Princess Cruises to Eastern Caribbean

A multi-generational family enjoys a sunny day walking on a pristine white sand beach in St. John, a perfect stop on a Princess Cruises Eastern Caribbean vacation.

Overview

Cruise to the Eastern Caribbean with Princess Cruises for the true island experience, where you can have it your way. That means if you want a “feet up, sunhat down” kind of experience, enjoy a day in the exclusive Princess Cays in the Bahamas, or a relaxing trip to the Puerto Rican beaches.

Looking for a cultural experience? You’ll be intrigued by the Shirley Heights in Antigua and Barbuda, once essential to the British Navy. Or, get active in St. Lucia--have an adventure in the treetop canopy and bike in the rainforest. Have it your way with a Princess Cruises Eastern Caribbean cruise.

Upcoming Princess Cruises to Eastern Caribbean

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

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7-night Eastern Caribbean with Bahamas Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

3 Sailings

Jul 4 - Aug 29, 2026

3 Sailings

Jul 4 - Aug 29, 2026

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

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14-night Eastern/Western Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Aboard

Regal Princess

From

Fort Lauderdale, Florida

15 Sailings

Jul 4, 2026 - Mar 20, 2027

15 Sailings

Jul 4, 2026 - Mar 20, 2027

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.

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

14-night Eastern Caribbean Adventurer Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

3 Sailings

Jul 5 - Sep 6, 2026

3 Sailings

Jul 5 - Sep 6, 2026

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

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

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7-night Western Caribbean with Mexico Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

3 Sailings

Jul 5 - Sep 27, 2026

3 Sailings

Jul 5 - Sep 27, 2026

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

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

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7-night Eastern Caribbean with Puerto Rico Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

4 Sailings

Jul 12 - Oct 4, 2026

4 Sailings

Jul 12 - Oct 4, 2026

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

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14-night Eastern/Western Caribbean Adventurer Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

11 Sailings

Jul 12 - Oct 4, 2026

11 Sailings

Jul 12 - Oct 4, 2026

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

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7-night Eastern Caribbean Cruise with St. Thomas From Fort Lauderdale, Florida

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

7-night Eastern Caribbean with Turks & Caicos Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

4 Sailings

Jul 19 - Oct 11, 2026

4 Sailings

Jul 19 - Oct 11, 2026

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

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7-night Western Caribbean Cruise with Mexico From Port Canaveral, Florida

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.

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

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7-night Eastern Caribbean Cruise with Puerto Rico From Port Canaveral, Florida

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

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7-night Eastern Caribbean with St. Thomas Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

Princess Cays®

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Aug 15, 2026

1 Sailing

Aug 15, 2026

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

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7-night Eastern Caribbean With Puerto Rico Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Sep 6, 2026

1 Sailing

Sep 6, 2026

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

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7-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

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

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.

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

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7-night Eastern Caribbean Cruise with Turks & Caicos From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Sep 20, 2026

1 Sailing

Sep 20, 2026

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

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7-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

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

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

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7-night Eastern Caribbean With Turks & Caicos Cruise From Fort Lauderdale, Florida

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 10 - Oct 17, 2026

2 Sailings

Oct 10 - Oct 17, 2026

A classic, two-story colonial building, the Abbey of Our Lady of Exile, with a red roof, a clock tower, and arches in Port of Spain, Trinidad and Tobago, under a cloudy blue sky.

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

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14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

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

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.

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

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12-night Southern Caribbean Islander Cruise From Port Canaveral, Florida

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

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

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4-night Caribbean Getaway Cruise With Grand Turk From Fort Lauderdale, Florida

Ft. Lauderdale

Grand Turk

Aboard

Star Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 20, 2026

1 Sailing

Oct 20, 2026

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

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14-night Eastern/Western Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Aboard

Star Princess

From

Fort Lauderdale, Florida

21 Sailings

Oct 24, 2026 - Mar 20, 2027

21 Sailings

Oct 24, 2026 - Mar 20, 2027

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

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10-night Eastern Caribbean With St. Kitts Cruise From Fort Lauderdale, Florida

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

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

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7-night Eastern Caribbean Cruise With Bahamas From Fort Lauderdale, Florida

