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Cruises from Boston, Massachusetts

Boston is one of the United States’ oldest ports-of-calls. It’s no surprise that cruises from Boston are so popular, as this departure port is located close to historic city sites such as Faneuil Hall Marketplace, Copley Square, and Newbury Street for the perfect extended vacation before or after your cruise! As the metropolitan hub for New England, Boston cruises are great for sailings to Europe and the Caribbean.

Showing 1-25 of 120 results
Roundtrip
7-Night USA and Canada Cruise
$677
15% Off
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Sep 14, 2025 from Boston, Massachusetts
Up to 2 deals including Avoya Exclusives
Avoya Exclusive Rate
Roundtrip
7-Night USA and Canada Cruise
$630
19% Off
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Sep 21, 2025 from Boston, Massachusetts
Up to 2 deals including Avoya Exclusives
Avoya Exclusive Rate
Roundtrip
7-Night USA and Canada Cruise
$601
23% Off
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Oct 05, 2025 from Boston, Massachusetts
Up to 2 deals including Avoya Exclusives
Avoya Exclusive Rate
Roundtrip
7-Night USA and Canada Cruise
$668
11% Off
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Oct 12, 2025 from Boston, Massachusetts
Up to 2 deals including Avoya Exclusives
Avoya Exclusive Rate
Roundtrip
7-Night USA and Canada Cruise
$638
20% Off
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Oct 19, 2025 from Boston, Massachusetts
Up to 2 deals including Avoya Exclusives
Avoya Exclusive Rate
7-Night Repositioning Cruise
$757
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Nov 02, 2025 from Boston, Massachusetts
Up to 3 deals including Avoya Exclusives
Avoya Exclusive Rate
11-Night USA and Canada Cruise
$3,655
57% Off List
Oceania Cruises – Nautica
170 Reviews
Departs Oct 17, 2024 from Boston, Massachusetts
Up to 2 deals including an Avoya Exclusive
Roundtrip
11-Night USA and Canada Cruise
$1,908
Celebrity Cruises – Celebrity Silhouette
327 Reviews
Departs Sep 18, 2025 from Boston, Massachusetts
Up to 4 deals including Avoya Exclusives
Avoya Exclusive Rate
Roundtrip
11-Night USA and Canada Cruise
$1,995
8% Off
Celebrity Cruises – Celebrity Silhouette
327 Reviews
Departs Sep 29, 2025 from Boston, Massachusetts
Up to 4 deals including Avoya Exclusives
Avoya Exclusive Rate
Roundtrip
7-Night USA and Canada Cruise
$758
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Sep 28, 2025 from Boston, Massachusetts
Up to 2 deals including Avoya Exclusives
11-Night USA and Canada Cruise
$4,465
52% Off List
Oceania Cruises – Insignia
164 Reviews
Departs Oct 05, 2025 from Boston, Massachusetts
Up to 3 deals including an Avoya Exclusive
11-Night USA and Canada Cruise
$10,080
67% Off List
Regent Cruises – Seven Seas Splendor
29 Reviews
Departs Oct 11, 2025 from Boston, Massachusetts
Up to 7 deals including Avoya Exclusives
Roundtrip
7-Night USA and Canada Cruise
$710
Royal Caribbean – Brilliance of the Seas
155 Reviews
Departs Oct 26, 2025 from Boston, Massachusetts
Up to 2 deals including Avoya Exclusives
16-Night CARIBBEAN ABC Cruise
$3,599
50% Off List
Oceania Cruises – Insignia
164 Reviews
Departs Oct 27, 2025 from Boston, Massachusetts
Up to 3 deals including an Avoya Exclusive
41-Night Grand Voyage Cruise
$9,599
50% Off List
Oceania Cruises – Insignia
164 Reviews
Departs Oct 27, 2025 from Boston, Massachusetts
Up to 3 deals including an Avoya Exclusive
10-Night Caribbean Cruise
$1,624
Celebrity Cruises – Celebrity Eclipse
290 Reviews
Departs Oct 11, 2024 from Boston, Massachusetts
Up to 4 deals including Avoya Exclusives
11-Night Caribbean Cruise
$3,199
Windstar Cruises – Star Pride
90 Reviews
Departs Oct 23, 2024 from Boston, Massachusetts
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,106
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs Apr 18, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,046
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs Apr 25, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,125
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs May 23, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,066
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs May 30, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,166
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs Jun 13, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,346
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs Jun 20, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,276
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs Jun 27, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
Roundtrip
7-Night Bermuda Cruise
$1,326
Norwegian Cruise Line – Norwegian Jewel
168 Reviews
Departs Jul 18, 2025 from Boston, Massachusetts
Up to 6 deals including an Avoya Exclusive
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