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238 Results

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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
Royal Caribbean logo

7-night Southern Caribbean Cruise From Colon, Panama

Colon (Panama)
Cartagena (Colombia)
Santa Marta
Willemstad
Oranjestad

Aboard

Grandeur of the Seas

From

Colon, Panama

38 Sailings

Oct 31, 2026 - Apr 22, 2028

38 Sailings

Oct 31, 2026 - Apr 22, 2028

Published prices from

$993

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*+ 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

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
MSC Cruises logo

21 nights West Caribbean From Miami, Florida

Miami
Ocho Rios
Cartagena (Colombia)
Colon (Panama)
Puerto Limon
+7 more

Aboard

MSC Poesia

From

Miami, Florida

22 Sailings

Nov 1, 2026 - Mar 16, 2028

22 Sailings

Nov 1, 2026 - Mar 16, 2028

Published prices from

$2,081

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
Royal Caribbean logo

7-night Southern Caribbean Cruise From Cartagena, Colombia

Cartagena (Colombia)
Willemstad
Oranjestad
Colon (Panama)

Aboard

Grandeur of the Seas

From

Cartagena, Colombia

34 Sailings

Nov 1, 2026 - Apr 16, 2028

34 Sailings

Nov 1, 2026 - Apr 16, 2028

Published prices from

$1,070

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

9-night Southern Caribbean & Perfect Day Cruise From Miami, Florida

Miami
Willemstad
Oranjestad
Cabo Rojo
Perfect Day at CocoCay

Aboard

Freedom of the Seas

From

Miami, Florida

3 Sailings

Nov 5, 2026 - Jan 28, 2027

3 Sailings

Nov 5, 2026 - Jan 28, 2027

Published prices from

$664

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*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

12-night Panama Canal Cruise: Bahamas & Costa Rica From Miami, Florida

Miami
Great Stirrup Cay
Cabo Rojo
Willemstad
Oranjestad
+5 more

Aboard

Norwegian Sun

From

Miami, Florida

2 Sailings

Nov 6 - Dec 21, 2026

2 Sailings

Nov 6 - Dec 21, 2026

Published prices from

$1,169

per person*

taxes & fees included

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

8-night Aruba, Curacao & Bonaire Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Oranjestad
Willemstad
Kralendijk

Aboard

Celebrity Silhouette

From

Fort Lauderdale, Florida

15 Sailings

Nov 7, 2026 - Apr 1, 2028

15 Sailings

Nov 7, 2026 - Apr 1, 2028

Published prices from

$932

per person*

taxes & fees included

A serene hiking path winds through a dense, lush green jungle with a towering tree on the left, capturing the essence of an adventure in nature.
Holland America logo

21-night Panama Canal & Southern Caribbean Cruise: Abc Islands From Fort Lauderdale, Florida

Ft. Lauderdale
Half Moon Cay
Oranjestad
Cartagena (Colombia)
Cristobal (Colon)
+8 more

Aboard

Nieuw Amsterdam

From

Fort Lauderdale, Florida

2 Sailings

Nov 8, 2026 - Mar 21, 2027

2 Sailings

Nov 8, 2026 - Mar 21, 2027

Published prices from

$1,709

per person*

taxes & fees included

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.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

14-night Caribbean: Aruba & Curacao Cruise From Boston, Massachusetts

Boston
St. Thomas (Charlotte Amalie)
Castries
St. George's
Willemstad
+4 more

Aboard

Norwegian Breakaway

From

Boston, Massachusetts

1 Sailing

Nov 8, 2026

1 Sailing

Nov 8, 2026

Published prices from

$869

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
Royal Caribbean logo

6-night Southern Caribbean Cruise From Cartagena, Colombia

Cartagena (Colombia)
Oranjestad
Willemstad
Colon (Panama)

Aboard

Grandeur of the Seas

From

Cartagena, Colombia

3 Sailings

Nov 8, 2026 - Apr 23, 2028

3 Sailings

Nov 8, 2026 - Apr 23, 2028

Published prices from

$1,079

per person*

taxes & fees included

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 $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

25-night Star Collector: Southern Caribbean Thanksgiving Jubilee Cruise From Lisbon, Portugal

Lisbon
Bridgetown (Barbados)
Bequia
St. George's
Kralendijk
+6 more

Aboard

Wind Star

From

Lisbon, Portugal

1 Sailing

Nov 10, 2026

1 Sailing

Nov 10, 2026

Published prices from

$7,989

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*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

