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

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

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk

Aboard

Regal Princess

From

Fort Lauderdale, Florida

1 Sailing

Oct 17, 2026

1 Sailing

Oct 17, 2026

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

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

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk
Cozumel
+3 more

Aboard

Regal Princess

From

Fort Lauderdale, Florida

2 Sailings

Oct 17, 2026 - Mar 20, 2027

2 Sailings

Oct 17, 2026 - Mar 20, 2027

Published prices from

$1,443

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

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

$1,903

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.
Carnival Cruise Line Logo

7-night Eastern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Nassau
Half Moon Cay
Amber Cove
Celebration Key

Aboard

Mardi Gras

From

Port Canaveral, Florida

23 Sailings

Oct 24, 2026 - May 15, 2027

23 Sailings

Oct 24, 2026 - May 15, 2027

A panoramic shot of the colorful waterfront houses and palm trees of Key West, Florida, reflecting on the calm, turquoise water under a clear blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

7-night Eastern Caribbean Cruise: Amber Cove & Key West From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Amber Cove
Grand Turk
Key West

Aboard

Eurodam

From

Fort Lauderdale, Florida

2 Sailings

Oct 24, 2026 - Oct 23, 2027

2 Sailings

Oct 24, 2026 - Oct 23, 2027

Published prices from

$1,114

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.
Save up to 55% on Select Sailings*
Carnival Cruise Line Logo

6-night Eastern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Celebration Key
Half Moon Cay
Amber Cove

Aboard

Carnival Vista

From

Port Canaveral, Florida

15 Sailings

Oct 25, 2026 - May 16, 2027

15 Sailings

Oct 25, 2026 - May 16, 2027

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

6-night Eastern Caribbean Cruise From Miami, Florida

Miami
Half Moon Cay
Amber Cove
Grand Turk

Aboard

Carnival Magic

From

Miami, Florida

34 Sailings

Oct 25, 2026 - Mar 19, 2028

34 Sailings

Oct 25, 2026 - Mar 19, 2028

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

$1,049

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

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*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

8-night Eastern Caribbean Cruise From Norfolk, Virginia

Norfolk
Half Moon Cay
Grand Turk
Amber Cove

Aboard

Carnival Sunshine

From

Norfolk, Virginia

13 Sailings

Oct 31, 2026 - Apr 17, 2027

13 Sailings

Oct 31, 2026 - Apr 17, 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*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

14-night Carnival Journeys Cruise - Southern Caribbean From Baltimore, Maryland

Baltimore
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
Basseterre
Oranjestad
+3 more

Aboard

Carnival Pride

From

Baltimore, Maryland

2 Sailings

Nov 1, 2026 - Jan 10, 2027

2 Sailings

Nov 1, 2026 - Jan 10, 2027

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*+ 2 more offers
TCW EXCLUSIVE
Carnival Cruise Line Logo

10-night Eastern Caribbean Cruise From Galveston, Texas

Galveston
Celebration Key
Half Moon Cay
Grand Turk
Amber Cove

Aboard

Carnival Miracle

From

Galveston, Texas

4 Sailings

Nov 9, 2026 - Mar 29, 2027

4 Sailings

Nov 9, 2026 - Mar 29, 2027

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

14-night Western & Eastern Caribbean Cruise: Mexico & Bahamas From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Ocho Rios
Grand Cayman (George Town)
Cozumel
+4 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

2 Sailings

Nov 14 - Dec 5, 2026

2 Sailings

Nov 14 - Dec 5, 2026

Published prices from

$989

per person*

taxes & fees included

An idyllic, wide-angle photo of a beautiful white sand beach at Ocean Cay MSC Marine Reserve in The Bahamas. The foreground features soft, white sand leading to shallow turquoise water. Several upright palm trees are visible on the left, casting shadows, and the background shows the vast, clear blue ocean meeting a horizon under a sky with scattered white clouds.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
MSC Cruises logo

14 nights West Caribbean From Miami, Florida

Miami
Grand Turk
Ocean Cay
Nassau
Philipsburg
+4 more

Aboard

MSC Meraviglia

From

Miami, Florida

20 Sailings

Nov 15, 2026 - Mar 27, 2027

20 Sailings

Nov 15, 2026 - Mar 27, 2027

Published prices from

$1,056

per person*

taxes & fees included

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

$1,413

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

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

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
MSC Cruises logo

8 nights West Caribbean From Miami, Florida

Miami
Philipsburg
St. John's
St. Thomas (Charlotte Amalie)
Amber Cove

Aboard

MSC Meraviglia

From

Miami, Florida

10 Sailings

Nov 21, 2026 - Mar 27, 2027

10 Sailings

Nov 21, 2026 - Mar 27, 2027

Published prices from

$498

per person*

taxes & fees included

A panoramic shot of the colorful waterfront houses and palm trees of Key West, Florida, reflecting on the calm, turquoise water under a clear blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

14-night Western & Eastern Caribbean Cruise: Mexico & Bahamas From Miami, Florida

Miami
Key West
Ocho Rios
Grand Cayman (George Town)
Cozumel
+5 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Nov 21, 2026

1 Sailing

Nov 21, 2026

Published prices from

$989

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
Holland America logo

14-night Eastern Caribbean Cruise: Bahamas & San Juan From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Amber Cove
Grand Turk
Key West
+3 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2026

1 Sailing

Nov 21, 2026

Published prices from

$1,074

per person*

taxes & fees included

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

7-night Eastern Caribbean Cruise: Amber Cove & Bahamas From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Amber Cove
Grand Turk
Key West

Aboard

Eurodam

From

Fort Lauderdale, Florida

3 Sailings

Nov 21, 2026 - Jan 2, 2027

3 Sailings

Nov 21, 2026 - Jan 2, 2027

Published prices from

$584

per person*

taxes & fees included

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

$899

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

$1,424

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

    • Showing results 1 - 24 of 121

*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.