Silversea Cruises to Southern Caribbean

An aerial view of Palm Beach in Aruba, featuring a white-sand beach, resort hotels, and a pier on the turquoise waters of the Southern Caribbean, a destination for Silversea cruises.

Overview

A Silversea cruise to the Southern Caribbean is an indulgent journey into the heart of a tropical paradise. Known for its all-inclusive luxury and smaller ships, Silversea provides an unparalleled experience, allowing guests to explore a diverse array of islands, from the French-infused Martinique to the British-influenced Barbados. The smaller vessels can access more secluded and intimate ports, providing a deeper immersion into the local culture and breathtaking natural beauty of the region.

The itineraries are carefully crafted to visit a compelling mix of destinations, often sailing from or to Bridgetown, Barbados. From the vibrant Creole culture of Grenada to the majestic volcanic landscapes of St. Lucia and Dominica, a Silversea voyage offers a perfect balance of adventure and relaxation. Guests can enjoy a wide variety of activities, including exploring volcanic craters, discovering lush rainforests, and relaxing on pristine beaches, all with Silversea's signature bespoke service.

Upcoming Silversea Cruises to Southern Caribbean

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66 results

A beautiful panoramic shot from a garden in Funchal, Madeira, Portugal, showcasing meticulously manicured flower beds in geometric patterns with the city and the Atlantic Ocean in the background.

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

TCW EXCLUSIVE

13-night Transatlantic Cruise From Lisbon, Portugal

Lisbon

Funchal (Madeira)

Santa Cruz de La Palma

Sao Vicente (Mindelo)

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Lisbon, Portugal

1 Sailing

Nov 22, 2026

1 Sailing

Nov 22, 2026

Published prices from

$6,100

per person*

taxes & fees included

A panoramic view of Fort-de-France, Martinique, showing a bustling bay filled with boats and yachts, with colorful houses nestled on the surrounding green hillsides and the deep blue Caribbean Sea beyond.

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

TCW EXCLUSIVE

7-night Southern Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Dec 5, 2026 - Feb 28, 2027

2 Sailings

Dec 5, 2026 - Feb 28, 2027

Published prices from

$4,600

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Transatlantic Cruise From Lisbon, Portugal

Lisbon

Las Palmas (Gran Canaria)

Sao Vicente (Mindelo)

Bridgetown (Barbados)

Aboard

Silver Nova

From

Lisbon, Portugal

1 Sailing

Dec 9, 2026

1 Sailing

Dec 9, 2026

Published prices from

$6,000

per person*

taxes & fees included

A stunning image of Little Bay in Anguilla, a secluded, beautiful beach with turquoise water surrounded by towering rocky cliffs and lush green vegetation.

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

TCW EXCLUSIVE

10-night Caribbean Cruise From Miami, Florida

Miami

St. John (U.S.V.I.)

St. Maarten (Philipsburg)

Basseterre

Iles des Saintes

+5 more

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Dec 10, 2026

1 Sailing

Dec 10, 2026

Published prices from

$6,200

per person*

taxes & fees included

The picturesque fishing village of Deshaies, Guadeloupe, with its colorful waterfront and red-roofed church nestled on a tranquil bay.

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

TCW EXCLUSIVE

10-night Southern Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 12, 2026

1 Sailing

Dec 12, 2026

Published prices from

$5,400

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

8-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Dec 19 - Dec 27, 2026

2 Sailings

Dec 19 - Dec 27, 2026

Published prices from

$5,900

per person*

taxes & fees included

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

TCW EXCLUSIVE

14-night Caribbean Cruise From San Juan, Puerto Rico

Aboard

Silver Shadow

From

San Juan, Puerto Rico

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

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

TCW EXCLUSIVE

7-night Caribbean Cruise From San Juan, Puerto Rico

Aboard

Silver Shadow

From

San Juan, Puerto Rico

3 Sailings

Dec 20, 2026 - Feb 26, 2027

3 Sailings

Dec 20, 2026 - Feb 26, 2027

Published prices from

$5,800

per person*

taxes & fees included

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.

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

TCW EXCLUSIVE

8-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Nova

From

Bridgetown, Barbados

1 Sailing

Dec 21, 2026

1 Sailing

Dec 21, 2026

Published prices from

$7,500

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

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

TCW EXCLUSIVE

14-night Eastern & Southern Caribbean Cruise From Miami, Florida

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Dec 22, 2026

1 Sailing

Dec 22, 2026

Published prices from

$13,300

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.

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

TCW EXCLUSIVE

8-night Caribbean Cruise From San Juan, Puerto Rico

Aboard

Silver Nova

From

San Juan, Puerto Rico

1 Sailing

Dec 29, 2026

1 Sailing

Dec 29, 2026

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

TCW EXCLUSIVE

11-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

3 Sailings

Jan 4, 2027 - Feb 29, 2028

3 Sailings

Jan 4, 2027 - Feb 29, 2028

Published prices from

$7,000

per person*

taxes & fees included

A wide-angle view of a serene rainforest stream with moss-covered rocks and lush green vegetation near Macapa, Brazil, at the mouth of the Amazon River.

