Port of Boston schedule
Cruises from Boston in September 2027
We have 19 sailings from Boston in September 2027, on seven ships. You'll find Caribbean Princess, Celebrity Silhouette, Norwegian Breakaway, Oceania Vista, Star Pride, Volendam, and Zuiderdam on the list.
The shortest is 7 nights and the longest 25. They head to Canada and New England.
Fares start at $839 per person as of November 3, 2026, for Norwegian Breakaway on Sun, Sep 5, 2027. We build this list from the sailings on sale through Cruisebound, check each one against CruiseTimetables, and take the ports from that sailing's own page. Sailings whose ports we couldn't confirm are left out.
- Departures
- 19
- Ships
- 7
- Length
- 7 to 25 nights
- From
- $839
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| Departs | Ship | Line | Nights | Itinerary & ports | From |
|---|---|---|---|---|---|
Thu, Sep 2, 2027 back Mon, Sep 13, 2027 | Celebrity Silhouette | Celebrity Cruises | 11 | 11-Night Boston, Maine & Canada Calls at Rockland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Portland (Maine) | |
Sat, Sep 4, 2027 ends Sat, Sep 11, 2027 | Zuiderdam | Holland America Line | 7 | 7-Night Canada and New England Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) Ends in Quebec City (Quebec) | |
Sat, Sep 4, 2027 back Sat, Sep 18, 2027 | Zuiderdam | Holland America Line | 14 | 14-Night Canada and New England Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Sydney (Nova Scotia) · Halifax (Nova Scotia) · Portland (Maine) | |
Sun, Sep 5, 2027 back Sun, Sep 12, 2027 | Norwegian Breakaway | Norwegian Cruise Line | 7 | 7-Night Canada and New England Calls at Portland (Maine) · Eastport (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) | Lowest fare shown |
Tue, Sep 7, 2027 ends Fri, Sep 17, 2027 | Caribbean Princess | Princess Cruises | 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) | |
Sun, Sep 12, 2027 back Sun, Sep 19, 2027 | Norwegian Breakaway | Norwegian Cruise Line | 7 | 7-Night Canada and New England Calls at Portland (Maine) · Saint John (New Brunswick) · Sydney (Nova Scotia) · Halifax (Nova Scotia) | |
Mon, Sep 13, 2027 back Fri, Sep 24, 2027 | Celebrity Silhouette | Celebrity Cruises | 11 | 11-Night Boston, Maine & Canada Calls at Rockland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec) · Portland (Maine) | |
Thu, Sep 16, 2027 ends Mon, Sep 27, 2027 | Star Pride | Windstar Cruises | 11 | 11-Night Canada Calls at Portland (Maine) · Bar Harbor (Maine) · Halifax (Nova Scotia) · Charlottetown (Prince Edward Island) · Gaspé (Quebec) · Quebec City (Quebec) Ends in Montreal (Quebec) | |
Thu, Sep 16, 2027 ends Mon, Oct 11, 2027 | Star Pride | Windstar Cruises | 25 | 25-Night Canada Calls at Portland (Maine) · Bar Harbor (Maine) · Halifax (Nova Scotia) · Charlottetown (Prince Edward Island) · Gaspé (Quebec) · Quebec City (Quebec) · Montreal (Quebec) · Tadoussac (Quebec) · Saguenay (Quebec) · Cap-aux-Meules (Quebec) · Saint-Pierre (Saint-Pierre and Miquelon) · St. John's (Newfoundland) · St. Anthony (Newfoundland) · Red Bay (Labrador) · Bonne Bay (Newfoundland) · Havre-Saint-Pierre (Quebec) · Quebec City (Quebec) Ends in Montreal (Quebec) | |
Sat, Sep 18, 2027 back Sat, Sep 25, 2027 | Volendam | Holland America Line | 7 | 7-Night Canada and New England Calls at Eastport (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Portland (Maine) | |
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Sat, Sep 18, 2027 back Sat, Sep 25, 2027 | Zuiderdam | Holland America Line | 7 | 7-Night Canada and New England Calls at Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Portland (Maine) | |
Sun, Sep 19, 2027 back Sun, Sep 26, 2027 | Norwegian Breakaway | Norwegian Cruise Line | 7 | 7-Night Canada and New England Calls at Eastport (Maine) · Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) | |
Fri, Sep 24, 2027 back Tue, Oct 5, 2027 | Celebrity Silhouette | Celebrity Cruises | 11 | 11-Night Boston, Maine & Canada Calls at Rockland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Portland (Maine) | |
Sat, Sep 25, 2027 ends Sat, Oct 2, 2027 | Volendam | Holland America Line | 7 | 7-Night Canada and New England Calls at Eastport (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec) Ends in Montreal (Quebec) | |
Sat, Sep 25, 2027 ends Sat, Oct 2, 2027 | Zuiderdam | Holland America Line | 7 | 7-Night Canada and New England Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) Ends in Quebec City (Quebec) | |
Sat, Sep 25, 2027 back Sat, Oct 9, 2027 | Zuiderdam | Holland America Line | 14 | 14-Night Canada and New England Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Sydney (Nova Scotia) · Halifax (Nova Scotia) · Portland (Maine) | |
Sun, Sep 26, 2027 back Sun, Oct 3, 2027 | Norwegian Breakaway | Norwegian Cruise Line | 7 | 7-Night Canada and New England Calls at Eastport (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Portland (Maine) | |
Tue, Sep 28, 2027 ends Fri, Oct 8, 2027 | Caribbean Princess | Princess Cruises | 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) | |
