Princess Cruises to Southern Caribbean

A couple in swimsuits walks hand-in-hand along a pristine sandy beach with turquoise water, a lush green hillside, and a partly cloudy sky, perfect for a Princess Cruises Southern Caribbean itinerary.

Overview

Join countless satisfied vacationers and choose a Princess Cruises Southern Caribbean cruise. Imagine kayaking through the clear blue waters of Aruba, or interacting with marine life during a snorkeling expedition in Curacao. Unwind in the hot springs of the Dominican Republic, or enjoy some tantalizing native treats.

Find a cultural melting pot in Grenada, and learn about French, British, and West Indian tradition and custom. With waterfalls, national parks, and spice estates, Southern Caribbean cruises with Princess Cruises will delight your senses and offer memories you’ll pass on for years.

Upcoming Princess Cruises to Southern Caribbean

Filter

87 Results

Taxes and fees included in all prices shown

Sort

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

59-night World Cruise Liner - London (Dover) To Sydney

Aboard

Crown Princess

From

Dover (London), England

1 Sailing

Jul 4, 2026

1 Sailing

Jul 4, 2026

Hallgrímskirkja church and Reykjavik cityscape.

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

55-night World Cruise Liner - London (Dover) To Auckland

Aboard

Crown Princess

From

Dover (London), England

1 Sailing

Jul 4, 2026

1 Sailing

Jul 4, 2026

A vibrant close-up of a puffin, with its colorful orange beak and feet, standing on a grassy cliff overlooking the bright blue ocean.

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

61-night World Cruise Liner - London (Dover) To Brisbane

Aboard

Crown Princess

From

Dover (London), England

1 Sailing

Jul 4, 2026

1 Sailing

Jul 4, 2026

A cruise ship navigating through the Gatun Locks of the Panama Canal, an important navigational route and popular tourist destination.

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

TCW EXCLUSIVE

37-night World Cruise Segment - New York To Sydney

Aboard

Crown Princess

From

New York City, New York

1 Sailing

Jul 26, 2026

1 Sailing

Jul 26, 2026

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean

Aboard

Island Princess

From

Los Angeles, California

3 Sailings

Sep 20, 2026 - Apr 3, 2027

3 Sailings

Sep 20, 2026 - Apr 3, 2027

Published prices from

$1,469

per person*

taxes & fees included

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

TCW EXCLUSIVE

22-night Panama Canal & Pacific Coast Cruise

Aboard

Coral Princess

From

Vancouver, British Columbia

1 Sailing

Sep 23, 2026

1 Sailing

Sep 23, 2026

Published prices from

$3,855

per person*

taxes & fees included

A scenic sunset over the iconic rock formations of Land's End, including El Arco, a major landmark of Cabo San Lucas, Mexico.

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

TCW EXCLUSIVE

7-night Panama Canal & Pacific Coast Cruise

Aboard

Star Princess

From

Vancouver, British Columbia

1 Sailing

Sep 27, 2026

1 Sailing

Sep 27, 2026

Published prices from

$3,811

per person*

taxes & fees included

A golden sunset over the beach in Huatulco, Mexico, with footprints in the sand leading towards the shimmering ocean and a warm glow over the water.

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Aboard

Coral Princess

From

Los Angeles, California

1 Sailing

Sep 29, 2026

1 Sailing

Sep 29, 2026

Published prices from

$3,292

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean

Los Angeles

Cabo San Lucas

Mazatlan

Fuerte Amador (Panama City)

Panama Canal

+3 more

Aboard

Star Princess

From

Los Angeles, California

1 Sailing

Oct 4, 2026

1 Sailing

Oct 4, 2026

Published prices from

$2,719

per person*

taxes & fees included

A scenic coastal view in Curaçao featuring houses with orange roofs on a cliffside overlooking a rocky beach with beautiful turquoise Caribbean water.

