⚓ Cruises

Caribbean cruises from Miami

612 itineraries with a bookable sailing ahead, 1,148 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 › Caribbean cruises from Miami

Cruise line

Carnival108 Royal Caribbean103 Norwegian80 MSC Cruises67 Princess12 Celebrity30 Oceania32 Holland America7 Silversea27 Virgin66 Regent25 Seabourn9 Cunard10 Azamara2 Explora Journeys34

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

14-night Caribbean from Miami

Cunard · Queen Elizabeth

8 ports
Round trip
Sails Dec 9, 2027
From $1,199 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Port of Kingstown La Soufrière Volcano Summit Hike: St. Vincent's Crown

See the whole trip →

14-night Caribbean from Miami

Cunard · Queen Elizabeth

8 ports
Round trip
Sails Nov 11, 2027
From $1,189 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Grenada Private Certified Island Tour: Spice, Rum, Chocolate & Falls

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14-night Caribbean from Miami

Cunard · Queen Elizabeth

8 ports
Round trip
Sails Nov 25, 2027
From $1,249 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Grenada Private Certified Island Tour: Spice, Rum, Chocolate & Falls

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14-night Caribbean from Miami

Explora Journeys · EXPLORA III

9 ports
Round trip
Sails Nov 22, 2026
From $8,585 pp
Luxury

Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes

See the whole trip →

12-night Caribbean from Miami

Regent · Seven Seas Prestige

9 ports
Round trip
Sails Mar 5, 2027
From $12,849 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

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 →

10-night Caribbean from Miami

Regent · Seven Seas Grandeur

7 ports
Round trip
Sails Mar 4, 2028
From $7,099 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Progresso Private Chichén Itzá: Pyramid, Sacred Cenote & Expert Guide
Harvest Caye Lamanai Mayan Ruins: Private Boat & Jungle River Safari

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8-night Miami to San Juan

Explora Journeys · EXPLORA III

7 ports
One way
Sails Dec 20, 2026
From $5,285 pp
Luxury

Ocho Rios Blue Hole: Private Cliff-Jump & Hidden Waterfall Swim
Ain Sokhna Private Pyramids of Giza, Sphinx & Grand Egyptian Museum
Jost Van Dyke Private Catamaran Charter: White Bay & Sandy Spit by Sail

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21-night Caribbean from Miami

Cunard · Queen Elizabeth

11 ports
Round trip
Sails Oct 27, 2026
From $3,148 pp
Premium

Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park

See the whole trip →

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

See the whole trip →

12-night Caribbean from Miami

Regent · Seven Seas Grandeur

10 ports
Round trip
Sails Mar 20, 2028
From $8,299 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls

See the whole trip →

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 →

10-night Miami to Bridgetown

Regent · Seven Seas Grandeur

10 ports
One way
Sails Jan 5, 2028
From $6,749 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

11-night Caribbean from Miami

Seabourn · Seabourn Quest

7 ports
Round trip
Sails Nov 23, 2027
From $5,949 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
Little Bay Soufrière Hills Volcano Exclusion Zone Helicopter Tour

See the whole trip →

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

See the whole trip →

11-night Caribbean from Miami

Regent · Seven Seas Prestige

7 ports
Round trip
Sails Dec 28, 2026
From $13,399 pp
Luxury

Progresso Private Chichén Itzá: Pyramid, Sacred Cenote & Expert Guide
Santo Tomas de Castilla Tikal National Park: Private Full-Day Jungle Temple Experience
Harvest Caye Lamanai Mayan Ruins: Private Boat & Jungle River Safari

See the whole trip →

14-night Caribbean from Miami

Oceania · Oceania Sirena

10 ports
Round trip
Sails Dec 22, 2027
From $4,399 pp
Luxury

Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park

See the whole trip →

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 →

14-night Caribbean from Miami

Explora Journeys · EXPLORA III

9 ports
Round trip
Sails Oct 25, 2026
From $12,280 pp
Luxury

Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes

See the whole trip →

18-night Miami to Los Angeles

Oceania · Oceania Vista

10 ports
One way
Sails Oct 24, 2027
From $7,099 pp
Luxury

Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach
Panama Canal Panama Canal Full Transit: Pacific to Atlantic by Boat

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14-night Caribbean from Miami

Explora Journeys · EXPLORA III

8 ports
Round trip
Sails Dec 6, 2026
From $10,200 pp
Luxury

Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes

See the whole trip →

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 →

7-night Miami to San Juan

Explora Journeys · EXPLORA II

7 ports
One way
Sails Dec 26, 2027
From $5,350 pp
Luxury

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
Ain Sokhna Private Pyramids of Giza, Sphinx & Grand Egyptian Museum
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s

See the whole trip →

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 →

11-night Miami to Bridgetown

Azamara · Azamara Journey

9 ports
One way
Sails Jan 14, 2027
From $6,959 pp
Luxury

Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Miami to San Juan

Explora Journeys · EXPLORA III

7 ports
One way
Sails Nov 8, 2026
From $4,480 pp
Luxury

Providenciales Iguana Island & Reef: Small-Group Sail to Little Water Cay
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
La Romana Saona Island Private Speedboat & Natural Pool Day

See the whole trip →

10-night Miami to Tampa

Regent · Seven Seas Mariner

8 ports
One way
Sails Dec 1, 2026
From $7,899 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Oranjestad The Natural Pool (Conchi) & Indian Cave 4x4 Jeep Safari through Arikok National Park
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

See the whole trip →

16-night Miami to Los Angeles

Oceania · Oceania Sonata

10 ports
One way
Sails Dec 19, 2027
From $7,999 pp
Luxury

Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach
Kiel Canal Private Expert Walking Tour of Kiel: History, Secrets & Sea

See the whole trip →

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 →

29-night Miami to Los Angeles

Oceania · Oceania Sonata

17 ports
One way
Sails Dec 6, 2027
From $13,949 pp
Luxury

Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park

See the whole trip →

15-night Caribbean from Miami

Regent · Seven Seas Mariner

11 ports
Round trip
Sails Mar 26, 2027
From $11,099 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

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 →

15-night Miami to Philipsburg

Seabourn · Seabourn Ovation

12 ports
One way
Sails Nov 20, 2026
From $6,559 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Great Harbor Private Full-Day Sail to The Baths, Virgin Gorda
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

14-night Caribbean from Miami

Explora Journeys · EXPLORA III

9 ports
Round trip
Sails Mar 29, 2027
From $9,450 pp
Luxury

Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes

See the whole trip →

14-night Caribbean from Miami

Regent · Seven Seas Grandeur

10 ports
Round trip
Sails Dec 8, 2027
From $8,899 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Ocho Rios Blue Hole: Private Cliff-Jump & Hidden Waterfall Swim
Oranjestad The Natural Pool (Conchi) & Indian Cave 4x4 Jeep Safari through Arikok National Park

See the whole trip →

14-night Miami to New York

Regent · Seven Seas Mariner

10 ports
One way
Sails Apr 15, 2027
From $9,299 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Oranjestad The Natural Pool (Conchi) & Indian Cave 4x4 Jeep Safari through Arikok National Park
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

See the whole trip →

15-night Caribbean from Miami

Regent · Seven Seas Prestige

11 ports
Round trip
Sails Feb 16, 2028
From $13,049 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

See the whole trip →

16-night Miami to San Juan

Explora Journeys · EXPLORA III

9 ports
One way
Sails Feb 19, 2027
From $9,825 pp
Luxury

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
Nydri Private Sailing Charter: Skorpios, Meganisi & Hidden Coves
San Juan Walk El Morro & Old San Juan's City Walls

See the whole trip →

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 →

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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