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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.

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

12-night Caribbean Islander Cruise

New York City
St. Maarten (Philipsburg)
Basseterre
Castries
Curacao
+3 more

Aboard

Enchanted Princess

From

New York, New York

1 Sailing

Nov 1, 2025

1 Sailing

Nov 1, 2025

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

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

10-night Ultimate Southern Caribbean Cruise

Ft. Lauderdale
St. Maarten (Philipsburg)
Castries
Roseau
Bridgetown (Barbados)
+2 more

Aboard

Celebrity Ascent

From

Fort Lauderdale, Florida

15 Sailings

Nov 21, 2025 - Apr 9, 2027

15 Sailings

Nov 21, 2025 - Apr 9, 2027

Published prices from

$1,379

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

11-night Eastern Caribbean: Windward & Leeward Islands Cruise

Ft. Lauderdale
St. Maarten (Philipsburg)
St. John's
Castries
Roseau
+4 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

5 Sailings

Nov 18, 2025 - Feb 14, 2026

5 Sailings

Nov 18, 2025 - Feb 14, 2026

Published prices from

$1,477

per person*

taxes & fees included

 Speicherstadt Warehouse District in Hamburg.
Access Exclusive Savings with Cunard World Club*+ 1 more offer
Cunard

21-night Transatlantic Crossing And Eastern Caribbean Cruise

Hamburg
London (Southampton)
New York City
St. Maarten (Philipsburg)
Roseau
+4 more

Aboard

Queen Mary 2

From

Hamburg, Germany

1 Sailing

Nov 17, 2025

1 Sailing

Nov 17, 2025

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

Statue of Liberty and Manhattan skyline.
Access Exclusive Savings with Cunard World Club*+ 1 more offer
Cunard

28-night Transatlantic Crossing And Eastern Caribbean Cruise

Hamburg
London (Southampton)
New York City
St. Maarten (Philipsburg)
Roseau
+4 more

Aboard

Queen Mary 2

From

Hamburg, Germany

1 Sailing

Nov 17, 2025

1 Sailing

Nov 17, 2025

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

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

Ft. Lauderdale
Half Moon Cay
St. Maarten (Philipsburg)
Castries
Scarborough
+6 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

4 Sailings

Nov 16, 2025 - Mar 1, 2026

4 Sailings

Nov 16, 2025 - Mar 1, 2026

Published prices from

$3,474

per person*

taxes & fees included

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

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Cunard

12-night Eastern Caribbean Cruise

Miami
San Juan
St. John's
Castries
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

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

19-night Transatlantic Crossing And Eastern Caribbean Cruise

London (Southampton)
New York City
St. Maarten (Philipsburg)
Roseau
Bridgetown (Barbados)
+3 more

Aboard

Queen Mary 2

From

Southampton (London), England

1 Sailing

Nov 19, 2025

1 Sailing

Nov 19, 2025

Rocky beach and palm trees in Barbados.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers
Azamara logo

14-night Eastern Caribbean Voyage

Bridgetown (Barbados)
Castries
Roseau
Basseterre
Charlestown
+9 more

Aboard

Azamara Quest

From

Bridgetown, Barbados

3 Sailings

Nov 15 - Dec 13, 2025

3 Sailings

Nov 15 - Dec 13, 2025

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

26-night Transatlantic Crossing And Eastern Caribbean Cruise

London (Southampton)
New York City
St. Maarten (Philipsburg)
Roseau
Bridgetown (Barbados)
+3 more

Aboard

Queen Mary 2

From

Southampton (London), England

1 Sailing

Nov 19, 2025

1 Sailing

Nov 19, 2025

An aerial view of Kingston Beach, a residential suburb near Hobart, Tasmania, Australia. The image shows the curved white-sand beach and the adjacent neighborhood of houses and streets, bordering the calm, blue waters of the River Derwent estuary.
Military Families Save 10%*+ 1 more offer
MSC Cruises logo

24 nights South Caribbean

Rotterdam
London (Southampton)
Paris/Normandy (Le Havre)
Ponta Delgada (Azores)
Bridgetown (Barbados)
+9 more

Aboard

MSC Virtuosa

From

Rotterdam, The Netherlands

1 Sailing

Nov 19, 2025

1 Sailing

Nov 19, 2025

Published prices from

$1,479

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*+ 2 more offers
TCW EXCLUSIVE
Oceania Cruises

25-night Call Of The Amazon Voyage

Miami
St. John's
Castries
St. George's
Scarborough
+10 more

Aboard

Insignia

From

Miami, Florida

1 Sailing

Nov 12, 2025

1 Sailing

Nov 12, 2025

Published prices from

$6,999

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

An aerial view of the vast Amazon River in Peru, meandering through a dense, green rainforest with a small floating lodge anchored along its banks.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

30-night Amazon Explorer Cruise

New York City
Ft. Lauderdale
St. Maarten (Philipsburg)
Castries
Bridgetown (Barbados)
+15 more

Aboard

Volendam

From

New York, New York

1 Sailing

Nov 21, 2025

1 Sailing

Nov 21, 2025

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*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

28-night Panama Canal & Eastern Caribbean Cruise

San Diego
Puerto Vallarta
Huatulco
Chiapas
Puerto Quetzal
+14 more

Aboard

Koningsdam

From

San Diego, California

1 Sailing

Nov 1, 2025

1 Sailing

Nov 1, 2025

Published prices from

$4,374

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

14-night Eastern Caribbean Voyage

San Juan
Virgin Gorda
St. John's
St. Pierre
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

$3,689

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
Cunard

21-night Caribbean Cruise

Miami
San Juan
St. John's
Castries
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 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
Princess Cruises logo

10-night Southern Caribbean With Martinique Holiday Cruise

Ft. Lauderdale
Princess Cays®
San Juan
Basseterre
Castries
+3 more

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 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
Princess Cruises logo

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

7-night Eastern Caribbean Voyage

Bridgetown (Barbados)
Castries
Roseau
Basseterre
Charlestown
+3 more

Aboard

Azamara Quest

From

Bridgetown, Barbados

2 Sailings

Nov 15 - Nov 29, 2025

2 Sailings

Nov 15 - Nov 29, 2025

Published prices from

$659

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*
Royal Caribbean logo

10-night Southern Caribbean Cruise

Port Canaveral
Puerto Plata
San Juan
Basseterre
Castries
+3 more

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

1 Sailing

Nov 12, 2025

1 Sailing

Nov 12, 2025

Published prices from

$1,357

per person*

taxes & fees included