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220 Results

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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

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

Ft. Lauderdale
Roatan Island
Belize City
Cozumel
Grand Turk
+3 more

Aboard

Star Princess

From

Fort Lauderdale, Florida

24 Sailings

Nov 7, 2026 - Feb 24, 2029

24 Sailings

Nov 7, 2026 - Feb 24, 2029

Published prices from

$2,069

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

8-night Eastern Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Basseterre
St. Maarten (Philipsburg)
San Juan
Grand Turk

Aboard

Adventure of the Seas

From

Fort Lauderdale, Florida

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

Published prices from

$810

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

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

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

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

33 Sailings

Nov 8, 2026 - Mar 19, 2028

33 Sailings

Nov 8, 2026 - Mar 19, 2028

Published prices from

$450

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*+ 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

Published prices from

$865

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*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

10 nights West Caribbean From Miami, Florida

Miami
Ocean Cay
Freeport
Grand Turk
Nassau

Aboard

MSC Meraviglia

From

Miami, Florida

1 Sailing

Nov 11, 2026

1 Sailing

Nov 11, 2026

Published prices from

$895

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.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

5-night Eastern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Grand Turk
Nassau

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

4 Sailings

Nov 13, 2026 - Apr 16, 2027

4 Sailings

Nov 13, 2026 - Apr 16, 2027

Published prices from

$448

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Princess Cruises logo

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

Ft. Lauderdale
Princess Cays®
Amber Cove
Grand Turk

Aboard

Star Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 14, 2026 - Mar 20, 2027

10 Sailings

Nov 14, 2026 - Mar 20, 2027

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.
Save up to 55% on Select Sailings*
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

12 Sailings

Nov 14, 2026 - Apr 17, 2027

12 Sailings

Nov 14, 2026 - Apr 17, 2027

Published prices from

$567

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

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

$1,074

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*+ 2 more offers
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

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*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

6 nights West Caribbean From Miami, Florida

Miami
Nassau
Ocean Cay
Grand Turk

Aboard

MSC Meraviglia

From

Miami, Florida

11 Sailings

Nov 15, 2026 - Apr 4, 2027

11 Sailings

Nov 15, 2026 - Apr 4, 2027

Published prices from

$339

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

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

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

$534

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

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

14-night An Extended Journey Of Sunlit Horizons & Sapphire Bays From Miami, Florida

Miami
Cruz Bay
St. John's
Terre-de-Haut
St. Maarten (Philipsburg)
+6 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Nov 22, 2026

1 Sailing

Nov 22, 2026

Published prices from

$9,650

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

Boats on a canal in Fort Lauderdale.
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

4 Sailings

Nov 28, 2026 - Feb 20, 2027

4 Sailings

Nov 28, 2026 - Feb 20, 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
TCW EXCLUSIVE
Holland America logo

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

Miami
Half Moon Cay
Amber Cove
Grand Turk
Nassau
+3 more

Aboard

Zuiderdam

From

Miami, Florida

2 Sailings

Nov 28, 2026 - Nov 27, 2027

2 Sailings

Nov 28, 2026 - Nov 27, 2027

Published prices from

$954

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
Holland America logo

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

Miami
Half Moon Cay
Amber Cove
Grand Turk
Nassau

Aboard

Zuiderdam

From

Miami, Florida

3 Sailings

Nov 28, 2026 - Nov 27, 2027

3 Sailings

Nov 28, 2026 - Nov 27, 2027

Published prices from

$534

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

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

Ft. Lauderdale
Grand Turk
San Juan
St. Thomas (Charlotte Amalie)
Half Moon Cay
+4 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

2 Sailings

Nov 28, 2026 - Feb 20, 2027

2 Sailings

Nov 28, 2026 - Feb 20, 2027

Published prices from

$1,114

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

7-night Eastern Caribbean Cruise: San Juan & St. Thomas From Fort Lauderdale, Florida

Ft. Lauderdale
Grand Turk
San Juan
St. Thomas (Charlotte Amalie)
Half Moon Cay

Aboard

Eurodam

From

Fort Lauderdale, Florida

3 Sailings

Nov 28, 2026 - Jan 29, 2028

3 Sailings

Nov 28, 2026 - Jan 29, 2028

Published prices from

$584

per person*

taxes & fees included

    • Showing results 1 - 24 of 220

*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.