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4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau

Destinations Departure Ports Cruise Lines Deals Land Tours Find Cruises

1-800-377-9383

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16 Results

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*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.

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

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

Published prices from

$3,229

per person*

taxes & fees included

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

FREE Dining, Waterparks, Entertainment & More*+ 1 more offer

14-night Carnival Journeys Cruise - Southern Caribbean

Port Canaveral

St. Thomas (Charlotte Amalie)

Aboard

Carnival Venezia

From

Port Canaveral, Florida

3 Sailings

Nov 29, 2026 - Feb 21, 2027

3 Sailings

Nov 29, 2026 - Feb 21, 2027

Published prices from

$1,249

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Southern Caribbean With Martinique Cruise

Ft. Lauderdale

Princess Cays®

St. Thomas (Charlotte Amalie)

Dominica

Castries

+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

4 Sailings

Jan 16 - Mar 17, 2026

4 Sailings

Jan 16 - Mar 17, 2026

Published prices from

$1,169

per person*

taxes & fees included

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

TCW EXCLUSIVE

11-night Southern Caribbean With Martinique Holiday Cruise

Ft. Lauderdale

St. Thomas (Charlotte Amalie)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 26, 2026

1 Sailing

Dec 26, 2026

Published prices from

$2,682

per person*

taxes & fees included

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

TCW EXCLUSIVE

11-night Journeys - Southern Caribbean Cruise

Miami

St. Thomas (Charlotte Amalie)

Dominica

St. George's

Bridgetown (Barbados)

+3 more

Aboard

Carnival Conquest

From

Miami, Florida

3 Sailings

Jan 11 - Nov 29, 2027

3 Sailings

Jan 11 - Nov 29, 2027

Published prices from

$1,144

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

TCW EXCLUSIVE

12-night Southern Caribbean With Aruba Cruise

Bridgetown (Barbados)

+3 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 30, 2026

1 Sailing

Nov 30, 2026

Published prices from

$2,009

per person*

taxes & fees included

Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers

14-night Southern Caribbean Adventurer Cruise

San Juan

Bridgetown (Barbados)

Dominica

St. John's

St. Maarten (Philipsburg)

+4 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

21 Sailings

Nov 2, 2025 - Mar 22, 2026

21 Sailings

Nov 2, 2025 - Mar 22, 2026

Published prices from

$2,329

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.

Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers

7-night Southern Caribbean with Barbados Cruise

San Juan

St. Maarten (Philipsburg)

Dominica

Bridgetown (Barbados)

St. George's

+2 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

22 Sailings

Nov 2, 2025 - Mar 29, 2026

22 Sailings

Nov 2, 2025 - Mar 29, 2026

Published prices from

$1,154

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

11-night Eastern Caribbean With St. Thomas Cruise

Ft. Lauderdale

Amber Cove

St. Thomas (Charlotte Amalie)

Basseterre

St. Maarten (Philipsburg)

+3 more

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 13, 2025

1 Sailing

Nov 13, 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.

Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers

18-night Southern Caribbean Adventurer Cruise

San Juan

St. Maarten (Philipsburg)

Dominica

St. George's

Bridgetown (Barbados)

+10 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

1 Sailing

Mar 29, 2026

1 Sailing

Mar 29, 2026

Published prices from

$2,958

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

14-night Circle Caribbean Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

3 Sailings

Nov 24, 2025 - Oct 15, 2026

3 Sailings

Nov 24, 2025 - Oct 15, 2026

Published prices from

$2,309

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 Circle Caribbean Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Dominica

Castries

Bridgetown (Barbados)

+5 more

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Jan 31, 2026

1 Sailing

Jan 31, 2026

Published prices from

$3,129

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.

Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers

14-night Southern Caribbean Adventurer Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

+6 more

Aboard

Crown Princess

From

San Juan, Puerto Rico

12 Sailings

Dec 27, 2026 - Mar 14, 2027

12 Sailings

Dec 27, 2026 - Mar 14, 2027

Published prices from

$3,073

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

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

Published prices from

$4,778

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*+ 3 more offers

TCW EXCLUSIVE

10-night Southern Caribbean with Martinique Cruise

Ft. Lauderdale

Princess Cays®

St. Thomas (Charlotte Amalie)

Dominica

Castries

+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 18, 2026

1 Sailing

Apr 18, 2026

Published prices from

$1,767

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Circle Caribbean Cruise

St. Maarten (Philipsburg)

+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

4 Sailings

Dec 11, 2025 - Mar 5, 2026

4 Sailings

Dec 11, 2025 - Mar 5, 2026

Published prices from

$1,789

per person*

taxes & fees included