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Explore 407 cruise vacations

Showing Loading cruise vacations: Caribbean, June 2025 - April 2027
UP TO $300 IN ONBOARD CREDIT
On Caribbean sailings 7 nights or longer
|
On top of 70% off 2nd Sailor + balcony upgrades
Showing 47 cruise vacations that match your search
Showing 47 cruise vacations that match your search
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Fire & Sunset Soirées

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
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4 nights
Valiant Lady, Scarlet Lady, Resilient Lady & Brilliant Lady
BOOK NOW
+ free balcony upgrade
SWING INTO SUMMER: 70% off 2nd Sailor
Insider cabins from
per Cabin
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Departing on:
2026Best Rate
Thu, Sep 24 - Mon, Sep 28
from (US$)
2025
Wed, Jul 09 - Sun, Jul 13
from (US$)
2025
Wed, Aug 06 - Sun, Aug 10
from (US$)

Valiant's Haunted Halloween Soirée

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea Terrace cabins from
per Cabin
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4 nights
Valiant Lady
BOOK NOW
+ free balcony upgrade
SWING INTO SUMMER: 70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
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Departing on:
2025
Wed, Oct 29 - Sun, Nov 02
from (US$)

Key West & Bimini: Valentine’s Voyage

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
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4 nights
Scarlet Lady
BOOK NOW
+ free balcony upgrade
SWING INTO SUMMER: 70% off 2nd Sailor
Insider cabins from
per Cabin
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Departing on:
2027
Thu, Feb 11 - Mon, Feb 15
from (US$)
Average starting price per cabin (incl. taxes & fees)