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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.

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

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

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

$1,037

per person*

taxes & fees included

Statue of Liberty and Manhattan skyline.
Up to $500 FREE Onboard Credit*+ 1 more offer
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

Belém Tower on Tagus River.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

14-night Ocean Crossings Cruise

Lisbon
Bridgetown (Barbados)

Aboard

Wind Spirit

From

Lisbon, Portugal

1 Sailing

Nov 4, 2025

1 Sailing

Nov 4, 2025

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

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

6-night Panama Canal - Ocean To Ocean Cruise

Ft. Lauderdale
Oranjestad
Panama Canal
Fuerte Amador (Panama City)
Puntarenas
+5 more

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 2, 2025

1 Sailing

Nov 2, 2025

Published prices from

$2,649

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

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers
Princess Cruises logo

14-night Southern Caribbean Adventurer Cruise

San Juan
Bridgetown (Barbados)
Dominica
St. John's
St. Maarten (Philipsburg)
+4 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

21 Sailings

Nov 2, 2025 - Mar 22, 2026

21 Sailings

Nov 2, 2025 - Mar 22, 2026

Published prices from

$2,329

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

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

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

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Carnival Cruise Line

12-night Carnival Journeys Cruise - Southern Caribbean

New York City
St. Thomas (Charlotte Amalie)
St. Croix
Oranjestad
Curacao
+3 more

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

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Dining, Onboard Activities & More*
Royal Caribbean logo

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

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

14-night Caribbean East/West Adventurer Holiday Cruise

Ft. Lauderdale
Costa Maya
Mahogany Bay
Cozumel
Curacao
+2 more

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

11 Sailings

Nov 2, 2025 - Feb 22, 2026

11 Sailings

Nov 2, 2025 - Feb 22, 2026

Published prices from

$3,352

per person*

taxes & fees included

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
Azamara logo

7-night Southern Caribbean Voyage

San Juan
Virgin Gorda
St. John's
St. Pierre
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 snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night San Juan & The Virgin Islands Cruise

San Juan
Cruz Bay
Basseterre
Gustavia
St. Maarten (Philipsburg)
+2 more

Aboard

Star Pride

From

San Juan, Puerto Rico

10 Sailings

Nov 2, 2025 - Jan 10, 2027

10 Sailings

Nov 2, 2025 - Jan 10, 2027

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

14-night Star Collector: Lovely Leewards Cruise

San Juan
Cruz Bay
Basseterre
Gustavia
St. Maarten (Philipsburg)
+8 more

Aboard

Star Pride

From

San Juan, Puerto Rico

13 Sailings

Nov 2, 2025 - Jan 3, 2027

13 Sailings

Nov 2, 2025 - Jan 3, 2027

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

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*
Royal Caribbean logo

7-night Southern Caribbean Cruise

San Juan
Roadtown
St. John's
St. George's
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

$655

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

$3,889

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 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*+ 1 more offer
TCW EXCLUSIVE
Carnival Cruise Line

14-night Carnival Journeys Cruise - Southern Caribbean

Baltimore
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
Basseterre
Oranjestad
+3 more

Aboard

Carnival Pride

From

Baltimore, Maryland

4 Sailings

Nov 2, 2025 - Jan 10, 2027

4 Sailings

Nov 2, 2025 - Jan 10, 2027

Published prices from

$1,644

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

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
Princess Cruises logo

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

22 Sailings

Nov 2, 2025 - Mar 29, 2026

22 Sailings

Nov 2, 2025 - Mar 29, 2026

Published prices from

$1,154

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
Carnival Cruise Line

8-night Southern Caribbean Cruise

Miami
Amber Cove
Oranjestad
Curacao

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

Anaga Mountains landscape, Tenerife.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Oceania Cruises

22-night Iberia & Atlantic Sojourn Voyage

Barcelona
Malaga
Seville (Cadiz)
Casablanca
Agadir
+11 more

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