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

TCW EXCLUSIVE

76-night Grand Voyage From Miami, Florida

Aboard

Silver Nova

From

Miami, Florida

1 Sailing

Jan 6, 2027

1 Sailing

Jan 6, 2027

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

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

TCW EXCLUSIVE

12-night Eastern & Southern Caribbean Cruise From Miami, Florida

Aboard

Silver Nova

From

Miami, Florida

1 Sailing

Jan 6, 2027

1 Sailing

Jan 6, 2027

Published prices from

$10,100

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

10-night Eastern & Southern Caribbean Cruise From San Juan, Puerto Rico

Aboard

Silver Shadow

From

San Juan, Puerto Rico

2 Sailings

Jan 10 - Feb 6, 2027

2 Sailings

Jan 10 - Feb 6, 2027

Published prices from

$7,100

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Southern Caribbean Cruise From Bridgetown, Barbados

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

$6,900

per person*

taxes & fees included

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

TCW EXCLUSIVE

20-night Brazil Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Macapa (Amazon River)

Amazon River

Parintins (Amazon River)

Manaus (Amazon River)

+5 more

Aboard

Silver Nova

From

Bridgetown, Barbados

1 Sailing

Jan 18, 2027

1 Sailing

Jan 18, 2027

Published prices from

$20,200

per person*

taxes & fees included

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

TCW EXCLUSIVE

10-night Eastern & Southern Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Shadow

From

Bridgetown, Barbados

1 Sailing

Jan 20, 2027

1 Sailing

Jan 20, 2027

Published prices from

$7,600

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Southern Caribbean Cruise From Bridgetown, Barbados

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

$7,200

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Southern Caribbean Cruise From Miami, Florida

Aboard

Silver Spirit

From

Miami, Florida

2 Sailings

Feb 6 - Mar 19, 2027

2 Sailings

Feb 6 - Mar 19, 2027

Published prices from

$7,900

per person*

taxes & fees included

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

TCW EXCLUSIVE

12-night Eastern & Southern Caribbean Cruise From Miami, Florida

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Feb 7, 2027

1 Sailing

Feb 7, 2027

Published prices from

$11,400

per person*

taxes & fees included

A beautiful panoramic view of Roseau, Dominica, with a colorful town nestled between the deep blue Caribbean Sea and a backdrop of lush green, volcanic mountains.

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

TCW EXCLUSIVE

10-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Shadow

From

Bridgetown, Barbados

1 Sailing

Feb 16, 2027

1 Sailing

Feb 16, 2027

Published prices from

$8,000

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.

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

TCW EXCLUSIVE

12-night Eastern & Southern Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Silver Ray

From

Bridgetown, Barbados

1 Sailing

Feb 26, 2027

1 Sailing

Feb 26, 2027

Published prices from

$11,300

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*+ 2 more offers

TCW EXCLUSIVE

25-night Trans-Atlantic Cruise From Miami, Florida

Aboard

Silver Spirit

From

Miami, Florida

1 Sailing

Mar 19, 2027

1 Sailing

Mar 19, 2027

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

TCW EXCLUSIVE

23-night Transatlantic Cruisee From Bridgetown, Barbados

Bridgetown (Barbados)

Sao Vicente (Mindelo)

Las Palmas (Gran Canaria)

Funchal (Madeira)

Lisbon

+9 more

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Mar 31, 2027

1 Sailing

Mar 31, 2027

*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.

Silversea Cruises to Southern Caribbean

Upcoming Silversea Cruises to Southern Caribbean

13-night Transatlantic Cruise From Lisbon, Portugal

$6,100

7-night Southern Caribbean Cruise From Bridgetown, Barbados

$4,600

12-night Transatlantic Cruise From Lisbon, Portugal

$6,000

10-night Caribbean Cruise From Miami, Florida

$6,200

10-night Southern Caribbean Cruise From Bridgetown, Barbados

$5,400

8-night Caribbean Cruise From Bridgetown, Barbados

$5,900

14-night Caribbean Cruise From San Juan, Puerto Rico

7-night Caribbean Cruise From San Juan, Puerto Rico

$5,800

8-night Caribbean Cruise From Bridgetown, Barbados

$7,500

14-night Eastern & Southern Caribbean Cruise From Miami, Florida

$13,300

8-night Caribbean Cruise From San Juan, Puerto Rico

11-night Caribbean Cruise From Bridgetown, Barbados

$7,000

76-night Grand Voyage From Miami, Florida

12-night Eastern & Southern Caribbean Cruise From Miami, Florida

$10,100

10-night Eastern & Southern Caribbean Cruise From San Juan, Puerto Rico

$7,100

10-night Southern Caribbean Cruise From Bridgetown, Barbados

$6,900

20-night Brazil Cruise From Bridgetown, Barbados

$20,200

10-night Eastern & Southern Caribbean Cruise From Bridgetown, Barbados

$7,600

12-night Southern Caribbean Cruise From Bridgetown, Barbados

$7,200

12-night Southern Caribbean Cruise From Miami, Florida

$7,900

12-night Eastern & Southern Caribbean Cruise From Miami, Florida

$11,400

10-night Caribbean Cruise From Bridgetown, Barbados

$8,000

12-night Eastern & Southern Caribbean Cruise From Bridgetown, Barbados

$11,300

25-night Trans-Atlantic Cruise From Miami, Florida

23-night Transatlantic Cruisee From Bridgetown, Barbados

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