Princess Cruises logo

Princess Cruises to Eastern Caribbean

A multi-generational family enjoys a sunny day walking on a pristine white sand beach in St. John, a perfect stop on a Princess Cruises Eastern Caribbean vacation.

Upcoming Princess Cruises to Eastern Caribbean

Filter

123 Results

Sort

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

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$2,038

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

14-night Eastern Caribbean Adventurer Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Eastern Caribbean with Turks & Caicos Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$1,138

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

7-night Eastern Caribbean with St. Thomas Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,419

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Eastern Caribbean with Puerto Rico Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$1,098

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

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$2,196

per person*

taxes & fees included

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 Bahamas Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,184

per person*

taxes & fees included

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Western Caribbean with Mexico Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$1,144

per person*

taxes & fees included

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 Cruise with St. Thomas

Aboard

Regal Princess

From

Fort Lauderdale, Florida

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Western Caribbean Cruise with Mexico

Aboard

Caribbean Princess

From

Port Canaveral, Florida

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

7-night Eastern Caribbean Cruise with Puerto Rico

Aboard

Caribbean Princess

From

Port Canaveral, Florida

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$1,135

per person*

taxes & fees included

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 Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,319

per person*

taxes & fees included

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

7-night Eastern Caribbean Cruise with Turks & Caicos

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$1,134

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

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,259

per person*

taxes & fees included

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 Turks & Caicos Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,094

per person*

taxes & fees included

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

$2,414

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

12-night Southern Caribbean Islander Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$1,735

per person*

taxes & fees included

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

4-night Caribbean Getaway Cruise With Grand Turk

Aboard

Star Princess

From

Fort Lauderdale, Florida

Published prices from

$849

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 Eastern/Western Caribbean Adventurer Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

Published prices from

$2,388

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 Eastern Caribbean With St. Kitts Cruise

Aboard

Coral Princess

From

Fort Lauderdale, Florida

Published prices from

$1,714

per person*

taxes & fees included

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

8-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,384

per person*

taxes & fees included

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 Cruise With Bahamas

Aboard

Star Princess

From

Fort Lauderdale, Florida

Published prices from

$1,224

per person*

taxes & fees included

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

Aboard

Majestic Princess

From

New York City, New York

Published prices from

$2,339

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

6-night Eastern Caribbean With Turks & Caicos Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,004

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 Southern/Eastern Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$2,493

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

8-night Southern Caribbean With Abc Islands Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,114

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 Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$2,307

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

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

Published prices from

$3,566

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

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

Published prices from

$6,462

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

9-night Eastern Caribbean Cruise With St. Thomas

Aboard

Sky Princess

From

Port Canaveral, Florida

Published prices from

$1,763

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

7-night Eastern Caribbean Cruise With Puerto Rico

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$1,194

per person*

taxes & fees included

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 Caribbean Eastern Adventurer Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$2,333

per person*

taxes & fees included

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

5-night Caribbean Getaway With Grand Turk Cruise

Aboard

Island Princess

From

Fort Lauderdale, Florida

Published prices from

$944

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

8-night Eastern Caribbean Cruise With Puerto Rico

Aboard

Sky Princess

From

Port Canaveral, Florida

Published prices from

$1,229

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

Published prices from

$2,199

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

14-night Circle Caribbean Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

Published prices from

$2,847

per person*

taxes & fees included

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

6-night Eastern Caribbean Cruise With Turks & Caicos

Aboard

Sky Princess

From

Port Canaveral, Florida

Published prices from

$1,038

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 Eastern Caribbean With St. Kitts Holiday Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

Published prices from

$1,727

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 Eastern Caribbean With Puerto Rico Holiday Cruise

Aboard

Coral Princess

From

Fort Lauderdale, Florida

Published prices from

$1,349

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

8-night Southern Caribbean Islander Holiday Cruise

Aboard

Crown Princess

From

Fort Lauderdale, Florida

Published prices from

$1,349

per person*

taxes & fees included

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/Western Caribbean Adventurer Holiday Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

