Cruise line

Princess cruises from Boston

Princess Cruises has 7 departures from the Port of Boston in the period we cover, on one ship: Caribbean Princess.

They run from 10 to 11 nights and go to Canada and New England.

The cheapest Princess Cruises sailing we list is Caribbean Princess on Tue, Sep 7, 2027, from $949 per person as of November 3, 2026.

Fares below are starting prices on the date shown, not quotes. Check with Princess Cruises before you book.

Caribbean Princess 7

Schedule last updated 2026-11-03 · 7 departures listed · Dates can change. Verify with the cruise line before booking.

What Princess Cruises runs from Boston

All routes

The 7 departures below run 2 different routes, cheapest per night first.

Distinct itineraries available, cheapest per night first
Itinerary	Ship	Nights	Departures	From
10-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Saguenay (Quebec) Ends in Quebec City (Quebec) Next on Tue, Sep 7, 2027	Caribbean Princess	10	3	$949$95 a night
11-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Cap-aux-Meules (Quebec) · Saguenay (Quebec) Ends in Quebec City (Quebec) Next on Tue, Aug 22, 2028	Caribbean Princess	11	4	$1,219$111 a night

Starting fares per person, for the cheapest cabin listed, with taxes and port fees included, checked 2026-11-03. Fares change often, so check the current price before you book.

All Princess Cruises routes from Boston

All routes

10-Night Canada and New England from Boston on Caribbean Princess 11-Night Canada and New England from Boston on Caribbean Princess

What Princess Cruises is advertising

Promotions Cruisebound lists for Princess Cruises, confirmed on 2026-11-03. These are the advertiser's terms, not ours, and whether one applies to a particular Boston sailing depends on the cabin, the date and how many of you are travelling. The fares in the table on this page are what we recorded ourselves and do not include any of this.

Fall Savings Sale: Up to 45% Off + Up to $450 Instant Savingsends in 3 days, on 2026-11-06Check terms →2028 Early Booking Offer: Up to $500 Instant Savings + Up to $500 Onboard Creditends 2026-12-08Check terms →

Discounts that depend on who you are rather than what you book, for military, first responders, residents of qualifying states and guests over 55, are claimed with the cruise line itself. They are not part of the above, and a booking site cannot apply them for you.

See Princess Cruises sailings from Boston on Cruisebound. We may earn a commission if you book through the links in this section, at no cost to you, and it does not change which sailings this site lists or how they are ordered.

Every departure by date

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Princess Cruises sailings from the Port of Boston
Departs	Ship	Nights	Itinerary & ports	From
Tue, Sep 7, 2027 ends Fri, Sep 17, 2027	Caribbean Princess	10	10-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Saguenay (Quebec) Ends in Quebec City (Quebec)	from $949 $95 a night · per person lowest available fare, as of 2026-11-03 Lowest fare shown
Tue, Sep 28, 2027 ends Fri, Oct 8, 2027	Caribbean Princess	10	10-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Saguenay (Quebec) Ends in Quebec City (Quebec)	from $1,089 $109 a night · per person interior, as of 2026-11-03
Tue, Oct 19, 2027 ends Fri, Oct 29, 2027	Caribbean Princess	10	10-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Saguenay (Quebec) Ends in Quebec City (Quebec)	from $949 $95 a night · per person interior, as of 2026-11-03
Tue, Aug 22, 2028 ends Sat, Sep 2, 2028	Caribbean Princess	11	11-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Cap-aux-Meules (Quebec) · Saguenay (Quebec) Ends in Quebec City (Quebec)	from $1,219 $111 a night · per person ocean view, as of 2026-11-03
Tue, Sep 12, 2028 ends Sat, Sep 23, 2028	Caribbean Princess	11	11-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Sept-Iles (Quebec) · Saguenay (Quebec) Ends in Quebec City (Quebec)	from $1,219 $111 a night · per person ocean view, as of 2026-11-03
Tue, Oct 3, 2028 ends Sat, Oct 14, 2028	Caribbean Princess	11	11-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Cap-aux-Meules (Quebec) · Saguenay (Quebec) Ends in Quebec City (Quebec)	from $1,349 $123 a night · per person interior, as of 2026-11-03
Tue, Oct 24, 2028 ends Sat, Nov 4, 2028	Caribbean Princess	11	11-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Sept-Iles (Quebec) · Saguenay (Quebec) Ends in Quebec City (Quebec)	from $1,259 $114 a night · per person lowest available fare, as of 2026-11-03