Aboard

Star Princess

From

Fort Lauderdale, Florida

11 Sailings

Oct 31, 2026 - Mar 20, 2027

11 Sailings

Oct 31, 2026 - Mar 20, 2027

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

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8-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

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

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

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12-night Southern Caribbean Islander Cruise From New York City, New York

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

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

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14-night Southern/Eastern Caribbean Adventurer Cruise From Fort Lauderdale, Florida

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

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

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6-night Eastern Caribbean With Turks & Caicos Cruise From Fort Lauderdale, Florida

Aboard

Regal Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 8, 2026 - Mar 14, 2027

10 Sailings

Nov 8, 2026 - Mar 14, 2027

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

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8-night Southern Caribbean With Abc Islands Cruise From Fort Lauderdale, Florida

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

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Aboard

Sun Princess

From

Fort Lauderdale, Florida

24 Sailings

Nov 15, 2026 - Feb 19, 2028

24 Sailings

Nov 15, 2026 - Feb 19, 2028

Published prices from

$2,638

per person*

taxes & fees included

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

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18-night Brazilian Adventure Cruise From Fort Lauderdale, Florida

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

Cupecoy Beach with white resort buildings, St. Maarten.

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

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33-night Brazilian & Cape Horn Grand Adventure Cruise From Fort Lauderdale, Florida

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

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

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9-night Eastern Caribbean Cruise With St. Thomas From Port Canaveral, Florida

St. Maarten (Philipsburg)

+2 more

Aboard

Sky Princess

From

Port Canaveral, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

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

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7-night Eastern Caribbean Cruise With Puerto Rico From Fort Lauderdale, Florida

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

$754

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Caribbean Eastern Adventurer Cruise From Fort Lauderdale, Florida

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

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

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5-night Caribbean Getaway With Grand Turk Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

Grand Turk

Amber Cove

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 25, 2026

1 Sailing

Nov 25, 2026

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

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8-night Eastern Caribbean Cruise With Puerto Rico From Port Canaveral, Florida

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

$793

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*+ 3 more offers

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12-night Southern Caribbean With Aruba Cruise From Fort Lauderdale, Florida

Bridgetown (Barbados)

+3 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 30, 2026

1 Sailing

Nov 30, 2026

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

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14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 3, 2026

1 Sailing

Dec 3, 2026

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

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6-night Eastern Caribbean Cruise With Turks & Caicos From Port Canaveral, Florida

Aboard

Sky Princess

From

Port Canaveral, Florida

7 Sailings

Dec 7, 2026 - Mar 1, 2027

7 Sailings

Dec 7, 2026 - Mar 1, 2027

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

TCW EXCLUSIVE

10-night Eastern Caribbean With St. Kitts Holiday Cruise From Fort Lauderdale, Florida

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

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

TCW EXCLUSIVE

10-night Eastern Caribbean With Puerto Rico Holiday Cruise From Fort Lauderdale, Florida

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

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

8-night Southern Caribbean Islander Holiday Cruise From Fort Lauderdale, Florida

St. Thomas (Charlotte Amalie)

+2 more

Aboard

Crown Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Holiday Cruise From Fort Lauderdale, Florida

Aboard

Star Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Holiday Cruise From Fort Lauderdale, Florida

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

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*+ 3 more offers

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11-night Southern Caribbean With Martinique Holiday Cruise From Fort Lauderdale, Florida

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

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

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14-night Southern Caribbean Adventurer Cruise From San Juan, Puerto Rico

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

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

TCW EXCLUSIVE

7-night Southern Caribbean Cruise With Barbados From San Juan, Puerto Rico

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

5-night Eastern Caribbean With St. Kitts Cruise From San Juan, Puerto Rico

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

$1,429

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 $500 FREE Onboard Credit*+ 3 more offers

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10-night Eastern Caribbean With St. Kitts Cruise From Fort Lauderdale, Florida

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

10 Sailings

Jan 6 - Apr 6, 2027

10 Sailings

Jan 6 - Apr 6, 2027

Published prices from

$1,014

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Southern Caribbean With St. Lucia Cruise From Bridgetown, Barbados

