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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.

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

21-night Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Jan 5 - Feb 2, 2026

2 Sailings

Jan 5 - Feb 2, 2026

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

11-night Eastern Caribbean Voyage

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

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Azamara Quest

From

Miami, Florida

1 Sailing

Jan 6, 2026

1 Sailing

Jan 6, 2026

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

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

79-night Circle South America Grand Voyage

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

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Azamara Quest

From

Miami, Florida

1 Sailing

Jan 6, 2026

1 Sailing

Jan 6, 2026

Boats on a canal in Fort Lauderdale.

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

10-night Eastern Caribbean Cruise

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

Aboard

Silver Ray

From

Fort Lauderdale, Florida

2 Sailings

Jan 6 - Jan 27, 2026

2 Sailings

Jan 6 - Jan 27, 2026

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

7-night Caribbean Cruise

St. Maarten (Philipsburg)

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

Aboard

Silver Shadow

From

Philipsburg, St. Maarten, The Netherlands

2 Sailings

Jan 11 - Feb 26, 2026

2 Sailings

Jan 11 - Feb 26, 2026

Published prices from

$6,300

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.

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

14-night Caribbean Cruise

St. Maarten (Philipsburg)

St. Thomas (Charlotte Amalie)

Aboard

Silver Shadow

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 11, 2026

1 Sailing

Jan 11, 2026

Rocky beach and palm trees in Barbados.

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

10-night Caribbean Cruise

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

Aboard

Silver Spirit

From

Fort Lauderdale, Florida

1 Sailing

Jan 16, 2026

1 Sailing

Jan 16, 2026

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.

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

11-night Eastern Caribbean Cruise

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

Aboard

Silver Ray

From

Fort Lauderdale, Florida

2 Sailings

Jan 16 - Feb 6, 2026

2 Sailings

Jan 16 - Feb 6, 2026

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

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

10-night Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Feb 2, 2026

1 Sailing

Feb 2, 2026

Rocky beach and palm trees in Barbados.

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

16-night Caribbean Cruise

Cartagena (Colombia)

Aboard

Silver Shadow

From

Cartagena, Colombia

1 Sailing

Feb 3, 2026

1 Sailing

Feb 3, 2026

Rocky beach and palm trees in Barbados.

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

11-night Caribbean Cruise

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

St. Maarten (Philipsburg)

Aboard

Silver Spirit

From

Fort Lauderdale, Florida

1 Sailing

Feb 12, 2026

1 Sailing

Feb 12, 2026

Published prices from

$7,600

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.

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

7-night Southern Caribbean Cruise

Bridgetown (Barbados)

St. Vincent (Kingstown)

Aboard

Silver Shadow

From

Bridgetown, Barbados

1 Sailing

Feb 12, 2026

1 Sailing

Feb 12, 2026

Published prices from

$7,200

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

14-night Eastern and Southern Caribbean Cruise

St. Maarten (Philipsburg)

St. Thomas (Charlotte Amalie)

Aboard

Silver Shadow

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Feb 19, 2026

1 Sailing

Feb 19, 2026

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

28-night Transatlantic Cruise

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

Aboard

Silver Ray

From

San Juan, Puerto Rico

1 Sailing

Feb 24, 2026

1 Sailing

Feb 24, 2026

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

14-night Eastern and Southern Caribbean Cruise

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

Aboard

Silver Ray

From

San Juan, Puerto Rico

1 Sailing

Feb 24, 2026

1 Sailing

Feb 24, 2026

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

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

25-night Canada & Caribbean Cruise

Halifax (Nova Scotia)

Aboard

Silver Shadow

From

Montreal, Quebec

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

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

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

11-night Eastern Caribbean Cruise

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

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

Published prices from

$6,800

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.

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

11-night Eastern Caribbean Cruise

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

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Nov 18, 2026

1 Sailing

Nov 18, 2026

Published prices from

$6,800

per person*

taxes & fees included

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.

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

11-night Eastern Caribbean Cruise

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

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Nov 30, 2026

1 Sailing

Nov 30, 2026

Published prices from

$6,000

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

10-night Caribbean Cruise

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

St. Maarten (Philipsburg)

Iles des Saintes

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Dec 10, 2026

1 Sailing

Dec 10, 2026

Published prices from

$6,100

per person*

taxes & fees included

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

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

11-night Eastern Caribbean Cruise

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

Aboard

Silver Ray

From

Miami, Florida

4 Sailings

Dec 11, 2026 - Jan 27, 2027

4 Sailings

Dec 11, 2026 - Jan 27, 2027

Published prices from

$7,300

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.

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

8-night Caribbean Cruise

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

$7,200

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.

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

14-night Caribbean Cruise

Aboard

Silver Shadow

From

San Juan, Puerto Rico

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

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

16-night Southern & Eastern Caribbean Cruise

Bridgetown (Barbados)

Aboard

Silver Nova

From

Bridgetown, Barbados

1 Sailing

Dec 21, 2026

1 Sailing

Dec 21, 2026

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.

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

8-night Caribbean Cruise

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

Aboard

Silver Nova

From

San Juan, Puerto Rico

1 Sailing

Dec 29, 2026

1 Sailing

Dec 29, 2026

Published prices from

$8,000

per person*

taxes & fees included

*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.