Cruises from Boston, Massachusetts during October 2026

Showing 1 to 10 of total 11
From Sat 3 Oct 2026
(To Sat 10 Oct 2026)
7 Night Canada & New England Circle: New Brunswick
Ship Zuiderdam

More details at
More details for 7 Night Canada & New England Circle: New Brunswick at Holland America Line
Cruise Prices      Inside $1429 Ocean View $1514 Verandah $2379 Signature Suite $3114 Neptune Suite $4614

Cruise Itinerary: Boston, Massachusetts (03 Oct d1500); Eastport, Maine (04 Oct 1000-1800); Saint John, New Brunswick (05 Oct 0700-1500); Halifax, Nova Scotia (06 Oct 0800-1700); Sydney, Nova Scotia (07 Oct 0900-1900); Portland, Maine (09 Oct 0800-1700); Boston, Massachusetts (10 Oct a0700) >>port loads
From Sun 4 Oct 2026
(To Sun 11 Oct 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 $1109 Oceanview $1569 Balcony $2169 Club Balcony Suite $2449 The Haven $4539

Cruise Itinerary: Boston, Massachusetts (04 Oct d1600); Portland, Maine (06 Oct 0800-1700); Bar Harbor, Maine (07 Oct 0800-1700); Saint John, New Brunswick (08 Oct 0800-1600); Halifax, Nova Scotia (09 Oct 1000-2000); Boston, Massachusetts (11 Oct a0800) >>port loads
From Fri 9 Oct 2026
(To Tue 20 Oct 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 $2372 Balcony $3520

Cruise Itinerary: Boston, Massachusetts (09 Oct d1800); Rockland, Maine (10 Oct 0700-1600); Halifax, Nova Scotia (11 Oct 1030-1800); Sydney, Nova Scotia (12 Oct 1000-1900); Quebec City, Quebec (14 Oct 1100(+1)1500); Charlottetown, Prince Edward Island (17 Oct 0700-1600); Portland, Maine (19 Oct 0900-2000); Boston, Massachusetts (20 Oct a0700) >>port loads
From Fri 9 Oct 2026
(To Fri 16 Oct 2026)
7 Night North America & Canada - Boston To Montreal
Ship Crystal Symphony

More details at
More details for 7 Night North America & Canada - Boston To Montreal at Crystal Cruises
Cruise Prices      From $5,500

Cruise Itinerary: Boston, Massachusetts (09 Oct d1900); Yarmouth, Nova Scotia (10 Oct 1100-2000); Halifax, Nova Scotia (11 Oct 0900-1700); Sydney, Nova Scotia (12 Oct 0900-1800); Charlottetown, Prince Edward Island (13 Oct 0800-1600); Quebec City, Quebec (15 Oct 0900-1900); Montreal, Quebec (16 Oct a0700) >>port loads
From Sat 10 Oct 2026
(To Sat 17 Oct 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 $1384 Ocean View $1484 Verandah $2449 Signature Suite $3084 Neptune Suite $4584

Cruise Itinerary: Boston, Massachusetts (10 Oct d1600); Portland, Maine (11 Oct 0700-1300); Halifax, Nova Scotia (12 Oct 1000-1800); Sydney, Nova Scotia (13 Oct 1000-2000); Charlottetown, Prince Edward Island (14 Oct 1000-2300); Quebec City, Quebec (17 Oct a0700) >>port loads
From Sun 11 Oct 2026
(To Sun 18 Oct 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 $1059 Oceanview $1569 Balcony $2169 Club Balcony Suite $2399 The Haven $4699

Cruise Itinerary: Boston, Massachusetts (11 Oct d1600); Portland, Maine (13 Oct 0800-1700); Bar Harbor, Maine (14 Oct 0800-1700); Saint John, New Brunswick (15 Oct 0800-1600); Halifax, Nova Scotia (16 Oct 1000-2000); Boston, Massachusetts (18 Oct a0800) >>port loads
From Tue 13 Oct 2026
(To Fri 23 Oct 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 $1,199 Balcony $3,199 Mini-Suite $3,449 Suite $6,049

Cruise Itinerary: Boston, Massachusetts (13 Oct d1600); Saint John, New Brunswick (15 Oct 0800-1800); Halifax, Nova Scotia (17 Oct 0700-1600); Sydney, Nova Scotia (18 Oct 0900-1800); Charlottetown, Prince Edward Island (19 Oct 0800-1700); Saguenay, Quebec (21 Oct 0800-1800); Quebec City, Quebec (22 Oct a0900(+1)disembark) >>port loads
From Sun 18 Oct 2026
(To Sun 25 Oct 2026)
7 Night Bermuda Round-Trip Boston: Halifax & Bermuda
Ship Norwegian Breakaway

More details at
More details for 7 Night Bermuda Round-Trip Boston: Halifax & Bermuda at Norwegian Cruise Line
Cruise Prices      Inside $929 Oceanview $1129 Balcony $1419 Club Balcony Suite $1579 The Haven $3959

Cruise Itinerary: Boston, Massachusetts (18 Oct d1600); Halifax, Nova Scotia (20 Oct 0700-1530); Kings Wharf, Bermuda (22 Oct 0900(+1)1500); Boston, Massachusetts (25 Oct a0800) >>port loads
From Tue 20 Oct 2026
(To Fri 30 Oct 2026)
10 Night Boston to Fort Lauderdale
Ship Celebrity Silhouette

More details at
More details for 10 Night Boston to Fort Lauderdale at Celebrity Cruises
Cruise Prices      Interior $990 Balcony $2363 Deluxe $5496

Cruise Itinerary: Boston, Massachusetts (20 Oct d1800); Willemstad, Curacao (25 Oct 0800-1800); Kralendijk, Bonaire (26 Oct 0800-1800); Oranjestad, Aruba (27 Oct 0700-1700); Fort Lauderdale, Florida (30 Oct a0700) >>port loads
From Tue 20 Oct 2026
(To Wed 28 Oct 2026)
8 Night Bermuda Bliss
Ship Star Pride

More details at
More details for 8 Night Bermuda Bliss at Windstar Cruises
Cruise Prices      From $2,399

Cruise Itinerary: Boston, Massachusetts (20 Oct d1700); Hamilton, Bermuda (23 Oct 0845(+1)0700); St George, Bermuda (24 Oct 1000(+1)0700); San Juan, Puerto Rico (28 Oct a0700) >>port loads
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