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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.

14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 15, 2026 - Dec 6, 2027

2 Sailings

Oct 15, 2026 - Dec 6, 2027

Boats on a canal in Fort Lauderdale.

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

Princess Cays®

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

3 Sailings

Oct 29 - Nov 18, 2026

3 Sailings

Oct 29 - Nov 18, 2026

Boats on a canal in Fort Lauderdale.

12-night Southern Caribbean Islander Cruise From New York City, New York

St. Maarten (Philipsburg)

Aboard

Majestic Princess

From

New York City, New York

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

Boats on a canal in Fort Lauderdale.

14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

St. Maarten (Philipsburg)

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 3, 2026

1 Sailing

Dec 3, 2026

Cupecoy Beach with white resort buildings, St. Maarten.

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

Princess Cays®

St. Maarten (Philipsburg)

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 17 - Dec 27, 2026

2 Sailings

Dec 17 - Dec 27, 2026

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.

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

St. Thomas (Charlotte Amalie)

Bridgetown (Barbados)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 26, 2026

1 Sailing

Dec 26, 2026

Rocky beach and palm trees in Barbados.

14-night Southern Caribbean Adventurer Cruise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Crown Princess

From

San Juan, Puerto Rico

12 Sailings

Dec 27, 2026 - Mar 14, 2027

12 Sailings

Dec 27, 2026 - Mar 14, 2027

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

5-night Eastern Caribbean With St. Kitts Cruise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

Aboard

Crown Princess

From

San Juan, Puerto Rico

1 Sailing

Jan 3, 2027

1 Sailing

Jan 3, 2027

Published prices from

$1,393

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.

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

Celebration Key

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

10 Sailings

Jan 6 - Apr 6, 2027

10 Sailings

Jan 6 - Apr 6, 2027

Published prices from

$1,014

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.

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

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 29, 2027

1 Sailing

Oct 29, 2027

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.

10-night Southern Caribbean With St. Lucia Cruise From Fort Lauderdale, Florida

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 5, 2027

1 Sailing

Nov 5, 2027

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.

14-night Southern Caribbean Islander Cruise From New York City, New York

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

New York City, New York

1 Sailing

Nov 6, 2027

1 Sailing

Nov 6, 2027

Boats on a canal in Fort Lauderdale.

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

Aboard

Sky Princess

From

Fort Lauderdale, Florida

5 Sailings

Nov 14, 2027 - Feb 27, 2028

5 Sailings

Nov 14, 2027 - Feb 27, 2028

Cupecoy Beach with white resort buildings, St. Maarten.

14-night Circle Caribbean Holiday Cruise From Fort Lauderdale, Florida

St. Maarten (Philipsburg)

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 15, 2027

1 Sailing

Nov 15, 2027

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

14-night Southern Caribbean Adventurer Cruise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Emerald Princess

From

San Juan, Puerto Rico

14 Sailings

Nov 21, 2027 - Mar 12, 2028

14 Sailings

Nov 21, 2027 - Mar 12, 2028

Rocky beach and palm trees in Barbados.

7-night Southern Caribbean With Tortola Holiday Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Emerald Princess

From

Bridgetown, Barbados

2 Sailings

Nov 26 - Dec 24, 2027

2 Sailings

Nov 26 - Dec 24, 2027

Boats on a canal in Fort Lauderdale.

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

Princess Cays®

Falmouth (Jamaica)

Grand Cayman (George Town)

Aboard

Sky Princess

From

Fort Lauderdale, Florida

7 Sailings

Nov 28, 2027 - Feb 20, 2028

7 Sailings

Nov 28, 2027 - Feb 20, 2028

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.

7-night Southern Caribbean With Barbados And Tortola Cruise From San Juan, Puerto Rico

Aboard

Emerald Princess

From

San Juan, Puerto Rico

7 Sailings

Nov 28, 2027 - Mar 19, 2028

7 Sailings

Nov 28, 2027 - Mar 19, 2028

Boats on a canal in Fort Lauderdale.

14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

St. Maarten (Philipsburg)

Bridgetown (Barbados)

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 29, 2027

1 Sailing

Nov 29, 2027

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.

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

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 5, 2027

1 Sailing

Dec 5, 2027

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.

7-night Southern Caribbean With Tortola Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Emerald Princess

From

Bridgetown, Barbados

6 Sailings

Dec 10, 2027 - Mar 17, 2028

6 Sailings

Dec 10, 2027 - Mar 17, 2028

Published prices from

$2,104

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.

10-night Southern Caribbean With St. Lucia Cruise From Port Canaveral, Florida

Aboard

Star Princess

From

Port Canaveral, Florida

2 Sailings

Dec 12, 2027 - Mar 19, 2028

2 Sailings

Dec 12, 2027 - Mar 19, 2028

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.

14-night Southern Caribbean Adventurer Holiday Cruise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Emerald Princess

From

San Juan, Puerto Rico

3 Sailings

Dec 12 - Dec 26, 2027

3 Sailings

Dec 12 - Dec 26, 2027

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.

10-night Southern Caribbean With St. Lucia Cruise From Fort Lauderdale, Florida

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 14, 2027 - Feb 5, 2028

3 Sailings

Dec 14, 2027 - Feb 5, 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.

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

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

*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.