Wed, Sep 29, 2027 ends Sun, Oct 10, 2027 | Oceania Vista | Oceania Cruises | 11 | 11-Night Canada Calls at Portland (Maine) · Bay of Fundy (Canada) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Havre-Saint-Pierre (Quebec) · Sept-Iles (Quebec) · Quebec City (Quebec) Ends in Montreal (Quebec) | |
- SEP2
Thursday · 11 nights
11-Night Boston, Maine & Canada
Celebrity Silhouette · Celebrity Cruises
Calls at Rockland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Portland (Maine)
Returns Mon, Sep 13, 2027
- SEP4
Saturday · 7 nights
7-Night Canada and New England
Zuiderdam · Holland America Line
Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island)
Ends in Quebec City (Quebec)
Ends Sat, Sep 11, 2027 in Quebec City
- SEP4
Saturday · 14 nights
14-Night Canada and New England
Zuiderdam · Holland America Line
Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Sydney (Nova Scotia) · Halifax (Nova Scotia) · Portland (Maine)
Returns Sat, Sep 18, 2027
- SEP5
Sunday · 7 nights
7-Night Canada and New England
Norwegian Breakaway · Norwegian Cruise Line
Calls at Portland (Maine) · Eastport (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia)
Returns Sun, Sep 12, 2027
Lowest fare shown
- SEP7
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
- SEP12
Sunday · 7 nights
7-Night Canada and New England
Norwegian Breakaway · Norwegian Cruise Line
Calls at Portland (Maine) · Saint John (New Brunswick) · Sydney (Nova Scotia) · Halifax (Nova Scotia)
Returns Sun, Sep 19, 2027
- SEP13
Monday · 11 nights
11-Night Boston, Maine & Canada
Celebrity Silhouette · Celebrity Cruises
Calls at Rockland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec) · Portland (Maine)
Returns Fri, Sep 24, 2027
- SEP16
Thursday · 11 nights
11-Night Canada
Calls at Portland (Maine) · Bar Harbor (Maine) · Halifax (Nova Scotia) · Charlottetown (Prince Edward Island) · Gaspé (Quebec) · Quebec City (Quebec)
Ends in Montreal (Quebec)
Ends Mon, Sep 27, 2027 in Montreal
- SEP16
Thursday · 25 nights
25-Night Canada
Calls at Portland (Maine) · Bar Harbor (Maine) · Halifax (Nova Scotia) · Charlottetown (Prince Edward Island) · Gaspé (Quebec) · Quebec City (Quebec) · Montreal (Quebec) · Tadoussac (Quebec) · Saguenay (Quebec) · Cap-aux-Meules (Quebec) · Saint-Pierre (Saint-Pierre and Miquelon) · St. John's (Newfoundland) · St. Anthony (Newfoundland) · Red Bay (Labrador) · Bonne Bay (Newfoundland) · Havre-Saint-Pierre (Quebec) · Quebec City (Quebec)
Ends in Montreal (Quebec)
Ends Mon, Oct 11, 2027 in Montreal
- SEP18
Saturday · 7 nights
7-Night Canada and New England
Volendam · Holland America Line
Calls at Eastport (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Portland (Maine)
Returns Sat, Sep 25, 2027
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- SEP18
Saturday · 7 nights
7-Night Canada and New England
Zuiderdam · Holland America Line
Calls at Saint John (New Brunswick) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Portland (Maine)
Returns Sat, Sep 25, 2027
- SEP19
Sunday · 7 nights
7-Night Canada and New England
Norwegian Breakaway · Norwegian Cruise Line
Calls at Eastport (Maine) · Portland (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia)
Returns Sun, Sep 26, 2027
- SEP24
Friday · 11 nights
11-Night Boston, Maine & Canada
Celebrity Silhouette · Celebrity Cruises
Calls at Rockland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Portland (Maine)
Returns Tue, Oct 5, 2027
- SEP25
Saturday · 7 nights
7-Night Canada and New England
Volendam · Holland America Line
Calls at Eastport (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec)
Ends in Montreal (Quebec)
Ends Sat, Oct 2, 2027 in Montreal
- SEP25
Saturday · 7 nights
7-Night Canada and New England
Zuiderdam · Holland America Line
Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island)
Ends in Quebec City (Quebec)
Ends Sat, Oct 2, 2027 in Quebec City
- SEP25
Saturday · 14 nights
14-Night Canada and New England
Zuiderdam · Holland America Line
Calls at Portland (Maine) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Quebec City (Quebec) · Charlottetown (Prince Edward Island) · Sydney (Nova Scotia) · Halifax (Nova Scotia) · Portland (Maine)
Returns Sat, Oct 9, 2027
- SEP26
Sunday · 7 nights
7-Night Canada and New England
Norwegian Breakaway · Norwegian Cruise Line
Calls at Eastport (Maine) · Saint John (New Brunswick) · Halifax (Nova Scotia) · Portland (Maine)
Returns Sun, Oct 3, 2027
- SEP28
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
- SEP29
Wednesday · 11 nights
11-Night Canada
Oceania Vista · Oceania Cruises
Calls at Portland (Maine) · Bay of Fundy (Canada) · Halifax (Nova Scotia) · Sydney (Nova Scotia) · Charlottetown (Prince Edward Island) · Havre-Saint-Pierre (Quebec) · Sept-Iles (Quebec) · Quebec City (Quebec)
Ends in Montreal (Quebec)
Ends Sun, Oct 10, 2027 in Montreal
Our guide to the Boston cruise season covers which months ships sail from Boston, what goes where in each, and fall foliage sailings.
