⚓ 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.

7-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
2 departures Nov 2027 – Jan 2028
From $833 pp
Premium

Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Samana Humpback Whale Watching in Samaná Bay
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides

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10-night Caribbean from Miami

Oceania · Oceania Marina

8 ports
Round trip
Sails Dec 27, 2027
From $3,499 pp
Luxury

Nassau Swim With the Wild Exuma Pigs (Full-Day Powerboat to a Private Island)
San Juan Walk El Morro & Old San Juan's City Walls
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

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5-night Caribbean from Miami

Virgin · Resilient Lady

3 ports
Round trip
Sails Oct 12, 2026
From $895 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
Bimini Swim with Wild Dolphins at Honeymoon Harbour

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5-night Caribbean from Miami

Virgin · Scarlet Lady

3 ports
Round trip
Sails Mar 1, 2027
From $845 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

7-night Caribbean from Miami

Virgin · Resilient Lady

4 ports
Round trip
Sails Dec 19, 2027
From $1,113 pp
Premium

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
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

5-night Caribbean from Miami

Virgin · Scarlet Lady

3 ports
Round trip
Sails Nov 9, 2026
From $745 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Bimini Swim with Wild Dolphins at Honeymoon Harbour

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5-night Caribbean from Miami

Virgin · Scarlet Lady

3 ports
Round trip
Sails Mar 29, 2027
From $845 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

5-night Caribbean from Miami

Virgin · Resilient Lady

3 ports
Round trip
Sails Apr 23, 2027
From $695 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Bimini Swim with Wild Dolphins at Honeymoon Harbour
Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter

See the whole trip →

5-night Bahamas from Miami

Virgin · Valiant Lady

3 ports
Round trip
Sails Mar 13, 2028
From $695 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

7-night Miami to San Juan

Explora Journeys · EXPLORA IV

6 ports
One way
2 departures Feb – Mar 2028
From $4,020 pp
Luxury

Providenciales Iguana Island & Reef: Small-Group Sail to Little Water Cay
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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10-night Caribbean from Miami

Oceania · Oceania Marina

7 ports
Round trip
Sails Feb 23, 2027
From $3,357 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

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10-night Caribbean from Miami

Oceania · Oceania Marina

7 ports
Round trip
Sails Feb 13, 2027
From $3,400 pp
Luxury

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

9-night Caribbean from Miami

Oceania · Oceania Allura

5 ports
Round trip
Sails Jan 27, 2027
From $5,699 pp
Luxury

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
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 →

5-night Caribbean from Miami

Virgin · Brilliant Lady

3 ports
Round trip
Sails Dec 23, 2026
From $1,095 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Bimini Swim with Wild Dolphins at Honeymoon Harbour
Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel

See the whole trip →

5-night Caribbean from Miami

Virgin · Scarlet Lady

3 ports
Round trip
Sails Jan 9, 2027
From $795 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

5-night Caribbean from Miami

Virgin · Scarlet Lady

3 ports
Round trip
2 departures Nov 2026 – Mar 2027
From $895 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

5-night Caribbean from Miami

Virgin · Valiant Lady

3 ports
Round trip
7 departures May – Nov 2027
From $695 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

5-night Caribbean from Miami

Virgin · Valiant Lady

3 ports
Round trip
Sails Nov 27, 2027
From $645 pp
Premium

Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Bimini Swim with Wild Dolphins at Honeymoon Harbour

See the whole trip →

17-night Caribbean from Miami

Oceania · Oceania Marina

11 ports
Round trip
Sails Feb 17, 2028
From $5,349 pp
Luxury

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
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

7-night Miami to San Juan

Oceania · Oceania Allura

6 ports
One way
Sails Feb 5, 2027
From $3,320 pp
Luxury

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

See the whole trip →

8-night Caribbean from Miami

Explora Journeys · EXPLORA I

6 ports
Round trip
Sails Dec 5, 2026
From $3,860 pp
Luxury

Cozumel El Cielo + Palancar + Columbia 3-Stop Snorkel
Costa Maya Chacchoben Mayan Ruins: Climb the Jungle Temples
Santo Domingo Zona Colonial: Private Expert Walking Tour of the New World's First City

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11-night Caribbean from Miami

Oceania · Oceania Sonata

8 ports
Round trip
Sails Feb 19, 2028
From $5,299 pp
Luxury

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
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s

See the whole trip →

10-night Caribbean from Miami

Oceania · Oceania Sonata

6 ports
Round trip
Sails Feb 2, 2028
From $4,799 pp
Luxury

San Juan Walk El Morro & Old San Juan's City Walls
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 →

7-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
Sails Dec 26, 2027
From $1,673 pp
Premium

Costa Maya Chacchoben Mayan Ruins: Climb the Jungle Temples
Belize City Great Blue Hole Flightseeing & Lighthouse Reef Snorkel
Roatan Hold a Sloth at Daniel Johnson's Monkey & Sloth Hangout

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10-night Caribbean from Miami

Oceania · Oceania Sonata

7 ports
Round trip
Sails Mar 1, 2028
From $4,799 pp
Luxury

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
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s

See the whole trip →

8-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
Sails Nov 8, 2026
From $1,112 pp
Premium

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
Road Town Norman Island: The Indians & Sea Caves Sailing & Snorkel

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Half Moon Cay (Little San Salvador Island)

18-night Caribbean from Miami

Holland America · Zuiderdam

9 ports
Round trip
Sails Mar 6, 2027
From $2,034 pp
Premium

Half Moon Cay (Little San Salvador Island) Horseback Riding by Land & Sea (Pegasus Ranch)
Amber Cove 27 Charcos of Damajagua: Full Waterfall Canyoneering Adventure
Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel

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6-night Caribbean from Miami

Virgin · Resilient Lady

4 ports
Round trip
Sails Jan 24, 2027
From $834 pp
Premium

Key West Dry Tortugas National Park: Fort Jefferson Full-Day Ferry
Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides

See the whole trip →

9-night Caribbean from Miami

Oceania · Oceania Allura

5 ports
Round trip
Sails Dec 12, 2026
From $3,325 pp
Luxury

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

11-night Caribbean from Miami

Oceania · Oceania Sonata

6 ports
Round trip
Sails Jan 22, 2028
From $5,399 pp
Luxury

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History
Castries Cosol Tours: All-Island Private Safari with 7 Stops

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7-night Miami to San Juan

Explora Journeys · EXPLORA III

5 ports
One way
Sails Feb 5, 2027
From $4,960 pp
Luxury

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
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 →

8-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
Sails Jan 30, 2027
From $952 pp
Premium

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
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience

See the whole trip →

8-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
Sails Feb 26, 2028
From $1,032 pp
Premium

St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
San Juan Walk El Morro & Old San Juan's City Walls
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides

See the whole trip →

8-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
Sails Mar 25, 2028
From $1,032 pp
Premium

St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
San Juan Walk El Morro & Old San Juan's City Walls
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides

See the whole trip →

8-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
Sails Dec 5, 2026
From $712 pp
Premium

St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
San Juan Walk El Morro & Old San Juan's City Walls
Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides

See the whole trip →

8-night Caribbean from Miami

Virgin · Resilient Lady

5 ports
Round trip
Sails Mar 27, 2027
From $1,192 pp
Premium

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
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel

See the whole trip →

10-night Caribbean from Miami

Oceania · Oceania Allura

6 ports
Round trip
Sails Dec 28, 2026
From $6,499 pp
Luxury

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

10-night Caribbean from Miami

Oceania · Oceania Allura

6 ports
Round trip
Sails Mar 11, 2027
From $4,899 pp
Luxury

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

10-night Caribbean from Miami

Oceania · Oceania Allura

6 ports
Round trip
Sails Mar 21, 2027
From $5,199 pp
Luxury

Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Gustavia Private Open-Top Mini Moke Island Tour of St. Barts

See the whole trip →

7-night Miami to San Juan

Explora Journeys · EXPLORA I

5 ports
One way
Sails Dec 13, 2026
From $3,635 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 →

Prefer a calendar? →The ports themselves →