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38 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

25-night Canada & Caribbean Cruise From Montreal, Quebec

Montreal
Quebec City
Charlottetown
Halifax (Nova Scotia)
Boston
+11 more

Aboard

Silver Shadow

From

Montreal, Quebec

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 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
TCW EXCLUSIVE
Silversea logo

11-night Eastern Caribbean Cruise From Miami, Florida

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

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

Published prices from

$6,300

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
TCW EXCLUSIVE
Silversea logo

11-night Eastern Caribbean Cruise From Miami, Florida

Miami
San Juan
St. John (U.S.V.I.)
Gustavia
St. John's
+4 more

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Nov 18, 2026

1 Sailing

Nov 18, 2026

Published prices from

$7,800

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

11-night Eastern Caribbean Cruise From Miami, Florida

Miami
San Juan
St. John (U.S.V.I.)
Gustavia
Basseterre
+2 more

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Nov 30, 2026

1 Sailing

Nov 30, 2026

Published prices from

$5,500

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
Silversea logo

7-night Southern Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Bequia
Fort de France
Deshaies
Gustavia
+2 more

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

$3,950

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
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

$6,850

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
Silversea logo

7-night Eastern Caribbean Cruise From San Juan, Puerto Rico

San Juan
St. John (U.S.V.I.)
Gustavia
St. John's
Little Bay
+2 more

Aboard

Silver Shadow

From

San Juan, Puerto Rico

2 Sailings

Jan 3 - Jan 30, 2027

2 Sailings

Jan 3 - Jan 30, 2027

Published prices from

$5,500

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
Silversea logo

76-night Grand Voyage From Miami, Florida

Miami
San Juan
St. John (U.S.V.I.)
Gustavia
Basseterre
+32 more

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
Silversea logo

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

Miami
San Juan
St. John (U.S.V.I.)
Gustavia
Basseterre
+5 more

Aboard

Silver Nova

From

Miami, Florida

1 Sailing

Jan 6, 2027

1 Sailing

Jan 6, 2027

Published prices from

$7,600

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
Silversea logo

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

San Juan
Jost Van Dyke
Gustavia
St. John's
Little Bay
+6 more

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

$5,300

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
TCW EXCLUSIVE
Silversea logo

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

Bridgetown (Barbados)
Canouan Island
Castries
Trois Isles
Roseau
+6 more

Aboard

Silver Shadow

From

Bridgetown, Barbados

1 Sailing

Jan 20, 2027

1 Sailing

Jan 20, 2027

Published prices from

$6,500

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
Silversea logo

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

Miami
San Juan
St. John (U.S.V.I.)
Basseterre
Gustavia
+7 more

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Feb 7, 2027

1 Sailing

Feb 7, 2027

Published prices from

$8,300

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
Silversea logo

10-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Bequia
St. George's
Castries
Trois Isles
+6 more

Aboard

Silver Shadow

From

Bridgetown, Barbados

1 Sailing

Feb 16, 2027

1 Sailing

Feb 16, 2027

Published prices from

$6,800

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

Published prices from

$8,100

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
Silversea logo

25-night Trans-Atlantic Cruise From Miami, Florida

Miami
San Juan
St. John (U.S.V.I.)
Gustavia
Willemstad
+9 more

Aboard

Silver Spirit

From

Miami, Florida

1 Sailing

Mar 19, 2027

1 Sailing

Mar 19, 2027

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

26-night Mediterranean & Transatlantic Cruise From Monte Carlo, Monaco

Monte Carlo
Provence (Marseille)
Sete
Barcelona
Valencia
+13 more

Aboard

Silver Dawn

From

Monte Carlo, Monaco

1 Sailing

Nov 15, 2027

1 Sailing

Nov 15, 2027

A stunning view of Santa Cruz de la Palma's black sand beach, with gentle waves from the Atlantic Ocean, a colorful town, and green, volcanic mountains in the background.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

14-night Transatlantic Cruise From Lisbon, Portugal

Lisbon
Funchal (Madeira)
Santa Cruz de La Palma
Santa Cruz de Tenerife
Sao Vicente (Mindelo)
+3 more

Aboard

Silver Dawn

From

Lisbon, Portugal

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

Published prices from

$5,350

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

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

San Juan
Jost Van Dyke
Basseterre
Gustavia
Fort de France
+5 more

Aboard

Silver Dawn

From

San Juan, Puerto Rico

2 Sailings

Dec 11, 2027 - Jan 15, 2028

2 Sailings

Dec 11, 2027 - Jan 15, 2028

Published prices from

$5,100

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
Silversea logo

13-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. George's
Bequia
Castries
Kralendijk
+7 more

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 28, 2027

1 Sailing

Dec 28, 2027

Published prices from

$7,500

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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

12-night Caribbean Cruise From Miami, Florida

Miami
San Juan
St. John (U.S.V.I.)
Gustavia
St. John's
+4 more

Aboard

Silver Ray

From

Miami, Florida

1 Sailing

Jan 3, 2028

1 Sailing

Jan 3, 2028

Published prices from

$6,800

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
Silversea logo

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

San Juan
Jost Van Dyke
Gustavia
Basseterre
Fort de France
+5 more

Aboard

Silver Dawn

From

San Juan, Puerto Rico

1 Sailing

Jan 4, 2028

1 Sailing

Jan 4, 2028

Published prices from

$5,200

per person*

taxes & fees included

A close-up view of the colorful stilt houses, known as palafitos, lining the waterfront of Castro, Chiloé Island, Chile, with their reflections visible in the calm water.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

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

Miami
Jost Van Dyke
Gustavia
Willemstad
Kralendijk
+15 more

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

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

10-night 2028 World Cruise Segment: Chapter 1 - Anthem of the Tropics From Miami, Florida

Miami
Jost Van Dyke
Gustavia
Willemstad
Kralendijk
+2 more

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

Published prices from

$6,300

per person*

taxes & fees included

Abu Dhabi skyline featuring modern skyscrapers.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Silversea logo

132-night 2028 World Cruise: An Ode to the Moment From Miami, Florida

Miami
Jost Van Dyke
Gustavia
Willemstad
Kralendijk
+54 more

Aboard

Silver Shadow

From

Miami, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

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

12-night Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Bequia
Castries
Kralendijk
Willemstad
+6 more

Aboard

Silver Spirit

From

Bridgetown, Barbados

3 Sailings

Jan 10 - Feb 17, 2028

3 Sailings

Jan 10 - Feb 17, 2028

Published prices from

$5,600

per person*

taxes & fees included

    • Showing results 1 - 24 of 38

*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.