14-night Dutchman's Caribbean Voyage From Miami, Florida

Miami
Grand Cayman (George Town)
Falmouth (Jamaica)
Oranjestad
Willemstad
+5 more

Aboard

Vista

From

Miami, Florida

1 Sailing

Nov 11, 2026

1 Sailing

Nov 11, 2026

Published prices from

$6,499

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

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

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

8-nights Southern Caribbean & Perfect Day Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Willemstad
Oranjestad
Cabo Rojo
Perfect Day at CocoCay

Aboard

Legend of the Seas

From

Fort Lauderdale, Florida

11 Sailings

Nov 14, 2026 - Apr 17, 2027

11 Sailings

Nov 14, 2026 - Apr 17, 2027

Published prices from

$1,789

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*+ 2 more offers
TCW EXCLUSIVE
Royal Caribbean logo

10-night Southern Caribbean Cruise From Colon, Panama

Colon (Panama)
Kralendijk
Oranjestad
Willemstad
Port of Spain
+2 more

Aboard

Grandeur of the Seas

From

Colon, Panama

1 Sailing

Nov 14, 2026

1 Sailing

Nov 14, 2026

Historic buildings in Galveston, Texas.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

14-night Sapphire Sea Dreams Cruise From Miami, Florida

Miami
Old Bahama Channel
Willemstad
Oranjestad
Kralendijk
+7 more

Aboard

Seven Seas Splendor

From

Miami, Florida

1 Sailing

Nov 15, 2026

1 Sailing

Nov 15, 2026

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.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

18-night An Extended Journey Through Caribbean Beauty & Ocean Stillness From Miami, Florida

Miami
Merida (Progreso)
Roatan Island
Belize City
Ocean Cay
+6 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Nov 17, 2026

1 Sailing

Nov 17, 2026

Published prices from

$12,805

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*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

9-night Southern Caribbean Cruise From Port Canaveral, Florida

Port Canaveral
Nassau
Cabo Rojo
Oranjestad
Willemstad
+2 more

Aboard

Explorer of the Seas

From

Port Canaveral, Florida

2 Sailings

Nov 18, 2026 - Feb 24, 2027

2 Sailings

Nov 18, 2026 - Feb 24, 2027

Published prices from

$855

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.
Holland America logo

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

Ft. Lauderdale
Kralendijk
Willemstad
Half Moon Cay

Aboard

Nieuw Amsterdam

From

Fort Lauderdale, Florida

4 Sailings

Nov 20, 2026 - Apr 2, 2027

4 Sailings

Nov 20, 2026 - Apr 2, 2027

Published prices from

$744

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

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

Ft. Lauderdale
Kralendijk
Willemstad
Half Moon Cay
St. Maarten (Philipsburg)
+7 more

Aboard

Nieuw Amsterdam

From

Fort Lauderdale, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$1,694

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
Royal Caribbean logo

8-night Southern Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Nassau
Oranjestad
Willemstad

Aboard

Adventure of the Seas

From

Fort Lauderdale, Florida

10 Sailings

Nov 21, 2026 - Apr 10, 2027

10 Sailings

Nov 21, 2026 - Apr 10, 2027

Published prices from

$822

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

30-night Legendary Amazon Explorer Cruise From New York City, New York

New York City
Ft. Lauderdale
St. Maarten (Philipsburg)
Fort de France
Bridgetown (Barbados)
+12 more

Aboard

Volendam

From

New York City, New York

1 Sailing

Nov 22, 2026

1 Sailing

Nov 22, 2026

Boats on a canal in Fort Lauderdale.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

11-nights Panama Canal & Southern Caribbean Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Cartagena (Colombia)
Panama Canal
Colon (Panama)
Oranjestad
+3 more

Aboard

Celebrity Ascent

From

Fort Lauderdale, Florida

2 Sailings

Nov 23, 2026 - Mar 8, 2027

2 Sailings

Nov 23, 2026 - Mar 8, 2027

Published prices from

$2,032

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

18-night Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica Via The Panama Canal Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Bequia
St. George's
Kralendijk
Willemstad
+11 more

Aboard

Wind Star

From

Bridgetown, Barbados

1 Sailing

Nov 24, 2026

1 Sailing

Nov 24, 2026

Published prices from

$8,272

per person*

taxes & fees included

    • Showing results 1 - 24 of 238

*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.