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

$2,058

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Southern Caribbean With Puerto Rico Cruise From Bridgetown, Barbados

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

$1,819

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Turks & Caicos Cruise From Fort Lauderdale, Florida

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Feb 27, 2027

1 Sailing

Feb 27, 2027

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

8-night Southern Caribbean With ABC Islands Cruise From Fort Lauderdale, Florida

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Mar 6, 2027

1 Sailing

Mar 6, 2027

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

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

TCW EXCLUSIVE

9-night Southern Caribbean With Aruba Cruise From Fort Lauderdale, Florida

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

$1,524

per person*

taxes & fees included

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

TCW EXCLUSIVE

9-night Southern Caribbean With Aruba Cruise From Bridgetown, Barbados

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

$2,760

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Southern Caribbean With Panama Cruise From Fort Lauderdale, Florida

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

$2,094

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Southern Caribbean Islander Cruise From San Juan, Puerto Rico

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

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

TCW EXCLUSIVE

12-night Southern Caribbean With Aruba Cruise From Fort Lauderdale, Florida

Bridgetown (Barbados)

+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 9, 2027

1 Sailing

Apr 9, 2027

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

TCW EXCLUSIVE

5-night Caribbean Getaway With Grand Turk Cruise From Port Canaveral, Florida

Port Canaveral

Princess Cays®

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

$1,159

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Kitts Cruise From Fort Lauderdale, Florida

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 29, 2027

1 Sailing

Oct 29, 2027

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise From Port Canaveral, Florida

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

$1,404

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*+ 3 more offers

TCW EXCLUSIVE

10-night Southern Caribbean With St. Lucia Cruise From Fort Lauderdale, Florida

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 5, 2027

1 Sailing

Nov 5, 2027

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

TCW EXCLUSIVE

14-night Southern Caribbean Islander Cruise From New York City, New York

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

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

TCW EXCLUSIVE

5-night Caribbean Getaway With Grand Turk Cruise From Fort Lauderdale, Florida

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

$1,104

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Kitts Cruise From Fort Lauderdale, Florida

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

$1,177

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Southern Caribbean Adventurer Holiday Cruise From Fort Lauderdale, Florida

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

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

TCW EXCLUSIVE

7-night Southern Caribbean With Curacao Cruise From Fort Lauderdale, Florida

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

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

TCW EXCLUSIVE

9-night Eastern Caribbean With St. Thomas Cruise From Port Canaveral, Florida

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

$1,749

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Circle Caribbean Holiday Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 15, 2027

1 Sailing

Nov 15, 2027

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.

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

TCW EXCLUSIVE

15-night Eastern/Western Caribbean Adventurer Cruise From Miami, Florida

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Nov 20, 2027

1 Sailing

Nov 20, 2027

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Holiday Cruise From Fort Lauderdale, Florida

Aboard

Sky Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 21 - Dec 19, 2027

2 Sailings

Nov 21 - Dec 19, 2027

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Holiday Cruise From Fort Lauderdale, Florida

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

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

TCW EXCLUSIVE

6-night Eastern Caribbean With Turks & Caicos Holiday Cruise From Fort Lauderdale, Florida

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

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

TCW EXCLUSIVE

5-night Southern Caribbean With St. Lucia Holiday Cruise From San Juan, Puerto Rico

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Dominica

Castries

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

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

TCW EXCLUSIVE

7-night Southern Caribbean With Barbados And St. Lucia Holiday Cruise From San Juan, Puerto Rico

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Dominica

Castries

+2 more

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

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

TCW EXCLUSIVE

14-night Southern Caribbean Adventurer Cruise From San Juan, Puerto Rico

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Dominica

Castries

+5 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

$2,518

per person*

taxes & fees included

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

TCW EXCLUSIVE

9-night Southern Caribbean With Abc Islands Holiday Cruise From Fort Lauderdale, Florida

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 23, 2027

1 Sailing

Nov 23, 2027

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

TCW EXCLUSIVE

5-night Caribbean Getaway With Grand Turk Holiday Cruise From Port Canaveral, Florida

