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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*+ 6 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo

11-night Caribbean Cruise: Barbados & Antigua

Aboard

Norwegian Breakaway

From

New York City, New York

Published prices from

$970

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

$815

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
Azamara logo

11-night Eastern Caribbean Voyage

Aboard

Azamara Onward

From

Miami, Florida

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

Aboard

Zuiderdam

From

Miami, Florida

Rocky beach and palm trees in Barbados.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 1 more offer
Azamara logo

14-night Eastern Caribbean Voyage

Aboard

Azamara Quest

From

Bridgetown, Barbados

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

$709

per person*

taxes & fees included

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

7-night Eastern Caribbean Cruise With Puerto Rico

Aboard

Sun Princess

From

Fort Lauderdale, Florida

Published prices from

$2,852

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 1 more offer
Princess Cruises logo

8-night Eastern Caribbean With St. Thomas Cruise

Aboard

Sky Princess

From

Port Canaveral, 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

$759

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

14-night Eastern Caribbean: Bahamas & San Juan Holiday Cruise

Aboard

Eurodam

From

Fort Lauderdale, Florida

Published prices from

$1,994

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

$1,177

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

$1,254

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

$999

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

Published prices from

$2,152

per person*

taxes & fees included

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

27-night Transatlantic Crossing And Caribbean Celebration Cruise

Aboard

Queen Mary 2

From

Southampton (London), England

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

19-night Transatlantic Crossing And Caribbean Celebration Cruise

Aboard

Queen Mary 2

From

Southampton (London), England

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

10-night Caribbean Elegance Voyage

Aboard

Nautica

From

Miami, Florida

Published prices from

$3,149

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
MSC Cruises logo

17 nights East Caribbean

Aboard

MSC Divina

From

Miami, Florida

Published prices from

$1,579

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*+ 1 more offer
TCW EXCLUSIVE
MSC Cruises logo

10 nights East Caribbean

Aboard

MSC Divina

From

Miami, Florida

Published prices from

$622

per person*

taxes & fees included

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

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

$724

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, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

8-night Eastern Caribbean Cruise

Aboard

Carnival Vista

From

Port Canaveral, Florida

Published prices from

$719

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

10-night Yachting Treasures Voyage

Aboard

Insignia

From

Miami, Florida

Published prices from

$2,999

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 $200 Shipboard Credit & More with Azamara Circle*+ 1 more offer
Azamara logo

18-night Eastern Caribbean Voyage

Aboard

Azamara Quest

From

San Juan, Puerto Rico

A stunning view of Port Elizabeth in Bequia, St. Vincent and the Grenadines, with a sandy beach lined with palm trees and a building on the shore, and numerous sailboats anchored in the calm turquoise bay.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 1 more offer
Azamara logo

8-night Southern Caribbean Voyage

Aboard

Azamara Quest

From

San Juan, Puerto Rico

Published prices from

$1,989

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.