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Cruises Starting and Ending in Boston

Are you looking for a cruise starting and ending in Boston? August and September are the most popular months to join a roundtrip cruise from Boston and we have 109 departures available from seven of the world's leading cruise lines.
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34 Cruises (109 Cruise Departures)
12 Day Passage Through New England & Eastern Canada with Globus
Tour + Cruise
 (10)

12 Days Boston to Boston
Operated By: Globus
Departures: Jun 2025 to Sep 2026
Trip Styles: Coach, Cruise, Scenic
Countries Visited: USA, Canada
Exclusive Deal
Save (per person) 255
From (per person) 5,780
View Trip
8 Day Canada Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Boston to Boston
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Oct 2025 to Oct 2025
Countries Visited: USA, Canada
Exclusive DealExclusive Solo Offer
INSIDE
$1,107
OCEANVIEW
$1,222
BALCONY
$1,712
SUITE
$3,317
Save (per person) 680
From (per person) 1,107
View Trip
8 Day Canada Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Boston to Boston
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 21 September 2025
Countries Visited: USA, Canada
Exclusive DealExclusive Solo Offer
INSIDE
$1,657
OCEANVIEW
$1,983
BALCONY
$2,581
SUITE
-
Save (per person) 850
From (per person) 1,657
View Trip
8 Day Best of Canada & New England with Princess
Cruise
 (3)

8 Days (7 Nights) Boston to Boston
Cruise Line: Princess
Ship: Majestic Princess
Departures: Aug 2025 to Aug 2025
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$1,470
OCEANVIEW
-
BALCONY
$1,834
SUITE
$2,400
From (per person) 1,470
View Trip
8 Day Canada Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Boston to Boston
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Sep 2025 to Oct 2025
Countries Visited: USA, Canada
Exclusive DealExclusive Solo Offer
INSIDE
$1,266
OCEANVIEW
$1,500
BALCONY
$2,141
SUITE
$3,620
Save (per person) 683
From (per person) 1,266
View Trip
8 Day Best of Canada & New England with Princess
Cruise
 (3)

8 Days (7 Nights) Boston to Boston
Cruise Line: Princess
Ship: Majestic Princess
Departure: 23 August 2025
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$1,420
OCEANVIEW
-
BALCONY
$1,514
SUITE
$2,024
From (per person) 1,420
View Trip
8 Day Canada Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Boston to Boston
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 19 October 2025
Countries Visited: USA, Canada
Exclusive DealExclusive Solo Offer
INSIDE
$1,236
OCEANVIEW
$1,639
BALCONY
$2,085
SUITE
$6,845
Save (per person) 660
From (per person) 1,236
View Trip
8 Day Best of Canada & New England with Princess
Cruise
 (3)

8 Days (7 Nights) Boston to Boston
Cruise Line: Princess
Ship: Majestic Princess
Departure: 09 August 2025
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$1,687
OCEANVIEW
-
BALCONY
$1,834
SUITE
$2,321
From (per person) 1,687
View Trip
8 Day Canada Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Boston to Boston
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 14 September 2025
Countries Visited: USA, Canada
Exclusive DealExclusive Solo Offer
INSIDE
$1,335
OCEANVIEW
$1,999
BALCONY
$2,621
SUITE
-
Save (per person) 690
From (per person) 1,335
View Trip
8 Day Canada & New England Circle: New Brunswick with Holland America
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Holland America
Ships: Volendam, Zuiderdam
Departures: Jul 2026 to Oct 2026
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$1,784
OCEANVIEW
$1,932
BALCONY
$2,873
SUITE
$4,259
From (per person) 1,784
View Trip
8 Day Canada & New England From Boston To Boston with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Gem, Norwegian Sky
Departures: Aug 2025 to Oct 2026
Countries Visited: USA, Canada
NCL's More at SeaExclusive Solo Offer
INSIDE
$2,194
OCEANVIEW
$2,545
BALCONY
$4,457
SUITE
$6,415
From (per person) 2,194
View Trip
15 Day Canada & New England: Maritimes & Montreal Collectors with Holland America
Cruise

15 Days (14 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Volendam
Departure: 07 September 2025
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$4,190
OCEANVIEW
$4,265
BALCONY
-
SUITE
-
From (per person) 4,190
View Trip
8 Day Bermuda From Boston to Boston with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Breakaway
Departures: May 2026 to Nov 2026
Countries Visited: USA, Canada, Bermuda
NCL's More at Sea
INSIDE
$2,664
OCEANVIEW
$3,061
BALCONY
$3,367
SUITE
$3,673
From (per person) 2,664
View Trip
36 Day Voyage Of The Vikings: Solar Eclipse with Holland America
Cruise

36 Days (35 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 18 July 2026
Countries Visited: USA, Canada, Greenland, Iceland (+4 more), Norway, Holland, England, Northern Ireland
Exclusive Deal
INSIDE
$11,807
OCEANVIEW
$13,341
BALCONY
$19,875
SUITE
$27,498
From (per person) 11,807
View Trip
26 Day Canada, New England, Greenland & Iceland with Holland America
Cruise

