New England Cruises from Boston
New England cruises delight with glorious autumn colors, coastal flavors, and a real sense of adventure. From Flynn Cruiseport, you can sail past scarlet maples and harbor towns, taste lobster at sea and ashore, and wake up to a rugged coastline that feels a world away from the city—yet starts right here.Many itineraries push farther north into Quebec, Montreal, and Newfoundland, where cliffs, outports, and wide Atlantic skies add a more rugged chapter to the voyage. Whether you’re chasing peak foliage, a classic seafood escape, or the thrill of exploring beyond local shores, these departures make it easy to mix comfort, culture, and discovery in an unforgettable journey.
Cruises from Boston to New England and Canada - 2026
| Name | Departure | Stops | Cruise Line | Price | |
|---|---|---|---|---|---|
| 7 Night Canada & New England: Bar Harbor & Halifax | Aug 30, 2026 | 3 Stops |  | from $879 | Details |
| 10 Night Classic Canada & New England | Sep 3, 2026 | 6 Stops |  | from $1,079 | Details |
| 12 Night Boston Maine & Canada | Sep 5, 2026 | 6 Stops |  | from $1,794 | Details |
| 7 Night Canada & New England: Bar Harbor & Halifax | Sep 6, 2026 | 3 Stops | | from $879 | Details |
| 7 Night Canada & New England: Bar Harbor & Halifax | Sep 13, 2026 | 3 Stops | | from $879 | Details |
| 11 Night Southeast Canadian Explorations | Sep 14, 2026 | 7 Stops |  | from $6,565 | Details |
| 25 Night Star Collector: Autumn in Newfoundland & New England | Sep 14, 2026 | 11 Stops | | from $12,665 | Details |
| 11 Night Boston Maine & Canada | Sep 17, 2026 | 5 Stops | | from $1,598 | Details |
| 14 Night Canada & New England: UNESCO Sites & Nights Collectors | Sep 19, 2026 | 8 Stops |  | from $2,608 | Details |
| 7 Night Canada & New England: UNESCO Sites & Quebecois Nights | Sep 19, 2026 | 5 Stops | | from $1,306 | Details |
| 7 Night Canada & New England: Bar Harbor & Halifax | Sep 20, 2026 | 3 Stops | | from $879 | Details |
| 10 Night Classic Canada & New England | Sep 23, 2026 | 6 Stops | | from $1,159 | Details |
| 7 Night Canada & New England: Bar Harbor & Halifax | Sep 27, 2026 | 3 Stops | | from $879 | Details |
| 11 Night Magnifique L Automne | Sep 28, 2026 | 10 Stops |  | from $12,699 | Details |
| 11 Night Boston Maine & Canada | Sep 28, 2026 | 5 Stops | | from $1,598 | Details |
| 11 Night Boston Maine & Canada | Sep 28, 2026 | 5 Stops | | from $1,598 | Details |
| 7 Night Canada & New England Circle: New Brunswick | Oct 3, 2026 | 4 Stops | | from $1,221 | Details |
| 7 Night Canada & New England: Bar Harbor & Halifax | Oct 4, 2026 | 3 Stops | | from $879 | Details |
| 13 Night Novia Scotia & the East Coast of the United States | Oct 6, 2026 | 10 Stops |  | from $12,440 | Details |
| 7 Night North America & Canada | Oct 9, 2026 | 5 Stops |  | from $4,900 | Details |
| 11 Night Boston Maine & Canada | Oct 9, 2026 | 5 Stops | | from $1,598 | Details |
| 7 Night North America & Canada | Oct 9, 2026 | 5 Stops | | from $4,900 | Details |
| 7 Night Canada & New England: UNESCO Sites & Quebecois Nights | Oct 10, 2026 | 6 Stops | | from $779 | Details |
| 7 Night Canada & New England: Bar Harbor & Halifax | Oct 11, 2026 | 3 Stops | | from $879 | Details |
| 10 Night Classic Canada & New England | Oct 13, 2026 | 5 Stops | | from $1,179 | Details |
Cruises to New England and Canada from Boston - 2027
| Name | Departure | Stops | Cruise Line | Price | |
|---|---|---|---|---|---|
| 14 Night Canada & New England: Maritimes & Montreal Collectors | Jun 19, 2027 | 8 Stops | | from $3,274 | Details |
| 7 Night Canada & New England: Maine Maritimes & Montreal | Jun 19, 2027 | 7 Stops | | from $1,652 | Details |
| 7 Night Canada & New England: Maine Maritimes & Montreal | Jul 3, 2027 | 7 Stops | | from $1,732 | Details |
| 7 Night Canada & New England: Maine Maritimes & Montreal | Jul 3, 2027 | 7 Stops | | from $1,732 | Details |
| 11 Night New England New France & Newfoundland: Corner Brook | Aug 21, 2027 | 10 Stops | | from $2,680 | Details |
| 7 Night Canada & New England: Eastport & Halifax | Aug 29, 2027 | 3 Stops | | from $989 | Details |
| 11 Night Boston Maine & Canada | Sep 2, 2027 | 5 Stops | | from $1,598 | Details |
| 7 Night Canada & New England: UNESCO Sites & Quebecois Nights | Sep 4, 2027 | 6 Stops | | from $1,694 | Details |
| 14 Night Canada & New England: UNESCO Sites & Nights Collectors | Sep 4, 2027 | 6 Stops | | from $3,214 | Details |
