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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.

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

Princess Cays®

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

17 Sailings

Jun 20, 2026 - Mar 20, 2027

17 Sailings

Jun 20, 2026 - Mar 20, 2027

Boats on a canal in Fort Lauderdale.

7-night Eastern Caribbean with Bahamas Cruise From Fort Lauderdale, Florida

Princess Cays®

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

3 Sailings

Jul 4 - Aug 29, 2026

3 Sailings

Jul 4 - Aug 29, 2026

Boats on a canal in Fort Lauderdale.

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

Princess Cays®

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Jul 18, 2026

1 Sailing

Jul 18, 2026

Boats on a canal in Fort Lauderdale.

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

Princess Cays®

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Aug 15, 2026

1 Sailing

Aug 15, 2026

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.

8-night Southern Caribbean Islander Holiday Cruise From Fort Lauderdale, Florida

St. Thomas (Charlotte Amalie)

Aboard

Crown Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 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

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

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

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

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

$667

per person*

taxes & fees included

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

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

7-night Southern Caribbean With St. Lucia Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Crown Princess

From

Bridgetown, Barbados

6 Sailings

Jan 8 - Mar 19, 2027

6 Sailings

Jan 8 - Mar 19, 2027

Published prices from

$1,998

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.

7-night Southern Caribbean With Puerto Rico Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

St. Thomas (Charlotte Amalie)

Aboard

Crown Princess

From

Bridgetown, Barbados

5 Sailings

Jan 29 - Mar 12, 2027

5 Sailings

Jan 29 - Mar 12, 2027

Published prices from

$1,749

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 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

Rocky beach and palm trees in Barbados.

14-night Southern Caribbean Adventurer Holiday Cruise From Fort Lauderdale, Florida

Falmouth (Jamaica)

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

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

9-night Eastern Caribbean With St. Thomas Cruise From Port Canaveral, Florida

St. Maarten (Philipsburg)

Aboard

Star Princess

From

Port Canaveral, Florida

3 Sailings

Nov 14, 2027 - Mar 29, 2028

3 Sailings

Nov 14, 2027 - Mar 29, 2028

Published prices from

$1,724

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.

5-night Southern Caribbean With St. Lucia Holiday Cruise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

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.

7-night Southern Caribbean With Barbados And St. Lucia Holiday Cruise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 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

Cupecoy Beach with white resort buildings, St. Maarten.

15-night Eastern Caribbean Adventurer Cruise From Miami, Florida

St. Maarten (Philipsburg)

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

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.

7-night Southern Caribbean With St. Lucia Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Emerald Princess

From

Bridgetown, Barbados

6 Sailings

Dec 3, 2027 - Mar 10, 2028

6 Sailings

Dec 3, 2027 - Mar 10, 2028

Published prices from

$2,025

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.

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

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

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.

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

Princess Cays®

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

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

7-night Southern Caribbean With Barbados And St. Lucia Cruise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Emerald Princess

From

San Juan, Puerto Rico

8 Sailings

Dec 5, 2027 - Mar 12, 2028

8 Sailings

Dec 5, 2027 - Mar 12, 2028

Cupecoy Beach with white resort buildings, St. Maarten.

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

Princess Cays®

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

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

*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.