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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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22 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.

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

TCW EXCLUSIVE

21-night Caribbean & South America Cruise

Ft. Lauderdale

San Juan

St. Thomas (Charlotte Amalie)

Gustavia

St. John's

+12 more

Aboard

Silver Shadow

From

Fort Lauderdale, Florida

1 Sailing

Nov 10, 2025

1 Sailing

Nov 10, 2025

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

TCW EXCLUSIVE

12-night Eastern & Southern Caribbean Cruise

Aboard

Silver Nova

From

Miami, Florida

1 Sailing

Jan 6, 2027

1 Sailing

Jan 6, 2027

Published prices from

$9,800

per person*

taxes & fees included

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

16-night Caribbean Cruise

Aboard

Silver Shadow

From

Cartagena, Colombia

2 Sailings

Dec 19, 2025 - Feb 3, 2026

2 Sailings

Dec 19, 2025 - Feb 3, 2026

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

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

TCW EXCLUSIVE

14-night Eastern & Southern Caribbean Cruise

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Dec 22, 2026

1 Sailing

Dec 22, 2026

Published prices from

$11,300

per person*

taxes & fees included

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

10-night Southern Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Jan 15 - Feb 18, 2027

2 Sailings

Jan 15 - Feb 18, 2027

Published prices from

$6,700

per person*

taxes & fees included

A captivating half-underwater, half-above-water shot of a person snorkeling in the vibrant turquoise waters of the British Virgin Islands with stunning rock formations and palm trees visible above the waterline.

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

7-night Caribbean Cruise

Aboard

Silver Spirit

From

San Juan, Puerto Rico

1 Sailing

Dec 29, 2025

1 Sailing

Dec 29, 2025

Published prices from

$8,700

per person*

taxes & fees included

A beautiful mountain lake with a small, snow-covered island in the foreground, with majestic, snow-capped mountains and evergreen trees in the background under a clear blue sky.

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

TCW EXCLUSIVE

76-night Grand Voyage

Aboard

Silver Nova

From

Miami, Florida

1 Sailing

Jan 6, 2027

1 Sailing

Jan 6, 2027

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 Butler Service, Gourmet Dining & More*+ 1 more offer

7-night Southern Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

3 Sailings

Feb 23, 2026 - Feb 28, 2027

3 Sailings

Feb 23, 2026 - Feb 28, 2027

Published prices from

$4,400

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.

11-night Southern Caribbean Cruise

Aboard

Silver Dawn

From

San Juan, Puerto Rico

1 Sailing

Jan 25, 2028

1 Sailing

Jan 25, 2028

Published prices from

$5,800

per person*

taxes & fees included

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

9-night Southern Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Shadow

From

Bridgetown, Barbados

3 Sailings

Nov 22, 2025 - Jan 25, 2026

3 Sailings

Nov 22, 2025 - Jan 25, 2026

Published prices from

$5,500

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

41-night 2028 World Cruise Segment: Chapter 1, 2 & 3

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

A high-angle view of the rugged, rocky coastline of St. John, US Virgin Islands, with the deep blue sea crashing against the cliffs and islands in the distance under a cloudy blue sky.

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

12-night Southern Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Jan 25 - Mar 7, 2027

2 Sailings

Jan 25 - Mar 7, 2027

Published prices from

$6,500

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*+ 2 more offers

TCW EXCLUSIVE

12-night Southern Caribbean Cruise

Aboard

Silver Spirit

From

Miami, Florida

2 Sailings

Feb 6 - Mar 19, 2027

2 Sailings

Feb 6 - Mar 19, 2027

Published prices from

$7,000

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.

12-night Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

3 Sailings

Jan 10 - Feb 17, 2028

3 Sailings

Jan 10 - Feb 17, 2028

Published prices from

$6,200

per person*

taxes & fees included

A white colonial-style cathedral with a bell tower and wooden doors is visible under a clear blue sky, likely in Santa Marta, Colombia.

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

9-night Southern Caribbean Cruise

Aboard

Silver Shadow

From

Cartagena, Colombia

3 Sailings

Dec 1, 2025 - Feb 3, 2026

3 Sailings

Dec 1, 2025 - Feb 3, 2026

Published prices from

$5,300

per person*

taxes & fees included

A panoramic shot of the Gqeberha coastline in South Africa, showcasing the city skyline and a pier over the water, with waves crashing on the rocky shoreline in the foreground.

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

TCW EXCLUSIVE

132-night 2028 World Cruise: An Ode to the Moment

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

A scenic landscape view of Admiralty Bay in Bequia, St. Vincent and the Grenadines, with dozens of sailboats moored on the vibrant turquoise water, surrounded by lush green hills.

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

20-night Caribbean and Mediterranean Cruise

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Feb 23, 2026

1 Sailing

Feb 23, 2026

14-night Caribbean Cruise

Bridgetown (Barbados)

Castries

St. George's

St. Maarten (Philipsburg)

Basseterre

+7 more

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

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

TCW EXCLUSIVE

10-night 2028 World Cruise Segment: Chapter 1 - Anthem of the Tropics

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

Published prices from

$5,900

per person*

taxes & fees included

21-night Eastern & Southern Caribbean Cruise

Aboard

Silver Dawn

From

San Juan, Puerto Rico

1 Sailing

Jan 15, 2028

1 Sailing

Jan 15, 2028

11-night Eastern & Southern Caribbean Cruise

Aboard

Silver Dawn

From

San Juan, Puerto Rico

1 Sailing

Jan 4, 2028

1 Sailing

Jan 4, 2028

Published prices from

$6,500

per person*

taxes & fees included

A breathtaking panoramic aerial view of the city of Mindelo on the island of São Vicente, Cape Verde, with its bustling harbor and town surrounded by rugged, volcanic hills.

Up to $500 FREE Onboard Credit*

TCW EXCLUSIVE

25-night Trans-Atlantic Cruise

Aboard

Silver Spirit

From

Miami, Florida

1 Sailing

Mar 19, 2027

1 Sailing

Mar 19, 2027