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116 Results

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Boats on a canal in Fort Lauderdale.
Princess Cruises logo

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

Ft. Lauderdale
Mahogany Bay
Belize City
Cozumel
Princess Cays®
+4 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

3 Sailings

Oct 3, 2026 - Mar 20, 2027

3 Sailings

Oct 3, 2026 - Mar 20, 2027

Published prices from

$1,459

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to 40% OFF + up to $300 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

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

Port Canaveral
San Juan
Amber Cove
Grand Turk

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 4, 2026

1 Sailing

Oct 4, 2026

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Port Canaveral
San Juan
Amber Cove
Grand Turk
Nassau
+2 more

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 4, 2026

1 Sailing

Oct 4, 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.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk
Nassau

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 10 - Oct 17, 2026

2 Sailings

Oct 10 - Oct 17, 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 $300 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

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

Port Canaveral
Nassau
Princess Cays®
Amber Cove
Grand Turk

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 11, 2026

1 Sailing

Oct 11, 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
TCW EXCLUSIVE
Princess Cruises logo

14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
St. Maarten (Philipsburg)
Basseterre
Fort de France
Dominica
+5 more

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

$1,049

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*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Port Canaveral
Oranjestad
Curacao
Kralendijk
Amber Cove
+4 more

Aboard

Caribbean Princess

From

Port Canaveral, Florida

1 Sailing

Oct 18, 2026

1 Sailing

Oct 18, 2026

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

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
Princess Cruises logo

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

Ft. Lauderdale
Roatan Island
Belize City
Cozumel
Princess Cays®
+4 more

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

$1,599

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Princess Cays®
Amber Cove
San Juan
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

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk
Bimini

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

$889

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Published prices from

$1,129

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

New York City
St. Maarten (Philipsburg)
Basseterre
Castries
Curacao
+3 more

Aboard

Majestic Princess

From

New York City, New York

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 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.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Princess Cays®
Grand Turk
Nassau
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

$1,949

per person*

taxes & fees included

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
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Princess Cays®
Grand Turk
Nassau

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

$619

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

A breathtaking underwater view of a coral reef with multiple schools of fish swimming over the colorful and diverse marine ecosystem near Roatan Island, Honduras.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Cozumel
Costa Maya
Roatan Island
Half Moon Cay
+3 more

Aboard

Sun Princess

From

Fort Lauderdale, Florida

23 Sailings

Nov 15, 2026 - Feb 5, 2028

23 Sailings

Nov 15, 2026 - Feb 5, 2028

Published prices from

$1,389

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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
TCW EXCLUSIVE
Princess Cruises logo

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

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Port Canaveral
Grand Turk
Amber Cove
San Juan
St. Maarten (Philipsburg)
+2 more

Aboard

Sky Princess

From

Port Canaveral, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

A secluded cove with white sand and turquoise water on Half Moon Cay, Bahamas, surrounded by jagged, rocky cliffs and a serene blue ocean under a partly cloudy sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Half Moon Cay
San Juan
Amber Cove

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

$739

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
Princess Cruises logo

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

Ft. Lauderdale
Princess Cays®
Grand Turk
Nassau
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

$1,401

per person*

taxes & fees included

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Port Canaveral
Half Moon Cay
San Juan
Amber Cove
Grand Turk

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

$824

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
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
Oranjestad
Curacao
Castries
Bridgetown (Barbados)
+3 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 30, 2026

1 Sailing

Nov 30, 2026

    • Showing results 1 - 24 of 116

*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.