| 7 Night Canada & New England: Eastport & Halifax | Sep 5, 2027 | 3 Stops | | from $989 | Details |
| 7 Night Canada & New England: Eastport & Halifax | Sep 12, 2027 | 3 Stops | | from $989 | Details |
| 11 Night Boston Maine & Canada | Sep 13, 2027 | 5 Stops | | from $1,809 | Details |
| 7 Night Canada & New England Circle: New Brunswick | Sep 18, 2027 | 4 Stops | | from $1,709 | Details |
| 11 Night Boston Maine & Canada | Sep 24, 2027 | 5 Stops | | from $1,598 | Details |
| 11 Night Boston Maine & Canada | Sep 24, 2027 | 5 Stops | | from $1,598 | Details |
| 11 Night Boston Maine & Canada | Sep 24, 2027 | 5 Stops | | from $1,598 | Details |
| 11 Night Boston Maine & Canada | Sep 24, 2027 | 5 Stops | | from $1,598 | Details |
| 14 Night Canada & New England: UNESCO Sites & Nights Collectors | Sep 25, 2027 | 6 Stops | | from $3,469 | Details |
| 7 Night Canada & New England: UNESCO Sites & Quebecois Nights | Sep 25, 2027 | 6 Stops | | from $1,694 | Details |
| 7 Night Canada & New England: Maine Maritimes & Montreal | Sep 25, 2027 | 7 Stops | | from $1,652 | Details |
| 7 Night Canada & New England: Eastport & Halifax | Sep 26, 2027 | 3 Stops | | from $989 | Details |
| 11 Night Northeastern Charm in Fall | Sep 29, 2027 | 9 Stops |  | from $5,899 | Details |
| 7 Night Canada & New England: Eastport & Halifax | Oct 3, 2027 | 3 Stops | | from $989 | Details |
| 12 Night Canada & New England Intensive: Portland Saguenay & Montreal | Oct 4, 2027 | 11 Stops |  | from $4,219 | Details |
| 11 Night Boston Maine & Canada | Oct 5, 2027 | 5 Stops | | from $1,659 | Details |
| 11 Night Boston Maine & Canada | Oct 5, 2027 | 5 Stops | | from $1,659 | Details |
| 7 Night Canada & New England: Eastport & Halifax | Oct 10, 2027 | 3 Stops | | from $989 | Details |
| 11 Night Leaves & Lobsters | Oct 13, 2027 | 10 Stops | | from $12,099 | Details |
| 11 Night Leaves & Lobsters | Oct 13, 2027 | 10 Stops | | from $12,099 | Details |
| 11 Night Leaves & Lobsters | Oct 13, 2027 | 10 Stops | | from $12,099 | Details |
| 7 Night Canada & New England: Eastport & Halifax | Oct 17, 2027 | 3 Stops | | from $989 | Details |
| 10 Night Classic Canada & New England | Oct 19, 2027 | 6 Stops | | from $1,197 | Details |
Explore Cruises from Boston
Boston Cruise Calendar
Find the best cruises out of Boston that match your schedule and budget.
Cheapest Cruises from Boston
Cruises out of Boston can be surprisingly affordable starting at $600 a week.
Cruises to Europe
Explore transatlantic cruises to to British isles, the Mediterranean, and Northern Europe, right from your home.
Bermuda
The perfect blend of convenience and tropical escape. Enjoy pink-sand beaches and turquoise waters just a couple of days from Boston.
New England
Autumn color, coastal flavor, and a real sense of adventure awaits you here. Experience harbor towns, taste lobster , and wake up to the rugged coastline.
Cape Cod
Explore the Cape's famous beaches, lighthouses, and classic New England towns. Enjoy fresh sea air and harbor views right from the start.
Visit Boston
Visiting Boston means discovering a city full of history, culture, and everyday charm. Top attractions and easy exploring routes help you see the highlights, while shopping and great food add plenty of local flavor. World-class museums offer deeper insights, and a wide choice of hotels makes it simple to find the right place to stay. Together, these experiences create a memorable visit that mixes the classic and the contemporary.
Attractions
Walk the Freedom Trail, explore the Waterfront, and then cross over to the Common - Boston’s neighborhoods and attractions are easy to reach.
Exploring
Walk Boston’s Revolutionary landmarks, then wander over to Beacon Hill, Back Bay, and the North End - enjoy shopping, history, and neighborhood life all within easy reach.
Shopping
From the upscale boutiques of Newbury Street to the designer stores at Copley Place, shoppers can find everything from global luxury brands to local boutiques.
Food
From lobster and chowder to the North End’s Italian favorites, Boston’s food scene is an easy highlight—great meals close to the main attractions.
Museums
From the Museum of Fine Arts and the Isabella Stewart Gardner to the Science Museum and ICA on the waterfront, Boston museums are not to be missed!
Hotels
From waterfront stays to classic Back Bay hotels, find a base that fits your plans and puts Boston’s main attractions within easy reach.