⚓ Cruises

Silversea Caribbean cruises

76 itineraries with a bookable sailing ahead, 76 sailings, most popular first. Each card: how long, how many ports, when, from what price — and the bucket-list thing to do at every stop.

All cruises › Silversea Caribbean cruises

Sailing from

Miami27 San Juan17 Bridgetown27 Lisbon3 Cartagena1 Rio de Janeiro1

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Ranked by what people search for and where the cruise lines send the most ships.

12-night Caribbean from Bridgetown

Silversea · Silver Spirit

10 ports
Round trip
Sails Feb 5, 2028
From $6,250 pp
Luxury

Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

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7-night Caribbean from Bridgetown

Silversea · Silver Spirit

7 ports
Round trip
Sails Mar 11, 2028
From $5,050 pp
Luxury

Castries Cosol Tours: All-Island Private Safari with 7 Stops
Iles des Saintes Sunrise Hike to Le Chameau's Summit Fort
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

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7-night Caribbean from San Juan

Silversea · Silver Shadow

5 ports
Round trip
Sails Dec 20, 2026
From $5,950 pp
Luxury

Jost Van Dyke Private Catamaran Charter: White Bay & Sandy Spit by Sail
Little Bay Soufrière Hills Volcano Exclusion Zone Helicopter Tour
Castries Cosol Tours: All-Island Private Safari with 7 Stops

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13-night Lisbon to Bridgetown

Silversea · Silver Spirit

5 ports
One way
Sails Nov 22, 2026
From $7,500 pp
Luxury

Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
Santa Cruz de La Palma Tajogaite Volcano: Licensed Expert Trek into La Palma's Last Eruption
Mindelo Private Full-Day São Vicente Island Discovery Tour

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10-night Caribbean from Bridgetown

Silversea · Silver Spirit

8 ports
Round trip
Sails Feb 18, 2027
From $6,250 pp
Luxury

St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

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8-night Bridgetown to San Juan

Silversea · Silver Ray

8 ports
One way
Sails Dec 18, 2027
From $5,950 pp
Luxury

Castries Cosol Tours: All-Island Private Safari with 7 Stops
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History

See the whole trip →

12-night Caribbean from Bridgetown

Silversea · Silver Spirit

10 ports
Round trip
Sails Jan 10, 2028
From $6,550 pp
Luxury

Castries Cosol Tours: All-Island Private Safari with 7 Stops
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

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7-night Caribbean from San Juan

Silversea · Silver Shadow

6 ports
Round trip
Sails Dec 27, 2026
From $7,050 pp
Luxury

Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Iles des Saintes Sunrise Hike to Le Chameau's Summit Fort

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10-night Caribbean from Bridgetown

Silversea · Silver Spirit

8 ports
Round trip
Sails Jan 15, 2027
From $4,950 pp
Luxury

St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

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7-night Caribbean from San Juan

Silversea · Silver Dawn

6 ports
Round trip
Sails Dec 21, 2027
From $5,150 pp
Luxury

Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Castries Cosol Tours: All-Island Private Safari with 7 Stops

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8-night Caribbean from Bridgetown

Silversea · Silver Spirit

7 ports
Round trip
Sails Dec 19, 2026
From $3,850 pp
Luxury

Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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8-night Caribbean from Bridgetown

Silversea · Silver Spirit

7 ports
Round trip
Sails Dec 27, 2026
From $5,750 pp
Luxury

Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History
Deshaies Jardin Botanique de Deshaies at Opening Hour
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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10-night San Juan to Bridgetown

Silversea · Silver Shadow

10 ports
One way
Sails Feb 6, 2027
From $4,250 pp
Luxury

Jost Van Dyke Private Catamaran Charter: White Bay & Sandy Spit by Sail
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

10-night Bridgetown to San Juan

Silversea · Silver Shadow

10 ports
One way
Sails Feb 16, 2027
From $7,450 pp
Luxury

St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Castries Cosol Tours: All-Island Private Safari with 7 Stops
Trois Ilets La Savane des Esclaves: Private Guided Cultural Immersion

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14-night Bridgetown to Lisbon

Silversea · Silver Spirit

7 ports
One way
Sails Mar 18, 2028
From $8,000 pp
Luxury

Mindelo Private Full-Day São Vicente Island Discovery Tour
Las Palmas Roque Nublo & Tejeda: Gran Canaria's Sacred Heart by 4×4
Santa Cruz de La Palma Tajogaite Volcano: Licensed Expert Trek into La Palma's Last Eruption

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