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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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940 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*+ 1 more offer

TCW EXCLUSIVE

4-night Eastern Caribbean Cruise

Miami

Nassau

Aboard

Freedom of the Seas

From

Miami, Florida

25 Sailings

Nov 6, 2025 - Apr 8, 2027

25 Sailings

Nov 6, 2025 - Apr 8, 2027

Published prices from

$332

per person*

taxes & fees included

Statue of Liberty and Manhattan skyline.

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

TCW EXCLUSIVE

15-night Auburn Sunsets, Turquoise Seas Cruise

Bridgetown (Barbados)

+7 more

Aboard

Seven Seas Splendor

From

New York, New York

1 Sailing

Nov 2, 2025

1 Sailing

Nov 2, 2025

Published prices from

$13,299

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

TCW EXCLUSIVE

7-night Eastern Caribbean Cruise

Miami

St. Maarten (Philipsburg)

St. Thomas (Charlotte Amalie)

Puerto Plata

Aboard

Symphony of the Seas

From

Miami, Florida

12 Sailings

Nov 2, 2025 - Apr 12, 2026

12 Sailings

Nov 2, 2025 - Apr 12, 2026

Published prices from

$644

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Caribbean East/West Adventurer Holiday Cruise

Aboard

Majestic Princess

From

Fort Lauderdale, Florida

11 Sailings

Nov 2, 2025 - Feb 22, 2026

11 Sailings

Nov 2, 2025 - Feb 22, 2026

Published prices from

$3,352

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

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

TCW EXCLUSIVE

7-night Eastern Caribbean & Perfect Day Cruise

Miami

Perfect Day at CocoCay

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Independence of the Seas

From

Miami, Florida

19 Sailings

Nov 2, 2025 - Apr 18, 2027

19 Sailings

Nov 2, 2025 - Apr 18, 2027

Published prices from

$558

per person*

taxes & fees included

Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers

14-night Southern Caribbean Adventurer Cruise

San Juan

Bridgetown (Barbados)

Dominica

St. John's

St. Maarten (Philipsburg)

+4 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

21 Sailings

Nov 2, 2025 - Mar 22, 2026

21 Sailings

Nov 2, 2025 - Mar 22, 2026

Published prices from

$2,329

per person*

taxes & fees included

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

FREE Dining, Waterparks, Entertainment & More*

7-night Eastern Caribbean Cruise

Aboard

Mardi Gras

From

Port Canaveral, Florida

60 Sailings

Nov 8, 2025 - May 15, 2027

60 Sailings

Nov 8, 2025 - May 15, 2027

Published prices from

$689

per person*

taxes & fees included

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

TCW EXCLUSIVE

8-night Southern Caribbean Cruise

Aboard

Carnival Horizon

From

Miami, Florida

39 Sailings

Nov 8, 2025 - Apr 24, 2027

39 Sailings

Nov 8, 2025 - Apr 24, 2027

Published prices from

$749

per person*

taxes & fees included

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

TCW EXCLUSIVE

22-night Iberia & Atlantic Sojourn Voyage

Aboard

Marina

From

Barcelona, Spain

1 Sailing

Nov 7, 2025

1 Sailing

Nov 7, 2025

Published prices from

$5,199

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 4 more offers

TCW EXCLUSIVE

12-night Eastern Caribbean Cruise

Bridgetown (Barbados)

+3 more

Aboard

Queen Elizabeth

From

Miami, Florida

10 Sailings

Nov 6, 2025 - Nov 26, 2026

10 Sailings

Nov 6, 2025 - Nov 26, 2026

Published prices from

$1,399

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*+ 3 more offers

TCW EXCLUSIVE

14-night Circle the Caribbean Cruise

Ft. Lauderdale

St. Maarten (Philipsburg)

Basseterre

Fort de France

Bridgetown (Barbados)

+5 more

Aboard

Island Princess

From

Fort Lauderdale, Florida

1 Sailing

Nov 7, 2025

1 Sailing

Nov 7, 2025

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.

FREE Dining, Onboard Activities & More*

7-night Eastern Caribbean & Perfect Day Cruise

Port Canaveral

Perfect Day at CocoCay

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Star of the Seas

From

Port Canaveral, Florida

42 Sailings

Nov 2, 2025 - Apr 18, 2027

42 Sailings

Nov 2, 2025 - Apr 18, 2027

Published prices from

$1,261

per person*

taxes & fees included

A panoramic view of the coastal city of Roseau in Dominica, with its colorful buildings nestled between the Caribbean Sea and lush, mountainous terrain under a beautiful sky.

