⚓ Cruises

Silversea Caribbean cruises from Miami

27 itineraries with a bookable sailing ahead, 27 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 from Miami

Most popular first

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

Grand Turk

7-night Caribbean from Miami

Silversea · Silver Shadow

4 ports
Round trip
Sails Dec 10, 2027
From $6,050 pp
Luxury

Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Key West Dry Tortugas National Park: Fort Jefferson Full-Day Ferry
Bimini Swim with Wild Dolphins at Honeymoon Harbour

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San Juan

10-night Caribbean from Miami

Silversea · Silver Dawn

5 ports
Round trip
Sails Mar 14, 2028
From $5,850 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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Santander

12-night Caribbean from Miami

Silversea · Silver Shadow

6 ports
Round trip
Sails Dec 24, 2027
From $7,050 pp
Luxury

Santander Altamira Caves & Santillana del Mar: Spain's Prehistoric Masterpiece
San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park

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Grand Turk

14-night Caribbean from Miami

Silversea · Silver Ray

8 ports
Round trip
Sails Dec 22, 2026
From $11,550 pp
Luxury

Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ

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Cozumel

12-night Miami to Callao (Lima)

Silversea · Silver Ray

7 ports
One way
Sails Jan 15, 2028
From $11,400 pp
Luxury

Cozumel El Cielo + Palancar + Columbia 3-Stop Snorkel
Puerto Limon Veragua Rainforest Park: Aerial Tram & Nocturnal Tour
Colon Panama Canal Full Transit: Locks, History & Pacific in One Day

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San Juan

10-night Caribbean from Miami

Silversea · Silver Shadow

6 ports
Round trip
Sails Nov 30, 2026
From $6,450 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Dawn

6 ports
Round trip
Sails Mar 3, 2028
From $6,150 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Nova

6 ports
Round trip
Sails Jan 9, 2028
From $7,550 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Nova

6 ports
Round trip
Sails Jan 20, 2028
From $7,550 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Nova

6 ports
Round trip
Sails Feb 11, 2028
From $7,550 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Nova

6 ports
Round trip
Sails Feb 22, 2028
From $7,550 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

Sopers Hole

11-night Caribbean from Miami

Silversea · Silver Nova

5 ports
Round trip
Sails Dec 18, 2027
From $7,850 pp
Luxury

Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Deshaies Jardin Botanique de Deshaies at Opening Hour

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San Juan

12-night Miami to Bridgetown

Silversea · Silver Nova

9 ports
One way
Sails Jan 6, 2027
From $5,850 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

Cruz Bay

11-night Caribbean from Miami

Silversea · Silver Nova

7 ports
Round trip
Sails Jan 31, 2028
From $7,550 pp
Luxury

Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
Codrington Barbuda's Pink Sand Beach at Dawn, Private & Empty

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San Juan

12-night Miami to Bridgetown

Silversea · Silver Spirit

9 ports
One way
Sails Feb 6, 2027
From $4,150 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Ray

7 ports
Round trip
Sails Dec 11, 2026
From $5,050 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Ray

7 ports
Round trip
Sails Jan 5, 2027
From $8,750 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

Cruz Bay

10-night Miami to San Juan

Silversea · Silver Shadow

9 ports
One way
Sails Dec 10, 2026
From $6,650 pp
Luxury

Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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San Juan

11-night Caribbean from Miami

Silversea · Silver Shadow

7 ports
Round trip
Sails Nov 7, 2026
From $8,550 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

Jost Van Dyke

10-night Miami to Cartagena

Silversea · Silver Shadow

6 ports
One way
Sails Jan 5, 2028
From $6,000 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
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

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San Juan

12-night Caribbean from Miami

Silversea · Silver Ray

8 ports
Round trip
Sails Jan 3, 2028
From $7,550 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

San Juan

12-night Miami to Bridgetown

Silversea · Silver Spirit

9 ports
One way
Sails Mar 19, 2027
From $8,200 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Ray

7 ports
Round trip
Sails Jan 16, 2027
From $6,650 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

Key West

11-night Caribbean from Miami

Silversea · Silver Nova

6 ports
Round trip
Sails Dec 29, 2027
From $8,750 pp
Luxury

Key West Dry Tortugas National Park: Fort Jefferson Full-Day Ferry
St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter

See the whole trip →

San Juan

12-night Caribbean from Miami

Silversea · Silver Shadow

8 ports
Round trip
Sails Nov 18, 2026
From $8,550 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

San Juan

12-night Miami to Bridgetown

Silversea · Silver Ray

11 ports
One way
Sails Feb 7, 2027
From $6,450 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

San Juan

11-night Caribbean from Miami

Silversea · Silver Ray

7 ports
Round trip
Sails Jan 27, 2027
From $9,250 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

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