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

TCW EXCLUSIVE

14-night Circle Caribbean Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 15, 2026 - Dec 6, 2027

2 Sailings

Oct 15, 2026 - Dec 6, 2027

Published prices from

$2,414

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

12-night Southern Caribbean Islander Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

Published prices from

$1,735

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.

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

TCW EXCLUSIVE

10-night Eastern Caribbean With St. Kitts Cruise

St. Maarten (Philipsburg)

+3 more

Aboard

Coral Princess

From

Fort Lauderdale, Florida

3 Sailings

Oct 29 - Nov 18, 2026

3 Sailings

Oct 29 - Nov 18, 2026

Published prices from

$1,714

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Panama Canal With Costa Rica & Caribbean Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

11 Sailings

Oct 30, 2026 - Mar 25, 2028

11 Sailings

Oct 30, 2026 - Mar 25, 2028

Published prices from

$1,640

per person*

taxes & fees included

Yellow kayak on sandy beach in Puerto Vallarta, Mexico.

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Sapphire Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 6, 2026

1 Sailing

Nov 6, 2026

Published prices from

$2,723

per person*

taxes & fees included

Statue of Liberty and Manhattan skyline.

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

TCW EXCLUSIVE

12-night Southern Caribbean Islander Cruise

New York City

St. Maarten (Philipsburg)

Aboard

Majestic Princess

From

New York City, New York

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

Published prices from

$2,339

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Southern/Eastern Caribbean Adventurer Cruise

Grand Cayman (George Town)

+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 8, 2026 - Mar 6, 2027

10 Sailings

Nov 8, 2026 - Mar 6, 2027

Published prices from

$2,493

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a blue sky.

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

TCW EXCLUSIVE

8-night Southern Caribbean With Abc Islands Cruise

Ft. Lauderdale

Grand Cayman (George Town)

Ocho Rios

Oranjestad

Aboard

Regal Princess

From

Fort Lauderdale, Florida

4 Sailings

Nov 14, 2026 - Feb 6, 2027

4 Sailings

Nov 14, 2026 - Feb 6, 2027

Published prices from

$1,114

per person*

taxes & fees included

Casa Rosada government building in Buenos Aires.

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

TCW EXCLUSIVE

18-night Brazilian Adventure Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Castries

Bridgetown (Barbados)

Fortaleza

+4 more

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 19, 2026

1 Sailing

Nov 19, 2026

Published prices from

$3,566

per person*

taxes & fees included

An aerial shot of the port city of Ushuaia, Argentina, at dusk, showing city lights along the Beagle Channel with the snow-capped Andes Mountains in the background.

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

TCW EXCLUSIVE

33-night Brazilian & Cape Horn Grand Adventure Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Castries

Bridgetown (Barbados)

Fortaleza

+12 more

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 19, 2026

1 Sailing

Nov 19, 2026

Published prices from

$6,462

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

TCW EXCLUSIVE

12-night Southern Caribbean With Aruba Cruise

Bridgetown (Barbados)

+3 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 30, 2026

1 Sailing

Nov 30, 2026

Published prices from

$2,199

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean

Aboard

Crown Princess

From

Los Angeles, California

1 Sailing

Dec 3, 2026

1 Sailing

Dec 3, 2026

Published prices from

$1,946

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Circle Caribbean Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 3, 2026

1 Sailing

Dec 3, 2026

Published prices from

$2,847

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean Holiday

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 12, 2026

1 Sailing

Dec 12, 2026

Published prices from

$2,239

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Panama Canal With Costa Rica & Caribbean Holiday Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 17, 2026 - Dec 23, 2027

3 Sailings

Dec 17, 2026 - Dec 23, 2027

Published prices from

$2,109

per person*

taxes & fees included

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

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

TCW EXCLUSIVE

8-night Southern Caribbean Islander Holiday Cruise

St. Thomas (Charlotte Amalie)

