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16 Results

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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
Holland America logo

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

Miami
St. Maarten (Philipsburg)
St. John's
Fort de France
Roseau
+8 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

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

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
Holland America logo

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

Miami
Kralendijk
Willemstad
Oranjestad
Cabo Rojo
+2 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Nov 11, 2026

1 Sailing

Nov 11, 2026

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

18-night Eastern/Southern Caribbean Cruise: Amber Cove & Abc Islands From Miami, Florida

Miami
Half Moon Cay
Amber Cove
Grand Turk
Nassau
+5 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Mar 6, 2027

1 Sailing

Mar 6, 2027

Published prices from

$2,074

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to 50% off + up to $800 Onboard Credit*
Holland America logo

15-night Eastern & Southern Caribbean: Key West & Abc Islands Cruise From Miami, Florida

Miami
Half Moon Cay
Grand Turk
Amber Cove
Willemstad
+5 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Mar 13, 2027

1 Sailing

Mar 13, 2027

Published prices from

$1,829

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Holland America logo

11-night Southern Caribbean Cruise: Amber Cove & Abc Islands From Miami, Florida

Miami
Half Moon Cay
Grand Turk
Amber Cove
Willemstad
+4 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Mar 13, 2027

1 Sailing

Mar 13, 2027

Published prices from

$1,504

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
Holland America logo

11-night Southern Caribbean Cruise: Abc Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Grand Turk
Amber Cove
Cabo Rojo
+4 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Mar 23, 2027

1 Sailing

Mar 23, 2027

Published prices from

$1,454

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to 50% off + up to $800 Onboard Credit*
Holland America logo

14-night Eastern & Southern Caribbean: Key West & Abc Islands Cruise From Miami, Florida

Miami
Key West
Half Moon Cay
Cabo Rojo
Kralendijk
+3 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Mar 24, 2027

1 Sailing

Mar 24, 2027

Published prices from

$1,514

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

20-night Southern and Eastern Caribbean: ABC & Leeward Islands Cruise From Miami, Florida

Miami
Half Moon Cay
Cabo Rojo
Kralendijk
Willemstad
+7 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Mar 28, 2027

1 Sailing

Mar 28, 2027

Published prices from

$2,169

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
Holland America logo

10-night Southern Caribbean: ABC Islands Cruise From Miami, Florida

Miami
Half Moon Cay
Cabo Rojo
Kralendijk
Willemstad
+2 more

Aboard

Zuiderdam

From

Miami, Florida

1 Sailing

Mar 28, 2027

1 Sailing

Mar 28, 2027

Published prices from

$1,149

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

17-night Eastern & Southern Caribbean Holiday Cruise: ABC Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Grand Turk
San Juan
St. Thomas (Charlotte Amalie)
Half Moon Cay
+5 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

1 Sailing

Dec 22, 2027

1 Sailing

Dec 22, 2027

Published prices from

$3,434

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*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

17-night Southern & Eastern Caribbean Holiday Cruise: ABC Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Cabo Rojo
Willemstad
Kralendijk
+5 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

1 Sailing

Dec 29, 2027

1 Sailing

Dec 29, 2027

Published prices from

$3,009

per person*

taxes & fees included

A breathtaking view of the Los Morrillos Lighthouse and the rugged coastline of Cabo Rojo, Puerto Rico, with dramatic cliffs and turquoise water.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

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

Ft. Lauderdale
Half Moon Cay
Cabo Rojo
Willemstad
Kralendijk
+2 more

Aboard

Rotterdam

From

Fort Lauderdale, Florida

1 Sailing

Dec 29, 2027

1 Sailing

Dec 29, 2027

Published prices from

$2,094

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*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

21-night Eastern & Southern Caribbean Cruise: ABC Islands From Fort Lauderdale, Florida

Ft. Lauderdale
St. Maarten (Philipsburg)
St. John's
Roseau
Fort de France
+8 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Feb 12, 2028

1 Sailing

Feb 12, 2028

Published prices from

$3,444

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*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

21-night Southern & Western Caribbean Cruise: ABC Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Cabo Rojo
Kralendijk
Willemstad
+8 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Feb 23, 2028

1 Sailing

Feb 23, 2028

Published prices from

$3,409

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

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

Ft. Lauderdale
Half Moon Cay
Cabo Rojo
Kralendijk
Willemstad
+2 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Feb 23, 2028

1 Sailing

Feb 23, 2028

Published prices from

$1,659

per person*

taxes & fees included

*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.