109 Results

Sort

Immaculate Conception Cathedral in Colon.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Southern Caribbean Cruise

Aboard

Serenade of the Seas

From

Colon, Panama

Published prices from

$5,766

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.
FREE Dining, Onboard Activities & More*+ 1 more offer
Royal Caribbean logo

7-night Southern Caribbean Cruise

Aboard

Serenade of the Seas

From

Cartagena, Colombia

Published prices from

$1,613

per person*

taxes & fees included

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.
Buy One, Get One FREE Airfare*+ 5 more offers
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Curacao, Aruba & Bonaire

Aboard

Norwegian Sky

From

Punta Cana, Dominican Republic

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
Holland America logo

17-night Southern & Eastern Caribbean: Abc Islands & Bahamas Cruise

Aboard

Zuiderdam

From

Miami, Florida

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

10-night Southern Caribbean: Amber Cove & Abc Islands Cruise

Aboard

Zuiderdam

From

Miami, Florida

Published prices from

$1,749

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 Southern Caribbean Cruise

Aboard

Carnival Horizon

From

Miami, Florida

Published prices from

$599

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

18-night Southern Caribbean Adventurer Cruise

Aboard

Grand Princess

From

San Juan, Puerto Rico

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

8-night Southern Caribbean with Abc Islands 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 Magic

From

Miami, Florida

Published prices from

$514

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

8-night Aruba, Curacao & Bonaire Cruise

Aboard

Celebrity Silhouette

From

Fort Lauderdale, Florida

Published prices from

$1,033

per person*

taxes & fees included

Puntarenas, Costa Rica tropical landscape with palm trees and mountains.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

27-night Panama Canal and Caribbean Adventurer Cruise

Aboard

Grand Princess

From

San Juan, Puerto Rico

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.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

11-night Southern Caribbean Islander 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: Curacao, Aruba & Bonaire

Aboard

Norwegian Epic

From

San Juan, Puerto Rico

Published prices from

$749

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
Princess Cruises logo

13-night Southern Caribbean Islander Cruise

Aboard

Caribbean 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
Regent Seven Seas Cruises.

16-night Spotlight With Southern Living Cruise

Aboard

Seven Seas Mariner

From

Miami, Florida

Published prices from

$11,949

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

8-night Aruba, Bonaire & Curacao Cruise

Aboard

Celebrity Reflection

From

Fort Lauderdale, Florida

Published prices from

$1,163

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
FREE Dining, Waterparks, Entertainment & More*+ 1 more offer
Carnival Cruise Line

8-night Southern Caribbean Cruise

Aboard

Carnival Venezia

From

Port Canaveral, Florida

Published prices from

$664

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

15 nights West Caribbean

Aboard

MSC Poesia

From

Miami, Florida

Published prices from

$1,386

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 2 more offers
Princess Cruises logo

12-night Southern Caribbean Islander Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

Blue Mosque and historic Istanbul skyline with Bosphorus Strait.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

70-night Star Collector: Grand Mediterranean And Latin America Adventure Cruise

Aboard

Star Legend

From

Istanbul, Turkey

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

10-night Boston To Fort Lauderdale Cruise

Aboard

Celebrity Silhouette

From

Boston, Massachusetts

Published prices from

$1,115

per person*

taxes & fees included

A breathtaking view of the Los Morrillos Lighthouse and the rugged coastline of Cabo Rojo, Puerto Rico, with dramatic cliffs and turquoise water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

10 nights West Caribbean

Aboard

MSC Poesia

From

Miami, Florida

Published prices from

$879

per person*

taxes & fees included

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

9-night Aruba, Bonaire & Curacao Cruise

Aboard

Celebrity Reflection

From

Fort Lauderdale, Florida

Published prices from

$1,192

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

25-night Star Collector: Southern Caribbean Thanksgiving Jubilee Cruise

Aboard

Wind Star

From

Lisbon, Portugal

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Oceania Cruises

14-night Dutchman's Caribbean Voyage

Aboard

Vista

From

Miami, Florida

Published prices from

$4,999

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.