2027 Cruise Calendar

Every Major Cruise Leaving Boston in 2027

Q: Does Cunard have a Boston departure in 2027?

A currently published Cunard cruise beginning in Boston in 2027 has not been verified as of October 2, 2026. Visiting Boston as a port of call is not the same as beginning a cruise there.

My full, continually reviewed calendar of every commercial cruise currently published as departing from Boston, Massachusetts in 2027.

Jump to the full calendar Fall & October sailings

This schedule was last reviewed on October 2, 2026. Cruise lines can add, cancel, or change sailings, so dates and itineraries should always be confirmed before making travel arrangements.

On this page

At a Glance Norwegian Celebrity Holland America Princess American Cruise Lines Full 2027 Calendar Fall & October Which to Choose FAQ

The overview

Boston Cruises 2027: Every Ship and Sailing Leaving Boston

Looking for a cruise you can take from Boston in 2027? This is the complete list of currently published commercial cruises scheduled to begin in Boston, Massachusetts.

You do not have to fly to Florida or New York to take a great cruise. In 2027, travelers can sail directly from Boston to Bermuda, the Canadian Maritimes, Quebec, coastal New England, and New York. The options range from Norwegian Cruise Line’s weekly seven-night cruises aboard Norwegian Breakaway to smaller coastal voyages with American Cruise Lines, destination-focused Canada and New England itineraries with Holland America Line, fall sailings aboard Celebrity Silhouette, and an October Canada and New England departure aboard Caribbean Princess.

At a Glance: Cruises Leaving Boston in 2027

Currently published Boston departures include:

Norwegian Cruise Line: Bermuda and Canada and New England
Celebrity Cruises: Canada and New England plus repositioning sailings to Fort Lauderdale
Holland America Line: Montreal, Quebec City, Canada and New England
Princess Cruises: Canada and New England from Boston to Quebec City
American Cruise Lines: Cape Cod, coastal New England, New York and Grand New England voyages

Tap any departure date and I will send you current pricing for that sailing. Most large-ship cruises depart from Flynn Cruiseport Boston in the Seaport. Small coastal ships may use a different Boston-area dock, which will be confirmed in each passenger’s final cruise documents.

The biggest schedule

Every Norwegian Cruise Line Sailing From Boston in 2027

Norwegian Cruise Line has the largest 2027 Boston cruise schedule currently available. Norwegian Breakaway is scheduled to operate weekly seven-night round-trip cruises from April through October. Most spring and summer departures visit Bermuda, while late-August through mid-October sailings focus on Canada and New England.

Norwegian Breakaway: Bermuda Cruises

Departure date	Length	Ship	Itinerary	Ends in
April 18, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
April 25, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
May 2, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
May 9, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
May 16, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
May 23, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
May 30, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
June 6, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
June 13, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
June 20, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
June 27, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
July 4, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
July 11, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
July 18, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
July 25, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
August 1, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
August 8, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
August 15, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
August 22, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
October 24, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston
October 31, 2027	7 nights	Norwegian Breakaway	Bermuda	Boston

Norwegian’s Bermuda itineraries generally include an extended stay at Royal Naval Dockyard. Some departures may also include an additional port, such as Halifax, depending on the specific sailing. Because the itinerary details are not identical on every date, travelers should compare the full port schedule rather than assuming every seven-night Bermuda cruise follows the same route. If you are weighing which of these dates to pick, my guide to the best time to cruise to Bermuda from Boston compares the water temperature month by month.

Norwegian Breakaway: Canada and New England Cruises

Departure date	Length	Ship	Itinerary	Ends in
August 29, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston
September 5, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston
September 12, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston
September 19, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston
September 26, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston
October 3, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston
October 10, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston
October 17, 2027	7 nights	Norwegian Breakaway	Canada & New England	Boston

Ports vary by departure, but published itineraries include combinations of Portland, Eastport, Saint John, Halifax and Sydney. These cruises are especially popular during the fall foliage season. September and October sailings can sell quickly, particularly in balcony cabins and accommodations that hold three or four guests.

Itinerary update: Norwegian has revised the October 3, 2027 Canada and New England sailing. Portland, Maine has been removed and replaced with Sydney, Nova Scotia, and the remaining port days have been rearranged. The cruise still departs round-trip from Boston and returns on October 10, 2027. Because Norwegian adjusts port calls from time to time based on availability, always confirm the current port schedule for your specific departure date.