Published prices from

$3,978

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 Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$3,878

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

11-night Southern Caribbean With Martinique Holiday Cruise

Aboard

Coral Princess

From

Fort Lauderdale, Florida

Published prices from

$2,364

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

$2,592

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Southern Caribbean Cruise With Barbados

Aboard

Crown Princess

From

San Juan, Puerto Rico

Published prices from

$1,161

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

5-night Eastern Caribbean With St. Kitts Cruise

Aboard

Crown Princess

From

San Juan, Puerto Rico

Published prices from

$1,215

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

10-night Eastern Caribbean With St. Kitts Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

Published prices from

$1,647

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With St. Lucia Cruise

Aboard

Crown Princess

From

Bridgetown, Barbados

Published prices from

$1,688

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With Puerto Rico Cruise

Aboard

Crown Princess

From

Bridgetown, Barbados

Published prices from

$1,721

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

7-night Eastern Caribbean With Turks & Caicos Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

Published prices from

$1,073

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

8-night Southern Caribbean With ABC Islands Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Published prices from

$1,739

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

9-night Southern Caribbean With Aruba Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

Published prices from

$1,471

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

9-night Southern Caribbean With Aruba Cruise

Aboard

Crown Princess

From

Bridgetown, Barbados

Published prices from

$2,299

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

12-night Southern Caribbean With Panama Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

Published prices from

$1,949

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Southern Caribbean Islander Cruise

Aboard

Crown Princess

From

San Juan, Puerto Rico

Published prices from

$1,234

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

Published prices from

$1,998

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

5-night Caribbean Getaway With Grand Turk Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

Published prices from

$1,059

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With St. Kitts Cruise

Aboard

Island Princess

From

Fort Lauderdale, Florida

Published prices from

$1,494

per person*

taxes & fees included

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

Published prices from

$1,354

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

10-night Southern Caribbean With St. Lucia Cruise

Aboard

Island Princess

From

Fort Lauderdale, Florida

Published prices from

$1,959

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Southern Caribbean Islander Cruise

Aboard

Regal Princess

From

New York City, New York

Published prices from

$2,744

per person*

taxes & fees included

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

5-night Caribbean Getaway With Grand Turk Cruise

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

Published prices from

$1,014

per person*

taxes & fees included

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

7-night Eastern Caribbean With St. Kitts Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

Published prices from

$1,151

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Southern Caribbean Adventurer Holiday Cruise

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

Published prices from

$2,833

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

7-night Southern Caribbean With Curacao Cruise

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

Published prices from

$1,384

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

9-night Eastern Caribbean With St. Thomas Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

Published prices from

$1,704

per person*

taxes & fees included

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

$2,344

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

15-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$2,963

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

Published prices from

$2,662

per person*

taxes & fees included

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

7-night Eastern Caribbean With Puerto Rico Holiday Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

Published prices from

$1,408

per person*

taxes & fees included

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

6-night Eastern Caribbean With Turks & Caicos Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$1,304

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 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

5-night Southern Caribbean With St. Lucia Holiday Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$1,063

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With Barbados And St. Lucia Holiday Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$1,514

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

14-night Southern Caribbean Adventurer Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$2,503

per person*

taxes & fees included

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.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

9-night Southern Caribbean With Abc Islands Holiday Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

Published prices from

$1,641

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

5-night Caribbean Getaway With Grand Turk Holiday Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

Published prices from

$1,079

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

10-night Southern Caribbean Islander Cruise

Aboard

Coral Princess

From

New York City, New York

Published prices from

$2,029

per person*

taxes & fees included

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With Tortola Holiday Cruise

Aboard

Emerald Princess

From

Bridgetown, Barbados

Published prices from

$2,193

per person*

taxes & fees included

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$1,364

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

15-night Eastern Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$3,018

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

8-night Eastern Caribbean With Tortola Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$1,619

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

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

Published prices from

$2,396

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With Barbados And Tortola Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$1,234

per person*

taxes & fees included

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

$2,434

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 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With St. Lucia Cruise

