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Phone: 1-800-377-9383

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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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67 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

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

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

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

TCW EXCLUSIVE

8-night Southern Caribbean With ABC Islands Cruise

Ft. Lauderdale

Curacao

Oranjestad

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

4 Sailings

Nov 8, 2025 - Feb 28, 2026

4 Sailings

Nov 8, 2025 - Feb 28, 2026

Published prices from

$1,744

per person*

taxes & fees included

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

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

14-night Southern Caribbean Adventurer Cruise

San Juan

St. Maarten (Philipsburg)

Dominica

Bridgetown (Barbados)

St. George's

+4 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

20 Sailings

Nov 9, 2025 - Mar 22, 2026

20 Sailings

Nov 9, 2025 - Mar 22, 2026

Published prices from

$2,329

per person*

taxes & fees included

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

Nov 17, 2025 - Dec 29, 2026

4 Sailings

Nov 17, 2025 - Dec 29, 2026

Published prices from

$1,979

per person*

taxes & fees included

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

TCW EXCLUSIVE

12- night Southern Caribbean with Panama

Ft. Lauderdale

Grand Cayman (George Town)

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Feb 21, 2026

1 Sailing

Feb 21, 2026

Published prices from

$2,079

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Feb 25, 2026

1 Sailing

Feb 25, 2026

Published prices from

$3,069

per person*

taxes & fees included

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

10 Sailings

Nov 8, 2025 - Feb 22, 2026

10 Sailings

Nov 8, 2025 - Feb 22, 2026

Published prices from

$3,352

per person*

taxes & fees included

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

Published prices from

$2,579

per person*

taxes & fees included

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

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

12-night Southern Caribbean with Panama Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

2 Sailings

Jan 28 - Mar 17, 2026

2 Sailings

Jan 28 - Mar 17, 2026

Published prices from

$2,009

per person*

taxes & fees included

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

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

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.

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

TCW EXCLUSIVE

14-night Circle the Caribbean Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Basseterre

Fort de France

Bridgetown (Barbados)

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 7, 2025

1 Sailing

Nov 7, 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*+ 3 more offers

TCW EXCLUSIVE

12-night Caribbean Islander Cruise

Aboard

Regal Princess

From

Galveston, Texas

1 Sailing

Mar 22, 2026

1 Sailing

Mar 22, 2026

Published prices from

$1,879

per person*

taxes & fees included

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

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 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*+ 4 more offers

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Aboard

Island Princess

From

Los Angeles, California

2 Sailings

Jan 8 - Feb 9, 2026

2 Sailings

Jan 8 - Feb 9, 2026

Published prices from

$3,039

per person*

taxes & fees included

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

20-night Caribbean Explorer Holiday Cruise

Ft. Lauderdale

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

+6 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

3 Sailings

Nov 13 - Dec 27, 2025

3 Sailings

Nov 13 - Dec 27, 2025

Published prices from

$4,998

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

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

Published prices from

$1,883

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

Up to $500 FREE Onboard Credit*+ 3 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

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

21 Sailings

Nov 9, 2025 - Mar 29, 2026

21 Sailings

Nov 9, 2025 - Mar 29, 2026

Published prices from

$1,154

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

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

TCW EXCLUSIVE

14-night Caribbean South/East Adventurer Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Jan 11, 2026

1 Sailing

Jan 11, 2026