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23 Results

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A breathtaking underwater view of a coral reef with multiple schools of fish swimming over the colorful and diverse marine ecosystem near Roatan Island, Honduras.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Cozumel
Costa Maya
Roatan Island
Half Moon Cay
+3 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

23 Sailings

Nov 15, 2026 - Feb 5, 2028

23 Sailings

Nov 15, 2026 - 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

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

Ft. Lauderdale
Half Moon Cay
San Juan
Amber Cove

Aboard

Sun Princess

From

Fort Lauderdale, Florida

9 Sailings

Nov 22, 2026 - Mar 14, 2027

9 Sailings

Nov 22, 2026 - Mar 14, 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

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

Port Canaveral
Half Moon Cay
San Juan
Amber Cove
Grand Turk

Aboard

Sky Princess

From

Port Canaveral, Florida

7 Sailings

Nov 29, 2026 - Feb 21, 2027

7 Sailings

Nov 29, 2026 - Feb 21, 2027

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

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

Ft. Lauderdale
Half Moon Cay
Amber Cove
San Juan
St. Maarten (Philipsburg)
+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 17 - Dec 27, 2026

2 Sailings

Dec 17 - Dec 27, 2026

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

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

Ft. Lauderdale
Half Moon Cay
San Juan
St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Boats on a canal in Fort Lauderdale.
Up to 45% OFF + up to $450 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

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

Ft. Lauderdale
Half Moon Cay
San Juan
St. Maarten (Philipsburg)
Belize City
+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Mar 20, 2027

1 Sailing

Mar 20, 2027

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 45% OFF + up to $450 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

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

Ft. Lauderdale
Half Moon Cay
Amber Cove
San Juan
Grand Turk

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Mar 20 - Apr 3, 2027

2 Sailings

Mar 20 - Apr 3, 2027

Boats on a canal in Fort Lauderdale.
Up to 45% OFF + up to $450 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

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

Ft. Lauderdale
Half Moon Cay
San Juan
St. Maarten (Philipsburg)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 10, 2027

1 Sailing

Apr 10, 2027

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

Boats on a canal in Fort Lauderdale.
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
Half Moon Cay
San Juan
Amber Cove
Grand Turk
+4 more

Aboard

Sky Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 21 - Dec 19, 2027

2 Sailings

Nov 21 - Dec 19, 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

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

Ft. Lauderdale
Half Moon Cay
San Juan
Amber Cove
Grand Turk

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

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 Caribbean Adventurer Cruise From Miami, Florida

Miami
Amber Cove
San Juan
St. Maarten (Philipsburg)
Roadtown
+3 more

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

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

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

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Cozumel
+4 more

Aboard

Sky Princess

From

Fort Lauderdale, Florida

7 Sailings

Nov 28, 2027 - Feb 20, 2028

7 Sailings

Nov 28, 2027 - Feb 20, 2028

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Cozumel

Aboard

Sky Princess

From

Fort Lauderdale, Florida

4 Sailings

Nov 28, 2027 - Feb 20, 2028

4 Sailings

Nov 28, 2027 - Feb 20, 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

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 Eastern Caribbean With St. Thomas Cruise From Miami, Florida

Miami
Half Moon Cay
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)

Aboard

Regal Princess

From

Miami, Florida

6 Sailings

Dec 5, 2027 - Apr 9, 2028

6 Sailings

Dec 5, 2027 - Apr 9, 2028

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

7-night Eastern Caribbean With St. Thomas Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)

Aboard

Sun Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 11, 2027 - Feb 12, 2028

3 Sailings

Dec 11, 2027 - Feb 12, 2028

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

14-night Caribbean East/West Adventurer Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
San Juan
Amber Cove
Grand Turk
+4 more

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 12, 2027

1 Sailing

Dec 12, 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

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

Ft. Lauderdale
Half Moon Cay
San Juan
Amber Cove
Grand Turk

Aboard

Sky Princess

From

Fort Lauderdale, Florida

5 Sailings

Dec 12, 2027 - Mar 5, 2028

5 Sailings

Dec 12, 2027 - Mar 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

7-night Western Caribbean With Grand Cayman Holiday Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Cozumel

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2027

1 Sailing

Dec 19, 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

14-Eastern Caribbean Adventurer Cruise From Miami, Florida

Miami
Basseterre
San Juan
Amber Cove
Half Moon Cay
+3 more

Aboard

Regal Princess

From

Miami, Florida

5 Sailings

Jan 9 - Apr 2, 2028

5 Sailings

Jan 9 - Apr 2, 2028

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

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

Ft. Lauderdale
Half Moon Cay
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
Princess Cays®
+4 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Jan 22, 2028

1 Sailing

Jan 22, 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

5-night Caribbean Getaway With Grand Turk Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Grand Turk

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Feb 26, 2028

1 Sailing

Feb 26, 2028

*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.