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34 Results

Taxes and fees included in all prices shown

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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 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

Hollywood sign on hills of Los Angeles.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

16-night Panama Canal Cruise - Ocean To Ocean From Los Angeles, California

Los Angeles
Puerto Vallarta
Huatulco
Puerto Chiapas
Puntarenas
+5 more

Aboard

Crown Princess

From

Los Angeles, California

1 Sailing

Dec 3, 2026

1 Sailing

Dec 3, 2026

Boats on a canal in Fort Lauderdale.
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

Enchanted Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 3, 2026

1 Sailing

Dec 3, 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
Princess Cruises logo

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

Ft. Lauderdale
Oranjestad
Curacao
St. John's
St. Thomas (Charlotte Amalie)
+2 more

Aboard

Crown Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

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
Princess Cruises logo

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

Ft. Lauderdale
Amber Cove
Curacao
Oranjestad

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
Princess Cruises logo

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

Ft. Lauderdale
Oranjestad
Curacao
San Juan
Amber Cove

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

3 Sailings

Mar 19, 2027 - Feb 3, 2028

3 Sailings

Mar 19, 2027 - Feb 3, 2028

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
Princess Cruises logo

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

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

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

Rocky beach and palm trees in Barbados.
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
Fort de France
Bridgetown (Barbados)
+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Apr 9, 2027

1 Sailing

Apr 9, 2027

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

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

Ft. Lauderdale
Falmouth (Jamaica)
Oranjestad
Curacao
San Juan
+6 more

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

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

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

Ft. Lauderdale
Falmouth (Jamaica)
Oranjestad
Curacao
San Juan

Aboard

Emerald Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Princess Cruises logo

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

Ft. Lauderdale
St. Maarten (Philipsburg)
Basseterre
Dominica
Castries
+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 15, 2027 - Dec 19, 2028

2 Sailings

Nov 15, 2027 - Dec 19, 2028

Published prices from

$2,314

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

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

Ft. Lauderdale
Oranjestad
Curacao
Kralendijk
Grand Turk

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 23, 2027

1 Sailing

Nov 23, 2027

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

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

New York City
San Juan
Oranjestad
Curacao
Ft. Lauderdale

Aboard

Coral Princess

From

New York City, New York

1 Sailing

Nov 26, 2027

1 Sailing

Nov 26, 2027

Boats on a canal in Fort Lauderdale.
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
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. 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 45% OFF + up to $450 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

14-night Circle Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
St. Maarten (Philipsburg)
Basseterre
Dominica
Castries
+5 more

Aboard

Coral Princess

From

Fort Lauderdale, Florida

1 Sailing

Dec 6, 2027

1 Sailing

Dec 6, 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
Princess Cruises logo

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

Ft. Lauderdale
Grand Turk
Oranjestad
Curacao
Kralendijk

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 14, 2027 - Jan 4, 2028

2 Sailings

Dec 14, 2027 - Jan 4, 2028

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

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

Ft. Lauderdale
St. Maarten (Philipsburg)
Basseterre
Dominica
Castries
+5 more

Aboard

Coral Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 20, 2027 - Dec 21, 2028

2 Sailings

Dec 20, 2027 - Dec 21, 2028

Rocky beach and palm trees in Barbados.
Up to 45% OFF + up to $450 Instant Savings + FREE 3rd & 4th Guest*
Princess Cruises logo

16-night Circle Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
Basseterre
St. John's
+6 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

2 Sailings

Mar 18 - Apr 3, 2028

2 Sailings

Mar 18 - Apr 3, 2028

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
Princess Cruises logo

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

Bridgetown (Barbados)
San Juan
Curacao
Oranjestad
Kralendijk
+2 more

Aboard

Emerald Princess

From

Bridgetown, Barbados

1 Sailing

Mar 24, 2028

1 Sailing

Mar 24, 2028

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
Princess Cruises logo

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

San Juan
Curacao
Oranjestad
Kralendijk
Ft. Lauderdale

Aboard

Emerald Princess

From

San Juan, Puerto Rico

1 Sailing

Mar 26, 2028

1 Sailing

Mar 26, 2028

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.
Princess Cruises logo

15-night Southern Caribbean Adventurer Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Grand Turk
Oranjestad
Curacao
Kralendijk
+7 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 18, 2028

1 Sailing

Nov 18, 2028

Published prices from

$1,849

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Princess Cruises logo

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

Ft. Lauderdale
Grand Turk
Oranjestad
Curacao
Kralendijk
+2 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 18, 2028

1 Sailing

Nov 18, 2028

Published prices from

$954

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Princess Cruises logo

10-night Southern Caribbean with ABC Islands Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Bonaire
Aruba
Curacao
San Juan
+2 more

Aboard

Coral Princess

From

Fort Lauderdale, Florida

2 Sailings

Dec 1 - Dec 11, 2028

2 Sailings

Dec 1 - Dec 11, 2028

    • Showing results 1 - 24 of 34

*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.