Cruises from Boston: Bermuda, Canada and New England, and the Flynn Cruiseport

The Boston cruise terminal

Boston has one cruise terminal, run by Massport, the same agency that runs Logan Airport. It sits at the far end of the Seaport District in South Boston.

Terminal

Flynn Cruiseport Boston (Raymond L. Flynn Black Falcon Cruise Terminal), 1 Black Falcon Ave, Boston, MA 02210

Location

Seaport District, South Boston

From Logan Airport

About 4 miles, through the Ted Williams Tunnel

Season

Roughly April to October, busiest in September and October

Boston cruise port parking

• Parking: Royal Caribbean directs guests to a covered city (EDIC) garage across from the terminal, paid by the day by cash or card. Spaces can run short on busy fall weekends, when several ships are in port at once, and rates change, so check Massport’s Flynn Cruiseport page for the current daily rate before you go.
• Drop-off: if someone can drop you off, it’s the simplest option. The terminal has a curbside drop-off area for luggage.

Staying the night before

Because Logan is so close, some travelers fly in on the morning of the cruise. It’s safer to arrive the day before, especially in the fall, when flights into Boston fill up. Seaport and downtown hotels keep the embarkation-day ride short, but they’re expensive in peak foliage weeks, so book early.

Getting there

• From Logan: a taxi or rideshare is short and cheap compared with most airport-to-port rides. By transit, the SL1 Silver Line runs to Silver Line Way, where you change to the SL2 toward Design Center and get off on Northern Avenue or Drydock Avenue, then walk the last stretch to Black Falcon Avenue.
• From South Station: Amtrak and commuter trains arrive at South Station, a short taxi ride from the terminal.
• By car: the terminal is reached through the Seaport. Expect slow traffic at weekday rush hours and on game days.

Lines sailing from Boston

Several major lines run seasonal sailings from Boston. The table below shows sample sailings from our monthly snapshot.

• Norwegian Cruise LineNorwegian Breakaway sails 7-day Bermuda trips from Boston from April 2027, with a call in Halifax, then Canada and New England trips from late August. No fixed dining times, and a strong pick for a first cruise from Boston.
  From $679 per personChecked November 2026
• Celebrity CruisesFall Canada and New England sailings from Boston in 2027, with an overnight in Quebec City. Premium food and a calmer ship.
  From $713 per personChecked November 2026
• Holland America LineThe pick for Canada and New England. Zuiderdam and Volendam run 7-day round trips from Boston and one-way sailings to Quebec City or Montreal from April to October.
  From $1,234 per personChecked November 2026
• Princess CruisesCanada and New England sailings of about 7 days, calling at ports such as Portland, Saint John, Halifax and Quebec City. Suited to slower trips.
  From $949 per personChecked November 2026

Sample sailings from Boston, 2026–2027. From-prices per person, checked November 2026.

Departs	Line and ship	Nights	Itinerary	From	Link
Nov 8, 2026	Norwegian Cruise Line, Norwegian Breakaway	14	14 Night Southern Caribbean (from Boston Massachusetts)	$839	Check price
Apr 18, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$809	Check price
Apr 25, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$699	Check price
May 2, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$679	Check price
May 9, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$699	Check price
May 16, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$729	Check price
May 23, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$729	Check price
May 30, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$749	Check price
Jun 6, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$749	Check price
Jun 13, 2027	Norwegian Cruise Line, Norwegian Breakaway	7	7 Night Bermuda (from Boston Massachusetts)	$749	Check price
Jun 19, 2027	Holland America Line, Volendam	7	7 Night Canada / New England Cruise (from Boston Massachusetts)	$1,889	Check price
Jun 19, 2027	Holland America Line, Volendam	14	14 Night Canada / New England Cruise (from Boston Massachusetts)	$3,399	Check price

Best cruises from Boston by season

• Late spring to early fall: Bermuda. A cruise from Boston to Bermuda usually takes about a week, with sea days each way and the rest of the trip docked in Bermuda. Summer is the warmest time for beaches. Norwegian Breakaway’s 2027 Bermuda trips from Boston are 7 days and also call at Halifax, so check how many days you’re docked.
• Summer: Canada and New England round trips. Seven nights to ports such as Portland, Bar Harbor, Saint John and Halifax. Warmer and less crowded than the fall.
• September and October: fall foliage. The most popular time to cruise from Boston, and the most expensive. Some trips run one way to Quebec City or Montreal, which lets you see the St. Lawrence River.
• Nova Scotia cruises: most Canada trips call at Halifax, and some add Sydney, Nova Scotia.

Bermuda or Canada from Boston?

Pick Bermuda if you want beaches, warm water and a hotel-style stay: the ship docks for several days and you explore the island at your own pace. Pick Canada and New England if you want a different town every day, seafood, lighthouses and fall colors. Canada trips have fewer sea days, so they feel busier. For a first cruise with children in summer, Bermuda is usually the easier sell. For a couple’s trip in the fall, Canada and New England is the one we’d pick.

Three insider picks

1. Bermuda from Boston or New York? The trips are similar. Boston can mean a slightly longer sail, so check how many days you’re docked in Bermuda before comparing prices. Our cruises from New York guide covers the year-round alternative.

2. Book fall foliage early. Late September and early October sailings are the most in demand, so the best cabins and fares go first. Book as early as you can, and pack for cool, wet weather.

3. One-way Canada trips are the best value per day. Sailings between Boston and Quebec City or Montreal spend more time in port and on the St. Lawrence. You’ll need a one-way flight home and a passport book, because the CBP closed-loop exception only covers cruises that start and end at the same U.S. port and a passport card isn’t valid for flights. The itinerary is richer. In fall 2027, Caribbean Princess sails 10- and 11-night trips between Boston and Quebec City.

Boston cruise FAQ

Where is the Boston cruise port?

At Flynn Cruiseport Boston, the Black Falcon Terminal, 1 Black Falcon Ave in the Seaport District of South Boston. It’s about 4 miles from Logan Airport.

How long is a cruise from Boston to Bermuda?

Usually about a week, with sea days each way and the rest of the trip docked in Bermuda. Norwegian Breakaway’s 2027 trips from Boston are 7 days and add a call at Halifax, so they spend less time in Bermuda than a straight round trip.

Are there Royal Caribbean cruises from Boston?

Not as a home port in 2026–2027: we found no Royal Caribbean sailings that start in Boston. Its ships do call at Boston on Canada and New England trips from Baltimore, so the nearest Royal Caribbean departures are Baltimore and Cape Liberty in New Jersey. See our cruises from Baltimore and cruises from New York guides, and our Royal Caribbean guide.

Do I need a passport for a cruise from Boston to Canada?

On a round trip that starts and ends in Boston, U.S. citizens can sail with a birth certificate and government-issued photo ID, because it’s a closed-loop cruise under CBP rules. One-way sailings to or from Canada need a passport, and a passport book if you fly. See our no-passport cruises guide.

Are there 3-day cruises from Boston?

They’re rare. Most Boston sailings are about a week or longer, and the lines’ 2026–2027 Boston schedules we checked are built around 7-day and longer trips.