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All Cruises From Boston
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November 2026 April 2027 May 2027 June 2027 July 2027 August 2027
Queen Mary 2 docked at Flynn Cruiseport Boston beside the Cruiseport Boston building, with Jewel of the Seas sailing out on the right, in October 2024

Cruises from
Boston

123 cruises from Boston over the next 24 months, each with its ports of call and a starting fare with the date we checked it. Narrow them down by date, trip length, destination, ship or fare.

Next departure Norwegian Breakaway on Sun, Nov 8, 2026

See November 2026 departures Lowest fares

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Ways to narrow down cruises from Boston

By month 24 months Find sailings that fit your dates. By trip length 7 to 35 nights Match a cruise to the days you can take off. By destination 4 regions Bermuda, Canada and New England, the Caribbean and Europe. By cruise line 10 lines Holland America Line, Celebrity, Royal Caribbean, Princess, Regent Seven Seas, Norwegian, Windstar, Seabourn, Oceania, and Azamara. By ship 14 ships Passenger numbers and each ship's schedule. By price from $60 a night The lowest starting fares, and what they cost per night.

Cruises leaving from Boston soon

All 1 in November 2026
Schedule last updated · 123 departures listed · Dates can change. Verify with the cruise line before booking.

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See all 123 departures by month Last-minute sailings

Where you can go from Boston

All destinations
Boats in the marina at the Royal Naval Dockyard, Bermuda, with the old dockyard buildings behind, in June 2014

Bermuda

40 sailings, 7 nights · from $679

Downtown Halifax, Nova Scotia, and its harbour waterfront seen from above in September 2019

Canada and New England

74 sailings, 7 to 25 nights · from $839

The Queen Emma pontoon bridge and the painted waterfront buildings of Punda in Willemstad, Curaçao, in April 2022

Caribbean and Florida

6 sailings, 9 to 17 nights · from $839

The town of Isafjordur, Iceland, below a mountainside and reflected in the fjord, in September 2019

Europe and transatlantic

3 sailings, 17 to 35 nights · from $4,734

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

Ships sailing from Boston

All ships
Norwegian Breakaway docked at the Port of New Orleans Norwegian

Norwegian Breakaway

58 sailings · next Nov 8

from $679
Volendam alongside in the port of Funchal, Madeira, in November 2025 Holland America Line

Volendam

17 sailings · next Jun 19

from $1,234
Zuiderdam off Vancouver in September 2012 Holland America Line

Zuiderdam

12 sailings · next Sep 4

from $1,314
Caribbean Princess sailing out of Dublin past the red Poolbeg lighthouse Princess

Caribbean Princess

7 sailings · next Sep 7

from $949
Jewel of the Seas Royal Caribbean

Jewel of the Seas

6 sailings · next Sep 15

from $899
Windstar's Star Pride, the former Seabourn Pride, off Bar Harbor, Maine, in October 2022, in Windstar livery with the W on her funnel and after her 2021 lengthening Windstar

Star Pride

6 sailings · next Sep 16

from $4,477
Celebrity Silhouette side-on in the port of Malaga, Spain, in September 2024, in Celebrity's dark blue hull livery Celebrity

Celebrity Silhouette

5 sailings · next Sep 2

from $913
Celebrity Summit Celebrity

Celebrity Summit

5 sailings · next Oct 20

from $904
Artist's rendering of Seven Seas Prestige at sea, not a photograph, as she has not sailed yet Regent Seven Seas

Seven Seas Prestige

2 sailings · next Sep 21

from $13,799
Azamara Quest alongside in Marseille in April 2022 Azamara

Azamara Quest

1 sailing · next Oct 4

from $4,789
The ship that becomes Oceania Aurelia, seen side-on at anchor off Saguenay, Quebec, in October 2024 with her earlier name Nautica on the bow Oceania

Oceania Aurelia

1 sailing · next Oct 4

from $7,899
Oceania Vista alongside the quay in the port of Rhodes, Greece, in September 2024 Oceania

Oceania Vista

1 sailing · next Sep 29

from $8,099
Seven Seas Grandeur under way on calm blue water in June 2024 Regent Seven Seas

Seven Seas Grandeur

1 sailing · next Oct 13

from $13,849
Seabourn Quest in the harbour of Bridgetown, Barbados, in 2014 Seabourn

Seabourn Quest

1 sailing · next Oct 16

from $8,998

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

Cruise lines sailing from Boston

All lines
Norwegian Cruise Line 58 sailings from $679 Holland America Line 29 sailings from $1,234 Celebrity Cruises 10 sailings from $904 Princess Cruises 7 sailings from $949 Royal Caribbean International 6 sailings from $899 Windstar Cruises 6 sailings from $4,477 Regent Seven Seas Cruises 3 sailings from $13,799 Oceania Cruises 2 sailings from $7,899 Seabourn 1 sailing from $8,998 Azamara 1 sailing from $4,789

When to sail from Boston

Every departure we hold, grouped by the month it leaves rather than by the year, so two years of calendar answer the question once. September carries the most departures at 40. November has the lowest median fare per night, at $60. These are medians of the starting fares listed here on 2026-11-03, not a forecast.