Port Canaveral

Princess Cays®

Grand Turk

Aboard

Star Princess

From

Port Canaveral, Florida

1 Sailing

Nov 23, 2027

1 Sailing

Nov 23, 2027

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

TCW EXCLUSIVE

10-night Southern Caribbean Islander Cruise From New York City, New York

Aboard

Coral Princess

From

New York City, New York

1 Sailing

Nov 26, 2027

1 Sailing

Nov 26, 2027

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

TCW EXCLUSIVE

7-night Southern Caribbean With Tortola Holiday Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Emerald Princess

From

Bridgetown, Barbados

2 Sailings

Nov 26 - Dec 24, 2027

2 Sailings

Nov 26 - Dec 24, 2027

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

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

$1,384

per person*

taxes & fees included

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

TCW EXCLUSIVE

15-night Eastern Caribbean Adventurer Cruise From Miami, Florida

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

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

TCW EXCLUSIVE

8-night Eastern Caribbean With Tortola Cruise From Miami, Florida

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

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise From Fort Lauderdale, Florida

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

$2,349

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 $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

7-night Southern Caribbean With Barbados And Tortola Cruise From San Juan, Puerto Rico

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

$1,329

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

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

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

7-night Southern Caribbean With St. Lucia Cruise From Bridgetown, Barbados

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

$1,927

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern/Western Caribbean Adventurer Cruise From Miami, Florida

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

$2,324

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Thomas Cruise From Miami, Florida

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

$1,304

per person*

taxes & fees included

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

TCW EXCLUSIVE

9-night Southern Caribbean With Martinique Cruise From Fort Lauderdale, Florida

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 5, 2027

1 Sailing

Dec 5, 2027

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

TCW EXCLUSIVE

7-night Southern Caribbean With Barbados And St. Lucia Cruise From San Juan, Puerto Rico

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

$1,329

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Southern Caribbean With Tortola Cruise From Bridgetown, Barbados

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

$2,114

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Thomas Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Sun Princess

From

Fort Lauderdale, Florida

3 Sailings

Dec 11, 2027 - Feb 12, 2028

3 Sailings

Dec 11, 2027 - Feb 12, 2028

Published prices from

$1,384

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Caribbean East/West Adventurer Cruise From Fort Lauderdale, Florida

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 12, 2027

1 Sailing

Dec 12, 2027

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise From Fort Lauderdale, Florida

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

$1,241

per person*

taxes & fees included

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

TCW EXCLUSIVE

15-night Eastern/Western Caribbean Adventurer Holiday Cruise From Miami, Florida

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Dec 12, 2027

1 Sailing

Dec 12, 2027

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

TCW EXCLUSIVE

10-night Southern Caribbean With St. Lucia Cruise From Port Canaveral, Florida

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

$1,984

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Southern Caribbean Adventurer Holiday Cruise From San Juan, Puerto Rico

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

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

TCW EXCLUSIVE

10-night Southern Caribbean With St. Lucia Cruise From Fort Lauderdale, Florida

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

$1,794

per person*

taxes & fees included

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

TCW EXCLUSIVE

9-night Southern Caribbean With Abc Islands Cruise From Fort Lauderdale, Florida

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

$1,494

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Southern Caribbean With Martinique Holiday Cruise From Fort Lauderdale, Florida

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

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

TCW EXCLUSIVE

14-night Eastern Caribbean Adventurer Holiday Cruise From Miami, Florida

Miami

Amber Cove

San Juan

St. Maarten (Philipsburg)

Roadtown

+3 more

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Dec 19, 2027

1 Sailing

Dec 19, 2027

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

TCW EXCLUSIVE

8-night Eastern Caribbean With Tortola Holiday Cruise From Miami, Florida

Miami

Amber Cove

San Juan

St. Maarten (Philipsburg)

Roadtown

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Dec 19, 2027

1 Sailing

Dec 19, 2027

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

TCW EXCLUSIVE

14-night Circle Caribbean Holiday Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

St. Maarten (Philipsburg)

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2027

1 Sailing

Dec 20, 2027

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

TCW EXCLUSIVE

14-night Southern Caribbean With Martinique Holiday Cruise From Port Canaveral, Florida

