Cruises from Boston
Cruises from Boston run April through November out of Flynn Cruiseport in the Seaport District. Norwegian sails weekly Bermuda round trips, while Holland America and Royal Caribbean cover Canada and New England. Typical fares run $499 to $1,600 per person for 7 night sailings.
Norwegian weekly in season, Holland America, Royal Caribbean and Celebrity on Canada routes
$499 to $1,600 per person for 7 nights
About $25 per day at the Flynn Cruiseport garage, cheaper satellite lots with shuttles from $16
7 night Bermuda with three days docked at the Royal Naval Dockyard
Sailing from Flynn Cruiseport Boston
Boston is New England's cruise hub, and its Bermuda run is one of the great underrated itineraries in the country: a full week, no flights, and three days tied up in Bermuda while the ship serves as your hotel. Norwegian has held the weekly slot for years and fares stay competitive against flying to the island.
Come September the port pivots to leaf-peeping. Canada and New England sailings call at Bar Harbor, Halifax and Quebec as the foliage turns, and these routes draw a quieter, more relaxed crowd than the Florida megaships.
Season: April through early November, peak foliage in late September and early October.
Popular Boston sailings right now
| Itinerary | Length | Line | From |
|---|---|---|---|
| Bermuda round trip | 7 nights | Norwegian Cruise Line | $649 pp |
| Canada and New England foliage | 7 nights | Holland America Line | $499 pp |
| Quebec one way via Saguenay | 10 nights | Celebrity Cruises | $1,099 pp |
Fares move daily and the lowest ones rarely stay published. Call (888) 624-7833 and we will pull live availability for your dates across every line sailing from Boston.
Parking at the port
The cruiseport garage in the Seaport charges about $25 per day and fills on summer Saturdays, so pre-book. Satellite lots near the convention center run $16 to $20 per day with free shuttles. The Silver Line SL2 bus stops a short walk from the terminal if you would rather skip parking entirely.
Where to stay the night before
Seaport District hotels sit within a mile of the pier but price high in summer. Hotels by Logan Airport average $100 less per night and the terminal is a 10 minute taxi through the harbor tunnel, which makes an airport-area pre-cruise night the value play.
Cruise lines sailing from Boston
- Norwegian Cruise Line
- Royal Caribbean International
- Holland America Line
- Celebrity Cruises
Where you can sail
- Bermuda
- Canada and New England
- Caribbean repositioning
Ready to sail from Boston?
Our cruise desk sees agent-only pricing, cancellation returns and unpublished promotions across every major line. Two minutes on the phone regularly beats an hour of tab comparison.
Cruises from Boston: your questions
When is cruise season in Boston?
April through early November. Bermuda sailings run May through October, and Canada and New England routes peak from late August through mid October for fall foliage.
Can I cruise to the Caribbean from Boston?
Only on select repositioning dates in late October and November when ships relocate south for winter. These one-way sailings are rare but price aggressively. Call us to check current repositioning inventory.
How far is Flynn Cruiseport from Logan Airport?
About 3 miles through the Ted Williams Tunnel, usually a 10 to 15 minute taxi ride. Allow more time on summer Friday afternoons.
Get today's best price on cruises from Boston
Tell us your dates and nearest port. A cruise specialist replies with real availability and any unpublished rates, usually within the hour during desk hours.