy
Inside, Best Deal Ever - $99 Deposit
Taxes and fees included
Fares are per person, double occupancy.
October 2027, from $58 a night ($759 for 13 nights)
