Long to dive into turquoise waters? The Eastern Caribbean's world famous beaches await. Prefer to explore historic Mayan ruins? The Western Caribbean's ancient wonders are calling. For those craving adventure in a natural wonderland, the Southern Caribbean is brimming with possibilities. Each voyage illuminates the heart of Caribbean life, so come see what makes these islands legendary. Princess sails the Caribbean year-round! Each season has a personality all its own. Summer is a time for family fun in the sun. Fall invites the adventurous to immerse themselves in the islands. Winter is marked by festivals and other celebrations. Spring is the perfect time for renewal and relaxation. Cruise the Caribbean throughout the year, and you’ll encounter a different side of the Caribbean each time, unified by the distinctive experiences Princess offers.
Big Savings are going on right now so don’t put off that dream cruise with award-winning restaurants, Broadway-caliber shows and adventures in port. Save even more – as in over 50% – with a Princess Plus or Princess Premier bundle. Book early for the best fares!
Search the sailings below or connect with our experts at 1 (877) 734-6858 to start planning your cruise now and learn how you can receive exclusive extras, like shipboard credit!
Submit the form below or call us at 1 (877) 734-6858
Includes free extras and bonus savings available only from CruiseInsider.
Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
---|---|---|---|---|
7-night Eastern Caribbean With Puerto Rico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 5/17/25 | From $2,539 |
18-night Panama Canal - Ocean To Ocean Cruise Los Angeles to New York City | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 5/17/25 | From $3,539 |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 5/24/25 | From $1,884 |
7-night Eastern Caribbean With Puerto Rico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 5/31/25 | From $2,428 |
14-night Caribbean East/West Adventurer Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 6/7/25 | Call For Pricing |
14-night Caribbean East/West Adventurer Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 6/14/25 | Call For Pricing |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 6/21/25 | From $1,468 |
7-night Eastern Caribbean With Puerto Rico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 6/28/25 | From $1,908 |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 7/5/25 | From $1,448 |
7-night Eastern Caribbean With Puerto Rico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 7/12/25 | From $1,878 |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 8/2/25 | From $1,576 |
10-night Caribbean with Bermuda Overnight Cruise Roundtrip New York City | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 8/19/25 | From $1,929 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 10/16/25 | From $2,018 |
16-night Panama Canal - Ocean To Ocean Cruise Los Angeles to Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 10/22/25 | From $1,389 |
10-night Southern Caribbean With Martinique Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 10/28/25 | From $1,069 |
4-night Caribbean Getaway With Cozumel Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 10/29/25 | From $884 |
12-night Caribbean Islander Cruise New York City to Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 11/1/25 | From $1,868 |
6-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 11/2/25 | From $903 |
10-night Eastern Caribbean With Tortola Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 11/7/25 | From $1,418 |
14-night Circle the Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 11/7/25 | From $1,229 |
8-night Southern Caribbean With ABC Islands Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 11/8/25 | From $909 |
5-night Caribbean Getaway With Grand Turk Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 11/10/25 | From $514 |
10-night Eastern Caribbean With Tortola Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 11/13/25 | From $1,069 |
7-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 11/16/25 | From $749 |
8-night Eastern Caribbean With St. Thomas Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 11/22/25 | From $1,298 |
7-night Eastern Caribbean With Bahamas Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 11/22/25 | From $1,288 |
7-night Western Caribbean With Mexico Holiday Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 11/23/25 | From $689 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 11/29/25 | From $1,019 |
8-night Western Caribbean With Mexico Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 11/30/25 | From $699 |
7-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 11/30/25 | From $1,188 |
14-night Circle Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 12/3/25 | From $2,478 |
8-night Southern Caribbean With ABC Islands Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 12/6/25 | From $1,418 |
7-night Eastern Caribbean With Bahamas Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 12/6/25 | From $669 |
7-night Western Caribbean Cruise With Grand Cayman Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 12/7/25 | From $1,228 |
6-night Western Caribbean With Mexico Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 12/8/25 | From $848 |
6-night Eastern Caribbean With Turks & Caicos Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 12/8/25 | From $953 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 12/11/25 | From $1,968 |
7-night Western Caribbean With Mexico Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 12/14/25 | From $589 |
14-night Caribbean East/West Adventurer Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 12/14/25 | From $1,489 |
7-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 12/14/25 | From $1,058 |
20-night Caribbean Explorer Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 12/17/25 | From $2,649 |
14-night Caribbean East/West Adventurer Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 12/20/25 | From $2,858 |
7-night Western Caribbean Holiday Cruise With Grand Cayman Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 12/21/25 | From $1,059 |
6-night Eastern Caribbean With Turks & Caicos Holiday Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 12/22/25 | From $639 |
12-night Panama Canal With Costa Rica & Caribbean Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 12/23/25 | From $1,329 |
16-night Panama Canal - Ocean To Ocean Holiday Cruise Ft. Lauderdale to Los Angeles | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 12/23/25 | From $2,758 |
7-night Western Caribbean With Mexico Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 12/27/25 | From $1,788 |
8-night Western Caribbean With Mexico Holiday Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 12/28/25 | From $1,748 |
8-night Eastern Caribbean With St. Thomas Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 1/3/26 | From $749 |
7-night Western Caribbean With Mexico Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 1/4/26 | From $639 |
7-night Western Caribbean Cruise With Grand Cayman Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 1/4/26 | From $1,038 |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 1/10/26 | From $1,058 |