What Norwegian Breakaway Is Best For

Norwegian Breakaway is generally the best fit for travelers who want:

A casual, flexible cruise experience
Plenty of restaurants and entertainment
A ship with activities for adults, teens and children
A seven-night round-trip itinerary
A cruise that does not require a flight
More departure dates from which to choose

It is also one of the easiest Boston options for families and multigenerational groups because of the number of weekly sailings and variety of cabin categories.

Premium fall cruising

Every Celebrity Cruises Sailing From Boston in 2027

Celebrity Cruises has five currently published Boston departures in fall 2027. Celebrity Silhouette operates three 11-night round-trip Boston, Maine and Canada sailings in September, followed by a 10-night repositioning cruise to Fort Lauderdale in October. Celebrity Summit also departs Boston for Fort Lauderdale on a nine-night sailing later in October.

Celebrity Silhouette: Boston, Maine & Canada

Departure date	Length	Ship	Itinerary	Ends in
September 2, 2027	11 nights	Celebrity Silhouette	Boston, Maine & Canada	Boston
September 13, 2027	11 nights	Celebrity Silhouette	Boston, Maine & Canada	Boston
September 24, 2027	11 nights	Celebrity Silhouette	Boston, Maine & Canada	Boston

These round-trip sailings are built around the fall Canada and New England season. Celebrity’s published itinerary includes ports such as Rockland, Halifax, Sydney, Quebec City, Charlottetown and Portland, with an overnight stay in Quebec City on the itinerary currently published by Celebrity.

Celebrity: Boston to Fort Lauderdale

Departure date	Length	Ship	Itinerary	Ends in
October 16, 2027	10 nights	Celebrity Silhouette	Boston to Fort Lauderdale via Aruba, Curaçao and Bonaire	Fort Lauderdale
October 20, 2027	9 nights	Celebrity Summit	Boston to Fort Lauderdale via the Caribbean	Fort Lauderdale

What Celebrity Is Best For

Celebrity is worth considering if you want:

A more polished, adult-oriented large-ship experience
A fall Canada and New England itinerary with more time than a typical seven-night cruise
A round-trip Boston sailing aboard Celebrity Silhouette
A one-way repositioning cruise that combines Boston with warmer-weather ports
Strong dining, service and onboard spaces without the high-energy attractions of the largest family-focused ships

Celebrity is especially useful to have in the 2027 Boston mix because it adds both longer round-trip fall itineraries and unusual one-way options to Fort Lauderdale.

I sailed Celebrity Beyond twice, once as a couple and once with our teenagers. My honest take on Celebrity covers who the line suits and who I would point toward a different one.

Destination focused

Every Holland America Line Sailing From Boston in 2027

Holland America’s Boston schedule is much smaller than Norwegian’s, but its itineraries place more emphasis on the destination. These cruises are particularly appealing to travelers who want a quieter ship, a traditional cruise experience and more time exploring Canada and New England.

Volendam Departures

Departure date	Length	Ship	Itinerary	Ends in
June 19, 2027	7 nights	Volendam	Boston to Montreal	Montreal
June 19, 2027	14 nights	Volendam	Round-trip Canada and New England	Boston

The 14-night voyage combines the Boston-to-Montreal sailing with the ship’s return journey to Boston. It is one physical departure from Boston, but it can be booked as either a seven-night one-way cruise or a longer round-trip itinerary.

Zuiderdam Departures

Departure date	Length	Ship	Itinerary	Ends in
September 4, 2027	7 nights	Zuiderdam	Boston to Quebec City	Quebec City
September 4, 2027	14 nights	Zuiderdam	Round-trip Canada and New England	Boston
September 18, 2027	7 nights	Zuiderdam	Round-trip Canada and New England	Boston
September 25, 2027	7 nights	Zuiderdam	Boston to Quebec City	Quebec City
September 25, 2027	14 nights	Zuiderdam	Round-trip Canada and New England	Boston
October 9, 2027	7 nights	Zuiderdam	Boston to Quebec City	Quebec City

As with Volendam, some Holland America departures can be purchased either as a seven-night segment or as part of a longer combined itinerary. Ports vary by date and may include destinations such as Bar Harbor, Portland, Halifax, Sydney, Charlottetown, Saguenay and Quebec City.

What Holland America Is Best For

Holland America is generally a good choice for travelers who prioritize:

Destination-focused itineraries
A quieter onboard atmosphere
Traditional cruise service
Live music and enrichment
Scenic cruising
One-way itineraries that include Montreal or Quebec City

These sailings tend to attract more adults than families with young children, although children are permitted onboard.

