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15 Results

Taxes and fees included in all prices shown

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Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

11-night Eastern Caribbean Cruise From Miami, Florida

Miami
San Juan
St. John (U.S.V.I.)
Basseterre
Gustavia
+3 more

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

$8,350

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
Silversea logo

8-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Bequia
Canouan Island
Roseau
Anguilla
+3 more

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Dec 19 - Dec 27, 2026

2 Sailings

Dec 19 - Dec 27, 2026

Published prices from

$5,050

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
Silversea logo

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

Bridgetown (Barbados)
Bequia
St. George's
Fort de France
Deshaies
+7 more

Aboard

Silver Ray

From

Bridgetown, Barbados

1 Sailing

Feb 26, 2027

1 Sailing

Feb 26, 2027

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 $5,000 Off + up to $600 Onboard Credit*
Silversea logo

9-night Southern Caribbean Featuring Anguilla & St. Kitts Cruise From San Juan, Puerto Rico

San Juan
Virgin Gorda
Anguilla
Gustavia
Basseterre
+4 more

Aboard

Silver Dawn

From

San Juan, Puerto Rico

1 Sailing

Feb 10, 2028

1 Sailing

Feb 10, 2028

Published prices from

$4,900

per person*

taxes & fees included

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

12-night Eastern Caribbean Featuring St. Barts & St. Kitts Cruise From Miami, Florida

Miami
San Juan
Gustavia
St. John's
Roseau
+4 more

Aboard

Silver Spirit

From

Miami, Florida

3 Sailings

Nov 12, 2028 - Feb 20, 2029

3 Sailings

Nov 12, 2028 - Feb 20, 2029

Published prices from

$5,600

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.
Silversea logo

12-night Eastern Caribbean Featuring Key West & Anguilla Cruise From Miami, Florida

Miami
Key West
St. John (U.S.V.I.)
St. John's
Anguilla
+4 more

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Dec 7, 2028

1 Sailing

Dec 7, 2028

Published prices from

$6,850

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.
Silversea logo

10-night Eastern Caribbean Featuring St. Barts & Anguilla Cruise From Fort Lauderdale, Florida

Ft. Lauderdale
Grand Turk
Anguilla
St. John's
Gustavia
+2 more

Aboard

Silver Nova

From

Fort Lauderdale, Florida

2 Sailings

Dec 11, 2028 - Jan 3, 2029

2 Sailings

Dec 11, 2028 - Jan 3, 2029

Published prices from

$6,150

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.
Silversea logo

11-night Eastern Caribbean Featuring Puerto Rico & St. Barts Cruise From Miami, Florida

Miami
Grand Turk
St. John (U.S.V.I.)
Gustavia
Anguilla
+3 more

Aboard

Silver Spirit

From

Miami, Florida

1 Sailing

Dec 22, 2028

1 Sailing

Dec 22, 2028

Published prices from

$5,750

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.
Silversea logo

14-night Eastern Caribbean Featuring Les Saintes & St. Barts Cruise From San Juan, Puerto Rico

San Juan
St. John (U.S.V.I.)
St. John's
Charlestown
St. Maarten (Philipsburg)
+6 more

Aboard

Silver Shadow

From

San Juan, Puerto Rico

2 Sailings

Dec 23, 2028 - Jan 27, 2029

2 Sailings

Dec 23, 2028 - Jan 27, 2029

A sunny, tropical beach on Grand Turk Island with multiple hot air balloons flying over the turquoise water and shoreline.
Silversea logo

10-night Eastern Caribbean Featuring St. Barts & Anguilla Cruise From Miami, Florida

Miami
Grand Turk
Gustavia
St. John's
Anguilla
+2 more

Aboard

Silver Ray

From

Miami, Florida

3 Sailings

Jan 4 - Feb 15, 2029

3 Sailings

Jan 4 - Feb 15, 2029

Published prices from

$6,100

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.
Silversea logo

11-night Eastern Caribbean Featuring St. Barts & Anguilla Cruise From Miami, Florida

Miami
Grand Turk
Virgin Gorda
Gustavia
St. John's
+3 more

Aboard

Silver Ray

From

Miami, Florida

2 Sailings

Jan 14 - Feb 25, 2029

2 Sailings

Jan 14 - Feb 25, 2029

Published prices from

$6,700

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.
Silversea logo

11-night Southern Caribbean Featuring Aruba & Canouan Cruise From San Juan, Puerto Rico

San Juan
Oranjestad
Willemstad
Kralendijk
Canouan Island
+5 more

Aboard

Silver Shadow

From

San Juan, Puerto Rico

1 Sailing

Jan 16, 2029

1 Sailing

Jan 16, 2029

Published prices from

$6,450

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.
Silversea logo

7-night Eastern Caribbean Featuring St. Barts & St. Kitts Cruise From San Juan, Puerto Rico

San Juan
St. John (U.S.V.I.)
St. John's
Anguilla
Basseterre
+2 more

Aboard

Silver Shadow

From

San Juan, Puerto Rico

1 Sailing

Feb 3, 2029

1 Sailing

Feb 3, 2029

Published prices from

$4,350

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.
Silversea logo

11-night Eastern Caribbean Featuring Key West & St. Barts Cruise From Miami, Florida

Miami
St. John (U.S.V.I.)
Anguilla
St. John's
Gustavia
+3 more

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Feb 4, 2029

1 Sailing

Feb 4, 2029

Published prices from

$6,700

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.
Silversea logo

25-night Transatlantic Crossing Featuring the Caribbean & Bermuda Cruise From Miami, Florida

Miami
Grand Turk
Virgin Gorda
St. John's
Gustavia
+6 more

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Feb 25, 2029

1 Sailing

Feb 25, 2029

*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.