Popular Southern Caribbean Cruises

Family with kids enjoying lying on the sandy beach.

Upcoming Popular Southern Caribbean Cruises

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

TCW EXCLUSIVE

10-night Ultimate Southern Caribbean Cruise

Ft. Lauderdale

Roadtown

St. John's

Bridgetown (Barbados)

Castries

+2 more

Aboard

Celebrity Ascent

From

Fort Lauderdale, Florida

20 Sailings

Jan 2, 2026 - Apr 7, 2028

20 Sailings

Jan 2, 2026 - Apr 7, 2028

Published prices from

$1,520

per person*

taxes & fees included

Immaculate Conception Cathedral in Colon.

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

7-night Southern Caribbean Cruise

Aboard

Serenade of the Seas

From

Colon, Panama

15 Sailings

Jan 3 - Apr 11, 2026

15 Sailings

Jan 3 - Apr 11, 2026

Published prices from

$1,033

per person*

taxes & fees included

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

TCW EXCLUSIVE

11-night Eastern Caribbean: Windward & Leeward Islands Cruise

Ft. Lauderdale

Half Moon Cay

St. Thomas (Charlotte Amalie)

St. John's

Fort de France

+4 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

3 Sailings

Jan 3 - Feb 14, 2026

3 Sailings

Jan 3 - Feb 14, 2026

Published prices from

$2,114

per person*

taxes & fees included

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.

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

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21-night Eastern & Western Caribbean: Leeward Islands & Mexico Cruise

Ft. Lauderdale

Half Moon Cay

St. Thomas (Charlotte Amalie)

St. John's

Fort de France

+9 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

1 Sailing

Jan 3, 2026

1 Sailing

Jan 3, 2026

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

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

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28-night Ultimate Caribbean: Amber Cove & Bahamas Cruise

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Jan 3, 2026

1 Sailing

Jan 3, 2026

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

TCW EXCLUSIVE

21-night Ultimate Caribbean Escape Cruise

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Jan 3, 2026

1 Sailing

Jan 3, 2026

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

16 Sailings

Jan 3 - Apr 18, 2026

16 Sailings

Jan 3 - Apr 18, 2026

Published prices from

$775

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Panama Canal With Costa Rica & Caribbean Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

12 Sailings

Jan 4, 2026 - Mar 25, 2028

12 Sailings

Jan 4, 2026 - Mar 25, 2028

Published prices from

$1,640

per person*

taxes & fees included

A scenic beach in Montego Bay, Jamaica, with a long line of palm trees and resort hotels along the white sand, and a large school of fish visible in the clear blue water.

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

TCW EXCLUSIVE

14-night Journeys - Panama Canal Cruise

Aboard

Carnival Dream

From

Galveston, Texas

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

Published prices from

$1,624

per person*

taxes & fees included

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

15 Sailings

Jan 4 - Apr 12, 2026

15 Sailings

Jan 4 - Apr 12, 2026

Published prices from

$1,162

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)

Aboard

Grand Princess

From

San Juan, Puerto Rico

12 Sailings

Jan 4 - Mar 22, 2026

12 Sailings

Jan 4 - 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

13 Sailings

Jan 4 - Mar 29, 2026

13 Sailings

Jan 4 - Mar 29, 2026

50% off + Kids Sail Free + up to $100 Onboard Credit*+ 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

14 Sailings

Jan 4 - Apr 5, 2026

14 Sailings

Jan 4 - Apr 5, 2026

Published prices from

$369

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

11 Sailings

Jan 4 - Apr 12, 2026

11 Sailings

Jan 4 - Apr 12, 2026

Published prices from

$740

per person*

taxes & fees included

A unique architectural close-up of Casapueblo, a white plaster Mediterranean-style villa and museum built by Carlos Páez Vilaró on the cliffs of Punta del Este, Uruguay, against a clear blue sky.

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

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133-night Grand World Voyage Cruise

Ft. Lauderdale

Bridgetown (Barbados)

Aboard

Volendam

From

Fort Lauderdale, Florida

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

A breathtaking action shot of a killer whale breaching from the deep blue Antarctic waters, with a massive glacier and icebergs in the background.

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

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37-night Grand World Voyage Cruise

Ft. Lauderdale

Bridgetown (Barbados)

Aboard

Volendam

From

Fort Lauderdale, Florida

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

A prominent circular monument marks the Equator in Uganda, featuring the word "EQUATOR" and "UGANDA" with a grassy landscape in the background.

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

TCW EXCLUSIVE

61-night Grand World Voyage Cruise

Ft. Lauderdale

Bridgetown (Barbados)

Aboard

Volendam

From

Fort Lauderdale, Florida

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

Published prices from

$11,699

per person*

taxes & fees included

Sunshine Skyway Bridge near Tampa, Florida at sunset.

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

TCW EXCLUSIVE

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

Aboard

Norwegian Star

From

Tampa, Florida

7 Sailings

Jan 5 - Mar 30, 2026

7 Sailings

Jan 5 - Mar 30, 2026

Published prices from

$649

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.