One October departure

Princess Cruises From Boston in 2027

Princess Cruises currently shows one 2027 cruise beginning in Boston: a 10-day Classic Canada & New England itinerary aboard Caribbean Princess on October 19.

Departure date	Length	Ship	Itinerary	Ends in
October 19, 2027	10 days	Caribbean Princess	Classic Canada & New England	Quebec City

The published itinerary travels from Boston through Portland, Saint John, Halifax, Sydney, Charlottetown and Saguenay before ending in Quebec City. It gives travelers another longer fall option from Boston and is particularly relevant for anyone who wants to combine a New England and Canadian cruise with time in Quebec City after the sailing.

What Princess Is Best For

Caribbean Princess is worth comparing if you want a traditional premium cruise experience, a longer Canada and New England itinerary, and a one-way Boston-to-Quebec City route during the heart of the fall season.

Small-ship coastal

Every American Cruise Lines Sailing From Boston in 2027

American Cruise Lines operates small-ship coastal cruises rather than traditional large ocean cruises. Its ships generally carry roughly 90 to 130 guests and visit smaller New England ports that cannot accommodate ships the size of Norwegian Breakaway or Zuiderdam. The experience is quieter, more inclusive and considerably more expensive than a mainstream cruise.

American Cruise Lines publishes some of its schedule as cruise-and-land packages. The displayed trip length can therefore include a hotel night or other land-based component in addition to the nights spent aboard the ship. Departure dates and night counts are also refined as the season approaches, so confirm the current details on the cruise line’s website before booking.

Cape Codder Cruises

The Cape Codder is a round-trip Boston itinerary visiting coastal Massachusetts destinations. Depending on the departure, ports may include Gloucester, Plymouth, Martha’s Vineyard, Falmouth, New Bedford and Provincetown. Currently published 2027 departures include:

Departure date	Published trip length	Itinerary	Ends in
May 11, 2027	9 days / 8 nights	Cape Codder	Boston
May 18, 2027	9 days / 8 nights	Cape Codder	Boston
May 25, 2027	9 days / 8 nights	Cape Codder	Boston
July 30, 2027	9 days / 8 nights	Cape Codder	Boston
August 6, 2027	9 days / 8 nights	Cape Codder	Boston
August 13, 2027	9 days / 8 nights	Cape Codder	Boston
August 20, 2027	9 days / 8 nights	Cape Codder	Boston
August 27, 2027	9 days / 8 nights	Cape Codder	Boston

The July 30 departure is expected to be the inaugural cruise of American Navigator, a new Patriot-class coastal ship.

Grand New England Cruises

The Grand New England itinerary is a longer round-trip voyage from Boston. It combines ports along the Maine coast with destinations elsewhere in New England. Currently published Boston departures include:

Departure date	Published trip length	Itinerary	Ends in
June 4, 2027	16 days / 15 nights	Grand New England	Boston
August 14, 2027	15-night cruise-and-land program	Grand New England	Boston
August 28, 2027	15-night cruise-and-land program	Grand New England	Boston
September 11, 2027	15-night cruise-and-land program	Grand New England	Boston
September 25, 2027	15-night cruise-and-land program	Grand New England	Boston
October 9, 2027	15-night cruise-and-land program	Grand New England	Boston

American Cruise Lines uses both cruise-only and cruise-and-land descriptions for these programs. Confirm the exact embarkation date, included hotel nights and number of nights aboard the ship before comparing one departure with another.

Northeast Harbors Cruise

Departure date	Published trip length	Itinerary	Ends in
May 21, 2027	9 days / 8 nights	Boston to New York	New York City

This one-way coastal itinerary connects Boston and New York while visiting smaller ports along the New England coast.

What American Cruise Lines Is Best For

American Cruise Lines is best suited to travelers who want:

A small ship with fewer than 150 passengers
Domestic coastal cruising
Smaller ports and locally focused excursions
A slower, quieter experience
Spacious accommodations
More inclusions than a typical mainstream cruise
An itinerary that does not require international travel

It is not directly comparable to Norwegian, Royal Caribbean or Celebrity. The ships, pricing, onboard experience and target traveler are very different.

Month by month

Complete 2027 Boston Cruise Calendar

This chronological calendar makes it easier to see every currently published departure together. Tap any departure date and I will send you current pricing for that sailing.

Planning the logistics too? See my Boston cruise parking guide and hotels near the Boston cruise port. If Bermuda is the goal, you can also see my April 2027 Boston to Bermuda sailing guide.

