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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.

Statue of Liberty and Manhattan skyline.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas

15-night Auburn Sunsets, Turquoise Seas Cruise

New York City
Royal Naval Dockyard
Gustavia
Castries
Bridgetown (Barbados)
+7 more

Aboard

Seven Seas Splendor

From

New York, New York

1 Sailing

Nov 2, 2025

1 Sailing

Nov 2, 2025

Published prices from

$13,299

per person*

taxes & fees included

Immaculate Conception Cathedral in Colon.
FREE Dining, Onboard Activities & More*
Royal Caribbean logo

7-night Southern Caribbean Cruise

Colon (Panama)
Cartagena (Colombia)
Oranjestad
Kralendijk

Aboard

Serenade of the Seas

From

Colon, Panama

20 Sailings

Nov 1, 2025 - Apr 11, 2026

20 Sailings

Nov 1, 2025 - Apr 11, 2026

Published prices from

$833

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
Celebrity Cruise Line logo

8-night Aruba, Curacao & Bonaire Cruise

Ft. Lauderdale
Willemstad
Oranjestad
Kralendijk

Aboard

Celebrity Silhouette

From

Fort Lauderdale, Florida

19 Sailings

Nov 1, 2025 - Apr 10, 2027

19 Sailings

Nov 1, 2025 - Apr 10, 2027

Published prices from

$754

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

25-night Star Collector: Southern Caribbean Thanksgiving Jubilee Cruise

Lisbon
Bridgetown (Barbados)
Bequia
Mayreau
St. George's
+6 more

Aboard

Wind Spirit

From

Lisbon, Portugal

1 Sailing

Nov 4, 2025

1 Sailing

Nov 4, 2025

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

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

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Oceania Cruises

12-night Curated Caribbean Voyage

Miami
Oranjestad
Willemstad
Kralendijk
St. George's
+4 more

Aboard

Allura

From

Miami, Florida

1 Sailing

Nov 16, 2025

1 Sailing

Nov 16, 2025

Published prices from

$4,999

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.
FREE Dining, Onboard Activities & More*
Royal Caribbean logo

7-night Southern Caribbean Cruise

Cartagena (Colombia)
Oranjestad
Kralendijk
Colon (Panama)

Aboard

Serenade of the Seas

From

Cartagena, Colombia

22 Sailings

Nov 2, 2025 - Apr 12, 2026

22 Sailings

Nov 2, 2025 - Apr 12, 2026

Published prices from

$1,154

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

21-night Eastern & Southern Caribbean: Leeward & Abc Islands Cruise

Ft. Lauderdale
St. Maarten (Philipsburg)
St. John's
Castries
Roseau
+9 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025

Published prices from

$3,259

per person*

taxes & fees included

Panama City skyline from water.
Save up to 30% on Last Minute Sailings*+ 1 more offer
Seabourn logo

22-night Atlantic Crossing & Panama Canal Passage Cruise

Lisbon
Hamilton
Miami
Kralendijk
Willemstad
+4 more

Aboard

Seabourn Encore

From

Lisbon, Portugal

1 Sailing

Nov 20, 2025

1 Sailing

Nov 20, 2025

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
MSC Cruises logo

10 nights West Caribbean

Miami
Oranjestad
Kralendijk
Willemstad
Cabo Rojo
+2 more

Aboard

MSC Divina

From

Miami, Florida

3 Sailings

Nov 20, 2025 - Mar 12, 2026

3 Sailings

Nov 20, 2025 - Mar 12, 2026

Published prices from

$489

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

18-night Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal Cruise

Bridgetown (Barbados)
Bequia
Mayreau
St. George's
Kralendijk
+11 more

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

10-night Southern Caribbean: Amber Cove & Abc Islands Cruise

Ft. Lauderdale
Half Moon Cay
Grand Turk
Amber Cove
Willemstad
+3 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

2 Sailings

Nov 29, 2025 - Feb 4, 2026

2 Sailings

Nov 29, 2025 - Feb 4, 2026

Published prices from

$1,849

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*+ 2 more offers
TCW EXCLUSIVE
Oceania Cruises