Port Canaveral

Princess Cays®

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

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

TCW EXCLUSIVE

11-night Southern Caribbean With Barbados Holiday Cruise From Fort Lauderdale, Florida

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

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

7-night Eastern Caribbean With St. Kitts Holiday Cruise From Fort Lauderdale, Florida

Aboard

Sky Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 26, 2027

1 Sailing

Dec 26, 2027

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

TCW EXCLUSIVE

7-night Southern Caribbean With Barbados And Tortola Holiday Cruise From San Juan, Puerto Rico

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Dec 26, 2027

1 Sailing

Dec 26, 2027

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

13-night Eastern/Western Caribbean Adventurer Holiday Cruise From Miami, Florida

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Dec 27, 2027

1 Sailing

Dec 27, 2027

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

TCW EXCLUSIVE

6-night Eastern Caribbean With Turks & Caicos Holiday Cruise From Miami, Florida

Aboard

Regal Princess

From

Miami, Florida

1 Sailing

Dec 27, 2027

1 Sailing

Dec 27, 2027

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

TCW EXCLUSIVE

11-night Southern Caribbean With Barbados Holiday Cruise From Fort Lauderdale, Florida

Aboard

Sun Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 28, 2027

1 Sailing

Dec 28, 2027

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

TCW EXCLUSIVE

7-night Southern Caribbean With St. Lucia Holiday Cruise From Bridgetown, Barbados

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

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

TCW EXCLUSIVE

11-night Southern Caribbean With Barbados Cruise From Fort Lauderdale, Florida

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

$2,099

per person*

taxes & fees included

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

TCW EXCLUSIVE

4-night Turks & Caicos Getaway Cruise From Port Canaveral, Florida

Port Canaveral

Grand Turk

Aboard

Star Princess

From

Port Canaveral, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

Published prices from

$929

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-Eastern Caribbean Adventurer Cruise From Miami, Florida

Aboard

Regal Princess

From

Miami, Florida

5 Sailings

Jan 9 - Apr 2, 2028

5 Sailings

Jan 9 - Apr 2, 2028

Published prices from

$2,478

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With St. Kitts Cruise From Miami, Florida

Aboard

Regal Princess

From

Miami, Florida

2 Sailings

Jan 9 - Jan 30, 2028

2 Sailings

Jan 9 - Jan 30, 2028

Published prices from

$1,259

per person*

taxes & fees included

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

TCW EXCLUSIVE

6-night Southern Caribbean With Puerto Rico Cruise From Bridgetown, Barbados

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

$2,123

per person*

taxes & fees included

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

TCW EXCLUSIVE

8-night Southern Caribbean With St. Lucia Cruise From Bridgetown, Barbados

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

$2,133

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Eastern Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Celebration Key

+4 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

2 Sailings

Jan 22 - Feb 12, 2028

2 Sailings

Jan 22 - Feb 12, 2028

Published prices from

$2,668

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Southern Caribbean With Barbados And St. Kitts Cruise From San Juan, Puerto Rico

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

$1,279

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Eastern Caribbean With Puerto Rico Cruise From Miami, Florida

Aboard

Regal Princess

From

Miami, Florida

3 Sailings

Feb 20 - Apr 2, 2028

3 Sailings

Feb 20 - Apr 2, 2028

Published prices from

$1,519

per person*

taxes & fees included

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

TCW EXCLUSIVE

5-night Caribbean Getaway With Grand Turk Cruise From Fort Lauderdale, Florida

Ft. Lauderdale

Princess Cays®

Grand Turk

Aboard

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Feb 26, 2028

1 Sailing

Feb 26, 2028

Published prices from

$954

per person*

taxes & fees included

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

TCW EXCLUSIVE

9-night Southern Caribbean With ABC Islands Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Emerald Princess

From

Bridgetown, Barbados

1 Sailing

Mar 24, 2028

1 Sailing

Mar 24, 2028

Published prices from

$2,503

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Southern Caribbean With Abc Islands Cruise From San Juan, Puerto Rico

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Mar 26, 2028

1 Sailing

Mar 26, 2028

Published prices from

$1,429

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Panama Canal - Ocean To Ocean Cruise From Port Canaveral, Florida

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

$3,299

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.