April 2027

Date	Cruise line	Ship	Itinerary
April 18	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
April 25	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda

May 2027

Date	Cruise line	Ship	Itinerary
May 2	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
May 9	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
May 11	American Cruise Lines	Varies by departure	Cape Codder
May 16	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
May 18	American Cruise Lines	Varies by departure	Cape Codder
May 21	American Cruise Lines	Varies by departure	Northeast Harbors to New York
May 23	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
May 25	American Cruise Lines	Varies by departure	Cape Codder
May 30	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda

June 2027

Date	Cruise line	Ship	Itinerary
June 4	American Cruise Lines	Varies by departure	Grand New England
June 6	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
June 13	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
June 19	Holland America Line	Volendam	7-night Boston to Montreal or 14-night round trip
June 20	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
June 27	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda

July 2027

Date	Cruise line	Ship	Itinerary
July 4	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
July 11	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
July 18	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
July 25	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
July 30	American Cruise Lines	American Navigator	Cape Codder

August 2027

Date	Cruise line	Ship	Itinerary
August 1	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
August 6	American Cruise Lines	American Navigator	Cape Codder
August 8	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
August 13	American Cruise Lines	American Navigator	Cape Codder
August 14	American Cruise Lines	American Pioneer	Grand New England program
August 15	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
August 20	American Cruise Lines	American Navigator	Cape Codder
August 22	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
August 27	American Cruise Lines	American Navigator	Cape Codder
August 28	American Cruise Lines	American Pioneer	Grand New England program
August 29	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England

September 2027

Date	Cruise line	Ship	Itinerary
September 2	Celebrity Cruises	Celebrity Silhouette	11-night Boston, Maine & Canada, round trip
September 4	Holland America Line	Zuiderdam	7-night to Quebec City or 14-night round trip
September 5	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England
September 11	American Cruise Lines	American Pioneer	Grand New England program
September 12	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England
September 13	Celebrity Cruises	Celebrity Silhouette	11-night Boston, Maine & Canada, round trip
September 18	Holland America Line	Zuiderdam	7-night round-trip Canada and New England
September 19	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England
September 24	Celebrity Cruises	Celebrity Silhouette	11-night Boston, Maine & Canada, round trip
September 25	Holland America Line	Zuiderdam	7-night to Quebec City or 14-night round trip
September 25	American Cruise Lines	American Pioneer	Grand New England program
September 26	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England

October 2027

Date	Cruise line	Ship	Itinerary
October 3	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England (revised ports: Sydney replaces Portland)
October 9	Holland America Line	Zuiderdam	7-night Boston to Quebec City
October 9	American Cruise Lines	American Pioneer	Grand New England program
October 10	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England
October 16	Celebrity Cruises	Celebrity Silhouette	10-night Boston to Fort Lauderdale via Aruba, Curaçao and Bonaire
October 17	Norwegian Cruise Line	Norwegian Breakaway	7-night Canada and New England
October 19	Princess Cruises	Caribbean Princess	10-day Classic Canada & New England to Quebec City
October 20	Celebrity Cruises	Celebrity Summit	9-night Boston to Fort Lauderdale via the Caribbean
October 24	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda
October 31	Norwegian Cruise Line	Norwegian Breakaway	7-night Bermuda

Match the ship to your trip

Which Boston Cruise Should You Choose?

The best cruise depends on much more than the departure date.

Choose if you want big-ship variety

Norwegian Breakaway

You want a traditional large cruise ship with entertainment, multiple restaurants, nightlife, family activities and a relatively wide range of prices. Norwegian also gives you the most Boston departure dates to choose from.

See the Norwegian sailings →

Choose if you want a premium fall sailing

Celebrity Cruises

You want a more polished large-ship experience, strong dining and service, and a longer fall itinerary. Celebrity adds both round-trip Canada and New England cruises and one-way repositioning options to Fort Lauderdale.

See the Celebrity sailings →

Choose if the destination comes first

Holland America

You care more about the ports, scenery and onboard atmosphere than high-energy entertainment. Holland America’s one-way Quebec and Montreal itineraries are especially appealing when the journey itself is the priority.

See the Holland America sailings →

Choose if you want Boston to Quebec City

Princess Cruises

You want a traditional premium cruise experience and a longer October itinerary ending in Quebec City. With only one currently published Boston departure, the date needs to fit your schedule.

See the Princess sailing →

Choose if you prefer small ships

American Cruise Lines

You want a small, quiet ship and are willing to pay considerably more for a coastal experience with fewer passengers and more inclusions. This is the most specialized option and is generally best for travelers who already know they prefer small ships.

