Cruises from Boston, Massachusetts during September 2026

Showing 1 to 10 of total 15
From Thu 3 Sep 2026
(To Sun 13 Sep 2026)
10 Night Classic Canada & New England
Ship Sapphire Princess

More details at
More details for 10 Night Classic Canada & New England at Princess Cruises
Cruise Prices      Interior $2,179 Balcony $3,529 Mini-Suite $6,349 Suite $9,929

Cruise Itinerary: Boston, Massachusetts (03 Sep d1600); Portland, Maine (04 Sep 0700-1600); Saint John, New Brunswick (05 Sep 0900-1900); Halifax, Nova Scotia (07 Sep 0700-1600); Sydney, Nova Scotia (08 Sep 0900-1800); Charlottetown, Prince Edward Island (09 Sep 0900(+1)1700); Saguenay, Quebec (12 Sep 0800-1800); Quebec City, Quebec (13 Sep a0700) >>port loads
From Sat 5 Sep 2026
(To Thu 17 Sep 2026)
12 Night Boston, Maine & Canada
Ship Celebrity Silhouette

More details at
More details for 12 Night Boston, Maine & Canada at Celebrity Cruises
Cruise Prices      Interior $2397 Outside $2627 Balcony $3258 Deluxe $14066

Cruise Itinerary: Boston, Massachusetts (05 Sep d1800); Rockland, Maine (06 Sep 0700-1800); Saint John, New Brunswick (07 Sep 0700-1900); Halifax, Nova Scotia (08 Sep 1230-2000); Sydney, Nova Scotia (09 Sep 1100-1900); Quebec City, Quebec (11 Sep 1100(+1)1500); Charlottetown, Prince Edward Island (14 Sep 0700-1600); Portland, Maine (16 Sep 0900-2000); Boston, Massachusetts (17 Sep a0700) >>port loads
From Sun 6 Sep 2026
(To Sun 13 Sep 2026)
7 Night Canada & New England Round-Trip Boston: Bar Harbor & Halifax
Ship Norwegian Breakaway

More details at
More details for 7 Night Canada & New England Round-Trip Boston: Bar Harbor & Halifax at Norwegian Cruise Line
Cruise Prices      Inside $889 Oceanview $1129 Balcony $1489 Club Balcony Suite $1639 The Haven $4199

Cruise Itinerary: Boston, Massachusetts (06 Sep d1600); Portland, Maine (08 Sep 0800-1700); Bar Harbor, Maine (09 Sep 0800-1700); Saint John, New Brunswick (10 Sep 0800-1600); Halifax, Nova Scotia (11 Sep 1000-2000); Boston, Massachusetts (13 Sep a0800) >>port loads
From Sun 13 Sep 2026
(To Sun 20 Sep 2026)
7 Night Canada & New England Round-Trip Boston: Bar Harbor & Halifax
Ship Norwegian Breakaway

More details at
More details for 7 Night Canada & New England Round-Trip Boston: Bar Harbor & Halifax at Norwegian Cruise Line
Cruise Prices      Inside $919 Oceanview $1159 Balcony $1519 Club Balcony Suite $1669 The Haven $4029

Cruise Itinerary: Boston, Massachusetts (13 Sep d1600); Portland, Maine (15 Sep 0800-1700); Bar Harbor, Maine (16 Sep 0800-1700); Saint John, New Brunswick (17 Sep 0715-1600); Halifax, Nova Scotia (18 Sep 1000-2000); Boston, Massachusetts (20 Sep a0800) >>port loads
From Mon 14 Sep 2026
(To Fri 25 Sep 2026)
11 Night Southeast Canadian Explorations
Ship Star Pride

More details at
More details for 11 Night Southeast Canadian Explorations at Windstar Cruises
Cruise Prices      From $6,099

Cruise Itinerary: Boston, Massachusetts (14 Sep d1700); Rockland, Maine (15 Sep 0800-1800); Portland, Maine (16 Sep 0800-2300); Halifax, Nova Scotia (18 Sep 0800-1600); Sydney, Nova Scotia (19 Sep 1300-1900); Iles de la Madeleine, Quebec (20 Sep 1000-1800); Gaspe, Quebec (21 Sep 1300-1900); Quebec City, Quebec (23 Sep 0900(+1)1600); Montreal, Quebec (25 Sep a0800) >>port loads
From Mon 14 Sep 2026
(To Fri 9 Oct 2026)
25 Night Star Collector: Autumn in Newfoundland and New England
Ship Star Pride

More details at
More details for 25 Night Star Collector: Autumn in Newfoundland and New England at Windstar Cruises
Cruise Prices      From $12,399