SEP
7
Tuesday · 10 nights
10-Night Canada and New England
Caribbean Princess · Princess Cruises
Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Saguenay (Quebec)
Ends in Quebec City (Quebec)
Ends Fri, Sep 17, 2027 in Quebec City
Lowest fare shown
from $949 $95 a night · per person
lowest available fare, as of 2026-11-03
SEP
28
Tuesday · 10 nights
10-Night Canada and New England
Caribbean Princess · Princess Cruises
Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Saguenay (Quebec)
Ends in Quebec City (Quebec)
Ends Fri, Oct 8, 2027 in Quebec City
from $1,089 $109 a night · per person
interior, as of 2026-11-03
OCT
19
Tuesday · 10 nights
10-Night Canada and New England
Caribbean Princess · Princess Cruises
Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Saguenay (Quebec)
Ends in Quebec City (Quebec)
Ends Fri, Oct 29, 2027 in Quebec City
from $949 $95 a night · per person
interior, as of 2026-11-03
AUG
22
Tuesday · 11 nights
11-Night Canada and New England
Caribbean Princess · Princess Cruises
Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Cap-aux-Meules (Quebec) · Saguenay (Quebec)
Ends in Quebec City (Quebec)
Ends Sat, Sep 2, 2028 in Quebec City
from $1,219 $111 a night · per person
ocean view, as of 2026-11-03
SEP
12
Tuesday · 11 nights
11-Night Canada and New England
Caribbean Princess · Princess Cruises
Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Sept-Iles (Quebec) · Saguenay (Quebec)
Ends in Quebec City (Quebec)
Ends Sat, Sep 23, 2028 in Quebec City
from $1,219 $111 a night · per person
ocean view, as of 2026-11-03
OCT
3
Tuesday · 11 nights
11-Night Canada and New England
Caribbean Princess · Princess Cruises
Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Cap-aux-Meules (Quebec) · Saguenay (Quebec)
Ends in Quebec City (Quebec)
Ends Sat, Oct 14, 2028 in Quebec City
from $1,349 $123 a night · per person
interior, as of 2026-11-03
OCT
24
Tuesday · 11 nights
11-Night Canada and New England
Caribbean Princess · Princess Cruises
Calls at Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Sept-Iles (Quebec) · Saguenay (Quebec)
Ends in Quebec City (Quebec)
Ends Sat, Nov 4, 2028 in Quebec City
from $1,259 $114 a night · per person
lowest available fare, as of 2026-11-03

Princess Cruises by month

September 2027 2 October 2027 1 August 2028 1 September 2028 1 October 2028 2

Where these sailings go

Canada and New England 7

Cruise line website: Princess Cruises. Confirm dates and fares there before you book.

Princess from Boston: questions

Which Princess ships sail from Boston?

Only Caribbean Princess, with 7 departures from Boston between September 2027 and October 2028 in the schedule we track.

How much is a Princess cruise from Boston?

The lowest starting fare we recorded is $949 per person, for the cheapest cabin listed, with taxes and port fees included, on the 10-night sailing of Tue, Sep 7, 2027, about $95 a night. We checked it on November 3, 2026. Fares change daily, so check the current price before you book.

How long are Princess cruises from Boston?

Princess cruises from Boston run from 10 to 11 nights. The most common length is 11 nights, with 4 of the 7 departures.

Where do Princess cruises leave from in Boston?

Cruises that start in Boston, Princess' among them, board at Flynn Cruiseport Boston, the city's cruise terminal at 1 Black Falcon Avenue in South Boston. Your cruise documents confirm it for each sailing. Our guide to Flynn Cruiseport Boston has directions, parking and drop-off.