See the American Cruise Lines sailings →

Questions

Frequently Asked Questions About Cruises From Boston in 2027

Which cruise line has the most Boston departures in 2027?+

Norwegian Cruise Line has the most currently published departures. Norwegian Breakaway is scheduled to sail from Boston almost every Sunday from April 18 through October 31, 2027.

Are there cruises from Boston to Bermuda in 2027?+

Yes. Norwegian Breakaway has numerous seven-night Bermuda cruises scheduled from April through August, followed by two additional departures on October 24 and October 31.

Are there fall foliage cruises from Boston?+

Yes. Norwegian, Celebrity, Holland America and Princess all have Canada and New England departures from Boston during September or October. The timing of peak foliage varies from year to year and by location. A cruise marketed for fall foliage cannot guarantee that every port will be at peak color during a particular week.

Can I cruise from Boston to Quebec City or Montreal?+

Yes. Holland America offers one-way cruises from Boston to Quebec City and Montreal, along with select round-trip combinations. Because these are not closed-loop cruises, passport and transportation requirements are different from those of a round-trip Boston sailing.

Are there round-trip cruises from Boston?+

Yes. Most Norwegian departures are round trip. Celebrity Silhouette has three 11-night round-trip Boston, Maine and Canada sailings in September. Holland America also has select round-trip Canada and New England options, and American Cruise Lines offers several round-trip coastal itineraries.

Does Royal Caribbean sail from Boston in 2027?+

Royal Caribbean operates cruises from Boston in some seasons, but I could not verify a currently published Royal Caribbean cruise beginning in Boston during 2027 as of July 21, 2026. A general cruises-from-Boston page on a cruise line’s website does not necessarily mean that line has a bookable departure during the specific year being researched.

Does Celebrity Cruises sail from Boston in 2027?+

Yes. Celebrity currently has five published Boston departures in fall 2027: three 11-night round-trip Boston, Maine and Canada cruises aboard Celebrity Silhouette, a 10-night Celebrity Silhouette sailing from Boston to Fort Lauderdale, and a nine-night Celebrity Summit sailing from Boston to Fort Lauderdale.

Does Princess Cruises sail from Boston in 2027?+

Yes. Princess currently shows one 2027 Boston departure: Caribbean Princess on October 19, 2027 for a 10-day Classic Canada and New England cruise ending in Quebec City.

Does Cunard have a Boston departure in 2027?+

I have not verified a currently published Cunard cruise beginning in Boston in 2027. A ship visiting Boston as a port of call is not the same as a cruise that begins here.

Are these all the ships visiting Boston in 2027?+

No. This page covers cruises that begin in Boston, not every ship that visits the port. Many cruise lines call at Boston during Canada and New England itineraries without allowing passengers to begin their cruise here.

Where do cruises leave from in Boston?+

Most large cruise ships use Flynn Cruiseport Boston, also known by many locals as the Black Falcon Cruise Terminal, in Boston’s Seaport District. Small coastal ships may depart from another nearby dock. The exact embarkation location will appear in your cruise documents.

When should I book a 2027 Boston cruise?+

Book early when you need a cabin for three or four people, connecting cabins, an accessible stateroom, a suite, a specific deck or location, a school-vacation-week sailing, a fall foliage itinerary, or a lower-cost solo cabin. Waiting may still work for two adults who are flexible about the ship, date and cabin location, but the most limited accommodations often disappear first.

Work with Celeste

Planning a Cruise From Boston?

A long list of dates is helpful, but choosing the right sailing means looking at the ship, ports, time in each destination, cabin options and total vacation cost. As a Boston based travel advisor, I help clients compare the cruises leaving from Boston and narrow the choices to the two or three that genuinely fit their priorities. When you book with me, I also monitor eligible reservations for price drops and request a reprice when the cruise line’s rules allow it. You still receive the cruise line’s promotions and loyalty benefits, plus someone helping with the details before, during and after your trip.

Find My 2027 Boston Cruise Get the Free Boston Cruise Guide

Schedule and Accuracy Note

This page lists commercial overnight cruises currently published as departing from Boston in 2027. It does not include ships that only visit Boston, cruises that end in Boston but begin elsewhere, ferries, sightseeing boats, private charters or single-day harbor cruises.

Flynn Cruiseport Boston had not yet released its complete official 2027 port calendar when this page was last reviewed on October 2, 2026. The schedule will be updated as cruise lines release additional departures and the port publishes its official calendar. Cruise dates, ships, ports and itineraries remain subject to change.