Cruise Itinerary: Boston, Massachusetts (14 Sep d1700); Rockland, Maine (15 Sep 0800-1800); Portland, Maine (16 Sep 0800-2300); Halifax, Nova Scotia (18 Sep 0800-1600); Sydney, Nova Scotia (19 Sep 1300-1900); Iles de la Madeleine, Quebec (20 Sep 1000-1800); Gaspe, Quebec (21 Sep 1300-1900); Quebec City, Quebec (23 Sep 0900(+1)1600); Montreal, Quebec (25 Sep 0800-1700); Quebec City, Quebec (26 Sep 0800-1730); Baie-Comeau, Quebec (27 Sep 1300-1900); Iles de la Madeleine, Quebec (29 Sep 0800-1400); St Pierre et Miquelon (30 Sep 1300-2100); St Johns, Newfoundland (01 Oct 1400(+1)1500); St Anthony, Newfoundland (03 Oct 1300-2100); Red Bay, Labrador (04 Oct 0700-1600); Bonne Bay, Newfoundland (05 Oct 0700-1600); Havre St Pierre, Quebec (06 Oct 1100-1800); Trois Rivieres, Quebec (08 Oct 1200-2100); Montreal, Quebec (09 Oct a0800) >>port loads
From Thu 17 Sep 2026
(To Mon 28 Sep 2026)
11 Night Boston, Maine & Canada
Ship Celebrity Silhouette

More details at
More details for 11 Night Boston, Maine & Canada at Celebrity Cruises
Cruise Prices      Interior $2777 Outside $3387 Balcony $3793

Cruise Itinerary: Boston, Massachusetts (17 Sep d1800); Rockland, Maine (18 Sep 0700-1600); Halifax, Nova Scotia (19 Sep 1030-1800); Sydney, Nova Scotia (20 Sep 1000-1900); Quebec City, Quebec (22 Sep 1100(+1)1500); Charlottetown, Prince Edward Island (25 Sep 0700-1600); Portland, Maine (27 Sep 0900-2000); Boston, Massachusetts (28 Sep a0700) >>port loads
From Sat 19 Sep 2026
(To Sat 26 Sep 2026)
7 Night Canada & New England: Maine, Maritimes & Montreal
Ship Volendam

More details at
More details for 7 Night Canada & New England: Maine, Maritimes & Montreal at Holland America Line
Cruise Prices      Inside $1454 Ocean View $1554 Lanai SOLD OUT Vista Suite SOLD OUT Neptune Suite SOLD OUT

Cruise Itinerary: Boston, Massachusetts (19 Sep d1500); Eastport, Maine (20 Sep 0700-1400); Halifax, Nova Scotia (21 Sep); Sydney, Nova Scotia (22 Sep); Charlottetown, Prince Edward Island (23 Sep); Quebec City, Quebec (25 Sep); Montreal, Quebec (26 Sep) >>port loads
From Sat 19 Sep 2026
(To Sat 26 Sep 2026)
7 Night Canada & New England: Unesco Sites & Quebecois Nights
Ship Zuiderdam

More details at
More details for 7 Night Canada & New England: Unesco Sites & Quebecois Nights at Holland America Line
Cruise Prices      Inside $1339 Ocean View $1469 Verandah $2269 Signature Suite $3044 Neptune Suite $4519

Cruise Itinerary: Boston, Massachusetts (19 Sep d1500); Halifax, Nova Scotia (20 Sep 1400(+1)1800); Sydney, Nova Scotia (22 Sep 1000-2000); Charlottetown, Prince Edward Island (23 Sep 1000-2300); Quebec City, Quebec (26 Sep a0700) >>port loads
From Sat 19 Sep 2026
(To Sat 3 Oct 2026)
14 Night Canada & New England: Unesco Sites & Nights Collector
Ship Zuiderdam

More details at
More details for 14 Night Canada & New England: Unesco Sites & Nights Collector at Holland America Line
Cruise Prices      Inside $2634 Ocean View $2854 Verandah $4324 Signature Suite $6164 Neptune Suite $8594

Cruise Itinerary: Boston, Massachusetts (19 Sep d1500); Halifax, Nova Scotia (20 Sep 1400(+1)1800); Sydney, Nova Scotia (22 Sep 1000-2000); Charlottetown, Prince Edward Island (23 Sep 1000-2300); Quebec City, Quebec (26 Sep 0700-2100); Saguenay, Quebec (27 Sep 0800-1700); Iles de la Madeleine, Quebec (29 Sep 0800-1700); Charlottetown, Prince Edward Island (30 Sep 0700-1700); Portland, Maine (02 Oct 1230-2200); Boston, Massachusetts (03 Oct a0700) >>port loads
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