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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

$1,969

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

Rhapsody of the Seas

From

San Juan, Puerto Rico

Published prices from

$432

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

6-night Southern Caribbean Cruise

Aboard

Jewel of the Seas

From

San Juan, Puerto Rico

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.
FREE All-Inclusive Upgrade*+ 1 more offer
Windstar

11-night Gems Of The Leeward Islands Cruise

Aboard

Star Pride

From

San Juan, Puerto Rico

Published prices from

$4,257

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.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

7-night Southern Caribbean Cruise

Aboard

Vision of the Seas

From

San Juan, Puerto Rico

Published prices from

$557

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

$3,799

per person*

taxes & fees included

A view of the volcanic black sand beach and coastline of St. Pierre, Martinique, with colorful buildings and a lush, mountainous landscape under a beautiful sky.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers
Azamara logo

7-night Southern Caribbean Voyage: Antigua, Grenada & Barbados

Aboard

Azamara Journey

From

San Juan, Puerto Rico

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.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers
Azamara logo

14-night Caribbean Voyage: San Juan, St. Lucia & St. Kitts

Aboard

Azamara Journey

From

San Juan, Puerto Rico

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.
FREE All-Inclusive Upgrade*+ 1 more offer
Windstar

14-night Star Collector: Lovely Leewards Cruise

Aboard

Star Pride

From

San Juan, Puerto Rico

Published prices from

$4,593

per person*

taxes & fees included

A picturesque view of a small town nestled at the base of a lush, green mountain on Iles des Saintes, Guadeloupe, with boats moored in the deep blue water and fluffy clouds in the sky.
FREE All-Inclusive Upgrade*+ 1 more offer
Windstar

7-night Windward Islands Surf & Sunsets Cruise

Aboard

Star Pride

From

San Juan, Puerto Rico

Published prices from

$2,930

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Buy One, Get One FREE Airfare*+ 4 more offers
Norwegian Cruise Line logo.

7-night Caribbean Round-trip San Juan Cruise: St. Thomas & Tortola

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

Published prices from

$1,169

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

11-night Southern Caribbean Intensive Cruise

Aboard

Celebrity Constellation

From

San Juan, Puerto Rico

Published prices from

$1,499

per person*

taxes & fees included

A beautiful view from Fort King George in Scarborough, Tobago, with historic cannons overlooking the Caribbean Sea and the town below, framed by lush tropical trees.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers
Azamara logo

14-night Caribbean Voyage: San Juan, Antigua & Barbados

Aboard

Azamara Journey

From

San Juan, Puerto Rico

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.
Buy One, Get One FREE Airfare*+ 4 more offers
Norwegian Cruise Line logo.

7-night Caribbean Round-Trip San Juan Cruise: Barbados & St. Thomas

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

Published prices from

$1,259

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Active & Retired Military Members Save up to $200*+ 1 more offer
Celebrity Cruise Line logo

7-night Southern Caribbean Cruise

Aboard

Celebrity Constellation

From

San Juan, Puerto Rico

Published prices from

$773

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.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers
Azamara logo

13-night Caribbean Voyage: San Juan, Antigua & St. Lucia

Aboard

Azamara Journey

From

San Juan, Puerto Rico

An aerial view of the city of Parintins, Brazil, located on the Amazon River, with a dense forest in the foreground and the wide river in the distance.
FREE Wi-Fi, Dining, Spa Access & More*+ 1 more offer
Viking

21-night From The Caribbean To The Amazon Cruise

Aboard

Viking Sea

From

San Juan, Puerto Rico

Published prices from

$11,999

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers
Azamara logo

18-night Caribbean Holiday Voyage: San Juan, St. Barts & Curacao

Aboard

Azamara Journey

From

San Juan, Puerto Rico

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers
Azamara logo

10-night Southern Caribbean Voyage: Antigua, St.Barts & Martinique

Aboard

Azamara Journey

From

San Juan, Puerto Rico

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.
Buy One, Get One FREE Airfare*+ 4 more offers
Norwegian Cruise Line logo.

7-night Caribbean Round-Trip San Juan Cruise: St. Thomas & Tortola

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

Published prices from

$1,509

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

7-night Southern Caribbean Holiday Cruise

Aboard

Vision of the Seas

From

San Juan, Puerto Rico

Published prices from

$961

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.
FREE Butler Service, Gourmet Dining & More*+ 1 more offer
Silversea logo

14-night Caribbean Cruise

Aboard

Silver Shadow

From

San Juan, Puerto Rico

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.
FREE Butler Service, Gourmet Dining & More*+ 1 more offer
Silversea logo

7-night Caribbean Cruise

Aboard

Silver Shadow

From

San Juan, Puerto Rico

Published prices from

$4,200

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.
Buy One, Get One FREE Airfare*+ 4 more offers
Norwegian Cruise Line logo.

7-night Caribbean Round-trip San Juan Cruise: Barbados & St. Thomas

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

Published prices from

$1,349

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.
Princess Plus - Drinks, Wi-Fi, Tips Included & More*+ 1 more offer
Princess Cruises logo

14-night Southern Caribbean Adventurer Cruise

Aboard

Crown Princess

From

San Juan, Puerto Rico

*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.