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*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

10-night Caribbean Cruise: Dominican Republic & St. Thomas From New York City, New York

Aboard

Norwegian Escape

From

New York City, New York

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

8-night Eastern Caribbean & Perfect Day Cruise From Port Canaveral, Florida

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

Published prices from

$997

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

8-night Eastern Caribbean & Perfect Day Cruise From Fort Lauderdale, Florida

Aboard

Allure of the Seas

From

Fort Lauderdale, Florida

Published prices from

$1,246

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Eastern Caribbean & Perfect Day Cruise From Port Canaveral, Florida

Aboard

Harmony of the Seas

From

Port Canaveral, Florida

Published prices from

$792

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
FREE Specialty Dining Experience*+ 1 more offer
TCW EXCLUSIVE
Royal Caribbean logo

5-night Eastern Caribbean Cruise From Miami, Florida

Aboard

Freedom of the Seas

From

Miami, Florida

Published prices from

$453

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
Royal Caribbean logo

7-night Southern Caribbean Cruise From San Juan, Puerto Rico

Aboard

Rhapsody of the Seas

From

San Juan, Puerto Rico

Published prices from

$530

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 40% OFF + up to $300 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

7-night Eastern Caribbean with Puerto Rico Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, 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.
Up to $500 FREE Onboard Credit*
TCW EXCLUSIVE
Carnival Cruise Line

7-night Eastern Caribbean Cruise From Miami, Florida

Aboard

Carnival Celebration

From

Miami, Florida

Published prices from

$529

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

14-night Eastern/Western Caribbean Adventurer Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Published prices from

$1,849

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Eastern Caribbean & Perfect Day Cruise From Port Canaveral, Florida

Aboard

Star of the Seas

From

Port Canaveral, Florida

Published prices from

$1,231

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to 40% OFF + up to $300 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

7-night Eastern Caribbean with Bahamas Cruise From Fort Lauderdale, Florida

Aboard

Regal Princess

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.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Carnival Cruise Line

7-night Eastern Caribbean Cruise From Port Canaveral, Florida

Aboard

Mardi Gras

From

Port Canaveral, Florida

Published prices from

$516

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
Princess Cruises logo

14-night Eastern Caribbean Adventurer Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Carnival Cruise Line

6-night Eastern Caribbean Cruise From Miami, Florida

Aboard

Carnival Magic

From

Miami, Florida

Published prices from

$401

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*+ 1 more offer
TCW EXCLUSIVE
Celebrity Cruise Line logo

7-nights Tortola, St. Maarten & Puerto Plata Cruise From Miami, Florida

Aboard

Celebrity Beyond

From

Miami, Florida

Published prices from

$749

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*+ 1 more offer
TCW EXCLUSIVE
Carnival Cruise Line

5-night Eastern Caribbean Cruise From Miami, Florida

Aboard

Carnival Sunrise

From

Miami, Florida

Published prices from

$728

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*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

5-night Western Caribbean Cruise From Miami, Florida

Aboard

Freedom of the Seas

From

Miami, Florida

Published prices from

$466

per person*

taxes & fees included

The welcome sign with a hot air balloon, and the Daredevil Tower waterslides in the background at Cococay, Royal Caribbean's private island.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

5-night Eastern Caribbean & Perfect Day Cruise From Miami, Florida

Aboard

Freedom of the Seas

From

Miami, Florida

Published prices from

$445

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

7-night Eastern Caribbean With Puerto Rico Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

9-night Southern Caribbean & Perfect Day Cruise From Miami, Florida

Aboard

Freedom of the Seas

From

Miami, Florida

Published prices from

$739

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

7-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

Aboard

Regal Princess

From

Fort Lauderdale, Florida

Hollywood sign on hills of Los Angeles.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Cunard

40-night Alaska, Panama Canal & Caribbean Cruise From Seattle, Washington

Aboard

Queen Elizabeth

From

Seattle, Washington

A scenic photo of a vibrant coastal town with colorful houses on a green hillside overlooking a deep blue harbor under a blue sky with white clouds.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

60-night Labrador Coast, Caribbean, South America & Scotia Arc Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

An aerial view of the reconstructed Viking sod houses and longhouses at L'Anse aux Meadows National Historic Site, a UNESCO World Heritage Site in Newfoundland, Canada.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

39-night Wild Labrador Coast, Caribbean & South America Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

An aerial view of Carambola Beach Resort in St. Croix, with red-roofed buildings nestled among lush green tropical trees along the turquoise Caribbean Sea.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

23-night Wild Labrador Coast & Southern Caribbean Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

*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

Viking Ocean Cruises

Holland America Line

AmaWaterways

Silversea Cruises

Norwegian Cruise Line

Destinations

Canada/New England

Douro River

Po River

Seine River

Moselle River

Ports

Dendera Temple, Egypt

Bluff, New Zealand

Luleå, Sweden

Bass Strait

Leeds, England

Cruise Ships

Utopia of the Seas

Seven Seas Voyager

MSC Splendida

EXPLORA II

Silver Moon