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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.

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

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

Diamond Head crater with Honolulu in distance.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

38-night Panama Canal Passage & Pacific Crossing Cruise

Miami
Kralendijk
Willemstad
Cartagena (Colombia)
Panama Canal
+9 more

Aboard

Seabourn Encore

From

Miami, Florida

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

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

Miami
Half Moon Cay
Cabo Rojo
Willemstad
Kralendijk
+8 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Dec 13, 2025

1 Sailing

Dec 13, 2025

Published prices from

$3,774

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*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

17-night Eastern & Southern Caribbean: San Juan & Abc Islands Cruise

Miami
Grand Turk
San Juan
St. Thomas (Charlotte Amalie)
Half Moon Cay
+5 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Dec 6, 2025

1 Sailing

Dec 6, 2025

Published prices from

$2,514

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Norwegian ⚓ FREE Gratuities for Balcony & Above*+ 7 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo

11-night Caribbean Cruise: Curacao, Aruba & Dominican Republic

Miami
Great Stirrup Cay
Oranjestad
Willemstad
St. Thomas (Charlotte Amalie)
+4 more

Aboard

Norwegian Pearl

From

Miami, Florida

1 Sailing

Dec 8, 2025

1 Sailing

Dec 8, 2025

Published prices from

$759

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

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Cunard

21-night Caribbean Celebration Cruise

Miami
San Juan
St. John's
Castries
Bridgetown (Barbados)
+8 more

Aboard

Queen Elizabeth

From

Miami, Florida

3 Sailings

Dec 18, 2025 - Dec 17, 2026

3 Sailings

Dec 18, 2025 - Dec 17, 2026

Published prices from

$3,479

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

10-night Caribbean & Panama Canal Passage Cruise

Miami
Kralendijk
Willemstad
Cartagena (Colombia)
Panama Canal
+2 more

Aboard

Seabourn Encore

From

Miami, Florida

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025

Published prices from

$6,709

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 scenic sunset over the iconic rock formations of Land's End, including El Arco, a major landmark of Cabo San Lucas, Mexico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

29-night Caribbean Gems & Panama Canal Cruise

Miami
Grand Turk
Amber Cove
Catalina Island/Casa de Campo
Willemstad
+10 more

Aboard

Seabourn Sojourn

From

Miami, Florida

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025

The ancient stone ruins of a majestic Mayan temple or pyramid, featuring historic architecture at an archaeological site in Mexico's Costa Maya region.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Cunard

9-night Western Caribbean Cruise

Miami
Grand Cayman (George Town)
Montego Bay
Roatan Island
Costa Maya
+2 more

Aboard

Queen Elizabeth

From

Miami, Florida

11 Sailings

Nov 18, 2025 - Dec 29, 2026

11 Sailings

Nov 18, 2025 - Dec 29, 2026

Published prices from

$999

per person*

taxes & fees included

A panoramic view of Fort-de-France, Martinique, showing a bustling bay filled with boats and yachts, with colorful houses nestled on the surrounding green hillsides and the deep blue Caribbean Sea beyond.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Regent Seven Seas

11-night Rhythm of Paradise Cruise

Miami
Bahamian Waters
St. Thomas (Charlotte Amalie)
Basseterre
Castries
+4 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Dec 11, 2025

1 Sailing

Dec 11, 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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

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

Miami
Half Moon Cay
Cabo Rojo
Willemstad
Kralendijk
+2 more

Aboard

Zuiderdam

From

Miami, Florida

2 Sailings

Dec 13, 2025 - Mar 25, 2026

2 Sailings

Dec 13, 2025 - Mar 25, 2026

Published prices from

$1,361

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 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
Oceania Cruises

11-night Eclectic Caribbean Voyage

Miami
Nassau
San Juan
Basseterre
Bridgetown (Barbados)
+4 more

Aboard

Allura

From

Miami, Florida

1 Sailing

Dec 10, 2025

1 Sailing

Dec 10, 2025

Published prices from

$4,199

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*+ 1 more offer
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 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
Seabourn logo

27-night Caribbean, Panama Canal Passage & Hawaii Cruise

Miami
Kralendijk
Willemstad
Cartagena (Colombia)
Panama Canal
+6 more

Aboard

Seabourn Encore

From

Miami, Florida

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 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*+ 1 more offer
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 vibrant underwater scene with a large school of tropical fish swimming over a colorful coral reef in the clear, blue waters of the Bahamas.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Regent Seven Seas

14-night Caribbean Quest Cruise

Miami
Bahamian Waters
Oranjestad
Kralendijk
Willemstad
+6 more

Aboard

Seven Seas Mariner

From

Miami, Florida

1 Sailing

Dec 20, 2025

1 Sailing

Dec 20, 2025

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

12-night Sunkissed Caribbean Shores Voyage

Miami
Oranjestad
Willemstad
St. George's
Castries
+2 more

Aboard

Insignia

From

Miami, Florida

1 Sailing

Dec 7, 2025

1 Sailing

Dec 7, 2025

Published prices from

$2,499

per person*

taxes & fees included

A picturesque view of Avalon Harbor on Catalina Island, California, with sailboats and yachts moored in the bay in front of a hillside village.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

22-night Panama Canal Passage Cruise

Miami
Catalina Island/Casa de Campo
Willemstad
Santa Marta
Panama Canal
+8 more

Aboard

Seabourn Sojourn

From

Miami, Florida

1 Sailing

Nov 25, 2025

1 Sailing

Nov 25, 2025

Published prices from

$9,924

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
Seabourn logo

42-night Panama Canal & Hawaiian Holiday Cruise

Miami
Catalina Island/Casa de Campo
Willemstad
Santa Marta
Panama Canal
+14 more

Aboard

Seabourn Sojourn

From

Miami, Florida

1 Sailing

Nov 25, 2025

1 Sailing

Nov 25, 2025

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
Seabourn logo

46-night Panama Canal Passage & Pacific Crossing Cruise

Miami
Kralendijk
Willemstad
Cartagena (Colombia)
Panama Canal
+13 more

Aboard

Seabourn Encore

From

Miami, Florida

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025