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Phone: 1-800-377-9383

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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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*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.

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

FREE Dining, Onboard Activities & More*

7-night Southern Caribbean Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. Croix

Fort de France

+2 more

Aboard

Jewel of the Seas

From

San Juan, Puerto Rico

24 Sailings

Nov 8, 2025 - Apr 18, 2026

24 Sailings

Nov 8, 2025 - Apr 18, 2026

Published prices from

$692

per person*

taxes & fees included

FREE Dining, Onboard Activities & More*

8-night Eastern Caribbean Cruise

Port Canaveral

Puerto Plata

San Juan

St. Thomas (Charlotte Amalie)

St. Croix

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

10 Sailings

Nov 28, 2025 - May 1, 2026

10 Sailings

Nov 28, 2025 - May 1, 2026

Published prices from

$814

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Carnival Journeys - Exotic Eastern Caribbean Cruise

St. Thomas (Charlotte Amalie)

+5 more

Aboard

Carnival Dream

From

Galveston, Texas

1 Sailing

Jan 18, 2026

1 Sailing

Jan 18, 2026

Published prices from

$1,734

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

FREE Dining, Onboard Activities & More*

10-night Southern Caribbean Cruise

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

1 Sailing

Feb 1, 2026

1 Sailing

Feb 1, 2026

Published prices from

$1,728

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

TCW EXCLUSIVE

12-night Southern Caribbean Holiday Cruise

Aboard

Vision of the Seas

From

Baltimore, Maryland

1 Sailing

Dec 27, 2025

1 Sailing

Dec 27, 2025

Published prices from

$3,234

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Carnival Journeys Cruise - Southern Caribbean

New York City

St. Thomas (Charlotte Amalie)

Aboard

Carnival Venezia

From

New York, New York

1 Sailing

Nov 8, 2025

1 Sailing

Nov 8, 2025

Published prices from

$769

per person*

taxes & fees included

7-night Southern Caribbean Holiday Cruise

Aboard

Vision of the Seas

From

San Juan, Puerto Rico

2 Sailings

Dec 20 - Dec 27, 2026

2 Sailings

Dec 20 - Dec 27, 2026

Published prices from

$1,022

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Southern Caribbean Cruise

Aboard

Vision of the Seas

From

Baltimore, Maryland

6 Sailings

Nov 1, 2025 - Apr 18, 2026

6 Sailings

Nov 1, 2025 - Apr 18, 2026

Published prices from

$1,093

per person*

taxes & fees included

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

18-night Caribbean Holiday Voyage: San Juan, St. Barts & Curacao

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Dec 18, 2026

1 Sailing

Dec 18, 2026

Published prices from

$4,609

per person*

taxes & fees included

FREE Dining, Onboard Activities & More*

8-night Eastern Caribbean & Perfect Day Cruise

Port Canaveral

St. Croix

St. Thomas (Charlotte Amalie)

San Juan

Perfect Day at CocoCay

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

6 Sailings

May 29 - Oct 16, 2026

6 Sailings

May 29 - Oct 16, 2026

Published prices from

$716

per person*

taxes & fees included

FREE Dining, Onboard Activities & More*

7-night Southern Caribbean Holiday Cruise

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

1 Sailing

Dec 21, 2025

1 Sailing

Dec 21, 2025

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

TCW EXCLUSIVE

14-night Journeys - Eastern Caribbean Cruise

St. Thomas (Charlotte Amalie)

+5 more

Aboard

Carnival Breeze

From

Galveston, Texas

1 Sailing

Oct 16, 2027

1 Sailing

Oct 16, 2027

Published prices from

$1,474

per person*

taxes & fees included

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

17-night Caribbean New Year Voyage: Barbados, Aruba & St. Barts

Bridgetown (Barbados)

Aboard

Azamara Journey

From

Bridgetown, Barbados

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

Published prices from

$4,359

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.

FREE Dining, Onboard Activities & More*

6-night Southern Caribbean Cruise

Aboard

Jewel of the Seas

From

San Juan, Puerto Rico

1 Sailing

Apr 25, 2026

1 Sailing

Apr 25, 2026

Published prices from

$930

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*+ 2 more offers

TCW EXCLUSIVE

14-night Carnival Journeys Cruise - Eastern Caribbean

St. Thomas (Charlotte Amalie)

+5 more

Aboard

Carnival Dream

From

Galveston, Texas

2 Sailings

Oct 17, 2026 - Jan 16, 2027

2 Sailings

Oct 17, 2026 - Jan 16, 2027

Published prices from

$1,394

per person*

taxes & fees included

A breathtaking panoramic view of Charlotte Amalie harbor in St. Thomas, with a cruise ship anchored in the bay, surrounded by rolling green hills and a colorful sunset.

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

8-night Caribbean Voyage: Curacao, Aruba & St.Lucia

Bridgetown (Barbados)

Aboard

Azamara Journey

From

Bridgetown, Barbados

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

Published prices from

$2,129

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.

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

TCW EXCLUSIVE

9-night Eastern Caribbean Holiday Cruise

St. Maarten (Philipsburg)

+2 more

Aboard

Celebrity Summit

From

Fort Lauderdale, Florida

2 Sailings

Dec 18 - Dec 27, 2025

2 Sailings

Dec 18 - Dec 27, 2025

Published prices from

$1,101

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.

FREE Dining, Onboard Activities & More*

9-night Southern Caribbean Cruise

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

1 Sailing

Feb 20, 2026

1 Sailing

Feb 20, 2026

Published prices from

$1,226

per person*

taxes & fees included

A panoramic view of a long, gray pier extending into the calm turquoise waters of St. Croix, US Virgin Islands, with the town and a lush green mountain in the background.

FREE Dining, Onboard Activities & More*

8-night Eastern Caribbean Holiday Cruise

Port Canaveral

Puerto Plata

San Juan

St. Thomas (Charlotte Amalie)

St. Croix

Aboard

Adventure of the Seas

From

Port Canaveral, Florida

1 Sailing

Dec 26, 2025

1 Sailing

Dec 26, 2025

Published prices from

$2,132

per person*

taxes & fees included

A sunny, idyllic beach scene in Amber Cove, Dominican Republic, with a small boat and paddle resting under a palm tree beside the turquoise ocean and a clear blue sky.

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

TCW EXCLUSIVE

14-night Carnival Journeys - Southern Caribbean Cruise

Aboard

Carnival Breeze

From

Galveston, Texas

1 Sailing

Jan 29, 2028

1 Sailing

Jan 29, 2028

Published prices from

$1,384

per person*

taxes & fees included