Exclusive Events, Experiences & More with Captain's Circle*+ 2 more offers

7-night Southern Caribbean with Barbados Cruise

San Juan

St. Maarten (Philipsburg)

Dominica

Bridgetown (Barbados)

St. George's

+2 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

22 Sailings

Nov 2, 2025 - Mar 29, 2026

22 Sailings

Nov 2, 2025 - Mar 29, 2026

Published prices from

$1,154

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

$757

per person*

taxes & fees included

A night-time view of the iconic Bayonne Bridge in New Jersey, brightly lit against a dark sky, reflecting its lights on the still water of the Kill Van Kull waterway.

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

TCW EXCLUSIVE

11-night Eastern Caribbean Cruise

Cape Liberty Cruise Port (Bayonne

St. Maarten (Philipsburg)

St. John's

Basseterre

San Juan

Aboard

Odyssey of the Seas

From

Cape Liberty Cruise Port (Bayonne, NJ)

3 Sailings

Nov 5, 2025 - Jan 3, 2027

3 Sailings

Nov 5, 2025 - Jan 3, 2027

Published prices from

$1,464

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

14-night Carnival Journeys Cruise - Southern Caribbean

Baltimore

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Basseterre

Oranjestad

+3 more

Aboard

Carnival Pride

From

Baltimore, Maryland

4 Sailings

Nov 2, 2025 - Jan 10, 2027

4 Sailings

Nov 2, 2025 - Jan 10, 2027

Published prices from

$1,644

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Western & Eastern Caribbean: Bahamas & San Juan Cruise

Ft. Lauderdale

Half Moon Cay

Ocho Rios

Grand Cayman (George Town)

Cozumel

+4 more

Aboard

Eurodam

From

Fort Lauderdale, Florida

3 Sailings

Nov 2, 2025 - Feb 8, 2026

3 Sailings

Nov 2, 2025 - Feb 8, 2026

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.

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

TCW EXCLUSIVE

10-night Eastern Caribbean With Tortola Cruise

Ft. Lauderdale

Princess Cays®

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. John's

+3 more

Aboard

Caribbean Princess

From

Fort Lauderdale, Florida

2 Sailings

Nov 7, 2025 - Apr 8, 2026

2 Sailings

Nov 7, 2025 - Apr 8, 2026

Published prices from

$1,329

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.

Norwegian ⚓ FREE Gratuities for Balcony & Above*+ 7 more offers

TCW EXCLUSIVE

7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic

Miami

Puerto Plata

St. Thomas (Charlotte Amalie)

Roadtown

Great Stirrup Cay

Aboard

Norwegian Aqua

From

Miami, Florida

44 Sailings

Nov 2, 2025 - Mar 28, 2027

44 Sailings

Nov 2, 2025 - Mar 28, 2027

Published prices from

$529

per person*

taxes & fees included

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.

FREE All-Inclusive Package Upgrade*+ 1 more offer

14-night Star Collector: Lovely Leewards Cruise

St. Maarten (Philipsburg)

+8 more

Aboard

Star Pride

From

San Juan, Puerto Rico

13 Sailings

Nov 2, 2025 - Jan 3, 2027

13 Sailings

Nov 2, 2025 - Jan 3, 2027

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.

FREE All-Inclusive Package Upgrade*+ 1 more offer

7-night San Juan & The Virgin Islands Cruise

St. Maarten (Philipsburg)

+2 more

Aboard

Star Pride

From

San Juan, Puerto Rico

10 Sailings

Nov 2, 2025 - Jan 10, 2027

10 Sailings

Nov 2, 2025 - Jan 10, 2027

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*+ 4 more offers

TCW EXCLUSIVE

21-night Caribbean Cruise

Bridgetown (Barbados)

+8 more

Aboard

Queen Elizabeth

From

Miami, Florida

18 Sailings

Nov 6, 2025 - Nov 26, 2026

18 Sailings

Nov 6, 2025 - Nov 26, 2026

Published prices from

$2,919

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

21-night Southern Caribbean & Panama Canal: Abc Islands Cruise

Aboard

Rotterdam

From

Fort Lauderdale, Florida

5 Sailings

Nov 7, 2025 - Feb 20, 2026

5 Sailings

Nov 7, 2025 - Feb 20, 2026

Published prices from

$3,254

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Boston To San Juan Cruise

Aboard

Brilliance of the Seas

From

Boston, Massachusetts

1 Sailing

Nov 2, 2025

1 Sailing

Nov 2, 2025

Published prices from

$586

per person*

taxes & fees included

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

TCW EXCLUSIVE

7-night Tortola, Antigua & Bahamas Cruise

Aboard

Celebrity Beyond

From

Miami, Florida

12 Sailings

Nov 2, 2025 - Apr 19, 2026

12 Sailings

Nov 2, 2025 - Apr 19, 2026

Published prices from

$715

per person*

taxes & fees included