Luxury Southern Caribbean Cruises

Exclusive Savings & Events with Oceania Club*

10-night Canal & Caribbean Discovery Voyage

Aboard

Nautica

From

Panama City, Panama

1 Sailing

Jan 27, 2026

1 Sailing

Jan 27, 2026

Published prices from

$3,399

per person*

taxes & fees included

An aerial view of the vast Amazon River in Peru, meandering through a dense, green rainforest with a small floating lodge anchored along its banks.

19-night Amazon To Caribbean Gems Voyage

FREE Wi-Fi, Dining, Spa Access & More*+ 1 more offer

Amazon River

Santarem

Parintins (Amazon River)

Manaus (Amazon River)

+9 more

Aboard

Insignia

From

Bridgetown, Barbados

1 Sailing

Jan 27, 2026

1 Sailing

Jan 27, 2026

Published prices from

$5,499

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

10-night West Indies Explorer Cruise

Up to $500 FREE Onboard Credit*+ 3 more offers

+4 more

Aboard

Viking Sea

From

San Juan, Puerto Rico

23 Sailings

Jan 28, 2026 - Feb 16, 2028

23 Sailings

Jan 28, 2026 - Feb 16, 2028

Published prices from

$3,699

per person*

taxes & fees included

12-night Eastern Caribbean Cruise

Up to $500 FREE Onboard Credit*+ 3 more offers

+3 more

Aboard

Queen Elizabeth

From

Miami, Florida

7 Sailings

Jan 29 - Nov 26, 2026

7 Sailings

Jan 29 - Nov 26, 2026

Published prices from

$1,399

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.

21-night Caribbean Cruise

FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer

+8 more

Aboard

Queen Elizabeth

From

Miami, Florida

11 Sailings

Jan 29 - Nov 26, 2026

11 Sailings

Jan 29 - Nov 26, 2026

Published prices from

$2,409

per person*

taxes & fees included

7-night Windward Islands Surf & Sunsets Cruise

Aboard

Star Seeker

From

San Juan, Puerto Rico

4 Sailings

Jan 30 - Mar 13, 2026

4 Sailings

Jan 30 - Mar 13, 2026

Published prices from

$5,733

per person*

taxes & fees included

A high-angle view of the bustling harbor of Marigot, St. Martin, with boats and yachts docked along the coast and colorful buildings nestled against the green hills.

FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer

14-night Star Collector: Lovely Leewards Cruise

Aboard

Star Seeker

From

San Juan, Puerto Rico

6 Sailings

Jan 30 - Mar 6, 2026

6 Sailings

Jan 30 - Mar 6, 2026

Published prices from

$11,296

per person*

taxes & fees included

An aerial view of Road Bay, Anguilla, showing a pristine white sand beach, lush green vegetation, and the stunningly clear turquoise water of the Caribbean Sea.

FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer

14-night Star Collector: Caribbean Explorations Cruise

FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

2 Sailings

Jan 31 - Feb 7, 2026

2 Sailings

Jan 31 - Feb 7, 2026

Cupecoy Beach with white resort buildings, St. Maarten.

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

Save up to 30% on Last Minute Sailings*+ 1 more offer

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 31, 2026

1 Sailing

Jan 31, 2026

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.

14-night Yachtsman's Island Jewels Cruise

Save up to 30% on Last Minute Sailings*+ 1 more offer

Sopers Hole

Carambola Beach

St. Pierre

Port Elizabeth (Bequia)

+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

2 Sailings

Jan 31 - Mar 7, 2026

2 Sailings

Jan 31 - Mar 7, 2026

Published prices from

$7,649

per person*

taxes & fees included

7-night Yachtsman's Caribbean Cruise

FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer

Sopers Hole

Carambola Beach

St. Pierre

Port Elizabeth (Bequia)

+3 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

11 Sailings

Jan 31, 2026 - Mar 20, 2027

11 Sailings

Jan 31, 2026 - Mar 20, 2027

Published prices from

$4,079

per person*

taxes & fees included

Immaculate Conception Cathedral in Colon.

8-night In the Wake of the Spanish Armadas Cruise

Aboard

Wind Surf

From

Oranjestad, Aruba, Caribbean

1 Sailing

Feb 1, 2026

1 Sailing

Feb 1, 2026

Published prices from

$4,091

per person*

taxes & fees included

FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer

16-night Star Collector: Natural History Meets Ancient Mystery: Latin America & Beyond Cruise

Aboard

Wind Surf

From

Oranjestad, Aruba, Caribbean

1 Sailing

Feb 1, 2026

1 Sailing

Feb 1, 2026

Published prices from

$7,086

per person*

taxes & fees included

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.

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

10-night Caribbean Cruise

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

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Feb 2, 2026

1 Sailing

Feb 2, 2026

Published prices from

$7,500

per person*

taxes & fees included

21-night Caribbean Cruise

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

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Feb 2, 2026

1 Sailing

Feb 2, 2026

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

9-night Southern Caribbean Cruise

Aboard

Silver Shadow

From

Cartagena, Colombia

1 Sailing

Feb 3, 2026

1 Sailing

Feb 3, 2026

Published prices from

$7,600

per person*

taxes & fees included

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

16-night Caribbean Cruise

Aboard

Silver Shadow

From

Cartagena, Colombia

1 Sailing

Feb 3, 2026

1 Sailing

Feb 3, 2026

Up to $500 FREE Onboard Credit*+ 1 more offer

FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer

10-night Leeward & Windward Gems Voyage

Aboard

Nautica

From

Miami, Florida

1 Sailing

Feb 6, 2026

1 Sailing

Feb 6, 2026

Published prices from

$2,550

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.

7-night Classic Caribbean Cruise

Save up to 30% on Last Minute Sailings*+ 1 more offer

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Feb 7, 2026

1 Sailing

Feb 7, 2026

A long, green steel-arched bridge with multiple supports, the Laviolette Bridge, spanning the wide St. Lawrence River near Trois-Rivières, with a grassy riverbank in the foreground.

7-night Caribbean Gems Cruise

Save up to 30% on Last Minute Sailings*+ 1 more offer

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

4 Sailings

Feb 7, 2026 - Feb 6, 2027

4 Sailings

Feb 7, 2026 - Feb 6, 2027

Published prices from

$3,824

per person*

taxes & fees included

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.

14-night Yachtsman's Island Jewels Cruise

Up to $500 FREE Onboard Credit*+ 3 more offers

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Feb 7, 2026

1 Sailing

Feb 7, 2026

The ancient stone ruins of a majestic Mayan temple or pyramid, featuring historic architecture at an archaeological site in Mexico's Costa Maya region.

Grand Cayman (George Town)

9-night Western Caribbean Cruise

Miami

Aboard

Queen Elizabeth

From

Miami, Florida

7 Sailings

Feb 10 - Dec 29, 2026

7 Sailings

Feb 10 - Dec 29, 2026

Published prices from

$749

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.

Up to $500 FREE Onboard Credit*+ 2 more offers

Up to $500 FREE Onboard Credit*+ 2 more offers

11-night Leeward Islands Odyssey Cruise

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Feb 10, 2026

1 Sailing

Feb 10, 2026

11-night Caribbean Cruise

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

+6 more

Aboard

Silver Spirit

From

Fort Lauderdale, Florida

1 Sailing

Feb 12, 2026

1 Sailing

Feb 12, 2026

Published prices from

$7,600

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.

7-night Southern Caribbean Cruise