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4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau

Destinations Departure Ports Cruise Lines Deals Land Tours Find Cruises

1-800-377-9383

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90 Results

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*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.

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

11 nights West Caribbean

Aboard

MSC Divina

From

Miami, Florida

5 Sailings

Nov 9, 2025 - Mar 29, 2026

5 Sailings

Nov 9, 2025 - Mar 29, 2026

Published prices from

$468

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

7-night Western Caribbean & Perfect Day Cruise

Miami

Nassau

Perfect Day at CocoCay

Falmouth (Jamaica)

Aboard

Symphony of the Seas

From

Miami, Florida

12 Sailings

Nov 16, 2025 - Apr 19, 2026

12 Sailings

Nov 16, 2025 - Apr 19, 2026

Published prices from

$851

per person*

taxes & fees included

Sunshine Skyway Bridge near Tampa, Florida at sunset.

Up to $500 FREE Onboard Credit*+ 6 more offers

TCW EXCLUSIVE

10-night Caribbean Cruise: Curacao, Aruba & Dominican Republic

Aboard

Norwegian Star

From

Tampa, Florida

8 Sailings

Dec 5, 2025 - Mar 30, 2026

8 Sailings

Dec 5, 2025 - Mar 30, 2026

Published prices from

$620

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.

FREE Dining, Onboard Activities & More*

6-night Western Caribbean Cruise

Port Canaveral

Grand Cayman (George Town)

Falmouth (Jamaica)

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

8 Sailings

Nov 22, 2025 - Oct 10, 2026

8 Sailings

Nov 22, 2025 - Oct 10, 2026

Published prices from

$567

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

21 nights West Caribbean

Aboard

MSC Divina

From

Miami, Florida

3 Sailings

Dec 7, 2025 - Mar 1, 2026

3 Sailings

Dec 7, 2025 - Mar 1, 2026

Published prices from

$1,875

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

14 nights East Caribbean

Aboard

MSC Seaside

From

Miami, Florida

2 Sailings

Dec 19, 2025 - Dec 21, 2026

2 Sailings

Dec 19, 2025 - Dec 21, 2026

Published prices from

$1,934

per person*

taxes & fees included

Military Families Save 10%*+ 1 more offer

8 nights West Caribbean

Aboard

MSC Grandiosa

From

Port Canaveral, Florida

1 Sailing

Dec 27, 2025

1 Sailing

Dec 27, 2025

Published prices from

$1,008

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

10-night Western Caribbean: Greater Antilles, Belize & Mexico Cruise

Ft. Lauderdale

Half Moon Cay

Falmouth (Jamaica)

Grand Cayman (George Town)

Belize City

+3 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

2 Sailings

Jan 14 - Feb 25, 2026

2 Sailings

Jan 14 - Feb 25, 2026

Published prices from

$1,336

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

12-night Panama Canal With Costa Rica & Caribbean Cruise

Ft. Lauderdale

Grand Cayman (George Town)

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

10 Sailings

Nov 29, 2025 - Feb 15, 2027

10 Sailings

Nov 29, 2025 - Feb 15, 2027

Published prices from

$1,640

per person*

taxes & fees included

A view of a huge sign that reads "Perfect Day at CocoCay," a private island in the Bahamas, with turquoise water and palm trees under a bright blue sky.

FREE Dining, Onboard Activities & More*

6-night Western Caribbean & Perfect Day Cruise

Port Canaveral

Nassau

Falmouth (Jamaica)

Perfect Day at CocoCay

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

17 Sailings

Dec 20, 2025 - Oct 30, 2026

17 Sailings

Dec 20, 2025 - Oct 30, 2026

Published prices from

$642

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

6-night Western Caribbean Cruise

Ft. Lauderdale

Nassau

Falmouth (Jamaica)

Aboard

Oasis of the Seas

From

Fort Lauderdale, Florida

11 Sailings

Nov 9, 2025 - Apr 12, 2026

11 Sailings

Nov 9, 2025 - Apr 12, 2026

Published prices from

$638

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

5-night Eastern Caribbean & Perfect Holiday Cruise

Miami

Falmouth (Jamaica)

Perfect Day at CocoCay

Aboard

Freedom of the Seas

From

Miami, Florida

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

Published prices from

$1,353

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*+ 6 more offers

TCW EXCLUSIVE

12-night Caribbean Cruise: Dominican Republic & Grand Cayman

Tampa

Puerto Plata

St. Thomas (Charlotte Amalie)

Basseterre

St. Maarten (Philipsburg)

+4 more

Aboard

Norwegian Star

From

Tampa, Florida

1 Sailing

Dec 24, 2025

1 Sailing

Dec 24, 2025

Published prices from

$1,019

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

7-night Western Caribbean Holiday Cruise

Miami

Perfect Day at CocoCay

Falmouth (Jamaica)

