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48 Results

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A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Roatan Island
Belize City
Cozumel
Grand Turk
+3 more

Aboard

Star Princess

From

Fort Lauderdale, Florida

24 Sailings

Nov 7, 2026 - Feb 24, 2029

24 Sailings

Nov 7, 2026 - Feb 24, 2029

Published prices from

$2,069

per person*

taxes & fees included

A stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Southern/Eastern Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Grand Turk
Nassau
Grand Cayman (George Town)
+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 8, 2026 - Mar 6, 2027

10 Sailings

Nov 8, 2026 - Mar 6, 2027

A stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

6-night Eastern Caribbean With Turks & Caicos Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Grand Turk
Nassau

Aboard

Regal Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 8, 2026 - Mar 14, 2027

10 Sailings

Nov 8, 2026 - Mar 14, 2027

Colorful colonial balconies in Cartagena.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

12-night Panama Canal With Costa Rica & Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Oranjestad
Cartagena (Colombia)
Panama Canal
Colon (Panama)
+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

9 Sailings

Nov 11, 2026 - Feb 12, 2028

9 Sailings

Nov 11, 2026 - Feb 12, 2028

Boats on a canal in Fort Lauderdale.
Princess Cruises logo

7-night Eastern Caribbean Cruise With Bahamas From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk

Aboard

Star Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 14, 2026 - Mar 20, 2027

10 Sailings

Nov 14, 2026 - Mar 20, 2027

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

9-night Eastern Caribbean Cruise With St. Thomas From Port Canaveral, Florida

Port Canaveral
Grand Turk
Amber Cove
San Juan
St. Maarten (Philipsburg)
+2 more

Aboard

Sky Princess

From

Port Canaveral, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Caribbean Eastern Adventurer Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Grand Turk
Nassau
St. Maarten (Philipsburg)
+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

8 Sailings

Nov 22, 2026 - Feb 20, 2027

8 Sailings

Nov 22, 2026 - Feb 20, 2027

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

6-night Eastern Caribbean Cruise With Turks & Caicos From Port Canaveral, Florida

Port Canaveral
Princess Cays®
Amber Cove
Grand Turk

Aboard

Sky Princess

From

Port Canaveral, Florida

7 Sailings

Dec 7, 2026 - Mar 1, 2027

7 Sailings

Dec 7, 2026 - Mar 1, 2027

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Holiday Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Cozumel
Belize City
Roatan Island
Grand Turk
+3 more

Aboard

Star Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 19, 2026 - Dec 23, 2028

2 Sailings

Dec 19, 2026 - Dec 23, 2028

Published prices from

$2,569

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Holiday Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
San Juan
Grand Turk
Princess Cays®
Cozumel
+3 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

A scenic view of Princess Cays, Bahamas, featuring a row of colorful cabanas with thatched roofs, surrounded by swaying palm trees on a white-sand beach.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

10-night Eastern Caribbean With St. Kitts Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Amber Cove
San Juan
St. John's
+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

10 Sailings

Jan 6 - Apr 6, 2027

10 Sailings

Jan 6 - Apr 6, 2027

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With Turks & Caicos Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Grand Turk
Amber Cove
Princess Cays®

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Feb 27, 2027

1 Sailing

Feb 27, 2027

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

5-night Caribbean Getaway With Grand Turk Cruise From Port Canaveral, Florida

Port Canaveral
Princess Cays®
Grand Turk

Aboard

Star Princess

From

Port Canaveral, Florida

2 Sailings

Oct 26, 2027 - Mar 14, 2028

2 Sailings

Oct 26, 2027 - Mar 14, 2028

A scenic view of Princess Cays, Bahamas, featuring a row of colorful cabanas with thatched roofs, surrounded by swaying palm trees on a white-sand beach.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With Puerto Rico Cruise From Port Canaveral, Florida

Port Canaveral
Princess Cays®
Amber Cove
San Juan
Grand Turk

Aboard

Star Princess

From

Port Canaveral, Florida

12 Sailings

Oct 31, 2027 - Feb 27, 2028

12 Sailings

Oct 31, 2027 - Feb 27, 2028

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

4-night Eastern Caribbean Getaway With Bahamas Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Half Moon Cay

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 10, 2027

1 Sailing

Nov 10, 2027

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

15-night Eastern/Western Caribbean Adventurer Cruise From Miami, Florida

Miami
Belize City
Roatan Island
Cozumel
Princess Cays®
+5 more

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 20, 2027

1 Sailing

Nov 20, 2027

A scenic view of Princess Cays, Bahamas, featuring a row of colorful cabanas with thatched roofs, surrounded by swaying palm trees on a white-sand beach.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Western Caribbean With Mexico Holiday Cruise From Miami, Florida

Miami
Belize City
Roatan Island
Cozumel
Princess Cays®

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 20, 2027

1 Sailing

Nov 20, 2027

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

6-night Eastern Caribbean With Turks & Caicos Holiday Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

A scenic view of Princess Cays, Bahamas, featuring a row of colorful cabanas with thatched roofs, surrounded by swaying palm trees on a white-sand beach.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

5-night Caribbean Getaway With Grand Turk Holiday Cruise From Port Canaveral, Florida

Port Canaveral
Princess Cays®
Grand Turk

Aboard

Star Princess

From

Port Canaveral, Florida

1 Sailing

Nov 23, 2027

1 Sailing

Nov 23, 2027

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Princess Cays®
Amber Cove
San Juan
Grand Turk

Aboard

Sun Princess

From

Fort Lauderdale, Florida

3 Sailings

Nov 27, 2027 - Jan 29, 2028

3 Sailings

Nov 27, 2027 - Jan 29, 2028

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Western Caribbean With Mexico Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Belize City
Roatan Island
Cozumel
Princess Cays®

Aboard

Sun Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 4, 2027 - Feb 5, 2028

3 Sailings

Dec 4, 2027 - Feb 5, 2028

A secluded cove with white sand and turquoise water on Half Moon Cay, Bahamas, surrounded by jagged, rocky cliffs and a serene blue ocean under a partly cloudy sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Cruise From Miami, Florida

Miami
Half Moon Cay
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
Belize City
+4 more

Aboard

Regal Princess

From

Miami, Florida

10 Sailings

Dec 5, 2027 - Mar 26, 2028

10 Sailings

Dec 5, 2027 - Mar 26, 2028

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

15-night Eastern/Western Caribbean Adventurer Holiday Cruise From Miami, Florida

Miami
Belize City
Roatan Island
Cozumel
Princess Cays®
+5 more

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Dec 12, 2027

1 Sailing

Dec 12, 2027

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Western Caribbean With Mexico Cruise From Miami, Florida

Miami
Belize City
Roatan Island
Cozumel
Princess Cays®

Aboard

Regal Princess

From

Miami, Florida

5 Sailings

Dec 12, 2027 - Mar 26, 2028

5 Sailings

Dec 12, 2027 - Mar 26, 2028

A panoramic view of Fort-de-France, Martinique, showing a bustling bay filled with boats and yachts, with colorful houses nestled on the surrounding green hillsides and the deep blue Caribbean Sea beyond.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

10-night Southern Caribbean With Martinique Holiday Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Amber Cove
San Juan
Basseterre
Fort de France
+3 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

    • Showing results 1 - 24 of 48

*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.