

20-night Caribbean Explorer Holiday Cruise
Aboard
Enchanted Princess
From
Fort Lauderdale, Florida
2 Sailings
Dec 17 - Dec 27, 2025
2 Sailings
Dec 17 - Dec 27, 2025


233 Results
Taxes and fees included in all prices shown
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Aboard
Enchanted Princess
From
Fort Lauderdale, Florida
2 Sailings
Dec 17 - Dec 27, 2025
2 Sailings
Dec 17 - Dec 27, 2025


Aboard
Enchanted Princess
From
Fort Lauderdale, Florida
3 Sailings
Dec 17, 2025 - Dec 27, 2026
3 Sailings
Dec 17, 2025 - Dec 27, 2026


Aboard
Majestic Princess
From
Fort Lauderdale, Florida
4 Sailings
Dec 20, 2025 - Feb 22, 2026
4 Sailings
Dec 20, 2025 - Feb 22, 2026


Aboard
Star Princess
From
Fort Lauderdale, Florida
1 Sailing
Dec 20, 2025
1 Sailing
Dec 20, 2025


Aboard
Star Princess
From
Fort Lauderdale, Florida
3 Sailings
Dec 20, 2025 - Dec 19, 2026
3 Sailings
Dec 20, 2025 - Dec 19, 2026


Aboard
Majestic Princess
From
Fort Lauderdale, Florida
1 Sailing
Dec 20, 2025
1 Sailing
Dec 20, 2025


Aboard
Regal Princess
From
Galveston, Texas
2 Sailings
Dec 21 - Dec 28, 2025
2 Sailings
Dec 21 - Dec 28, 2025


Aboard
Sun Princess
From
Fort Lauderdale, Florida
1 Sailing
Dec 21, 2025
1 Sailing
Dec 21, 2025


Aboard
Sun Princess
From
Fort Lauderdale, Florida
2 Sailings
Dec 21 - Dec 28, 2025
2 Sailings
Dec 21 - Dec 28, 2025


Aboard
Grand Princess
From
San Juan, Puerto Rico
14 Sailings
Dec 21, 2025 - Mar 22, 2026
14 Sailings
Dec 21, 2025 - Mar 22, 2026


Aboard
Grand Princess
From
San Juan, Puerto Rico
15 Sailings
Dec 21, 2025 - Mar 29, 2026
15 Sailings
Dec 21, 2025 - Mar 29, 2026


Aboard
Coral Princess
From
Fort Lauderdale, Florida
2 Sailings
Dec 22, 2025 - Dec 20, 2027
2 Sailings
Dec 22, 2025 - Dec 20, 2027
Published prices from
per person*
taxes & fees included


Aboard
Sky Princess
From
Port Canaveral, Florida
2 Sailings
Dec 22 - Dec 28, 2025
2 Sailings
Dec 22 - Dec 28, 2025


Aboard
Sky Princess
From
Port Canaveral, Florida
1 Sailing
Dec 22, 2025
1 Sailing
Dec 22, 2025


Aboard
Island Princess
From
Fort Lauderdale, Florida
3 Sailings
Dec 23, 2025 - Dec 13, 2027
3 Sailings
Dec 23, 2025 - Dec 13, 2027


Aboard
Caribbean Princess
From
Fort Lauderdale, Florida
4 Sailings
Dec 23, 2025 - Dec 23, 2027
4 Sailings
Dec 23, 2025 - Dec 23, 2027


Aboard
Enchanted Princess
From
Fort Lauderdale, Florida
1 Sailing
Dec 27, 2025
1 Sailing
Dec 27, 2025


Aboard
Star Princess
From
Fort Lauderdale, Florida
2 Sailings
Dec 27, 2025 - Dec 19, 2026
2 Sailings
Dec 27, 2025 - Dec 19, 2026
Published prices from
per person*
taxes & fees included


Aboard
Sun Princess
From
Fort Lauderdale, Florida
1 Sailing
Dec 28, 2025
1 Sailing
Dec 28, 2025


Aboard
Majestic Princess
From
Fort Lauderdale, Florida
1 Sailing
Dec 28, 2025
1 Sailing
Dec 28, 2025


Aboard
Sky Princess
From
Port Canaveral, Florida
1 Sailing
Dec 28, 2025
1 Sailing
Dec 28, 2025
Published prices from
per person*
taxes & fees included


Aboard
Star Princess
From
Fort Lauderdale, Florida
32 Sailings
Jan 3, 2026 - Mar 20, 2027
32 Sailings
Jan 3, 2026 - Mar 20, 2027
Published prices from
per person*
taxes & fees included


Aboard
Star Princess
From
Fort Lauderdale, Florida
6 Sailings
Jan 3 - Mar 14, 2026
6 Sailings
Jan 3 - Mar 14, 2026
Published prices from
per person*
taxes & fees included


Aboard
Majestic Princess
From
Fort Lauderdale, Florida
2 Sailings
Jan 3 - Feb 14, 2026
2 Sailings
Jan 3 - Feb 14, 2026
Published prices from
per person*
taxes & fees included


Aboard
Regal Princess
From
Galveston, Texas
11 Sailings
Jan 4 - Mar 15, 2026
11 Sailings
Jan 4 - Mar 15, 2026
Published prices from
per person*
taxes & fees included
*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.
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Overview
Cruise to the Caribbean with Princess Cruises for a relaxing and delightful voyage that you won’t soon forget. Delicious cuisine, enriching cultural experiences, and incredible weather are just a few highlights of a trip to the Caribbean islands, whether it be in the Eastern, Southern, or Western Caribbean.
Shop duty-free in St. Thomas for some local treasures, plunder the mysterious caves in Curacao, or frolic in the butterfly farms of Aruba. Or, put your feet up and vegetate on the beaches of Costa Maya or Honduras. Relaxation, eccentricity, and culture are just three reasons to choose a Princess Cruises Caribbean cruise.