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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
Holland America logo

21-night Western & Eastern Caribbean Cruise: Mexico & Leeward Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Mahogany Bay
+9 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

6 Sailings

Oct 31, 2026 - Mar 6, 2027

6 Sailings

Oct 31, 2026 - Mar 6, 2027

Published prices from

$1,694

per person*

taxes & fees included

An aerial view of the historic town of Falmouth, Jamaica, showing a coastal promenade along the turquoise sea, colorful colonial-era buildings, and lush green hills in the background.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

10-night Western Caribbean Cruise: Greater Antilles, Belize & Mexico From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Mahogany Bay
+3 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

7 Sailings

Oct 31, 2026 - Mar 6, 2027

7 Sailings

Oct 31, 2026 - Mar 6, 2027

Published prices from

$849

per person*

taxes & fees included

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
Holland America logo

21-night Eastern & Western Caribbean Cruise: Leeward Islands & Mexico From Fort Lauderdale, Florida

Ft. Lauderdale
St. Maarten (Philipsburg)
St. John's
Roseau
Castries
+9 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

5 Sailings

Nov 10, 2026 - Feb 23, 2027

5 Sailings

Nov 10, 2026 - Feb 23, 2027

Published prices from

$1,709

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

17-night Western Caribbean Cruise: Greater Antilles & Honduras From Miami, Florida

Miami
Kralendijk
Willemstad
Oranjestad
Cabo Rojo
+6 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Nov 11, 2026

1 Sailing

Nov 11, 2026

Published prices from

$1,379

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

$994

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

7-night Western Caribbean Cruise: Greater Antilles & Mexico From Fort Lauderdale, Florida

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

Aboard

Eurodam

From

Fort Lauderdale, Florida

3 Sailings

Nov 14, 2026 - Feb 6, 2027

3 Sailings

Nov 14, 2026 - Feb 6, 2027

Published prices from

$584

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

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
Holland America logo

7-night Western Caribbean Cruise: Greater Antilles & Mexico From Miami, Florida

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

Aboard

Zuiderdam

From

Miami, Florida

2 Sailings

Nov 21 - Dec 12, 2026

2 Sailings

Nov 21 - Dec 12, 2026

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

$1,074

per person*

taxes & fees included

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
Holland America logo

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

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

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

Published prices from

$994

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

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

Miami
Half Moon Cay
Ocho Rios
Grand Cayman (George Town)
Cozumel
+4 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Dec 12, 2026

1 Sailing

Dec 12, 2026

Published prices from

$1,039

per person*

taxes & fees included

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
Holland America logo

21-night Western & Eastern Caribbean Holiday Cruise: Belize & Mexico From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Mahogany Bay
+9 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

1 Sailing

Dec 12, 2026

1 Sailing

Dec 12, 2026

Published prices from

$2,099

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

14-night Eastern/Western Caribbean Cruise: San Juan & Mexico Holiday 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

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Published prices from

$1,434

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
Holland America logo

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

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

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$1,384

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 Western Caribbean Holiday Cruise: Greater Antilles From Fort Lauderdale, Florida

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

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$734

per person*

taxes & fees included

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
Holland America logo

21-night Eastern & Western Caribbean Holiday Cruise: Belize & Mexico From Fort Lauderdale, Florida

Ft. Lauderdale
St. Maarten (Philipsburg)
Basseterre
Roseau
Castries
+9 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

1 Sailing

Dec 22, 2026

1 Sailing

Dec 22, 2026

Published prices from

$2,139

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
Holland America logo

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

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

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Dec 26, 2026

1 Sailing

Dec 26, 2026

Published prices from

$1,359

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

7-night Western Caribbean Holiday Cruise: Greater Antilles & Mexico From Fort Lauderdale, Florida

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

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Dec 26, 2026

1 Sailing

Dec 26, 2026

Published prices from

$984

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 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

Nieuw Statendam

From

Fort Lauderdale, Florida

4 Sailings

Jan 3 - Mar 7, 2027

4 Sailings

Jan 3 - Mar 7, 2027

Published prices from

$1,279

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a blue sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

7-night Western Caribbean Cruise: Greater Antilles From Fort Lauderdale, Florida

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

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

4 Sailings

Jan 10 - Mar 14, 2027

4 Sailings

Jan 10 - Mar 14, 2027

Published prices from

$734

per person*

taxes & fees included

An elevated panoramic shot of the beautiful Ocho Rios Bay in Jamaica, showing a large cruise ship docked at the pier, a sandy beach, and luxury resorts under a 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 Fort Lauderdale, Florida

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

Aboard

Nieuw Statendam

From

Fort Lauderdale, Florida

4 Sailings

Jan 10 - Mar 14, 2027

4 Sailings

Jan 10 - Mar 14, 2027

Published prices from

$1,419

per person*

taxes & fees included

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*+ 4 more offers
TCW EXCLUSIVE
Holland America logo

28-night Pan Am 100th Anniversary Legendary Cruise From Miami, Florida

Miami
Nassau
Half Moon Cay
Ocho Rios
Santo Domingo
+15 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Oct 30, 2027

1 Sailing

Oct 30, 2027

Published prices from

$4,519

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

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

Ft. Lauderdale
Grand Turk
San Juan
St. Maarten (Philipsburg)
St. Thomas (Charlotte Amalie)
+7 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Nov 13, 2027

1 Sailing

Nov 13, 2027

Published prices from

$2,754

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

21-night Western & Eastern Caribbean Cruise: Mexico & Leeward Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Ocho Rios
Grand Cayman (George Town)
Mahogany Bay
+9 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Nov 21, 2027

1 Sailing

Nov 21, 2027

Published prices from

$3,424

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*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

10-night Western Caribbean Cruise: Greater Antilles, Belize & Mexico From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Ocho Rios
Grand Cayman (George Town)
Mahogany Bay
+3 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

3 Sailings

Nov 21, 2027 - Jan 2, 2028

3 Sailings

Nov 21, 2027 - Jan 2, 2028

Published prices from

$1,534

per person*

taxes & fees included

    • Showing results 1 - 24 of 32

*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.