8-night Eastern Caribbean With St. Thomas Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 1/11/26 | From $799 |
7-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 1/11/26 | From $749 |
10-night Southern Caribbean With Martinique Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 1/16/26 | From $1,069 |
8-night Southern Caribbean With ABC Islands Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 1/17/26 | From $1,718 |
6-night Eastern Caribbean Cruise With Turks & Caicos Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 1/19/26 | From $998 |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 1/24/26 | From $774 |
7-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 1/25/26 | From $1,058 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 1/28/26 | From $1,119 |
7-night Eastern Caribbean With Bahamas Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 1/31/26 | From $1,118 |
7-night Western Caribbean With Mexico Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 2/8/26 | From $1,038 |
8-night Eastern Caribbean With St. Thomas Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 2/8/26 | From $1,408 |
7-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 2/8/26 | From $1,158 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 2/9/26 | From $2,118 |
7-night Eastern Caribbean With Bahamas Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 2/14/26 | From $824 |
10-night Eastern Caribbean With Tortola Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 2/15/26 | From $1,069 |
7-night Western Caribbean With Grand Cayman Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 2/15/26 | From $799 |
6-night Eastern Caribbean With Turks & Caicos Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 2/16/26 | From $589 |
7-night Western Caribbean With Mexico Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 2/22/26 | From $749 |
6-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 2/22/26 | From $589 |
8-night Western Caribbean With Mexico Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 2/22/26 | From $1,298 |
10-night Southern Caribbean With Martinique Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 2/25/26 | From $1,884 |
16-night Panama Canal - Ocean To Ocean Cruise Ft. Lauderdale to Los Angeles | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 2/25/26 | From $2,808 |
7-night Eastern Caribbean With Bahamas Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 2/28/26 | From $1,218 |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 3/7/26 | From $824 |
7-night Western Caribbean With Mexico Cruise Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 3/15/26 | From $1,158 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 3/17/26 | From $2,168 |
10-night Southern Caribbean With Martinique Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 3/17/26 | From $1,169 |
7-night Western Caribbean With Mexico Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 3/21/26 | From $1,228 |
12-night Caribbean Islander Cruise Galveston to Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 3/22/26 | From $1,119 |
10-night Southern Caribbean With Martinique Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 3/29/26 | From $1,169 |
10-night Eastern Caribbean With Tortola Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 4/8/26 | From $1,169 |
7-night Eastern Caribbean Cruise with St. Thomas Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 7/18/26 | From $1,303 |
7-night Western Caribbean Cruise with Mexico Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 7/26/26 | From $1,168 |
7-night Eastern Caribbean Cruise with Puerto Rico Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 8/2/26 | From $1,053 |
7-night Western Caribbean Cruise with Mexico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 8/22/26 | From $1,073 |
7-night Eastern Caribbean Cruise with Turks & Caicos Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 9/20/26 | From $1,089 |
14-night Eastern/Western Caribbean Adventurer Cruise Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 10/4/26 | From $1,908 |
16-night Panama Canal Cruise - Ocean To Ocean Los Angeles to Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 10/25/26 | Call For Pricing |
7-night Western Caribbean Cruise With Mexico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 11/7/26 | From $808 |
8-night Southern Caribbean With Abc Islands Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 11/14/26 | From $1,064 |
7-night Western Caribbean Cruise With Mexico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 11/15/26 | From $1,278 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 11/23/26 | From $1,720 |
8-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 11/29/26 | From $1,229 |
14-night Circle Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 12/3/26 | From $2,059 |
16-night Panama Canal Cruise - Ocean To Ocean Los Angeles to Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Crown Princess | Departs 12/3/26 | From $1,946 |
8-night Southern Caribbean With Abc Islands Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Regal Princess | Departs 12/12/26 | From $1,114 |
7-night Western Caribbean With Mexico Holiday Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Star Princess | Departs 12/19/26 | From $1,018 |
7-night Western Caribbean Cruise With Mexico Holiday Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 12/20/26 | Call For Pricing |
7-night Southern Caribbean Cruise With Barbados Roundtrip San Juan | Cruise Line Princess Cruises | Cruise Ship Crown Princess | Departs 12/27/26 | From $1,518 |
16-night Panama Canal Cruise - Ocean To Ocean Ft. Lauderdale to San Diego | Cruise Line Princess Cruises | Cruise Ship Island Princess | Departs 1/13/27 | From $2,038 |
7-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 1/17/27 | From $1,213 |
8-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 1/24/27 | From $1,273 |
12-night Panama Canal With Costa Rica & Caribbean Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Caribbean Princess | Departs 2/3/27 | From $1,640 |
7-night Western Caribbean Cruise With Mexico Roundtrip Galveston | Cruise Line Princess Cruises | Cruise Ship Majestic Princess | Departs 2/7/27 | From $953 |
10-night Eastern Caribbean With St. Kitts Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 2/15/27 | From $1,618 |
7-night Western Caribbean Cruise With Mexico Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Sun Princess | Departs 2/21/27 | From $1,318 |
8-night Eastern Caribbean Cruise With Puerto Rico Roundtrip Port Canaveral | Cruise Line Princess Cruises | Cruise Ship Sky Princess | Departs 2/21/27 | From $1,278 |
7-night Southern Caribbean Cruise With Barbados Roundtrip San Juan | Cruise Line Princess Cruises | Cruise Ship Crown Princess | Departs 3/14/27 | From $1,144 |
10-night Eastern Caribbean With St. Kitts Cruise Roundtrip Ft. Lauderdale | Cruise Line Princess Cruises | Cruise Ship Enchanted Princess | Departs 3/27/27 | From $1,858 |
16-night Panama Canal Cruise - Ocean To Ocean Ft. Lauderdale to Los Angeles | Cruise Line Princess Cruises | Cruise Ship Crown Princess | Departs 4/4/27 | From $2,136 |
Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections.