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16 Results

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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

$1,749

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

$2,139

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

$2,179

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

$4,319

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

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*+ 1 more offer
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
Fort de France
+9 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Dec 1, 2027

1 Sailing

Dec 1, 2027

Published prices from

$3,229

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 Holinight Cruise: Belize & Mexico From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Falmouth (Jamaica)
Grand Cayman (George Town)
Mahogany Bay
+8 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Dec 12, 2027

1 Sailing

Dec 12, 2027

Published prices from

$3,509

per person*

taxes & fees included

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

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

Ft. Lauderdale
Half Moon Cay
St. Maarten (Philipsburg)
Roseau
Fort de France
+8 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Dec 22, 2027

1 Sailing

Dec 22, 2027

Published prices from

$3,599

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

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

Ft. Lauderdale
Half Moon Cay
Montego Bay
Grand Cayman (George Town)
Mahogany Bay
+8 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Jan 2, 2028

1 Sailing

Jan 2, 2028

Published prices from

$3,139

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

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*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

22-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
+10 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Mar 4, 2028

1 Sailing

Mar 4, 2028

Published prices from

$3,719

per person*

taxes & fees included

A sunny shot of Mahogany Bay, Roatan, with white sandy beaches, green palm trees, a cruise ship port, and a chairlift.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Holland America logo

11-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
+4 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

1 Sailing

Mar 4, 2028

1 Sailing

Mar 4, 2028

Published prices from

$1,949

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.