50% off + Kids Sail Free + up to $100 Onboard Credit*+ 5 more offers

9-night Caribbean Cruise: Curacao, Aruba & Barbados

Aboard

Norwegian Sky

From

Punta Cana, Dominican Republic

2 Sailings

Jan 5 - Jan 26, 2026

2 Sailings

Jan 5 - Jan 26, 2026

Published prices from

$979

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

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20-night Caribbean Explorer Cruise

Ft. Lauderdale

Princess Cays®

San Juan

St. Maarten (Philipsburg)

Basseterre

+6 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

7 Sailings

Jan 6 - Mar 7, 2026

7 Sailings

Jan 6 - Mar 7, 2026

A historic brick structure with multiple arches and a fountain visible through the center, in a sunny plaza in Chiapas, Mexico.

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Aboard

Island Princess

From

Los Angeles, California

6 Sailings

Jan 8, 2026 - Apr 3, 2028

6 Sailings

Jan 8, 2026 - Apr 3, 2028

Published prices from

$3,109

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

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9-night Southern Caribbean: Abc Islands Cruise

Aboard

Rotterdam

From

Fort Lauderdale, Florida

4 Sailings

Jan 9 - Mar 13, 2026

4 Sailings

Jan 9 - Mar 13, 2026

Published prices from

$1,044

per person*

taxes & fees included

A serene hiking path winds through a dense, lush green jungle with a towering tree on the left, capturing the essence of an adventure in nature.

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

TCW EXCLUSIVE

21-night Southern Caribbean & Panama Canal: Abc Islands Cruise

Aboard

Rotterdam

From

Fort Lauderdale, Florida

3 Sailings

Jan 9 - Feb 20, 2026

3 Sailings

Jan 9 - Feb 20, 2026

Published prices from

$3,649

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

8-night Southern Caribbean Cruise

Aboard

Carnival Magic

From

Miami, Florida

27 Sailings

Jan 10, 2026 - Mar 25, 2028

27 Sailings

Jan 10, 2026 - Mar 25, 2028

Published prices from

$664

per person*

taxes & fees included

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

TCW EXCLUSIVE

8-night Aruba, Curacao & Cayman Cruise

Ft. Lauderdale

Oranjestad

Willemstad

Grand Cayman (George Town)

Aboard

Celebrity Silhouette

From

Fort Lauderdale, Florida

3 Sailings

Jan 10, 2026 - Mar 4, 2028

3 Sailings

Jan 10, 2026 - Mar 4, 2028

Published prices from

$1,301

per person*

taxes & fees included

Popular Southern Caribbean Cruises

Upcoming Popular Southern Caribbean Cruises

10-night Ultimate Southern Caribbean Cruise

$1,520

7-night Southern Caribbean Cruise

$1,033

11-night Eastern Caribbean: Windward & Leeward Islands Cruise

$2,114

21-night Eastern & Western Caribbean: Leeward Islands & Mexico Cruise

28-night Ultimate Caribbean: Amber Cove & Bahamas Cruise

21-night Ultimate Caribbean Escape Cruise

7-night Southern Caribbean Cruise

$775

12-night Panama Canal With Costa Rica & Caribbean Cruise

$1,640

14-night Journeys - Panama Canal Cruise

$1,624

7-night Southern Caribbean Cruise

$1,162

14-night Southern Caribbean Adventurer Cruise

7-night Southern Caribbean with Barbados Cruise

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

$369

7-night Southern Caribbean Cruise

$740

133-night Grand World Voyage Cruise

37-night Grand World Voyage Cruise

61-night Grand World Voyage Cruise

$11,699

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

$649

9-night Caribbean Cruise: Curacao, Aruba & Barbados

$979

20-night Caribbean Explorer Cruise

16-night Panama Canal - Ocean To Ocean Cruise

$3,109

9-night Southern Caribbean: Abc Islands Cruise

$1,044

21-night Southern Caribbean & Panama Canal: Abc Islands Cruise

$3,649

8-night Southern Caribbean Cruise

$664

8-night Aruba, Curacao & Cayman Cruise

$1,301

More to Explore

10-night Ultimate Southern Caribbean Cruise

$1,520

7-night Southern Caribbean Cruise

$1,033

11-night Eastern Caribbean: Windward & Leeward Islands Cruise

$2,114

21-night Eastern & Western Caribbean: Leeward Islands & Mexico Cruise

28-night Ultimate Caribbean: Amber Cove & Bahamas Cruise

21-night Ultimate Caribbean Escape Cruise

7-night Southern Caribbean Cruise

$775

12-night Panama Canal With Costa Rica & Caribbean Cruise

$1,640

14-night Journeys - Panama Canal Cruise

$1,624

7-night Southern Caribbean Cruise

$1,162

14-night Southern Caribbean Adventurer Cruise

7-night Southern Caribbean with Barbados Cruise

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

$369

7-night Southern Caribbean Cruise

$740

133-night Grand World Voyage Cruise

37-night Grand World Voyage Cruise

61-night Grand World Voyage Cruise

$11,699

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

$649

9-night Caribbean Cruise: Curacao, Aruba & Barbados

$979

20-night Caribbean Explorer Cruise

16-night Panama Canal - Ocean To Ocean Cruise

$3,109

9-night Southern Caribbean: Abc Islands Cruise