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Showing 34cruise vacations: All Destinations,December 2024 - February 2025
Showing 34 cruise vacations that match your search
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San Juan to St. Lucia: Holiday Edition
San JuanTortolaPhilipsburgBridgetownFort-de-FranceCastriesBasseterreSan Juan
Insider cabins from
Price$1,580
per Cabin
8 nights
Resilient Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,580
per Cabin
Departing on:
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Eastern Caribbean Antilles
Miami, FloridaPuerto PlataSan JuanSt. CroixBeach Club at BiminiMiami, Florida
Insider cabins from
Price$1,570
per Cabin
8 nights
Scarlet Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
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SAVINGS TO WRITE HOME ABOUT

80% off your 2nd Sailor + free drinks

Always Included Luxury covers your WiFi, tips & gratuities, all dining, & more.

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Saint (Isles) & Seas of the Caribbean
San JuanTortolaBridgetownCastriesSt. John'sPhilipsburgSan Juan
Insider cabins from
Price$1,668
per Cabin
7 nights
Resilient Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,668
per Cabin
Departing on:
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Dominican Daze
Miami, FloridaPuerto PlataBeach Club at BiminiMiami, Florida
Insider cabins from
Price$1,490
per Cabin
5 nights
Valiant Lady
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
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Resilient Caribbean Holidays
San JuanPhilipsburgBridgetownCastriesFort-de-FranceBasseterreSan Juan
Insider cabins from
Price$2,506
per Cabin
7 nights
Resilient Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,506
per Cabin
Departing on:
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Resilient New Year's Ahoy
San JuanTortolaBridgetownCastriesSt. John'sPhilipsburgSan Juan
Insider cabins from
Price$3,206
per Cabin
7 nights
Resilient Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,206
per Cabin
Departing on:
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Scarlet New Year's Ahoy!
Miami, FloridaPuerto PlataSan JuanSt. CroixBeach Club at BiminiMiami, Florida
Insider cabins from
Price$3,984
per Cabin
8 nights
Scarlet Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,984
per Cabin
Departing on:
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Valiant New Year's Ahoy!
Miami, FloridaKey West, FloridaBeach Club at BiminiMiami, Florida
Insider cabins from
Price$2,794
per Cabin
4 nights
Valiant Lady
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,794
per Cabin
Departing on:
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Sunsets in the Lesser Antilles
San JuanOranjestadWillemstadFort-de-FranceBasseterreSan Juan
Insider cabins from
Price$1,806
per Cabin
7 nights
Resilient Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
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Western Caribbean Charm
Miami, FloridaRoatánCosta MayaBeach Club at BiminiMiami, Florida
Insider cabins from
Price$1,428
per Cabin
6 nights
Scarlet Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
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Fire & Sunset Soirées
Miami, FloridaKey West, FloridaBeach Club at BiminiMiami, Florida
Insider cabins from
Price$1,192
per Cabin
4 nights
Valiant Lady
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
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San Juan, St. Vincent, Barbados & More
San JuanTortolaBasseterreSt. John'sFort-de-FranceBridgetownCastriesKingstownSan Juan
Sea View cabins from
Price$2,580
per Cabin
10 nights
Resilient Lady
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$2,580
per Cabin
Departing on:
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Riviera Maya
Miami, FloridaCozumel (Playa del Carmen)Beach Club at BiminiMiami, Florida
Insider cabins from
Price$988
per Cabin
5 nights
Valiant Lady
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
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Idyllic Caribbean Isles & Colombia
San JuanCartagenaWillemstadOranjestadCastriesSt. John'sPhilipsburgSan Juan
Insider cabins from
Price$2,170
per Cabin
11 nights
Resilient Lady
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,170
per Cabin
Departing on:
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Resilient Valentine's Voyage
San JuanTortolaBridgetownCastriesSt. John'sPhilipsburgSan Juan
Insider cabins from
Price$2,786
per Cabin
7 nights
Resilient Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,786
per Cabin
Departing on:
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Scarlet Valentine's Voyage
Miami, FloridaPuerto PlataSan JuanSt. CroixBeach Club at BiminiMiami, Florida
Insider cabins from
Price$2,320
per Cabin
8 nights
Scarlet Lady
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,320
per Cabin
Departing on:
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Valiant Valentine's Voyage
Miami, FloridaPuerto PlataBeach Club at BiminiMiami, Florida
Insider cabins from
Price$1,490
per Cabin
5 nights
Valiant Lady
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,490
per Cabin
Departing on: