Eastern Caribbean Cruise Deals

View of an Eastern Caribbean beach with soft sand and gentle waves lapping at the shore.

Upcoming Eastern Caribbean Cruise Deals

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

10-night Ultimate Southern Caribbean Cruise

Aboard

Celebrity Ascent

From

Fort Lauderdale, Florida

Published prices from

$1,662

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*+ 7 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

11-night Caribbean Cruise: Dominican Republic & St. Thomas

Aboard

Norwegian Breakaway

From

New York City, New York

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

$1,342

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night San Juan & The Virgin Islands Cruise

Aboard

Star Seeker

From

San Juan, Puerto Rico

Published prices from

$6,062

per person*

taxes & fees included

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

14-night Star Collector: Lovely Leewards Cruise

Aboard

Star Seeker

From

San Juan, Puerto Rico

Published prices from

$11,296

per person*

taxes & fees included

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

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

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

Published prices from

$634

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

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

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

Published prices from

$2,309

per person*

taxes & fees included

Baltimore Inner Harbor skyline at dusk.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

12-night Southern Caribbean Cruise

Aboard

Vision of the Seas

From

Baltimore, Maryland

Published prices from

$1,967

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 Eastern/Western Caribbean Adventurer Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

Published prices from

$19,505

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

Mardi Gras

From

Port Canaveral, Florida

Published prices from

$614

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

$674

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.
Active & Retired Military Members Save up to $200*+ 1 more offer
Celebrity Cruise Line logo

7-night Key West, Bahamas & Labadee Cruise

Aboard

Celebrity Apex

From

Port Canaveral, Florida

Published prices from

$1,965

per person*

taxes & fees included

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.
FREE Dining, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

8-night Southern Caribbean Cruise

Aboard

Carnival Vista

From

Port Canaveral, Florida

Published prices from

$694

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

11-night Eastern Caribbean: Windward & Leeward Islands Cruise

Aboard

Koningsdam

From

Fort Lauderdale, Florida

Published prices from

$2,114

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

22-night Eastern Caribbean & Panama Canal Cruise

Aboard

Zuiderdam

From

Miami, Florida

A panoramic shot of the colorful waterfront houses and palm trees of Key West, Florida, reflecting on the calm, turquoise water under a clear blue sky.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

7-night Eastern Caribbean: Amber Cove & Bahamas Cruise

Aboard

Zuiderdam

From

Miami, Florida

Published prices from

$1,054

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
Holland America logo

21-night Eastern & Southern Caribbean: Leeward & U.S. Virgin Islands Cruise

Aboard

Koningsdam

From

Fort Lauderdale, Florida

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.
FREE Dining, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

8-night Eastern Caribbean Cruise

Aboard

Carnival Sunshine

From

Norfolk, Virginia

Published prices from

$504

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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

5-night Eastern Caribbean Cruise

Aboard

Freedom of the Seas

From

Miami, Florida

Published prices from

$508

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*+ 6 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

14-night Caribbean Cruise: Cozumel & Dominican Republic

Aboard

Norwegian Viva

From

Galveston, Texas

Published prices from

$1,479

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$4,360

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 Cruise

Aboard

Jewel of the Seas

From

San Juan, Puerto Rico

Published prices from

$907

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Save up to 30% on Last Minute Sailings*+ 1 more offer
Seabourn logo

7-night Classic Caribbean Yacht Harbors Cruise

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$4,079

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Save up to 30% on Last Minute Sailings*+ 1 more offer
Seabourn logo

14-night Exotic Caribbean Isles Cruise

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$7,874

per person*

taxes & fees included

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

14-night Eastern Caribbean: Bahamas & San Juan Cruise

Aboard

Eurodam

From

Fort Lauderdale, Florida

Published prices from

$2,269

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.

More to Explore

Cruise Lines

AmaWaterways

Azamara

Tauck Cruises

MSC Cruises

Viking Ocean Cruises

Destinations

Transpacific

South America

Mexico

Danube River

Southern Caribbean

Ports

Lady Franklin Island, Canada

Isle of May, Scotland

Jakarta, Java, Indonesia

Isla Rabida, Galapagos Islands

Isla Mosquera, Galapagos

Cruise Ships

Regatta

AmaMagdalena

MS Antares

Carnival Festivale

Celebrity Millennium