+2 more

Aboard

Crown Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Published prices from

$1,349

per person*

taxes & fees included

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

TCW EXCLUSIVE

11-night Southern Caribbean With Martinique Holiday Cruise

Ft. Lauderdale

St. Thomas (Charlotte Amalie)

Basseterre

Fort de France

Bridgetown (Barbados)

+3 more

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 26, 2026

1 Sailing

Dec 26, 2026

Published prices from

$2,364

per person*

taxes & fees included

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

14-night Southern Caribbean Adventurer Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

+5 more

Aboard

Crown Princess

From

San Juan, Puerto Rico

12 Sailings

Dec 27, 2026 - Mar 14, 2027

12 Sailings

Dec 27, 2026 - Mar 14, 2027

Published prices from

$2,592

per person*

taxes & fees included

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

7-night Southern Caribbean Cruise With Barbados

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

+2 more

Aboard

Crown Princess

From

San Juan, Puerto Rico

13 Sailings

Dec 27, 2026 - Mar 21, 2027

13 Sailings

Dec 27, 2026 - Mar 21, 2027

Published prices from

$1,161

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean Holiday

Aboard

Island Princess

From

Los Angeles, California

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

Published prices from

$2,882

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

5-night Eastern Caribbean With St. Kitts Cruise

San Juan

St. Thomas (Charlotte Amalie)

Basseterre

Dominica

St. George's

Aboard

Crown Princess

From

San Juan, Puerto Rico

1 Sailing

Jan 3, 2027

1 Sailing

Jan 3, 2027

Published prices from

$1,172

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With St. Lucia Cruise

Bridgetown (Barbados)

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

+2 more

Aboard

Crown Princess

From

Bridgetown, Barbados

6 Sailings

Jan 8 - Mar 19, 2027

6 Sailings

Jan 8 - Mar 19, 2027

Published prices from

$1,611

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

4 Sailings

Jan 13 - Apr 19, 2027

4 Sailings

Jan 13 - Apr 19, 2027

Published prices from

$2,769

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean

Aboard

Island Princess

From

San Diego, California

1 Sailing

Jan 29, 2027

1 Sailing

Jan 29, 2027

Published prices from

$2,677

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Puerto Rico Cruise

Bridgetown (Barbados)

San Juan

St. Thomas (Charlotte Amalie)

Pointe A Pitre

Dominica

+2 more

Aboard

Crown Princess

From

Bridgetown, Barbados

5 Sailings

Jan 29 - Mar 12, 2027

5 Sailings

Jan 29 - Mar 12, 2027

Published prices from

$1,644

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*+ 1 more offer

TCW EXCLUSIVE

8-night Southern Caribbean With ABC Islands Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Mar 6, 2027

1 Sailing

Mar 6, 2027

Published prices from

$1,739

per person*

taxes & fees included

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

TCW EXCLUSIVE

9-night Southern Caribbean With Aruba Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

4 Sailings

Mar 19, 2027 - Mar 16, 2028

4 Sailings

Mar 19, 2027 - Mar 16, 2028

Published prices from

$1,471

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

9-night Southern Caribbean With Aruba Cruise

Bridgetown (Barbados)

San Juan

St. Maarten (Philipsburg)

Oranjestad

Curacao

+2 more

Aboard

Crown Princess

From

Bridgetown, Barbados

1 Sailing

Mar 26, 2027

1 Sailing

Mar 26, 2027

Published prices from

$2,299

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.

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

TCW EXCLUSIVE

12-night Southern Caribbean With Panama Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

4 Sailings

Mar 28, 2027 - Mar 4, 2028

4 Sailings

Mar 28, 2027 - Mar 4, 2028

Published prices from

$1,949

per person*

taxes & fees included

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

7-night Southern Caribbean Islander Cruise

San Juan

St. Maarten (Philipsburg)

Oranjestad

Curacao

Ft. Lauderdale

Aboard

Crown Princess

From

San Juan, Puerto Rico

1 Sailing

Mar 28, 2027

1 Sailing

Mar 28, 2027

Published prices from

$1,234

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal Cruise - Ocean To Ocean

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Mazatlan

+3 more

Aboard

Star Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 3, 2027

1 Sailing

Apr 3, 2027

Published prices from

$2,709

per person*

taxes & fees included

A panoramic view of the coastal city of Roseau in Dominica, with its colorful buildings nestled between the Caribbean Sea and lush, mountainous terrain under a beautiful sky.

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

TCW EXCLUSIVE

12-night Southern Caribbean With Aruba Cruise

Bridgetown (Barbados)

+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 9, 2027

1 Sailing

Apr 9, 2027

Published prices from

$1,998

per person*

taxes & fees included

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

TCW EXCLUSIVE

23-night Panama Canal & Pacific Coast Cruise

Aboard

Coral Princess

From

Vancouver, British Columbia

1 Sailing

Sep 22, 2027

1 Sailing

Sep 22, 2027

Published prices from

$4,328

per person*

taxes & fees included

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

TCW EXCLUSIVE

18-night Panama Canal - Ocean To Ocean Cruise

Aboard

Coral Princess

From

Los Angeles, California

1 Sailing

Sep 27, 2027

1 Sailing

Sep 27, 2027

Published prices from

$3,072

per person*

taxes & fees included

Seattle skyline featuring tall buildings with Mount Rainier in the background and a bright moon in the night sky.

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

TCW EXCLUSIVE

23-night Panama Canal & Pacific Coast Cruise

Aboard

Star Princess

From

Vancouver, British Columbia

1 Sailing

Oct 3, 2027

1 Sailing

Oct 3, 2027

Published prices from

$4,171

per person*

taxes & fees included

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

TCW EXCLUSIVE

20-night Panama Canal & Pacific Coast Cruise

Aboard

Island Princess

From

Vancouver, British Columbia

1 Sailing

Oct 9, 2027

1 Sailing

Oct 9, 2027

Published prices from

$3,564

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Los Angeles

Cabo San Lucas

Mazatlan

Fuerte Amador (Panama City)

Panama Canal

+3 more

Aboard

Star Princess

From

Los Angeles, California

1 Sailing

Oct 10, 2027

1 Sailing

Oct 10, 2027

Published prices from

$2,619

per person*

taxes & fees included

A wide-angle landscape shot of the three iconic volcanoes, Agua, Fuego, and Acatenango, in Guatemala, rising above the clouds during a vibrant sunrise, a scenic view near Puerto Quetzal.

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Aboard

Island Princess

From

Los Angeles, California

4 Sailings

Oct 13, 2027 - Apr 3, 2028

4 Sailings

Oct 13, 2027 - Apr 3, 2028

Published prices from

$2,489

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Aboard

Emerald Princess

From

Los Angeles, California

1 Sailing

Oct 24, 2027

1 Sailing

Oct 24, 2027

Published prices from

$2,429

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.

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

TCW EXCLUSIVE

10-night Southern Caribbean With St. Lucia Cruise

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 5, 2027

1 Sailing

Nov 5, 2027

Published prices from

$1,959

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Southern Caribbean Islander Cruise

New York City

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

New York City, New York

1 Sailing

Nov 6, 2027

1 Sailing

Nov 6, 2027

Published prices from

$2,744

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Southern Caribbean Adventurer Holiday Cruise

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

Published prices from

$2,723

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Southern Caribbean With Curacao Cruise

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

Published prices from

$1,334

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Circle Caribbean Holiday Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 15, 2027

1 Sailing

Nov 15, 2027

Published prices from

$2,344

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

5-night Southern Caribbean With St. Lucia Holiday Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

Published prices from

$1,021

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Barbados And St. Lucia Holiday Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

+2 more

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

Published prices from

$1,454

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

14-night Southern Caribbean Adventurer Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

+6 more

Aboard

Emerald Princess

From

San Juan, Puerto Rico

14 Sailings

Nov 21, 2027 - Mar 12, 2028

14 Sailings

Nov 21, 2027 - Mar 12, 2028

Published prices from

$2,413

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*+ 1 more offer

TCW EXCLUSIVE

9-night Southern Caribbean With Abc Islands Holiday Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 23, 2027

1 Sailing

Nov 23, 2027

Published prices from

$1,641

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Southern Caribbean Islander Cruise

Aboard

Coral Princess

From

New York City, New York

1 Sailing

Nov 26, 2027

1 Sailing

Nov 26, 2027

Published prices from

$2,029

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 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Tortola Holiday Cruise

Bridgetown (Barbados)

Aboard

Emerald Princess

From

Bridgetown, Barbados

2 Sailings

Nov 26 - Dec 24, 2027

2 Sailings

Nov 26 - Dec 24, 2027

Published prices from

$2,083

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Barbados And Tortola Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

7 Sailings

Nov 28, 2027 - Mar 19, 2028

7 Sailings

Nov 28, 2027 - Mar 19, 2028

Published prices from

$1,194

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Circle Caribbean Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Basseterre

Dominica

Bridgetown (Barbados)

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 29, 2027

1 Sailing

Nov 29, 2027

Published prices from

$2,434

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 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With St. Lucia Cruise

Bridgetown (Barbados)

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

+2 more

Aboard

Emerald Princess

From

Bridgetown, Barbados

6 Sailings

Dec 3, 2027 - Mar 10, 2028

6 Sailings

Dec 3, 2027 - Mar 10, 2028

Published prices from

$1,924

per person*

taxes & fees included

A panoramic view of Fort-de-France, Martinique, showing a bustling bay filled with boats and yachts, with colorful houses nestled on the surrounding green hillsides and the deep blue Caribbean Sea beyond.

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

TCW EXCLUSIVE

9-night Southern Caribbean With Martinique Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 5, 2027

1 Sailing

Dec 5, 2027

Published prices from

$1,573

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Barbados And St. Lucia Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

+2 more

Aboard

Emerald Princess

From

San Juan, Puerto Rico

8 Sailings

Dec 5, 2027 - Mar 12, 2028

8 Sailings

Dec 5, 2027 - Mar 12, 2028

Published prices from

$1,274

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Tortola Cruise

Bridgetown (Barbados)

Aboard

Emerald Princess

From

Bridgetown, Barbados

6 Sailings

Dec 10, 2027 - Mar 17, 2028

6 Sailings

Dec 10, 2027 - Mar 17, 2028

Published prices from

$1,926

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

10-night Southern Caribbean With St. Lucia Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

2 Sailings

Dec 12, 2027 - Mar 19, 2028

2 Sailings

Dec 12, 2027 - Mar 19, 2028

Published prices from

$1,549

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

14-night Southern Caribbean Adventurer Holiday Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Castries

+6 more

Aboard

Emerald Princess

From

San Juan, Puerto Rico

3 Sailings

Dec 12 - Dec 26, 2027

3 Sailings

Dec 12 - Dec 26, 2027

Published prices from

$2,573

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Holiday Cruise

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 13, 2027

1 Sailing

Dec 13, 2027

Published prices from

$2,499

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Southern Caribbean With St. Lucia Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 14, 2027 - Feb 5, 2028

3 Sailings

Dec 14, 2027 - Feb 5, 2028

Published prices from

$1,717

per person*

taxes & fees included

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

TCW EXCLUSIVE

9-night Southern Caribbean With Abc Islands Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

4 Sailings

Dec 14, 2027 - Apr 6, 2028

4 Sailings

Dec 14, 2027 - Apr 6, 2028

Published prices from

$1,411

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Southern Caribbean With Martinique Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

Published prices from

$2,089

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Circle Caribbean Holiday Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2027

1 Sailing

Dec 20, 2027

Published prices from

$2,884

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

14-night Southern Caribbean With Martinique Holiday Cruise

Port Canaveral

Celebration Key

Roadtown

St. Maarten (Philipsburg)

Fort de France

+6 more

Aboard

Star Princess

From

Port Canaveral, Florida

1 Sailing

Dec 22, 2027

1 Sailing

Dec 22, 2027

Published prices from

$3,004

per person*

taxes & fees included

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

TCW EXCLUSIVE

11-night Southern Caribbean With Barbados Holiday Cruise

Ft. Lauderdale

Basseterre

Dominica

Bridgetown (Barbados)

Pointe A Pitre

+4 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 24, 2027

1 Sailing

Dec 24, 2027

Published prices from

$2,357

per person*

taxes & fees included

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 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Barbados And Tortola Holiday Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Dec 26, 2027

1 Sailing

Dec 26, 2027

Published prices from

$1,724

per person*

taxes & fees included

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

TCW EXCLUSIVE

11-night Southern Caribbean With Barbados Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 28, 2027

1 Sailing

Dec 28, 2027

Published prices from

$2,349

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Holiday Cruise

Aboard

Island Princess

From

Los Angeles, California

1 Sailing

Dec 29, 2027

1 Sailing

Dec 29, 2027

Published prices from

$2,709

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With St. Lucia Holiday Cruise

Bridgetown (Barbados)

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

+2 more

Aboard

Emerald Princess

From

Bridgetown, Barbados

1 Sailing

Dec 31, 2027

1 Sailing

Dec 31, 2027

Published prices from

$2,603

per person*

taxes & fees included

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

TCW EXCLUSIVE

11-night Southern Caribbean With Barbados Cruise

Ft. Lauderdale

St. Thomas (Charlotte Amalie)

Basseterre

Castries

Bridgetown (Barbados)

+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

3 Sailings

Jan 4 - Feb 15, 2028

3 Sailings

Jan 4 - Feb 15, 2028

Published prices from

$2,044

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Ft. Lauderdale

Cartagena (Colombia)

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

4 Sailings

Jan 14 - Apr 19, 2028

4 Sailings

Jan 14 - Apr 19, 2028

Published prices from

$2,499

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

6-night Southern Caribbean With Puerto Rico Cruise

Bridgetown (Barbados)

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

Aboard

Emerald Princess

From

Bridgetown, Barbados

1 Sailing

Jan 14, 2028

1 Sailing

Jan 14, 2028

Published prices from

$2,208

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

8-night Southern Caribbean With St. Lucia Cruise

Bridgetown (Barbados)

Castries

San Juan

St. Thomas (Charlotte Amalie)

Basseterre

+3 more

Aboard

Emerald Princess

From

Bridgetown, Barbados

1 Sailing

Jan 20, 2028

1 Sailing

Jan 20, 2028

Published prices from

$2,298

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Barbados And St. Kitts Cruise

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Jan 23, 2028

1 Sailing

Jan 23, 2028

Published prices from

$1,424

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

9-night Southern Caribbean With ABC Islands Cruise

Bridgetown (Barbados)

Aboard

Emerald Princess

From

Bridgetown, Barbados

1 Sailing

Mar 24, 2028

1 Sailing

Mar 24, 2028

Published prices from

$2,298

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

7-night Southern Caribbean With Abc Islands Cruise

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Mar 26, 2028

1 Sailing

Mar 26, 2028

Published prices from

$1,254

per person*

taxes & fees included

Up to 40% off + up to $700 Instant Savings + Kids Sail FREE*

16-night Panama Canal - Ocean To Ocean Cruise

Fuerte Amador (Panama City)

+4 more

Aboard

Star Princess

From

Port Canaveral, Florida

1 Sailing

Apr 7, 2028

1 Sailing

Apr 7, 2028

Published prices from

$3,219

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise

Ft. Lauderdale

Oranjestad

Panama Canal

Fuerte Amador (Panama City)

Puntarenas

+5 more

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 22, 2028

1 Sailing

Apr 22, 2028

Published prices from

$2,599

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.