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*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.

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

12-night Caribbean Islander Cruise

New York City
St. Maarten (Philipsburg)
Basseterre
Castries
Curacao
+3 more

Aboard

Enchanted Princess

From

New York, New York

1 Sailing

Nov 1, 2025

1 Sailing

Nov 1, 2025

Statue of Liberty and Manhattan skyline.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

12-night Southern Caribbean Islander Cruise

New York City
St. Maarten (Philipsburg)
Basseterre
Castries
Curacao
+3 more

Aboard

Majestic Princess

From

New York, New York

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

Published prices from

$2,299

per person*

taxes & fees included

Casa Rosada government building in Buenos Aires.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

18-night Brazilian Adventure Cruise

Ft. Lauderdale
St. Maarten (Philipsburg)
Castries
Bridgetown (Barbados)
Fortaleza
+4 more

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 19, 2026

1 Sailing

Nov 19, 2026

Published prices from

$3,598

per person*

taxes & fees included

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

12-night Southern Caribbean With Aruba Cruise

Ft. Lauderdale
Oranjestad
Curacao
Castries
Bridgetown (Barbados)
+3 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 30, 2026

1 Sailing

Nov 30, 2026

Published prices from

$2,009

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers
Princess Cruises logo

7-night Southern Caribbean Cruise With Barbados

San Juan
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
St. John's
Castries
+2 more

Aboard

Crown Princess

From

San Juan, Puerto Rico

13 Sailings

Dec 27, 2026 - Mar 21, 2027

13 Sailings

Dec 27, 2026 - Mar 21, 2027

Published prices from

$1,161

per person*

taxes & fees included

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

10-night Southern Caribbean With Martinique Cruise

Ft. Lauderdale
Princess Cays®
San Juan
Basseterre
Castries
+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Mar 29, 2026

1 Sailing

Mar 29, 2026

Published prices from

$1,329

per person*

taxes & fees included

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

10-night Southern Caribbean With Martinique Cruise

Ft. Lauderdale
Princess Cays®
St. Thomas (Charlotte Amalie)
Dominica
Castries
+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

4 Sailings

Jan 16 - Mar 17, 2026

4 Sailings

Jan 16 - Mar 17, 2026

Published prices from

$1,169

per person*

taxes & fees included

A wide-angle view of the bustling harbor of Charlotte Amalie, St. Thomas, with many sailboats and yachts docked in the tranquil blue water, and the town's buildings climbing the lush green hills.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

20-night Caribbean Explorer Holiday Cruise

Ft. Lauderdale
Princess Cays®
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
St. John's
+6 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

3 Sailings

Nov 13 - Dec 27, 2025

3 Sailings

Nov 13 - Dec 27, 2025

Published prices from

$4,998

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Circle Caribbean Cruise

Ft. Lauderdale
Basseterre
Fort de France
Castries
Bridgetown (Barbados)
+5 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 3, 2025 - Dec 3, 2026

2 Sailings

Dec 3, 2025 - Dec 3, 2026

Published prices from

$2,206

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.
Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers
Princess Cruises logo

14-night Southern Caribbean Adventurer Cruise

San Juan
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
St. John's
Castries
+6 more

Aboard

Crown Princess

From

San Juan, Puerto Rico

12 Sailings

Dec 27, 2026 - Mar 14, 2027

12 Sailings

Dec 27, 2026 - Mar 14, 2027

Published prices from

$3,073

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

10-night Southern Caribbean With Martinique Holiday Cruise

Ft. Lauderdale
Princess Cays®
San Juan
Basseterre
Castries
+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 23 - Dec 27, 2025

2 Sailings

Nov 23 - Dec 27, 2025

Published prices from

$1,883

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

20-night Caribbean Explorer Cruise

Ft. Lauderdale
Princess Cays®
San Juan
Basseterre
Castries
+6 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

2 Sailings

Mar 29 - Apr 8, 2026

2 Sailings

Mar 29 - Apr 8, 2026

Published prices from

$3,204

per person*

taxes & fees included

A classic, two-story colonial building, the Abbey of Our Lady of Exile, with a red roof, a clock tower, and arches in Port of Spain, Trinidad and Tobago, under a cloudy blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Circle Caribbean Cruise

Ft. Lauderdale
St. Maarten (Philipsburg)
Dominica
Castries
Bridgetown (Barbados)
+5 more

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Jan 31, 2026

1 Sailing

Jan 31, 2026

Published prices from

$3,129

per person*

taxes & fees included

An aerial shot of the port city of Ushuaia, Argentina, at dusk, showing city lights along the Beagle Channel with the snow-capped Andes Mountains in the background.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

33-night Brazilian & Cape Horn Grand Adventure Cruise

Ft. Lauderdale
St. Maarten (Philipsburg)
Castries
Bridgetown (Barbados)
Fortaleza
+12 more

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 19, 2026

1 Sailing

Nov 19, 2026

Published prices from

$7,744

per person*

taxes & fees included

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

10-night Southern Caribbean with Martinique Cruise

Ft. Lauderdale
Princess Cays®
St. Thomas (Charlotte Amalie)
Dominica
Castries
+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 18, 2026

1 Sailing

Apr 18, 2026

Published prices from

$1,767

per person*

taxes & fees included