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Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Caribbean East/West Adventurer Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

A stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line

7-night Eastern Caribbean Cruise

Aboard

Carnival Celebration

From

Miami, Florida

Published prices from

$534

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
FREE Dining, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

7-night Eastern Caribbean Cruise

Aboard

Carnival Venezia

From

Port Canaveral, Florida

Published prices from

$649

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*+ 6 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo

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

Aboard

Norwegian Dawn

From

Tampa, Florida

Published prices from

$699

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*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

14-night Eastern/Western Caribbean: San Juan & Mexico Holiday Cruise

Aboard

Eurodam

From

Fort Lauderdale, Florida

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

7-night Eastern Caribbean: San Juan & St. Thomas Holiday Cruise

Aboard

Eurodam

From

Fort Lauderdale, Florida

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

7-night Tortola, Antigua & Bahamas Holiday Cruise

Aboard

Celebrity Beyond

From

Miami, Florida

Published prices from

$7,575

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Eastern Caribbean Cruise

Aboard

Symphony of the Seas

From

Miami, Florida

Published prices from

$1,106

per person*

taxes & fees included

A classic, two-story colonial building, the Abbey of Our Lady of Exile, with a red roof, a clock tower, and arches in Port of Spain, Trinidad and Tobago, under a cloudy blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

14-night Eastern Caribbean: Antilles & Private Island Holiday Cruise

Aboard

Volendam

From

Fort Lauderdale, Florida

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.
Up to $500 FREE Onboard Credit*+ 7 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo

7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic

Aboard

Norwegian Aqua

From

Miami, Florida

Published prices from

$749

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
Oceania Cruises

14-night Holiday Havens Voyage

Aboard

Allura

From

Miami, Florida

Published prices from

$7,099

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
FREE Champagne, Entertainment, Dining & More*
Windstar

7-night Classic Caribbean Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$3,051

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.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

7-night Southern Caribbean with Barbados Cruise

Aboard

Grand Princess

From

San Juan, Puerto Rico

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

14-night Southern Caribbean Adventurer Cruise

Aboard

Grand Princess

From

San Juan, Puerto Rico

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.
FREE Champagne, Entertainment, Dining & More*
Windstar

14-night Star Collector: Caribbean Explorations Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$4,919

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Buy One, Get One FREE Airfare*+ 5 more offers
Norwegian Cruise Line logo

7-night Caribbean Cruise: Barbados, Antigua & St. Lucia

Aboard

Norwegian Epic

From

San Juan, Puerto Rico

Published prices from

$589

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Dining, Onboard Activities & More*+ 1 more offer
Royal Caribbean logo

7-night Southern Caribbean Holiday Cruise

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

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

14-night Circle Caribbean Holiday Cruise

Aboard

Coral Princess

From

Fort Lauderdale, Florida

Published prices from

$3,669

per person*

taxes & fees included

A stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

14-night Eastern Caribbean Adventurer Holiday Cruise

Aboard

Sky Princess

From

Port Canaveral, Florida

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

6-night Eastern Caribbean With Turks & Caicos Holiday Cruise

Aboard

Sky Princess

From

Port Canaveral, Florida

A stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.
FREE Dining, Onboard Activities & More*+ 1 more offer
Royal Caribbean logo

5-night Eastern Caribbean Holiday Cruise

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

A view of a huge sign that reads "Perfect Day at CocoCay," a private island in the Bahamas, with turquoise water and palm trees under a bright blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

5-night Eastern Caribbean & Perfect Holiday Cruise

Aboard

Freedom of the Seas

From

Miami, Florida

Published prices from

$1,471

per person*

taxes & fees included

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

12-night Caribbean Celebration Cruise

Aboard

Queen Mary 2

From

New York City, New York

Calshot Castle, a historic Tudor fort near Southampton, England.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Cunard

20-night Transatlantic Crossing And Caribbean Celebration Cruise

Aboard

Queen Mary 2

From

New York City, New York

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*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas

12-night Merriment and Joy in the Tropics Cruise

Aboard

Seven Seas Grandeur

From

Miami, Florida

*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.