Popular Southern Caribbean Cruises

Family with kids enjoying lying on the sandy beach.

Upcoming Popular Southern Caribbean Cruises

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A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

10-night Southern Caribbean: Amber Cove & Abc Islands Cruise

Aboard

Zuiderdam

From

Miami, Florida

2 Sailings

Dec 13, 2025 - Mar 25, 2026

2 Sailings

Dec 13, 2025 - Mar 25, 2026

Published prices from

$1,361

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*+ 2 more offers

TCW EXCLUSIVE

21-night Southern & Eastern Caribbean: Abc & Leeward Holiday Cruise

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Dec 13, 2025

1 Sailing

Dec 13, 2025

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

8-night Aruba, Curacao & Bonaire Cruise

Aboard

Celebrity Silhouette

From

Fort Lauderdale, Florida

25 Sailings

Dec 13, 2025 - Apr 1, 2028

25 Sailings

Dec 13, 2025 - Apr 1, 2028

Published prices from

$1,058

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

8-night Southern Caribbean & Perfect Day Cruise

Ft. Lauderdale

Willemstad

Oranjestad

Perfect Day at CocoCay

Aboard

Oasis of the Seas

From

Fort Lauderdale, Florida

9 Sailings

Dec 13, 2025 - Apr 18, 2026

9 Sailings

Dec 13, 2025 - Apr 18, 2026

Published prices from

$1,059

per person*

taxes & fees included

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

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. Croix

Fort de France

+2 more

Aboard

Jewel of the Seas

From

San Juan, Puerto Rico

19 Sailings

Dec 13, 2025 - Apr 18, 2026

19 Sailings

Dec 13, 2025 - Apr 18, 2026

Published prices from

$709

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

14-night Caribbean East/West Adventurer Holiday Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

5 Sailings

Dec 14, 2025 - Feb 22, 2026

5 Sailings

Dec 14, 2025 - Feb 22, 2026

Colorful colonial balconies in Cartagena.

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Cruise

Aboard

Serenade of the Seas

From

Cartagena, Colombia

16 Sailings

Dec 14, 2025 - Apr 12, 2026

16 Sailings

Dec 14, 2025 - Apr 12, 2026

Published prices from

$1,455

per person*

taxes & fees included

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

14-night Southern Caribbean Adventurer Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

St. Vincent

+5 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

15 Sailings

Dec 14, 2025 - Mar 22, 2026

15 Sailings

Dec 14, 2025 - Mar 22, 2026

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

7-night Southern Caribbean with Barbados Cruise

Aboard

Grand Princess

From

San Juan, Puerto Rico

16 Sailings

Dec 14, 2025 - Mar 29, 2026

16 Sailings

Dec 14, 2025 - Mar 29, 2026

Buy One, Get One FREE Airfare*+ 5 more offers

7-night Caribbean Cruise: Curacao, Aruba & Bonaire

Aboard

Norwegian Epic

From

San Juan, Puerto Rico

2 Sailings

Dec 14, 2025 - Apr 12, 2026

2 Sailings

Dec 14, 2025 - Apr 12, 2026

Published prices from

$1,859

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.

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Cruise

St. Vincent (Kingstown)

+2 more

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

13 Sailings

Dec 14, 2025 - Apr 12, 2026

13 Sailings

Dec 14, 2025 - Apr 12, 2026

Published prices from

$944

per person*

taxes & fees included

A secluded cove with white sand and turquoise water on Half Moon Cay, Bahamas, surrounded by jagged, rocky cliffs and a serene blue ocean under a partly cloudy sky.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

21-night Southern Caribbean & Panama Canal Holiday Cruise

Aboard

Rotterdam

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2025

1 Sailing

Dec 19, 2025

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*+ 3 more offers

TCW EXCLUSIVE

9-night Southern Caribbean Holiday: Abc Islands Cruise

Aboard

Rotterdam

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2025

1 Sailing

Dec 19, 2025

Published prices from

$1,814

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

8-night Southern Caribbean Cruise

Aboard

Carnival Horizon

From

Miami, Florida

36 Sailings

Dec 20, 2025 - Apr 24, 2027

36 Sailings

Dec 20, 2025 - Apr 24, 2027

Published prices from

$769

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Holiday Cruise

Aboard

Serenade of the Seas

From

Colon, Panama

2 Sailings

Dec 20 - Dec 27, 2025

2 Sailings

Dec 20 - Dec 27, 2025

Published prices from

$2,355

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 6 more offers

TCW EXCLUSIVE

10-night Caribbean Cruise: Curacao, Aruba & Dominican Republic

Aboard

Norwegian Dawn

From

Tampa, Florida

3 Sailings

Dec 21, 2025 - Feb 15, 2026

3 Sailings

Dec 21, 2025 - Feb 15, 2026

Published prices from

$799

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

14-night Eastern Caribbean: Antilles & Private Island Holiday Cruise

Aboard

Volendam

From

Fort Lauderdale, Florida

1 Sailing

Dec 21, 2025

1 Sailing

Dec 21, 2025

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Holiday Cruise

Aboard

Serenade of the Seas

From

Cartagena, Colombia

2 Sailings

Dec 21 - Dec 28, 2025

2 Sailings

Dec 21 - Dec 28, 2025

Published prices from

$2,316

per person*

taxes & fees included

Buy One, Get One FREE Airfare*+ 5 more offers

7-night Caribbean Cruise: Barbados, Antigua & St. Lucia

San Juan

Roadtown

St. John's

Bridgetown (Barbados)