19-night Caribbean Spectrum Voyage

Miami
Oranjestad
Willemstad
Kralendijk
St. George's
+8 more

Aboard

Allura

From

Miami, Florida

1 Sailing

Nov 16, 2025

1 Sailing

Nov 16, 2025

Published prices from

$6,499

per person*

taxes & fees included

A cruise ship navigating through the Gatun Locks of the Panama Canal, an important navigational route and popular tourist destination.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas

16-night Southern Caribbean Beauty Cruise

Miami
Florida Strait
Cozumel
Costa Maya
Harvest Caye
+11 more

Aboard

Seven Seas Splendor

From

Miami, Florida

1 Sailing

Nov 17, 2025

1 Sailing

Nov 17, 2025

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.
FREE Dining, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

8-night Southern Caribbean Cruise

Port Canaveral
Oranjestad
Kralendijk
Celebration Key

Aboard

Carnival Vista

From

Port Canaveral, Florida

20 Sailings

Nov 1, 2025 - Apr 17, 2027

20 Sailings

Nov 1, 2025 - Apr 17, 2027

Published prices from

$704

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
Princess Cruises logo

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 scenic view of Devil's Island, a small tropical island in French Guiana, completely covered by a dense forest of palm trees.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas

30-night Caribbean Shores to Rio's Marvels Cruise

Miami
Florida Strait
Cozumel
Costa Maya
Harvest Caye
+20 more

Aboard

Seven Seas Splendor

From

Miami, Florida

1 Sailing

Nov 17, 2025

1 Sailing

Nov 17, 2025

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
Holland America logo

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

Ft. Lauderdale
Willemstad
Kralendijk
Oranjestad
Half Moon Cay
+7 more

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

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
Holland America logo

9-night Southern Caribbean: Abc Islands Cruise

Ft. Lauderdale
Willemstad
Kralendijk
Oranjestad
Half Moon Cay

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 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
Holland America logo

21-night Southern & Eastern Caribbean: Abc & Leeward Islands Cruise

Ft. Lauderdale
Half Moon Cay
Grand Turk
Amber Cove
Willemstad
+9 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

1 Sailing

Nov 29, 2025

1 Sailing

Nov 29, 2025

Published prices from

$3,339

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

11-night Columbian & Southern Caribbean Coastlines Cruise

Bridgetown (Barbados)
Bequia
Mayreau
St. George's
Kralendijk
+5 more

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
FREE Butler Service, Gourmet Dining & More*+ 1 more offer
Silversea logo

9-night Southern Caribbean Cruise

Bridgetown (Barbados)
Soufriere
Bequia
Kralendijk
Willemstad
+4 more

Aboard

Silver Shadow

From

Bridgetown, Barbados

3 Sailings

Nov 22, 2025 - Jan 25, 2026

3 Sailings

Nov 22, 2025 - Jan 25, 2026

Published prices from

$5,500

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
MSC Cruises logo

17 nights West Caribbean

Miami
Oranjestad
Kralendijk
Willemstad
Cabo Rojo
+5 more

Aboard

MSC Divina

From

Miami, Florida

2 Sailings

Nov 20, 2025 - Feb 12, 2026

2 Sailings

Nov 20, 2025 - Feb 12, 2026

Published prices from

$1,416

per person*

taxes & fees included

A white colonial-style cathedral with a bell tower and wooden doors is visible under a clear blue sky, likely in Santa Marta, Colombia.
FREE Butler Service, Gourmet Dining & More*+ 1 more offer
Silversea logo

9-night Southern Caribbean Cruise

Cartagena (Colombia)
Santa Marta
Oranjestad
Kralendijk
Willemstad
+4 more

Aboard

Silver Shadow

From

Cartagena, Colombia

3 Sailings

Dec 1, 2025 - Feb 3, 2026

3 Sailings

Dec 1, 2025 - Feb 3, 2026

Published prices from

$5,300

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

26-night Crossing And Southern Caribbean Cruise

Barcelona
Tangier
Carambola Beach
Roadtown
San Juan
+8 more

Aboard

Seabourn Ovation

From

Barcelona, Spain

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025