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Showing 27cruise vacations: All Destinations,December 2024 - October 2025
1 Sailor , 1 Cabin
Showing 27 cruise vacations that match your search
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Eastern Caribbean Antilles
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$190
per Sailor per night
8 nights
Scarlet Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$190
per Sailor per night
Departing on:
2025Best Rate
Sat, Feb 22 - Sun, Mar 02
from Price$190
2024
Sat, Dec 14 - Sun, Dec 22
from Price$211
2025
Sat, Jan 11 - Sun, Jan 19
from Price$225
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Scarlet Caribbean Holidays
Miami, Florida • Costa Maya • Roatán • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$409
per Sailor per night
6 nights
Scarlet Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$409
per Sailor per night
Departing on:
2024
Sun, Dec 22 - Sat, Dec 28
from Price$409
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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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Western Caribbean Charm
Miami, Florida • Roatán • Costa Maya • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$180
per Sailor per night
6 nights
Scarlet Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$180
per Sailor per night
Departing on:
2025Best Rate
Sun, Feb 02 - Sat, Feb 08
from Price$180
2025
Sun, Jan 05 - Sat, Jan 11
from Price$276
2025
Sun, Jan 19 - Sat, Jan 25
from Price$403
* Port changes in place on select sailings — see full cruise details
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San Juan, St. Vincent, Barbados & More
San Juan • Tortola • Basseterre • St. John's • Fort-de-France • Bridgetown • Castries • Kingstown • San Juan
Sea View cabins from
Price$325
per Sailor per night
10 nights
Resilient Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$325
per Sailor per night
Departing on:
2025
Sat, Jan 11 - Tue, Jan 21
from Price$325
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Riviera Maya
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$210
per Sailor per night
5 nights
Valiant Lady
BOOK NOW
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$210
per Sailor per night
Departing on:
2025Best Rate
Sun, Jan 12 - Fri, Jan 17
from Price$210
2025
Sun, Jan 26 - Fri, Jan 31
from Price$210
2025
Sun, Feb 09 - Fri, Feb 14
from Price$210
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Idyllic Caribbean Isles & Colombia
San Juan • Cartagena • Willemstad • Oranjestad • Castries • St. John's • Philipsburg • San Juan
Insider cabins from
Price$195
per Sailor per night
11 nights
Resilient Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$195
per Sailor per night
Departing on:
2025
Tue, Jan 21 - Sat, Feb 01
from Price$195
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Fire & Sunset Soirées
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Sea Terrace cabins from
Price$390
per Sailor per night
4 nights
Valiant Lady
BOOK NOW
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
Price$390
per Sailor per night
Departing on:
2025
Wed, Jan 22 - Sun, Jan 26
from Price$390
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Resilient Valentine's Voyage
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Insider cabins from
Price$412
per Sailor per night
7 nights
Resilient Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$412
per Sailor per night
Departing on:
2025
Sat, Feb 08 - Sat, Feb 15
from Price$412
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Puerto Rican Daze & Caribbean Nights
San Juan • Tortola • St. John's • Basseterre • Fort-de-France • Castries • Bridgetown • Kingstown • San Juan
Insider cabins from
Price$175
per Sailor per night
10 nights
Resilient Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$175
per Sailor per night
Departing on:
2025
Sat, Mar 22 - Tue, Apr 01
from Price$175
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Colombia & Caribbean Islands
San Juan • Cartagena • Oranjestad • Willemstad • Roseau • St. John's • Philipsburg • San Juan
Insider cabins from
Price$175
per Sailor per night
11 nights
Resilient Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$175
per Sailor per night
Departing on:
2025
Tue, Apr 01 - Sat, Apr 12
from Price$175
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San Juan to Spanish Island Nights
San Juan • Santa Cruz de Tenerife • Casablanca • Palma de Mallorca • Valencia • Barcelona
Sea Terrace cabins from
Price$148
per Sailor per night
14 nights
Resilient Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
Price$148
per Sailor per night
Departing on:
2025
Sat, Apr 12 - Sat, Apr 26
from Price$148
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Miami to Casablanca & Barcelona
Miami, Florida • Santa Cruz de Tenerife • Gran Canaria • Casablanca • Valencia • Barcelona
Sea Terrace cabins from
Price$166
per Sailor per night
15 nights
Scarlet Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
Price$166
per Sailor per night
Departing on:
2025
Sat, May 03 - Sun, May 18
from Price$166
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Reykjavik to Amsterdam & Portsmouth
Reykjavik • Reykjavik • Ísafjörður • Akureyri • Lerwick • Amsterdam • Portsmouth
Insider cabins from
Price$200
per Sailor per night
11 nights
Scarlet Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
2025
Wed, Aug 06 - Sun, Aug 17
from Price$200
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Portsmouth to Ireland, Scotland & More
Portsmouth • Amsterdam • Zeebrugge (Bruges) • Kirkwall • Stornoway, Isle of Lewis • Greenock (Glasgow) • Belfast • Dublin • Portsmouth
Insider cabins from
Price$220
per Sailor per night
13 nights
Scarlet Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$220
per Sailor per night
Departing on:
2025
Sun, Aug 17 - Sat, Aug 30
from Price$220
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Portsmouth to Lisbon, Casablanca & Spain
Portsmouth • La Coruña • Lisbon • Casablanca • Málaga • Ibiza • Barcelona
Insider cabins from
Price$190
per Sailor per night
13 nights
Scarlet Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$190
per Sailor per night
Departing on:
2025
Fri, Sep 12 - Thu, Sep 25
from Price$190
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Scarlet's Haunted Halloween Soirée
Barcelona • Palma de Mallorca • Casablanca • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida
Insider cabins from
Price$100
per Sailor per night
15 nights
Scarlet Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$100
per Sailor per night
Departing on:
2025
Thu, Oct 16 - Fri, Oct 31
from Price$100
Picture of the cruise
Resilient's Haunted Halloween Soirée
Barcelona • Valencia • Casablanca • Gran Canaria • Miami, Florida
Sea Terrace cabins from
Price$192
per Sailor per night
14 nights
Resilient Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
Price$192
per Sailor per night
Departing on:
2025
Sun, Oct 26 - Sun, Nov 09
from Price$192
Average starting price per Sailor per night (incl. taxes & fees)