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Showing 25cruise vacations: Caribbean,December 2024 - May 2026
2 Sailors , 1 Cabin
Showing 25 cruise vacations that match your search
Resilient Caribbean Holidays
San Juan • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
San Juan Sunrises & Dominican Dreams
Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,086
per Cabin
Departing on:
SAVINGS TO WRITE HOME ABOUT
80% off your 2nd Sailor + free drinks
Always Included Luxury covers your WiFi, tips & gratuities, all dining, & more.
Cayman Coves & Jamaican Waterfalls
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,948
per Cabin
Departing on:
San Juan, Samaná & Bimini
Miami, Florida • San Juan • Samaná • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,948
per Cabin
Departing on:
Resilient Caribbean Holidays
Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Resilient New Year's Ahoy!
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Cozumel, Grand Cayman & Bimini
Miami, Florida • George Town • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Cayman Isles & Jamaican Miles
Miami, Florida • George Town • Ocho Rios • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,948
per Cabin
Departing on:
Costa Mayan Caves & Honduran Waves
Miami, Florida • Costa Maya • Roatán • Cozumel (Playa del Carmen) • Miami, Florida
Getaways for 80% off 2nd Sailor
Puerto Rican Nights & St. Croix Delights
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor