Princess Cruises to Caribbean

Stunning panoramic view of Caneel Bay in St. John, with its pristine beach and turquoise waters, a highlight of Princess Cruises' Caribbean destinations.

Overview

Cruise to the Caribbean with Princess Cruises for a relaxing and delightful voyage that you won’t soon forget. Delicious cuisine, enriching cultural experiences, and incredible weather are just a few highlights of a trip to the Caribbean islands, whether it be in the Eastern, Southern, or Western Caribbean.

Shop duty-free in St. Thomas for some local treasures, plunder the mysterious caves in Curacao, or frolic in the butterfly farms of Aruba. Or, put your feet up and vegetate on the beaches of Costa Maya or Honduras. Relaxation, eccentricity, and culture are just three reasons to choose a Princess Cruises Caribbean cruise.

Upcoming Princess Cruises to Caribbean

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A sunny shot of Mahogany Bay, Roatan, with white sandy beaches, green palm trees, a cruise ship port, and a chairlift.

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Cozumel

+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

20 Sailings

May 23, 2026 - Mar 20, 2027

20 Sailings

May 23, 2026 - Mar 20, 2027

Published prices from

$1,163

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

7-night Eastern Caribbean with St. Thomas Cruise

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

May 23 - Aug 15, 2026

2 Sailings

May 23 - Aug 15, 2026

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

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

14-night Eastern Caribbean Adventurer Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

7 Sailings

May 24 - Sep 6, 2026

7 Sailings

May 24 - Sep 6, 2026

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

7-night Eastern Caribbean with Puerto Rico Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

8 Sailings

May 24 - Oct 4, 2026

8 Sailings

May 24 - Oct 4, 2026

Published prices from

$593

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.

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

TCW EXCLUSIVE

7-night Western Caribbean with Mexico Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

6 Sailings

May 30 - Aug 8, 2026

6 Sailings

May 30 - Aug 8, 2026

A stunning aerial view of the turquoise waters and white-sand beaches around Paradise Island in Nassau, Bahamas, with the Atlantis resort visible in the distance.

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

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

13 Sailings

May 31 - Oct 4, 2026

13 Sailings

May 31 - Oct 4, 2026

Published prices from

$1,279

per person*

taxes & fees included

A scenic view of Princess Cays, Bahamas, featuring a row of colorful cabanas with thatched roofs, surrounded by swaying palm trees on a white-sand beach.

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

TCW EXCLUSIVE

7-night Eastern Caribbean with Bahamas Cruise

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

4 Sailings

Jun 6 - Aug 29, 2026

4 Sailings

Jun 6 - Aug 29, 2026

Published prices from

$744

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.

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

7-night Eastern Caribbean with Turks & Caicos Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

6 Sailings

Jun 7 - Oct 11, 2026

6 Sailings

Jun 7 - Oct 11, 2026

Published prices from

$658

per person*

taxes & fees included

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

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

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

7-night Western Caribbean with Mexico Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

3 Sailings

Jul 5 - Sep 27, 2026

3 Sailings

Jul 5 - Sep 27, 2026

Published prices from

$639

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean Cruise with St. Thomas

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Jul 18, 2026

1 Sailing

Jul 18, 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

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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

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

7-night Western Caribbean Cruise with Mexico

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Jul 26, 2026

1 Sailing

Jul 26, 2026

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

7-night Eastern Caribbean Cruise with Puerto Rico

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Aug 2, 2026

1 Sailing

Aug 2, 2026

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

TCW EXCLUSIVE

7-night Western Caribbean Cruise with Mexico

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Aug 22, 2026

1 Sailing

Aug 22, 2026

Published prices from

$734

per person*

taxes & fees included

A beautiful sailboat rests in the shallow, clear turquoise waters off the coast of Belize City, with lush palm trees and colorful buildings lining the shore.

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

TCW EXCLUSIVE

7-night Western Caribbean With Mexico Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

5 Sailings

Sep 5, 2026 - Mar 27, 2027

5 Sailings

Sep 5, 2026 - Mar 27, 2027

Published prices from

$514

per person*

taxes & fees included

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

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Sep 6, 2026

1 Sailing

Sep 6, 2026

Published prices from

$630

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise

Ft. Lauderdale

Amber Cove

San Juan

St. Maarten (Philipsburg)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Sep 12, 2026 - Apr 10, 2027

2 Sailings

Sep 12, 2026 - Apr 10, 2027

Published prices from

$916

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

Los Angeles, California

3 Sailings

Sep 20, 2026 - Apr 3, 2027

3 Sailings

Sep 20, 2026 - Apr 3, 2027

Published prices from

$1,550

per person*

taxes & fees included

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

7-night Eastern Caribbean Cruise with Turks & Caicos

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Sep 20, 2026

1 Sailing

Sep 20, 2026

Published prices from

$654

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

$2,400

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise

Ft. Lauderdale

Amber Cove

San Juan

St. Maarten (Philipsburg)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

3 Sailings

Sep 26, 2026 - Apr 3, 2027

3 Sailings

Sep 26, 2026 - Apr 3, 2027

Published prices from

$814

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

$2,236

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

$2,227

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

$1,609

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.

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

TCW EXCLUSIVE

25-night Spain, Italy and Greece Passage Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

Seville (Cadiz)

Cartagena (Spain)

+11 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 6, 2026

1 Sailing

Oct 6, 2026

Published prices from

$4,396

per person*

taxes & fees included

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

TCW EXCLUSIVE

50-night Grand Mediterranean Odyssey Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

Seville (Cadiz)

Cartagena (Spain)

+22 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 6, 2026

1 Sailing

Oct 6, 2026

Published prices from

$8,779

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Turks & Caicos Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 10 - Oct 17, 2026

2 Sailings

Oct 10 - Oct 17, 2026

Published prices from

$664

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

$1,504

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

$952

per person*

taxes & fees included

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

TCW EXCLUSIVE

4-night Caribbean Getaway Cruise With Grand Turk

Ft. Lauderdale

Grand Turk

Aboard

Star Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 20, 2026

1 Sailing

Oct 20, 2026

Published prices from

$559

per person*

taxes & fees included

Statue of Liberty and Manhattan skyline.

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

14-night Canada & Colonial America Cruise

Halifax (Nova Scotia)

+6 more

Aboard

Sapphire Princess

From

Quebec City, Quebec

1 Sailing

Oct 23, 2026

1 Sailing

Oct 23, 2026

Published prices from

$1,744

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean Cruise With Mexico

Aboard

Star Princess

From

Fort Lauderdale, Florida

11 Sailings

Oct 24, 2026 - Mar 27, 2027

11 Sailings

Oct 24, 2026 - Mar 27, 2027

Published prices from

$664

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

21 Sailings

Oct 24, 2026 - Mar 20, 2027

21 Sailings

Oct 24, 2026 - Mar 20, 2027

Published prices from

$1,383

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

$984

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

$957

per person*

taxes & fees included

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

TCW EXCLUSIVE

8-night Eastern Caribbean With Puerto Rico Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

San Juan

Amber Cove

Grand Turk

Aboard

Regal Princess

From

Fort Lauderdale, Florida

5 Sailings

Oct 31, 2026 - Feb 20, 2027

5 Sailings

Oct 31, 2026 - Feb 20, 2027

Published prices from

$814

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean Cruise With Bahamas

Aboard

Star Princess

From

Fort Lauderdale, Florida

11 Sailings

Oct 31, 2026 - Mar 20, 2027

11 Sailings

Oct 31, 2026 - Mar 20, 2027

Published prices from

$684

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

$1,733

per person*

taxes & fees included

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

$1,394

per person*

taxes & fees included

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

TCW EXCLUSIVE

6-night Eastern Caribbean With Turks & Caicos Cruise

Aboard

Regal Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 8, 2026 - Mar 14, 2027

10 Sailings

Nov 8, 2026 - Mar 14, 2027

Published prices from

$564

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

$1,508

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

$759

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

14-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

25 Sailings

Nov 15, 2026 - Feb 26, 2028

25 Sailings

Nov 15, 2026 - Feb 26, 2028

Published prices from

$1,268

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean Cruise With Mexico

Aboard

Sun Princess

From

Fort Lauderdale, Florida

9 Sailings

Nov 15, 2026 - Mar 21, 2027

9 Sailings

Nov 15, 2026 - Mar 21, 2027

Published prices from

$579

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

$4,282

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

$2,634

per person*

taxes & fees included

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

9-night Eastern Caribbean Cruise With St. Thomas

St. Maarten (Philipsburg)

+2 more

Aboard

Sky Princess

From

Port Canaveral, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$1,152

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean Cruise With Puerto Rico

Aboard

Sun Princess

From

Fort Lauderdale, Florida

9 Sailings

Nov 22, 2026 - Mar 14, 2027

9 Sailings

Nov 22, 2026 - Mar 14, 2027

Published prices from

$634

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Caribbean Eastern Adventurer Cruise

St. Maarten (Philipsburg)

+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

8 Sailings

Nov 22, 2026 - Feb 20, 2027

8 Sailings

Nov 22, 2026 - Feb 20, 2027

Published prices from

$1,348

per person*

taxes & fees included

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

TCW EXCLUSIVE

5-night Caribbean Getaway With Grand Turk Cruise

Ft. Lauderdale

Grand Turk

Amber Cove

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 25, 2026

1 Sailing

Nov 25, 2026

Published prices from

$559

per person*

taxes & fees included

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

8-night Eastern Caribbean Cruise With Puerto Rico

Aboard

Sky Princess

From

Port Canaveral, Florida

7 Sailings

Nov 29, 2026 - Feb 21, 2027

7 Sailings

Nov 29, 2026 - Feb 21, 2027

Published prices from

$686

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

$1,484

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

$1,175

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

$2,344

per person*

taxes & fees included

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

6-night Eastern Caribbean Cruise With Turks & Caicos

Aboard

Sky Princess

From

Port Canaveral, Florida

7 Sailings

Dec 7, 2026 - Mar 1, 2027

7 Sailings

Dec 7, 2026 - Mar 1, 2027

Published prices from

$647

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

$1,649

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

$1,254

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Eastern Caribbean With St. Kitts Holiday Cruise

St. Maarten (Philipsburg)

+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 17 - Dec 27, 2026

2 Sailings

Dec 17 - Dec 27, 2026

Published prices from

$1,085

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Eastern Caribbean With Puerto Rico Holiday Cruise

Ft. Lauderdale

Princess Cays®

San Juan

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Published prices from

$832

per person*

taxes & fees included

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

$754

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Published prices from

$3,098

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean With Mexico Holiday Cruise

Aboard

Star Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Published prices from

$1,007

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$2,878

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

$1,664

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean Cruise With Mexico Holiday

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 27, 2026

1 Sailing

Dec 27, 2026

Published prices from

$1,349

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

$1,657

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

$667

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

$1,892

per person*

taxes & fees included

Up to 40% off + up to $400 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

$865

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.

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

TCW EXCLUSIVE

10-night Eastern Caribbean With St. Kitts Cruise

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

10 Sailings

Jan 6 - Apr 6, 2027

10 Sailings

Jan 6 - Apr 6, 2027

Published prices from

$1,022

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,233

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

$1,762

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

$1,924

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,266

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Turks & Caicos Cruise

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Feb 27, 2027

1 Sailing

Feb 27, 2027

Published prices from

$683

per person*

taxes & fees included

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

$1,149

per person*

taxes & fees included

A view of the stunning architecture of the Hassan II Mosque in Casablanca, Morocco, featuring a long series of ornate stone arches and a spacious courtyard.

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

15-night Moroccan Passage Cruise

Port Canaveral

Bermuda

Ponta Delgada (Azores)

Casablanca

La Coruna

+2 more

Aboard

Sky Princess

From

Port Canaveral, Florida

1 Sailing

Mar 7, 2027

1 Sailing

Mar 7, 2027

Published prices from

$1,378

per person*

taxes & fees included

An aerial view of the historic Tower of Hercules, a UNESCO World Heritage site and the oldest Roman lighthouse, situated on a grassy peninsula overlooking the Atlantic Ocean in La Coruna, Spain.

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

22-night Moroccan & Iberian Grand Adventure Cruise

Port Canaveral

Bermuda

Ponta Delgada (Azores)

Casablanca

La Coruna

+5 more

Aboard

Sky Princess

From

Port Canaveral, Florida

1 Sailing

Mar 7, 2027

1 Sailing

Mar 7, 2027

Published prices from

$3,224

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

$886

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,714

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

$1,156

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

$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

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

$1,664

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

$1,230

per person*

taxes & fees included

A low-angle shot of the magnificent Palacio Consistorial, the town hall of Cartagena, Spain, showcasing its ornate, white marble facade and domed rooftops against a blue sky.

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

TCW EXCLUSIVE

25-night Western Mediterranean & Adriatic Grand Adventure Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

Gibraltar

Cartagena (Spain)

+10 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 16, 2027

1 Sailing

Apr 16, 2027

Published prices from

$4,137

per person*

taxes & fees included

A beautiful view of the bustling harbor in Ajaccio, Corsica, with colorful historic buildings lining the port and numerous yachts docked in the marina.

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

TCW EXCLUSIVE

15-night Western Mediterranean Passage Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

Gibraltar

Cartagena (Spain)

+3 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 16, 2027

1 Sailing

Apr 16, 2027

Published prices from

$1,311

per person*

taxes & fees included

A scenic view of the Acropolis of Lindos ruins perched on a cliffside overlooking the deep blue Mediterranean Sea and a clear sky on the island of Rhodes, Greece.

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

TCW EXCLUSIVE

36-night Mediterranean & Aegean Grand Adventure Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

Gibraltar

Cartagena (Spain)

+17 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 16, 2027

1 Sailing

Apr 16, 2027

Published prices from

$6,248

per person*

taxes & fees included

A beautiful image of a narrow, stone-paved street in a medieval Italian village near Livorno, adorned with ivy-covered walls, potted plants, and colorful flowers, giving a feeling of tranquility.

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

TCW EXCLUSIVE

46-night Mediterranean & Greek Isles Grand Adventure Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

Gibraltar

Cartagena (Spain)

+22 more

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 16, 2027

1 Sailing

Apr 16, 2027

Published prices from

$9,028

per person*

taxes & fees included

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

TCW EXCLUSIVE

15-night Northern Europe Passage Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

London (Dover)

Kristiansand

+2 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 21, 2027

1 Sailing

Apr 21, 2027

Published prices from

$1,110

per person*

taxes & fees included

Stortinget, the Norwegian Parliament building in Oslo.

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

TCW EXCLUSIVE

27-night Scandinavia & Baltic Grand Adventure Cruise

Ft. Lauderdale

Bermuda

Ponta Delgada (Azores)

London (Dover)

Kristiansand

+11 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 21, 2027

1 Sailing

Apr 21, 2027

Published prices from

$4,011

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

$2,817

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

$1,956

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

$2,636

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

$2,156

per person*

taxes & fees included

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

$1,574

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

$1,518

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

$1,439

per person*

taxes & fees included

Up to 40% off + up to $400 Instant Savings + Kids Sail FREE*

5-night Caribbean Getaway With Grand Turk Cruise

Port Canaveral

Celebration Key

Grand Turk

Aboard

Star Princess

From

Port Canaveral, Florida

2 Sailings

Oct 26, 2027 - Mar 14, 2028

2 Sailings

Oct 26, 2027 - Mar 14, 2028

Published prices from

$709

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Kitts Cruise

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 29, 2027

1 Sailing

Oct 29, 2027

Published prices from

$1,039

per person*

taxes & fees included

A stunning underwater view of two sea turtles swimming gracefully in the crystal-clear turquoise waters of the Bahamas, with a small island visible in the background.

Up to 40% off + up to $400 Instant Savings + Kids Sail FREE*

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Star Princess

From

Port Canaveral, Florida

12 Sailings

Oct 31, 2027 - Feb 27, 2028

12 Sailings

Oct 31, 2027 - Feb 27, 2028

Published prices from

$839

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

$1,309

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

$1,734

per person*

taxes & fees included

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

TCW EXCLUSIVE

5-night Caribbean Getaway With Grand Turk Cruise

Ft. Lauderdale

Grand Turk

Amber Cove

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 9, 2027 - Apr 2, 2028

2 Sailings

Nov 9, 2027 - Apr 2, 2028

Published prices from

$689

per person*

taxes & fees included

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

TCW EXCLUSIVE

4-night Eastern Caribbean Getaway With Bahamas Cruise

Ft. Lauderdale

Celebration Key

Princess Cays®

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 10, 2027

1 Sailing

Nov 10, 2027

Published prices from

$619

per person*

taxes & fees included

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

TCW EXCLUSIVE

23-night Mediterranean, Canary Islands & Moroccan Grand Adventure Cruise

Aboard

Enchanted Princess

From

Civitavecchia, Rome, Italy

1 Sailing

Nov 13, 2027

1 Sailing

Nov 13, 2027

Published prices from

$3,378

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Kitts Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

5 Sailings

Nov 14, 2027 - Feb 27, 2028

5 Sailings

Nov 14, 2027 - Feb 27, 2028

Published prices from

$696

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

$1,923

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

$929

per person*

taxes & fees included

Up to 40% off + up to $400 Instant Savings + Kids Sail FREE*

9-night Eastern Caribbean With St. Thomas Cruise

St. Maarten (Philipsburg)

+2 more

Aboard

Star Princess

From

Port Canaveral, Florida

3 Sailings

Nov 14, 2027 - Mar 29, 2028

3 Sailings

Nov 14, 2027 - Mar 29, 2028

Published prices from

$1,074

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

$1,434

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*+ 1 more offer

TCW EXCLUSIVE

15-night Eastern/Western Caribbean Adventurer Cruise

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 20, 2027

1 Sailing

Nov 20, 2027

Published prices from

$1,888

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean With Mexico Holiday Cruise

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 20, 2027

1 Sailing

Nov 20, 2027

Published prices from

$889

per person*

taxes & fees included

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

TCW EXCLUSIVE

15-night Canary Islands & Moroccan Passage Cruise

Santa Cruz de Tenerife

+3 more

Aboard

Enchanted Princess

From

Civitavecchia, Rome, Italy

1 Sailing

Nov 20, 2027

1 Sailing

Nov 20, 2027

Published prices from

$1,659

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 21 - Dec 19, 2027

2 Sailings

Nov 21 - Dec 19, 2027

Published prices from

$1,752

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Holiday Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

Published prices from

$903

per person*

taxes & fees included

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

TCW EXCLUSIVE

6-night Eastern Caribbean With Turks & Caicos Holiday Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

Published prices from

$909

per person*

taxes & fees included

Up to 40% off + up to $400 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

$738

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,059

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,593

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

$1,056

per person*

taxes & fees included

Up to 40% off + up to $400 Instant Savings + Kids Sail FREE*

5-night Caribbean Getaway With Grand Turk Holiday Cruise

Port Canaveral

Celebration Key

Grand Turk

Aboard

Star Princess

From

Port Canaveral, Florida

1 Sailing

Nov 23, 2027

1 Sailing

Nov 23, 2027

Published prices from

$729

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

$1,379

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 $400 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

$1,738

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

4 Sailings

Nov 27, 2027 - Feb 19, 2028

4 Sailings

Nov 27, 2027 - Feb 19, 2028

Published prices from

$839

per person*

taxes & fees included

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

TCW EXCLUSIVE

15-night Eastern Caribbean Adventurer Cruise

Miami

Amber Cove

San Juan

St. Maarten (Philipsburg)

Roadtown

+3 more

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

Published prices from

$1,963

per person*

taxes & fees included

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

TCW EXCLUSIVE

8-night Eastern Caribbean With Tortola Cruise

Miami

Amber Cove

San Juan

St. Maarten (Philipsburg)

Roadtown

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

Published prices from

$1,049

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise

Ft. Lauderdale

Princess Cays®

Falmouth (Jamaica)

Grand Cayman (George Town)

Cozumel

+4 more

Aboard

Sky Princess

From

Fort Lauderdale, Florida

7 Sailings

Nov 28, 2027 - Feb 20, 2028

7 Sailings

Nov 28, 2027 - Feb 20, 2028

Published prices from

$1,495

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean With Grand Cayman Cruise

Ft. Lauderdale

Princess Cays®

Falmouth (Jamaica)

Grand Cayman (George Town)

Cozumel

Aboard

Sky Princess

From

Fort Lauderdale, Florida

4 Sailings

Nov 28, 2027 - Feb 20, 2028

4 Sailings

Nov 28, 2027 - Feb 20, 2028

Published prices from

$800

per person*

taxes & fees included

Up to 40% off + up to $400 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

$779

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

$1,524

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,557

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean With Mexico Cruise

Aboard

Sun Princess

From

Fort Lauderdale, Florida

4 Sailings

Dec 4, 2027 - Feb 26, 2028

4 Sailings

Dec 4, 2027 - Feb 26, 2028

Published prices from

$839

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise

Miami

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Belize City

+4 more

Aboard

Regal Princess

From

Miami, Florida

10 Sailings

Dec 5, 2027 - Mar 26, 2028

10 Sailings

Dec 5, 2027 - Mar 26, 2028

Published prices from

$1,715

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Thomas Cruise

Miami

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Regal Princess

From

Miami, Florida

6 Sailings

Dec 5, 2027 - Apr 9, 2028

6 Sailings

Dec 5, 2027 - Apr 9, 2028

Published prices from

$969

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

$1,021

per person*

taxes & fees included

Up to 40% off + up to $400 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

$869

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,559

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Thomas Cruise

Ft. Lauderdale

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Sun Princess

From

Fort Lauderdale, Florida

4 Sailings

Dec 11, 2027 - Mar 4, 2028

4 Sailings

Dec 11, 2027 - Mar 4, 2028

Published prices from

$889

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Caribbean East/West Adventurer Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 12, 2027

1 Sailing

Dec 12, 2027

Published prices from

$1,942

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise

Aboard

Sky Princess

From

Fort Lauderdale, Florida

5 Sailings

Dec 12, 2027 - Mar 5, 2028

5 Sailings

Dec 12, 2027 - Mar 5, 2028

Published prices from

$715

per person*

taxes & fees included

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

TCW EXCLUSIVE

15-night Eastern/Western Caribbean Adventurer Holiday Cruise

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Dec 12, 2027

1 Sailing

Dec 12, 2027

Published prices from

$2,508

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Western Caribbean With Mexico Cruise

Aboard

Regal Princess

From

Miami, Florida

5 Sailings

Dec 12, 2027 - Mar 26, 2028

5 Sailings

Dec 12, 2027 - Mar 26, 2028

Published prices from

$816

per person*

taxes & fees included

Up to 40% off + up to $400 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

$909

per person*

taxes & fees included

Up to 40% off + up to $400 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

$1,623

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

$1,520

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

$1,092

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

$826

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.