January 0 departures No fares recorded February 0 departures No fares recorded March 0 departures No fares recorded April 5 departures $128 a night, median May 9 departures $107 a night, median June 12 departures $178 a night, median July 16 departures $178 a night, median August 12 departures $140 a night, median September 40 departures $188 a night, median Most departures October 28 departures $143 a night, median November 1 departure $60 a night, median Lowest median fare December 0 departures No fares recorded

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

Best value per night

Every route by value

A 7-night sailing at $839 costs a lot more per night than a 14-night one at the same price. This table takes the cheapest date on every ship and route and ranks them by fare per night, which is the fairest way to compare trips of different lengths. The median across the whole calendar is $149 a night.

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Cruises from Boston ranked by starting fare per night
Itinerary Nights Per night
1
14-Night Southern Caribbean

Norwegian Breakaway

Cheapest on Sun, Nov 8, 2026

Check current price →
14 $60 per night
2
10-Night Boston To Fort Lauderdale

Celebrity Silhouette

Cheapest on Sat, Oct 16, 2027

Check current price →
10 $91 per night
3
10-Night Canada and New England

Caribbean Princess

Cheapest on Tue, Sep 7, 2027

Check current price →
10 $95 per night
4
10-Night Boston To Fort Lauderdale

Jewel of the Seas

Cheapest on Fri, Oct 20, 2028

Check current price →
10 $95 per night
5
7-Night Bermuda

Norwegian Breakaway

Cheapest on Sun, May 2, 2027

Check current price →
7 $97 per night
6
9-Night Boston To San Juan

Celebrity Summit

Cheapest on Wed, Oct 20, 2027

Check current price →
9 $100 per night

Ranked on the starting fares listed here on 2026-11-03, divided by the number of nights. Each sailing shows the date its fare was checked. This shows how far the money goes, not how good the ship is, and we don't hold ratings or reviews. The port count is there so you can weigh a cheap trip with lots of sea days against a busier one. Fares change, so check the current price with the cruise line.

Before you sail

Three things to sort out before a Boston cruise: getting to the terminal in South Boston, where to leave the car, and the documents for a trip that ends in Canada.

All planning guides →

Parking at the port

Where to leave the car for a week, what it costs, and how to manage without one.

Parking options →

From Logan Airport

Taxi, rideshare and the Silver Line from Logan to the cruise terminal, and when to book your flight.

Airport to the ship →

The terminal

Where Flynn Cruiseport Boston is, how drop-off works and what time to arrive.

Terminal guide →

Bermuda cruises

40 sailings to Bermuda, all 7 nights. How long you get on the island, and what changes between the 2027 and 2028 trips.

Read the Bermuda guide →

Canada and New England

74 sailings, round trips and one-way runs to Quebec City and Montreal.

See the routes →

When to go

What sails each month, from the first Bermuda trips in April to the fall foliage sailings.

See the season guide →

Frequently asked questions

What cruises leave from Boston?
123 cruises leave Boston in the schedule we track, from November 2026 to October 2028. They go to Bermuda (40), Canada and New England (74), the Caribbean (6), and Europe and across the Atlantic (3). Norwegian Cruise Line runs the most, with 58.

Which cruise lines sail from Boston?
Holland America Line, Celebrity Cruises, Royal Caribbean International, Princess Cruises, Regent Seven Seas Cruises, Norwegian Cruise Line, Windstar Cruises, Seabourn, Oceania Cruises, and Azamara. Between them they have 123 departures on 14 ships. Norwegian Cruise Line runs the most, with 58, and Holland America Line is next with 29.

Are there cruises from Boston to Bermuda?
Yes. 40 sailings from Boston go to Bermuda, all 7-night round trips on Norwegian Breakaway, from Sun, Apr 18, 2027 to Sun, Aug 20, 2028. Our Bermuda guide explains the two versions of the trip.

When is the cruise season in Boston?
Ships leave Boston in April, May, June, July, August, September, October, and November, counting every year we list. September is the busiest month, with 40 departures, because that is when the fall Canada and New England trips run. Our season guide goes month by month.

What is the cheapest cruise out of Boston?
Among the fares listed here on 2026-11-03, the lowest is $679 per person for Norwegian Breakaway on Sun, May 2, 2027, a 7-night trip. That works out at $97 a night. The cheap cruises page ranks the rest.

What is the cheapest month to cruise from Boston?
May 2027 has the lowest starting fare among those listed here on 2026-11-03, $679 per person. Fares change daily, so use this as a guide rather than a promise.

Are there 3-day or weekend cruises from Boston?
No. There are no 2-, 3- or 4-night sailings from Boston in the schedule we track. The shortest are 7 nights, and there are 78 of them. Our short cruises guide covers the closest options.

Do I need a passport to cruise from Boston?
It depends on where the cruise ends. 83 of the 123 sailings are round trips back to Boston, which have their own rules for U.S. citizens. 33 end in Canada, mostly Quebec City or Montreal, and you need a passport to fly home from there. Our documents guide has the details.

Where do cruises leave from in Boston?
Cruises that start in Boston board at Flynn Cruiseport Boston, the Black Falcon Cruise Terminal at 1 Black Falcon Avenue in South Boston. Your cruise documents confirm the terminal for your sailing. Our terminal guide covers getting there, drop-off and parking.

How far ahead is the Boston schedule published?
Our list runs to October 2028. The last few months are thinner because not every line has published that far ahead yet.