26 Days (25 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Volendam
Departure: 12 July 2025
Countries Visited: USA, Canada, Iceland, Greenland
Exclusive Deal
INSIDE
$7,941
OCEANVIEW
$8,070
BALCONY
$16,406
SUITE
$30,266
From (per person) 7,941
View Trip
14 Day Novia Scotia and the East Coast of the United States with Ponant
Cruise

14 Days (13 Nights) Boston to Boston
Cruise Line: Ponant
Ship: Le Bellot
Departure: 06 October 2026
Countries Visited: USA, Canada
Exclusive Savings
INSIDE
-
OCEANVIEW
-
BALCONY
$15,866
SUITE
$27,136
Save (per person) 304
From (per person) 15,866
View Trip
8 Day America's 250th Celebration: Stars & Stripes Voyage with Holland America
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 04 July 2026
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$1,735
OCEANVIEW
$1,884
BALCONY
$2,874
SUITE
$4,161
From (per person) 1,735
View Trip
12 Day Canada & New England Circle: Acadia & Newfoundland with Holland America
Cruise

12 Days (11 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Volendam
Departure: 01 July 2025
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$3,058
OCEANVIEW
$3,414
BALCONY
-
SUITE
-
From (per person) 3,058
View Trip
36 Day Voyage Of The Vikings with Holland America
Cruise

36 Days (35 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 19 July 2025
Countries Visited: USA, Canada, Greenland, Iceland (+5 more), Norway, Holland, Ireland, Scotland, Northern Ireland
Exclusive Deal
INSIDE
$12,104
OCEANVIEW
$14,134
BALCONY
$17,995
SUITE
$26,806
From (per person) 12,104
View Trip
8 Day Canada & New England From Boston To Boston with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Breakaway
Departures: Aug 2026 to Oct 2026
Countries Visited: USA, Canada
NCL's More at Sea
INSIDE
$2,565
OCEANVIEW
$3,024
BALCONY
$3,330
SUITE
$3,636
From (per person) 2,565
View Trip
8 Day Bermuda From Boston to Boston with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Jewel
Departures: May 2025 to Apr 2026
Countries Visited: USA, Bermuda
NCL's More at SeaExclusive Solo Offer
INSIDE
$2,492
OCEANVIEW
$2,044
BALCONY
$2,961
SUITE
$3,359
From (per person) 2,044
View Trip
11 Day A Musical Cruise in Novia Scotia and the East Coast of the United States with Ponant
Cruise

11 Days (10 Nights) Boston to Boston
Cruise Line: Ponant
Ship: Le Champlain
Departure: 15 October 2025
Countries Visited: USA, Canada
Exclusive Solo Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$13,558
SUITE
$23,280
Save (per person) 262
From (per person) 13,558
View Trip
15 Day Canada & New England: Unesco Sites & Nights Collector with Holland America
Cruise

15 Days (14 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 13 September 2025
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$3,983
OCEANVIEW
$5,071
BALCONY
$5,203
SUITE
$8,721
From (per person) 3,983
View Trip
11 Day Canada & Boston Cruise with Celebrity Cruises
Cruise

11 Days (10 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 28 August 2025
Countries Visited: USA, Canada
Endless Summer Sale
INSIDE
$2,021
OCEANVIEW
$2,281
BALCONY
-
SUITE
-
Save (per person) 1,091
From (per person) 2,021
View Trip
13 Day Boston, Maine & Canada Cruise with Celebrity Cruises
Cruise

13 Days (12 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 05 September 2026
Countries Visited: USA, Canada
Endless Summer Sale
INSIDE
$3,107
OCEANVIEW
$3,480
BALCONY
$4,000
SUITE
$13,350
Save (per person) 1,722
From (per person) 3,107
View Trip
15 Day Canada & New England: Maritimes & Montreal Collectors with Holland America
Cruise

15 Days (14 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Volendam
Departure: 18 July 2026
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$3,698
OCEANVIEW
$3,906
BALCONY
$7,965
SUITE
$12,519
From (per person) 3,698
View Trip
12 Day Boston, Maine & Canada Cruise with Celebrity Cruises
Cruise

12 Days (11 Nights) Boston to Boston
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Sep 2025 to Oct 2026
Countries Visited: USA, Canada
Endless Summer Sale
INSIDE
$2,396
OCEANVIEW
$3,271
BALCONY
$3,792
SUITE
$11,469
Save (per person) 1,605
From (per person) 2,396
View Trip
15 Day Canada & New England: Unesco Sites & Nights Collector with Holland America
Cruise

15 Days (14 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 19 September 2026
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$3,914
OCEANVIEW
$4,112
BALCONY
$6,141
SUITE
$8,616
From (per person) 3,914
View Trip
29 Day Canada, New England & Iceland with Holland America
Cruise

29 Days (28 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Volendam
Departure: 20 June 2026
Countries Visited: USA, Canada, Iceland
Exclusive Deal
INSIDE
$8,942
OCEANVIEW
$9,486
BALCONY
$19,485
SUITE
$35,721
From (per person) 8,942
View Trip
8 Day Canada & New England Circle: New Brunswick with Holland America
Cruise

8 Days (7 Nights) Boston to Boston
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 27 September 2025
Countries Visited: USA, Canada
Exclusive Deal
INSIDE
$2,264
OCEANVIEW
$2,868
BALCONY
$2,937
SUITE
$4,788
From (per person) 2,264
View Trip
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