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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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689 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.

Colorful colonial balconies in Cartagena.

FREE Dining, Onboard Activities & More*

7-night Southern Caribbean Cruise

Aboard

Serenade of the Seas

From

Cartagena, Colombia

21 Sailings

Nov 9, 2025 - Apr 12, 2026

21 Sailings

Nov 9, 2025 - Apr 12, 2026

Published prices from

$1,037

per person*

taxes & fees included

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

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

TCW EXCLUSIVE

12-night Eastern Caribbean Cruise

Bridgetown (Barbados)

+3 more

Aboard

Queen Elizabeth

From

Miami, Florida

10 Sailings

Nov 6, 2025 - Nov 26, 2026

10 Sailings

Nov 6, 2025 - Nov 26, 2026

Published prices from

$1,399

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

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

12-night Carnival Journeys Cruise - Southern Caribbean

New York City

St. Thomas (Charlotte Amalie)

Aboard

Carnival Venezia

From

New York, New York

1 Sailing

Nov 8, 2025

1 Sailing

Nov 8, 2025

Published prices from

$769

per person*

taxes & fees included

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

FREE Dining, Onboard Activities & More*

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

24 Sailings

Nov 8, 2025 - Apr 18, 2026

24 Sailings

Nov 8, 2025 - Apr 18, 2026

Published prices from

$692

per person*

taxes & fees included

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

TCW EXCLUSIVE

21-night Caribbean & South America Cruise

Ft. Lauderdale

San Juan

St. Thomas (Charlotte Amalie)

Gustavia

St. John's

+12 more

Aboard

Silver Shadow

From

Fort Lauderdale, Florida

1 Sailing

Nov 10, 2025

1 Sailing

Nov 10, 2025

FREE All-Inclusive Package Upgrade*+ 1 more offer

25-night Star Collector: Southern Caribbean Thanksgiving Jubilee Cruise

Lisbon

Bridgetown (Barbados)

Aboard

Wind Spirit

From

Lisbon, Portugal

1 Sailing

Nov 4, 2025

1 Sailing

Nov 4, 2025

FREE All-Inclusive Package Upgrade*+ 1 more offer

14-night Ocean Crossings Cruise

Lisbon

Bridgetown (Barbados)

Aboard

Wind Spirit

From

Lisbon, Portugal

1 Sailing

Nov 4, 2025

1 Sailing

Nov 4, 2025

Immaculate Conception Cathedral in Colon.

FREE Dining, Onboard Activities & More*

7-night Southern Caribbean Cruise

Aboard

Serenade of the Seas

From

Colon, Panama

19 Sailings

Nov 8, 2025 - Apr 11, 2026

19 Sailings

Nov 8, 2025 - Apr 11, 2026

Published prices from

$833

per person*

taxes & fees included

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

TCW EXCLUSIVE

22-night Iberia & Atlantic Sojourn Voyage

Aboard

Marina

From

Barcelona, Spain

1 Sailing

Nov 7, 2025

1 Sailing

Nov 7, 2025

Published prices from

$5,199

per person*

taxes & fees included

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

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

8-night Southern Caribbean Cruise

Aboard

Carnival Horizon

From

Miami, Florida

39 Sailings

Nov 8, 2025 - Apr 24, 2027

39 Sailings

Nov 8, 2025 - Apr 24, 2027

Published prices from

$749

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*

7-night Southern Caribbean Cruise

St. Vincent (Kingstown)

+2 more

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

18 Sailings

Nov 9, 2025 - Apr 12, 2026

18 Sailings

Nov 9, 2025 - Apr 12, 2026

Published prices from

$652

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

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

7-night Southern Caribbean Voyage

Port Elizabeth (Bequia)

+3 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

3 Sailings

Nov 8 - Dec 6, 2025

3 Sailings

Nov 8 - Dec 6, 2025

Published prices from

$609

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*+ 4 more offers

TCW EXCLUSIVE

21-night Caribbean Cruise

Bridgetown (Barbados)

+8 more

Aboard

Queen Elizabeth

From

Miami, Florida

18 Sailings

Nov 6, 2025 - Nov 26, 2026

18 Sailings

Nov 6, 2025 - Nov 26, 2026

Published prices from

$2,919

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.

FREE Dining, Onboard Activities & More*

10-night Southern Caribbean Cruise

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

1 Sailing

Nov 12, 2025

1 Sailing

Nov 12, 2025

Published prices from

$1,245

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

9-night Southern Caribbean: Abc Islands Cruise

Aboard

Rotterdam

From

Fort Lauderdale, Florida

6 Sailings

Nov 7, 2025 - Mar 13, 2026

6 Sailings

Nov 7, 2025 - Mar 13, 2026

Published prices from

$1,056

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

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

5 Sailings

Nov 7, 2025 - Feb 20, 2026

5 Sailings

Nov 7, 2025 - Feb 20, 2026

Published prices from

$3,254

per person*

taxes & fees included

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

14-night Eastern Caribbean Voyage

Port Elizabeth (Bequia)

+9 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

2 Sailings

Nov 8 - Nov 22, 2025

2 Sailings

Nov 8 - Nov 22, 2025

Published prices from

$3,889

per person*

taxes & fees included

A scenic Caribbean bay near Kingstown, Saint Vincent and the Grenadines, with small boats anchored in the turquoise water and lush green hillsides with colorful houses.

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

TCW EXCLUSIVE

12-night Eastern & Southern Caribbean Cruise

Ft. Lauderdale

San Juan

St. Thomas (Charlotte Amalie)

Gustavia

St. John's

+7 more

Aboard

Silver Shadow

From

Fort Lauderdale, Florida

1 Sailing

Nov 10, 2025

1 Sailing

Nov 10, 2025

Published prices from

$7,800

per person*

taxes & fees included

A high-angle view of the bustling harbor of Marigot, St. Martin, with boats and yachts docked along the coast and colorful buildings nestled against the green hills.

FREE All-Inclusive Package Upgrade*+ 1 more offer

7-night San Juan & The Virgin Islands Cruise

Aboard

Star Pride

From

San Juan, Puerto Rico

9 Sailings

Nov 9, 2025 - Jan 10, 2027

9 Sailings

Nov 9, 2025 - Jan 10, 2027

FREE All-Inclusive Package Upgrade*+ 1 more offer

14-night Star Collector: Lovely Leewards Cruise

Aboard

Star Pride

From

San Juan, Puerto Rico

12 Sailings

Nov 9, 2025 - Jan 3, 2027

12 Sailings

Nov 9, 2025 - Jan 3, 2027