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Showing 26cruise vacations: All Destinations,November 2024 - January 2025

80% off your 2nd Sailor + up to $400 in free drinks

Showing 26 cruise vacations that match your search
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One-Way San Juan Sojourn
Miami, Florida • Grand Turk • Puerto Plata • Basseterre • San Juan
Insider cabins from
Price$1,790
per Cabin
6 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,790
per Cabin
Departing on:
2024
Sat, Nov 30 - Fri, Dec 06
from Price$1,790
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Riviera Maya
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$986
per Cabin
5 nights
Valiant Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$986
per Cabin
Departing on:
2024Best Rate
Sun, Dec 01 - Fri, Dec 06
from Price$986
2025
Sun, Jan 12 - Fri, Jan 17
from Price$1,492
2025
Sun, Jan 26 - Fri, Jan 31
from Price$988
Picture of the promotion

BLACK FRIDAY DEALS

Rates from $99 per Sailor per night!

Always Included Luxury: Wi-Fi, tips & gratuities, all dining, entertainment, and more.

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San Juan to St. Lucia: Holiday Edition
San Juan • Tortola • Philipsburg • Bridgetown • Fort-de-France • Castries • Basseterre • San Juan
Insider cabins from
Price$1,580
per Cabin
8 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,580
per Cabin
Departing on:
2024
Fri, Dec 06 - Sat, Dec 14
from Price$1,580
Picture of the cruise
Eastern Caribbean Antilles
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$1,570
per Cabin
8 nights
Scarlet Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,570
per Cabin
Departing on:
2024Best Rate
Sat, Dec 14 - Sun, Dec 22
from Price$1,570
2025
Sat, Jan 11 - Sun, Jan 19
from Price$1,574
2025
Sat, Jan 25 - Sun, Feb 02
from Price$1,572
Picture of the cruise
Saint (Isles) & Seas of the Caribbean
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Insider cabins from
Price$1,668
per Cabin
7 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,668
per Cabin
Departing on:
2024
Sat, Dec 14 - Sat, Dec 21
from Price$1,668
Picture of the cruise
Dominican Daze
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$1,490
per Cabin
5 nights
Valiant Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,490
per Cabin
Departing on:
2025Best Rate
Fri, Jan 17 - Wed, Jan 22
from Price$1,490
2024
Sun, Dec 15 - Fri, Dec 20
from Price$2,068
2025
Fri, Jan 03 - Wed, Jan 08
from Price$2,650
Picture of the cruise
Valiant Caribbean Holidays
Miami, Florida • Nassau • Puerto Plata • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$1,182
per Cabin
6 nights
Valiant Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,182
per Cabin
Departing on:
2024
Fri, Dec 20 - Thu, Dec 26
from Price$1,182
Picture of the cruise
Resilient Caribbean Holidays
San Juan • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan
Insider cabins from
Price$2,506
per Cabin
7 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$2,506
per Cabin
Departing on:
2024
Sat, Dec 21 - Sat, Dec 28
from Price$2,506
Picture of the cruise
Scarlet Caribbean Holidays
Miami, Florida • Costa Maya • Roatán • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$2,270
per Cabin
6 nights
Scarlet Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$2,270
per Cabin
Departing on:
2024
Sun, Dec 22 - Sat, Dec 28
from Price$2,270
Picture of the cruise
Resilient New Year's Ahoy
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Insider cabins from
Price$3,206
per Cabin
7 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$3,206
per Cabin
Departing on:
2024
Sat, Dec 28 - Sat, Jan 04
from Price$3,206
Picture of the cruise
Scarlet New Year's Ahoy!
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$3,984
per Cabin
8 nights
Scarlet Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$3,984
per Cabin
Departing on:
2024
Sat, Dec 28 - Sun, Jan 05
from Price$3,984
Picture of the cruise
Valiant New Year's Ahoy!
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$2,794
per Cabin
4 nights
Valiant Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$2,794
per Cabin
Departing on:
2024
Mon, Dec 30 - Fri, Jan 03
from Price$2,794
Picture of the cruise
Sunsets in the Lesser Antilles
San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan
Insider cabins from
Price$2,520
per Cabin
7 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$2,520
per Cabin
Departing on:
2025
Sat, Jan 04 - Sat, Jan 11
from Price$2,520
Picture of the cruise
Western Caribbean Charm
Miami, Florida • Costa Maya • Roatán • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$1,178
per Cabin
6 nights
Scarlet Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,178
per Cabin
Departing on:
2025Best Rate
Sun, Jan 19 - Sat, Jan 25
from Price$1,178
2025
Sun, Jan 05 - Sat, Jan 11
from Price$1,308
Picture of the cruise
Fire & Sunset Soirées
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$790
per Cabin
4 nights
Valiant Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$790
per Cabin
Departing on:
2025Best Rate
Wed, Jan 22 - Sun, Jan 26
from Price$790
2025
Wed, Jan 08 - Sun, Jan 12
from Price$1,360
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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
Insider cabins from
Price$1,962
per Cabin
10 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$1,962
per Cabin
Departing on:
2025
Sat, Jan 11 - Tue, Jan 21
from Price$1,962
Picture of the cruise
Idyllic Caribbean Isles & Colombia
San Juan • Cartagena • Willemstad • Oranjestad • Castries • St. John's • Philipsburg • San Juan
Insider cabins from
Price$2,170
per Cabin
11 nights
Resilient Lady
BOOK NOW
+ free drinks
BLACK FRIDAY: 80% off 2nd Sailor
Insider cabins from
Price$2,170
per Cabin
Departing on:
2025
Tue, Jan 21 - Sat, Feb 01
from Price$2,170
Average starting price per cabin (incl. taxes & fees)