Grand Cayman (George Town)

Cozumel

Aboard

Independence of the Seas

From

Miami, Florida

2 Sailings

Dec 21, 2025 - Dec 20, 2026

2 Sailings

Dec 21, 2025 - Dec 20, 2026

Published prices from

$1,007

per person*

taxes & fees included

A breathtaking underwater view of a coral reef with multiple schools of fish swimming over the colorful and diverse marine ecosystem near Roatan Island, Honduras.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

10-night Passage To Paradise Cruise

Miami

Grand Cayman (George Town)

Aboard

Seven Seas Mariner

From

Miami, Florida

1 Sailing

Dec 10, 2025

1 Sailing

Dec 10, 2025

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*+ 3 more offers

TCW EXCLUSIVE

21-night Western & Eastern Caribbean: Mexico & Leeward Island Cruise

Ft. Lauderdale

Half Moon Cay

Falmouth (Jamaica)

Grand Cayman (George Town)

Belize City

+9 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

1 Sailing

Jan 14, 2026

1 Sailing

Jan 14, 2026

Published prices from

$4,024

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

21-night Eastern & Western Caribbean: Leeward Islands & Mexico Cruise

Ft. Lauderdale

Half Moon Cay

St. Thomas (Charlotte Amalie)

St. John's

Fort de France

+9 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

1 Sailing

Jan 3, 2026

1 Sailing

Jan 3, 2026

Published prices from

$3,974

per person*

taxes & fees included

A stunning shot of a small, natural tunnel in the cliffs of the rugged coastline near Puerto Limon, Costa Rica, with a gnarled tree branch reaching across the top and water flowing through.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

18 nights East Caribbean

Aboard

MSC Divina

From

Miami, Florida

1 Sailing

Dec 28, 2025

1 Sailing

Dec 28, 2025

Published prices from

$1,571

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.

FREE Dining, Onboard Activities & More*

6-night Western Caribbean Cruise

San Juan

Puerto Plata

Falmouth (Jamaica)

Grand Cayman (George Town)

Tampa

Aboard

Rhapsody of the Seas

From

San Juan, Puerto Rico

1 Sailing

Nov 2, 2025

1 Sailing

Nov 2, 2025

Published prices from

$869

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.

Buy One, Get One FREE Airfare*+ 5 more offers

15-night Transatlantic Cruise: Jamaica & Azores

Lisbon

Ponta Delgada (Azores)

St. Maarten (Philipsburg)

St. Thomas (Charlotte Amalie)

Falmouth (Jamaica)

+3 more

Aboard

Norwegian Star

From

Lisbon, Portugal

1 Sailing

Nov 20, 2025

1 Sailing

Nov 20, 2025

Published prices from

$399

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

7-night Western Caribbean & Perfect Day Cruise

Miami

Perfect Day at CocoCay

Nassau

Falmouth (Jamaica)

Grand Cayman (George Town)

Aboard

Independence of the Seas

From

Miami, Florida

17 Sailings

Nov 9, 2025 - Apr 11, 2027

17 Sailings

Nov 9, 2025 - Apr 11, 2027

Published prices from

$690

per person*

taxes & fees included

Buy One, Get One FREE Airfare*+ 5 more offers

15-night Transatlantic Cruise: Dominican Republic & U.S. Virgin Islands

Lisbon

Ponta Delgada (Azores)

St. Maarten (Philipsburg)

St. Thomas (Charlotte Amalie)

Punta Cana

+4 more

Aboard

Norwegian Viva

From

Lisbon, Portugal

1 Sailing

Nov 28, 2025

1 Sailing

Nov 28, 2025

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*+ 6 more offers

TCW EXCLUSIVE

10-night Caribbean Cruise: Curacao, Aruba & Dominican Republic

Aboard

Norwegian Dawn

From

Tampa, Florida

3 Sailings

Dec 21, 2025 - Feb 15, 2026

3 Sailings

Dec 21, 2025 - Feb 15, 2026

Published prices from

$869

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 1 more offer

TCW EXCLUSIVE

9-night Western Caribbean Cruise

Galveston

Costa Maya

Falmouth (Jamaica)

Grand Cayman (George Town)

Cozumel

Aboard

Mariner of the Seas

From

Galveston, Texas

1 Sailing

Feb 7, 2026

1 Sailing

Feb 7, 2026

Published prices from

$1,420

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

21-night Eastern & Western Caribbean: Mexico Cruise

Ft. Lauderdale

Half Moon Cay

St. Thomas (Charlotte Amalie)

St. John's

Fort de France

+9 more

Aboard

Koningsdam

From

Fort Lauderdale, Florida

1 Sailing

Feb 14, 2026

1 Sailing

Feb 14, 2026

Published prices from

$4,209

per person*

taxes & fees included