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Explore 399 cruise vacations

Showing Loading cruise vacations: North America & Caribbean, July 2025 - October 2025
Showing 15 cruise vacations that match your search
Showing 15 cruise vacations that match your search
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Dominican Daze

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
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5 nights
Valiant Lady
BOOK NOW
+ Balcony upgrades
70% off 2nd Sailor
Insider cabins from
per Cabin
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Departing on:
2025Best Rate
Fri, Oct 10 - Wed, Oct 15
from (US$)
2025
Fri, Aug 01 - Wed, Aug 06
from (US$)
2025
Fri, Aug 15 - Wed, Aug 20
from (US$)

Fire & Sunset Soirées

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
per Cabin
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4 nights
Valiant Lady
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+ Balcony upgrades
70% off 2nd Sailor
Sea View cabins from
per Cabin
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Departing on:
2025Best Rate
Wed, Aug 20 - Sun, Aug 24
from (US$)
2025
Wed, Aug 06 - Sun, Aug 10
from (US$)
2025
Wed, Sep 03 - Sun, Sep 07
from (US$)

Brilliant Lady New York MerMaiden

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • New York City, New York
Sea Terrace cabins from
per Cabin
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5 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ Balcony upgrades
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
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Departing on:
2025
Fri, Sep 05 - Wed, Sep 10
from (US$) Brilliant Lady's Inaugural Season

The Big Apple to Bermuda

  • New York City, New York
  • Royal Naval Dockyard, Bermuda
  • New York City, New York
Insider cabins from
per Cabin
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5 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ Balcony upgrades
70% off 2nd Sailor
Insider cabins from
per Cabin
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Departing on:
2025
Wed, Sep 10 - Mon, Sep 15
from (US$) Brilliant Lady's Inaugural Season

Fall Colors: Coastal Northeast & Canada

  • New York City, New York
  • Boston, Massachusetts
  • Eastport, Maine
  • Saint John, New Brunswick
  • Halifax, Nova Scotia
  • New York City, New York
Insider cabins from
per Cabin
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8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ Balcony upgrades
70% off 2nd Sailor
Insider cabins from
per Cabin
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Departing on:
2025
Mon, Sep 15 - Tue, Sep 23
from (US$) Brilliant Lady's Inaugural Season

Autumn Leaves: New York to Quebec

  • New York City, New York
  • Boston, Massachusetts
  • Eastport, Maine
  • Saint John, New Brunswick
  • Halifax, Nova Scotia
  • Quebec City, Quebec
Sea View cabins from
per Cabin
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10 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ Balcony upgrades
70% off 2nd Sailor
Sea View cabins from
per Cabin
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Departing on:
2025
Tue, Sep 23 - Fri, Oct 03
from (US$) Brilliant Lady's Inaugural Season

Fall Leaves to Miami Scenes

  • Quebec City, Quebec
  • Halifax, Nova Scotia
  • Saint John, New Brunswick
  • Eastport, Maine
  • Boston, Massachusetts
  • Charleston, South Carolina
  • Miami, Florida
Insider cabins from
per Cabin
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13 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
BOOK NOW
+ Balcony upgrades
70% off 2nd Sailor
Insider cabins from
per Cabin
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Departing on:
2025
Fri, Oct 03 - Thu, Oct 16
from (US$) Brilliant Lady's Inaugural Season
Average starting price per cabin (incl. taxes & fees)