⚓ Cruises

Regent North America cruises from Boston

2 itineraries with a bookable sailing ahead, 2 sailings, most popular first. Each card: how long, how many ports, when, from what price — and the bucket-list thing to do at every stop.

All cruises › Regent North America cruises from Boston

Most popular first

Ranked by what people search for and where the cruise lines send the most ships.

Portland

11-night Boston to Montreal

Regent · Seven Seas Splendor

12 ports
One way
Sails Sep 28, 2026
From $15,799 pp
Luxury

Portland Portland Head Light & Casco Bay Scenic Lighthouse Tour
Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
Halifax Peggy's Cove & Lunenburg: Private Small-Group South Shore

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Bar Harbor

11-night Boston to Montreal

Regent · Seven Seas Grandeur

11 ports
One way
Sails Oct 13, 2027
From $13,849 pp
Luxury

Bar Harbor Classic Acadia Private Tour: Cadillac Mountain & Thunder Hole
Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
Halifax Peggy's Cove & Lunenburg: Private Small-Group South Shore

See the whole trip →

Prefer a calendar? →The ports themselves →