22 Results

Sort

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.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Southern Caribbean with Barbados Cruise

Aboard

Grand Princess

From

San Juan, Puerto Rico

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

20-night Caribbean Explorer Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

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

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

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

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

18-night Southern Caribbean Adventurer Cruise

Aboard

Grand Princess

From

San Juan, Puerto Rico

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

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

A scenic coastal view in Curaçao featuring houses with orange roofs on a cliffside overlooking a rocky beach with beautiful turquoise Caribbean water.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Circle Caribbean Cruise

Aboard

Coral Princess

From

Fort Lauderdale, Florida

Published prices from

$2,699

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Dining, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

14-night Carnival Journeys Cruise - Southern Caribbean

Aboard

Carnival Venezia

From

Port Canaveral, Florida

Published prices from

$1,199

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

Aboard

Island Princess

From

Fort Lauderdale, Florida

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

14-night Circle Caribbean Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

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.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

14-night Southern Caribbean Adventurer Cruise

Aboard

Crown Princess

From

San Juan, Puerto Rico

Published prices from

$3,066

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line

11-night Journeys - Southern Caribbean Cruise

Aboard

Carnival Conquest

From

Miami, Florida

Published prices from

$1,094

per person*

taxes & fees included

A panoramic view of the coastal city of Roseau in Dominica, with its colorful buildings nestled between the Caribbean Sea and lush, mountainous terrain under a beautiful sky.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

12-night Southern Caribbean With Aruba Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Circle Caribbean Holiday Cruise

Aboard

Island Princess

From

Fort Lauderdale, Florida

Published prices from

$3,071

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + $500 Instant Savings + FREE 3rd & 4th Guests*
Princess Cruises logo

14-night Southern Caribbean Adventurer Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$2,329

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + $500 Instant Savings + FREE 3rd & 4th Guests*
Princess Cruises logo

7-night Southern Caribbean With Barbados And Tortola Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Circle Caribbean Cruise

Aboard

Island Princess

From

Fort Lauderdale, Florida

Published prices from

$2,651

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to 40% off + $500 Instant Savings + FREE 3rd & 4th Guests*
Princess Cruises logo

14-night Southern Caribbean Adventurer Holiday Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$2,779

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

14-night Circle Caribbean Holiday Cruise

Aboard

Coral Princess

From

Fort Lauderdale, Florida

Published prices from

$3,669

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

11-night Southern Caribbean With Barbados Holiday Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.
Up to 40% off + $500 Instant Savings + FREE 3rd & 4th Guests*
Princess Cruises logo

7-night Southern Caribbean With Barbados And Tortola Holiday Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.
Up to 40% off + $500 Instant Savings + FREE 3rd & 4th Guests*
Princess Cruises logo

7-night Southern Caribbean With Barbados And St. Kitts Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

*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.