Castries

+2 more

Aboard

Norwegian Epic

From

San Juan, Puerto Rico

16 Sailings

Dec 21, 2025 - Apr 5, 2026

16 Sailings

Dec 21, 2025 - Apr 5, 2026

Published prices from

$699

per person*

taxes & fees included

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Holiday Cruise

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

1 Sailing

Dec 21, 2025

1 Sailing

Dec 21, 2025

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

14-night Circle Caribbean Holiday Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 22, 2025 - Dec 20, 2027

2 Sailings

Dec 22, 2025 - Dec 20, 2027

Published prices from

$3,610

per person*

taxes & fees included

A view of a huge sign that reads "Perfect Day at CocoCay," a private island in the Bahamas, with turquoise water and palm trees under a bright blue sky.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

11-night Panama Canal & Perfect Day Holiday Cruise

Aboard

Celebrity Ascent

From

Fort Lauderdale, Florida

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

Published prices from

$4,456

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.

Buy One, Get One FREE Airfare*+ 5 more offers

7-night Caribbean Cruise: Curacao, Aruba & Bonaire

Aboard

Norwegian Sky

From

Punta Cana, Dominican Republic

9 Sailings

Dec 22, 2025 - Mar 30, 2026

9 Sailings

Dec 22, 2025 - Mar 30, 2026

Published prices from

$999

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Holiday Cruise

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 23, 2025 - Dec 13, 2027

3 Sailings

Dec 23, 2025 - Dec 13, 2027

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

12-night Panama Canal With Costa Rica & Caribbean Holiday Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

4 Sailings

Dec 23, 2025 - Dec 23, 2027

4 Sailings

Dec 23, 2025 - Dec 23, 2027

Popular Southern Caribbean Cruises

Upcoming Popular Southern Caribbean Cruises

10-night Southern Caribbean: Amber Cove & Abc Islands Cruise

$1,361

21-night Southern & Eastern Caribbean: Abc & Leeward Holiday Cruise

8-night Aruba, Curacao & Bonaire Cruise

$1,058

8-night Southern Caribbean & Perfect Day Cruise

$1,059

7-night Southern Caribbean Cruise

$709

14-night Caribbean East/West Adventurer Holiday Cruise

7-night Southern Caribbean Cruise

$1,455

14-night Southern Caribbean Adventurer Cruise

7-night Southern Caribbean with Barbados Cruise

7-night Caribbean Cruise: Curacao, Aruba & Bonaire

$1,859

7-night Southern Caribbean Cruise

$944

21-night Southern Caribbean & Panama Canal Holiday Cruise

9-night Southern Caribbean Holiday: Abc Islands Cruise

$1,814

8-night Southern Caribbean Cruise

$769

7-night Southern Caribbean Holiday Cruise

$2,355

10-night Caribbean Cruise: Curacao, Aruba & Dominican Republic

$799

14-night Eastern Caribbean: Antilles & Private Island Holiday Cruise

7-night Southern Caribbean Holiday Cruise

$2,316

7-night Caribbean Cruise: Barbados, Antigua & St. Lucia

$699

7-night Southern Caribbean Holiday Cruise

14-night Circle Caribbean Holiday Cruise

$3,610

11-night Panama Canal & Perfect Day Holiday Cruise

$4,456

7-night Caribbean Cruise: Curacao, Aruba & Bonaire

$999

16-night Panama Canal - Ocean To Ocean Holiday Cruise

12-night Panama Canal With Costa Rica & Caribbean Holiday Cruise

More to Explore

10-night Southern Caribbean: Amber Cove & Abc Islands Cruise

$1,361

21-night Southern & Eastern Caribbean: Abc & Leeward Holiday Cruise

8-night Aruba, Curacao & Bonaire Cruise

$1,058

8-night Southern Caribbean & Perfect Day Cruise

$1,059

7-night Southern Caribbean Cruise

$709

14-night Caribbean East/West Adventurer Holiday Cruise

7-night Southern Caribbean Cruise

$1,455

14-night Southern Caribbean Adventurer Cruise

7-night Southern Caribbean with Barbados Cruise

7-night Caribbean Cruise: Curacao, Aruba & Bonaire

$1,859

7-night Southern Caribbean Cruise

$944

21-night Southern Caribbean & Panama Canal Holiday Cruise

9-night Southern Caribbean Holiday: Abc Islands Cruise

$1,814

8-night Southern Caribbean Cruise

$769

7-night Southern Caribbean Holiday Cruise

$2,355

10-night Caribbean Cruise: Curacao, Aruba & Dominican Republic

$799

14-night Eastern Caribbean: Antilles & Private Island Holiday Cruise

7-night Southern Caribbean Holiday Cruise

$2,316

7-night Caribbean Cruise: Barbados, Antigua & St. Lucia

$699

7-night Southern Caribbean Holiday Cruise

14-night Circle Caribbean Holiday Cruise

$3,610

11-night Panama Canal & Perfect Day Holiday Cruise