Aboard

Emerald Princess

From

Bridgetown, Barbados

Published prices from

$2,012

per person*

taxes & fees included

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$2,758

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With St. Thomas Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$1,474

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

9-night Southern Caribbean With Martinique Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

Published prices from

$1,573

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

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

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$1,324

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 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With Tortola Cruise

Aboard

Emerald Princess

From

Bridgetown, Barbados

Published prices from

$2,014

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With St. Thomas Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$1,379

per person*

taxes & fees included

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

14-night Caribbean East/West Adventurer Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

Published prices from

$2,802

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

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

Published prices from

$1,195

per person*

taxes & fees included

A sunny shot of Mahogany Bay, Roatan, with white sandy beaches, green palm trees, a cruise ship port, and a chairlift.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

15-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$3,573

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

10-night Southern Caribbean With St. Lucia Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

Published prices from

$1,549

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

14-night Southern Caribbean Adventurer Holiday Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$2,533

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

10-night Southern Caribbean With St. Lucia Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

Published prices from

$1,717

per person*

taxes & fees included

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

9-night Southern Caribbean With Abc Islands Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

Published prices from

$1,411

per person*

taxes & fees included

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

10-night Southern Caribbean With Martinique Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$2,089

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern Caribbean Adventurer Holiday Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$3,893

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

8-night Eastern Caribbean With Tortola Holiday Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$2,159

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

$2,884

per person*

taxes & fees included

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 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

14-night Southern Caribbean With Martinique Holiday Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

Published prices from

$3,004

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

Published prices from

$2,357

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

7-night Eastern Caribbean With St. Kitts Holiday Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

Published prices from

$1,719

per person*

taxes & fees included

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 + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With Barbados And Tortola Holiday Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$1,674

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

13-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$3,213

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

6-night Eastern Caribbean With Turks & Caicos Holiday Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$1,884

per person*

taxes & fees included

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

11-night Southern Caribbean With Barbados Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$2,349

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 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With St. Lucia Holiday Cruise

Aboard

Emerald Princess

From

Bridgetown, Barbados

Published prices from

$2,533

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

11-night Southern Caribbean With Barbados Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

Published prices from

$2,044

per person*

taxes & fees included

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

4-night Turks & Caicos Getaway Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

Published prices from

$949

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-Eastern Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$2,753

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With St. Kitts Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$1,454

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

6-night Southern Caribbean With Puerto Rico Cruise

Aboard

Emerald Princess

From

Bridgetown, Barbados

Published prices from

$2,138

per person*

taxes & fees included

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 + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

8-night Southern Caribbean With St. Lucia Cruise

Aboard

Emerald Princess

From

Bridgetown, Barbados

Published prices from

$2,138

per person*

taxes & fees included

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern Caribbean Adventurer Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$2,583

per person*

taxes & fees included

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 + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

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

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$1,344

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Regal Princess

From

Miami, Florida

Published prices from

$1,524

per person*

taxes & fees included

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*+ 1 more offer
TCW EXCLUSIVE
Princess Cruises logo

5-night Caribbean Getaway With Grand Turk Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

Published prices from

$944

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

9-night Southern Caribbean With ABC Islands Cruise

Aboard

Emerald Princess

From

Bridgetown, Barbados

Published prices from

$2,418

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*
Princess Cruises logo

7-night Southern Caribbean With Abc Islands Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

Published prices from

$1,304

per person*

taxes & fees included

*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.

More to Explore

Cruise Lines

Tauck Cruises

Royal Caribbean International

Windstar Cruises

MSC Cruises

Carnival Cruise Line

Destinations

Asian River

Europe

Southern Caribbean

U.S. Pacific Coast

Galapagos Islands

Ports

Mijas (Costa del Sol), Spain

Churchill, Manitoba

Berlin, Germany

Alaska Wildlife Conservation Center, Alaska

Ain Sukhna, Egypt

Cruise Ships

Viking Ullur

Freedom of the Seas

Carnival Horizon

AmaSintra

Avalon Passion