# Cruises from Boston

Cruises from Boston sail to Bermuda, Canada and New England from Flynn Cruiseport. Compare Norwegian, Royal Caribbean and Holland America from $499 per person.

Canonical: https://www.bookcruises.us/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.

## Key facts

- **Lines sailing from Boston:** Norwegian weekly in season, Holland America, Royal Caribbean and Celebrity on Canada routes
- **Typical fare range:** $499 to $1,600 per person for 7 nights
- **Parking:** About $25 per day at the Flynn Cruiseport garage, cheaper satellite lots with shuttles from $16
- **Signature route:** 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 sailings

| Itinerary | Length | Line | From (pp) |
| --- | --- | --- | --- |
| Bermuda round trip | 7 nights | Norwegian Cruise Line | $649 |
| Canada and New England foliage | 7 nights | Holland America Line | $499 |
| Quebec one way via Saguenay | 10 nights | Celebrity Cruises | $1,099 |

## Parking

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 from Boston

- Norwegian Cruise Line
- Royal Caribbean International
- Holland America Line
- Celebrity Cruises

## Destinations served

- Bermuda
- Canada and New England
- Caribbean repositioning

## Frequently asked 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.

## Related pages

- [Last minute cruise deals](https://www.bookcruises.us/last-minute-cruise-deals/)
- [What to pack for a cruise](https://www.bookcruises.us/cruise-packing-list/)
- [Cruises from New York](https://www.bookcruises.us/cruises-from-new-york/)

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