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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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.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

10-night Eastern Caribbean With Tortola Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

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*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

20-night Caribbean Explorer Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, 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
Royal Caribbean logo

4-night Eastern Caribbean Cruise

Aboard

Freedom of the Seas

From

Miami, Florida

Published prices from

$420

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
Carnival Cruise Line

10-night Carnival Journeys Cruise - Eastern Caribbean

Aboard

Carnival Pride

From

Baltimore, Maryland

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

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

A scenic view of Princess Cays, Bahamas, featuring a row of colorful cabanas with thatched roofs, surrounded by swaying palm trees on a white-sand beach.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean with Bahamas Cruise

Aboard

Regal Princess

From

Fort Lauderdale, 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
Carnival Cruise Line

8-night Southern Caribbean Cruise

Aboard

Carnival Horizon

From

Miami, Florida

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Early Saver + Up to $100 Onboard Credit + 2-Category Upgrades on Select Sailing Through April 2028!+ 1 more offer
Carnival Cruise Line

7-night Eastern Caribbean Cruise

Aboard

Mardi Gras

From

Port Canaveral, Florida

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
75% off 2nd Guest + 3rd, 4th, & 5th Guests Sail FREE + Bonus Savings*+ 2 more offers
Celebrity Cruise Line logo

7-night St. Kitts, San Juan & Puerto Plata Cruise

Aboard

Celebrity Apex

From

Port Canaveral, Florida

Published prices from

$1,694

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

8-night Antigua, St. Kitts, & San Juan Cruise

Aboard

Celebrity Eclipse

From

Fort Lauderdale, Florida

Two colorful striped beach chairs sit on the white sand beach of Great Stirrup Cay, Bahamas, facing the clear turquoise water under a bright blue sky with palm fronds overhead.
Up to $500 FREE Onboard Credit*+ 7 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

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

Aboard

Norwegian Luna

From

Miami, Florida

Published prices from

$859

per person*

taxes & fees included

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*+ 2 more offers
TCW EXCLUSIVE
Holland America logo

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

Aboard

Zuiderdam

From

Miami, Florida

Published prices from

$1,404

per person*

taxes & fees included

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

6-night Western Caribbean & Perfect Day Cruise

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

Published prices from

$484

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*+ 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

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

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

6-night Exotic Eastern Caribbean Cruise

Aboard

Carnival Magic

From

Miami, Florida

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Early Saver + Up to $100 Onboard Credit + 2-Category Upgrades on Select Sailing Through April 2028!+ 1 more offer
Carnival Cruise Line

7-night Exotic Eastern Caribbean Cruise

Aboard

Carnival Venezia

From

Port Canaveral, Florida

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.
Early Saver + Up to $100 Onboard Credit + 2-Category Upgrades on Select Sailing Through April 2028!+ 1 more offer
Carnival Cruise Line

6-night Eastern Caribbean Cruise

Aboard

Carnival Vista

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

7-night Western Caribbean & Perfect Day Cruise

Aboard

Independence of the Seas

From

Miami, Florida

Published prices from

$658

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*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

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

Aboard

Celebrity Beyond

From

Miami, Florida

Published prices from

$1,157

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

$993

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: Curacao, Aruba & Bonaire

Aboard

Norwegian Epic

From

San Juan, Puerto Rico

Published prices from

$4,859

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
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

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 6 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

13-night Transatlantic Cruise: Dominican Republic & US Virgin Islands

Aboard

Norwegian Star

From

Tampa, Florida

Published prices from

$819

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
FREE Dining, Onboard Activities & More*+ 1 more offer
Royal Caribbean logo

5-night Eastern Caribbean & Perfect Day Cruise

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

Published prices from

$512

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

Azamara

AmaWaterways

Princess Cruises

Carnival Cruise Line

Viking Ocean Cruises

Destinations

Arctic Circle

Douro River

Southeast Asia

Expeditions

Transpacific

Ports

Cartagena, Colombia

Auyuituq National Park, Canada

Kodiak Island, Alaska

Vlore, Albania

Maransabadi Island, Indonesia

Cruise Ships

ms Saudade for Tauck

Viking Skadi

Viking Astrild

AmaVenita

Delfin III