⚓ 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

Seabourn · Seabourn Quest

10 ports
Round trip
Sails Nov 22, 2026
From $5,599 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Road Bay Private Island Hopping: Prickly Pear & Sandy Island by Catamaran
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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14-night Caribbean from Miami

Seabourn · Seabourn Quest

10 ports
Round trip
Sails Dec 6, 2026
From $6,639 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Virgin Gorda The Baths National Park: Private Guided Boulders & Devil's Bay
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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14-night Miami to San Diego

Holland America · Zuiderdam

9 ports
One way
Sails Jan 2, 2027
From $1,649 pp
Premium

Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach
Panama Canal Panama Canal Full Transit: Pacific to Atlantic by Boat
Puntarenas Monteverde Cloud Forest: Private Guided Reserve Walk & Hanging Bridges

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15-night Miami to Lima

Oceania · Oceania Insignia

10 ports
One way
Sails Dec 19, 2026
From $4,399 pp
Luxury

Key West Dry Tortugas National Park: Fort Jefferson Full-Day Ferry
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ

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16-night Caribbean from Miami

Seabourn · Seabourn Quest

12 ports
Round trip
Sails Dec 20, 2026
From $8,799 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Road Bay Private Island Hopping: Prickly Pear & Sandy Island by Catamaran
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

15-night Caribbean from Miami

Explora Journeys · EXPLORA III

10 ports
Round trip
Sails Mar 14, 2027
From $10,185 pp
Luxury

Providenciales Iguana Island & Reef: Small-Group Sail to Little Water Cay
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Pointe-a-Pitre Death in Paradise Filming Locations & Botanical Garden

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14-night Caribbean from Miami

Seabourn · Seabourn Quest

10 ports
Round trip
Sails Dec 4, 2027
From $6,374 pp
Luxury

Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
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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22-night Caribbean from Miami

Regent · Seven Seas Mariner

11 ports
Round trip
Sails Nov 9, 2026
From $17,349 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
Port of Spain Caroni Swamp: Scarlet Ibis Sunset Boat Safari

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18-night Miami to Rio de Janeiro

Regent · Seven Seas Mariner

13 ports
One way
Sails Jan 4, 2027
From $15,699 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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10-night Caribbean from Miami

Explora Journeys · EXPLORA II

6 ports
Round trip
Sails Dec 2, 2027
From $5,730 pp
Luxury

Port Antonio Blue Lagoon by Private Raft at First Light
Colon Panama Canal Full Transit: Locks, History & Pacific in One Day
Bocas Del Toro Isla Zapatillas: Private Speedboat to Panama's Crown Jewel

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21-night Miami to Los Angeles

Explora Journeys · EXPLORA III

12 ports
One way
Sails Apr 12, 2027
From $17,850 pp
Luxury

Ocho Rios Blue Hole: Private Cliff-Jump & Hidden Waterfall Swim
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ

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14-night Miami to Lima

Regent · Seven Seas Voyager

9 ports
One way
Sails Jan 13, 2028
From $17,499 pp
Luxury

Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Falmouth Blue Hole & Secret Falls: Private Jungle Swim Adventure
San Andres Island Sea of Seven Colors: Private Boat to Johnny Cay & Cayo Acuario

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