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Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Wi-Fi, Dining, Spa Access & More*+ 1 more offer
Viking

10-night West Indies Explorer Cruise

Aboard

Viking Sea

From

San Juan, Puerto Rico

Published prices from

$3,699

per person*

taxes & fees included

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.
Buy One, Get One FREE Airfare*+ 5 more offers
Norwegian Cruise Line logo.

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

Aboard

Norwegian Joy

From

Port Canaveral, Florida

Published prices from

$879

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

8-night Eastern Caribbean Cruise

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

Published prices from

$1,030

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
Carnival Cruise Line

8-night Eastern Caribbean Cruise

Aboard

Carnival Magic

From

Miami, Florida

Published prices from

$529

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
Holland America logo

14-night Eastern Caribbean: Bahamas & San Juan Cruise

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

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 Cruise

Aboard

Jewel of the Seas

From

San Juan, Puerto Rico

Published prices from

$1,235

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

7-night Eastern Caribbean With St. Thomas Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

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*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

12-night Eastern Caribbean Adventurer Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Eastern Caribbean & Perfect Day Cruise

Aboard

Independence of the Seas

From

Miami, Florida

Published prices from

$594

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.
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

$1,029

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

7-night Virgin Islands & Puerto Plata Cruise

Aboard

Celebrity Xcel

From

Fort Lauderdale, Florida

Published prices from

$1,934

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.
FREE Dining, Onboard Activities & More*+ 1 more offer
Royal Caribbean logo

7-night Eastern Caribbean & Perfect Day Cruise

Aboard

Star of the Seas

From

Port Canaveral, Florida

Published prices from

$1,231

per person*

taxes & fees included

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

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

$819

per person*

taxes & fees included

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.
FREE Dining, Onboard Activities & More*+ 1 more offer
Royal Caribbean logo

7-night Southern Caribbean Cruise

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

Published prices from

$1,386

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

8-night Eastern Caribbean Cruise With St. Thomas

Aboard

Star Princess

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
Holland America logo

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

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

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*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-Night Eastern Caribbean & Perfect Day Cruise

Aboard

Icon of the Seas

From

Miami, Florida

Published prices from

$1,403

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*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

20-night Caribbean Explorer Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
FREE Dining, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

7-night Exotic Eastern Caribbean Cruise

Aboard

Carnival Venezia

From

Port Canaveral, Florida

Published prices from

$724

per person*

taxes & fees included

An aerial view of the bustling city of Balboa, Panama, with a scenic coastal road alongside a marina and tall modern skyscrapers in the background.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Holland America logo

34-night Panama Canal & Eastern Caribbean Cruise

Aboard

Koningsdam

From

Fort Lauderdale, Florida

Yellow kayak on sandy beach in Puerto Vallarta, Mexico.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Holland America logo

29-night Panama Canal & Eastern Caribbean Cruise

Aboard

Koningsdam

From

Fort Lauderdale, Florida

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*+ 4 more offers
TCW EXCLUSIVE
Holland America logo

12-night Eastern Caribbean: U.S. And British Virgin Islands Cruise

Aboard

Koningsdam

From

Fort Lauderdale, Florida

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*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

7-night St. Thomas, St. Kitts & Puerto Plata Cruise

Aboard

Celebrity Beyond

From

Miami, Florida

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

$1,881

per person*

taxes & fees included

*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.