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8614 Westwood Center Drive  Suite 800  Tysons, VA 22182

Phone: 1-800-377-9383

International: +1 240-487-0155

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Destinations Departure Ports Cruise Lines Deals Land Tours Find Cruises

1-800-377-9383

Call

118 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*+ 4 more offers

TCW EXCLUSIVE

12-night Panama Canal With Costa Rica & Caribbean Cruise

Ft. Lauderdale

Grand Cayman (George Town)

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 29, 2025 - Feb 15, 2027

10 Sailings

Nov 29, 2025 - Feb 15, 2027

Published prices from

$1,640

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 4 more offers

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

34 Sailings

Nov 29, 2025 - Mar 20, 2027

34 Sailings

Nov 29, 2025 - Mar 20, 2027

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

TCW EXCLUSIVE

14-night Caribbean East/West Adventurer Holiday Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

9 Sailings

Nov 16, 2025 - Feb 22, 2026

9 Sailings

Nov 16, 2025 - Feb 22, 2026

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

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

TCW EXCLUSIVE

7-night Eastern Caribbean Cruise With Puerto Rico

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Sun Princess

From

Fort Lauderdale, Florida

7 Sailings

Nov 16, 2025 - Feb 22, 2026

7 Sailings

Nov 16, 2025 - Feb 22, 2026

Cupecoy Beach with white resort buildings, St. Maarten.

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

TCW EXCLUSIVE

8-night Eastern Caribbean With St. Kitts Holiday Cruise

St. Maarten (Philipsburg)

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2025

1 Sailing

Dec 20, 2025

Up to $500 FREE Onboard Credit*+ 4 more offers

TCW EXCLUSIVE

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

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

4 Sailings

Nov 17, 2025 - Dec 29, 2026

4 Sailings

Nov 17, 2025 - Dec 29, 2026

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

Golden Gate Bridge and San Francisco Bay.

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Holiday Cruise

Ft. Lauderdale

Cartagena (Colombia)

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+4 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

3 Sailings

Nov 21, 2025 - Jan 24, 2026

3 Sailings

Nov 21, 2025 - Jan 24, 2026

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

TCW EXCLUSIVE

7-night Western Caribbean Cruise With Grand Cayman

Ft. Lauderdale

Cozumel

Mahogany Bay

Grand Cayman (George Town)

Aboard

Sun Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 7, 2025 - Feb 1, 2026

3 Sailings

Dec 7, 2025 - Feb 1, 2026

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

TCW EXCLUSIVE

6-night Western Caribbean With Mexico Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

5 Sailings

Nov 16, 2025 - Feb 22, 2026

5 Sailings

Nov 16, 2025 - Feb 22, 2026

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

TCW EXCLUSIVE

14-night Caribbean East/West Adventurer Cruise

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Costa Maya

+3 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

9 Sailings

Nov 30, 2025 - Feb 22, 2026

9 Sailings

Nov 30, 2025 - Feb 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.

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

TCW EXCLUSIVE

10-night Southern Caribbean With Martinique Holiday Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 23 - Dec 27, 2025

2 Sailings

Nov 23 - Dec 27, 2025

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.

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

TCW EXCLUSIVE

20-night Caribbean Explorer Holiday Cruise

Ft. Lauderdale

Princess Cays®

Grand Turk

St. Maarten (Philipsburg)

Basseterre

+7 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 17 - Dec 27, 2025

2 Sailings

Dec 17 - Dec 27, 2025

Up to $500 FREE Onboard Credit*+ 4 more offers

TCW EXCLUSIVE

7-night Eastern Caribbean With Bahamas Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

7 Sailings

Dec 6, 2025 - Mar 14, 2026

7 Sailings

Dec 6, 2025 - Mar 14, 2026

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*+ 4 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

Tropical beach with lounge chairs in Cozumel.

Up to $500 FREE Onboard Credit*+ 4 more offers

TCW EXCLUSIVE

7-night Western Caribbean With Mexico Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

9 Sailings

Nov 15, 2025 - Mar 21, 2026

9 Sailings

Nov 15, 2025 - Mar 21, 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.

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

TCW EXCLUSIVE

8-night Eastern Caribbean With St. Thomas Holiday Cruise

Ft. Lauderdale

Amber Cove

San Juan

St. Maarten (Philipsburg)

St. Thomas (Charlotte Amalie)

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 22, 2025

1 Sailing

Nov 22, 2025

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*+ 4 more offers

TCW EXCLUSIVE

10-night Eastern Caribbean With St. Kitts Holiday Cruise

Ft. Lauderdale

Princess Cays®

Grand Turk

St. Maarten (Philipsburg)

Basseterre

+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 17, 2025 - Dec 27, 2026

3 Sailings

Dec 17, 2025 - Dec 27, 2026

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*+ 4 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

A sunny shot of Mahogany Bay, Roatan, with white sandy beaches, green palm trees, a cruise ship port, and a chairlift.

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

TCW EXCLUSIVE

14-night Caribbean East/West Adventurer Holiday Cruise

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Grand Cayman (George Town)

+3 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

6 Sailings

Nov 16 - Dec 28, 2025

6 Sailings

Nov 16 - Dec 28, 2025

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

TCW EXCLUSIVE

8-night Southern Caribbean With ABC Islands Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 6, 2025 - Feb 28, 2026

3 Sailings

Dec 6, 2025 - Feb 28, 2026

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.

Up to $500 FREE Onboard Credit*+ 4 more offers

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

6 Sailings

Nov 15, 2025 - Dec 19, 2026

6 Sailings

Nov 15, 2025 - Dec 19, 2026

Up to $500 FREE Onboard Credit*+ 4 more offers

TCW EXCLUSIVE

14-night Circle Caribbean Cruise

Bridgetown (Barbados)

+5 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 3, 2025 - Dec 3, 2026

2 Sailings

Dec 3, 2025 - Dec 3, 2026

Published prices from

$2,206

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean Holiday Cruise With Grand Cayman

Ft. Lauderdale

Grand Cayman (George Town)

Mahogany Bay

Cozumel

Aboard

Sun Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 23 - Dec 21, 2025

2 Sailings

Nov 23 - Dec 21, 2025

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Bahamas Holiday Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 22 - Dec 20, 2025

2 Sailings

Nov 22 - Dec 20, 2025