Regent Caribbean cruises

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

14-night Barcelona to Miami

Regent · Seven Seas Voyager

8 ports
One way
Sails Dec 5, 2027
From $5,799 pp
Luxury

Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach
Malaga Granada & the Alhambra: Spain's Most Famous Monument
Casablanca Private Guided Tour of Casablanca with Hassan II Mosque Entry

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16-night Barcelona to Miami

Regent · Seven Seas Prestige

9 ports
One way
Sails Nov 4, 2027
From $11,049 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Malaga Granada & the Alhambra: Spain's Most Famous Monument
Cadiz (Seville) Real Alcázar de Sevilla: Private Expert-Led Palace Access

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14-night New York to Barcelona

Regent · Seven Seas Prestige

9 ports
One way
Sails Apr 27, 2027
From $11,649 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Royal Naval Dockyard Private Island Wrap-Around Van Tour of Bermuda
Horta Pico Mountain Private Climb with Round-Trip Ferry from Faial

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14-night Lisbon to Civitavecchia (Rome)

Regent · Seven Seas Voyager

14 ports
One way
Sails Sep 27, 2027
From $12,399 pp
Luxury

Portimao Private Benagil Cave Boat Tour – Exclusive Algarve Access
Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Cadiz (Seville) Real Alcázar de Sevilla: Private Expert-Led Palace Access

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10-night Caribbean from Miami

Regent · Seven Seas Prestige

6 ports
Round trip
Sails Jan 10, 2027
From $24,049 pp
Luxury

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Pointe-a-Pitre Death in Paradise Filming Locations & Botanical Garden
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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7-night Caribbean from Miami

Regent · Seven Seas Prestige

6 ports
Round trip
Sails Nov 20, 2027
From $6,099 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Belize City Great Blue Hole Flightseeing & Lighthouse Reef Snorkel
Harvest Caye Lamanai Mayan Ruins: Private Boat & Jungle River Safari

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10-night Caribbean from Miami

Regent · Seven Seas Prestige

8 ports
Round trip
Sails Nov 27, 2027
From $7,849 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Cozumel El Cielo + Palancar + Columbia 3-Stop Snorkel
Santo Tomas de Castilla Tikal National Park: Private Full-Day Jungle Temple Experience

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10-night Caribbean from Miami

Regent · Seven Seas Prestige

8 ports
Round trip
Sails Dec 28, 2027
From $8,649 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Cozumel El Cielo + Palancar + Columbia 3-Stop Snorkel
Santo Tomas de Castilla Tikal National Park: Private Full-Day Jungle Temple Experience

See the whole trip →

10-night Caribbean from Miami

Regent · Seven Seas Prestige

8 ports
Round trip
Sails Jan 17, 2028
From $7,699 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

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10-night Caribbean from Miami

Regent · Seven Seas Prestige

8 ports
Round trip
Sails Dec 18, 2027
From $7,649 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 →

10-night Caribbean from Miami

Regent · Seven Seas Grandeur

8 ports
Round trip
Sails Nov 28, 2027
From $6,699 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 →

9-night Caribbean from Miami

Regent · Seven Seas Prestige

6 ports
Round trip
Sails Jan 27, 2028
From $6,499 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
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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14-night Lisbon to Barcelona

Regent · Seven Seas Navigator

13 ports
One way
Sails Nov 23, 2026
From $11,949 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Las Palmas Roque Nublo & Tejeda: Gran Canaria's Sacred Heart by 4×4
Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk

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10-night Caribbean from Miami

Regent · Seven Seas Prestige

7 ports
Round trip
Sails Jan 7, 2028
From $7,749 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
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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11-night Barcelona to Lisbon

Regent · Seven Seas Voyager

12 ports
One way
Sails Apr 18, 2027
From $11,399 pp
Luxury

Sete Private Gastronomic Voyage: Étang de Thau Oyster Farm & Sète
Toulon Mont Faron: Cable Car, Big Cats & WWII Panorama
Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef

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10-night Caribbean from Tampa

Regent · Seven Seas Mariner

8 ports
Round trip
Sails Dec 11, 2026
From $8,999 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Montego Bay Martha Brae River Bamboo Rafting — Private Pole

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22-night Lisbon to Civitavecchia (Rome)

Regent · Seven Seas Mariner

20 ports
One way
Sails Aug 11, 2027
From $16,649 pp
Luxury

Portimao Private Benagil Cave Boat Tour – Exclusive Algarve Access
Cadiz (Seville) Real Alcázar de Sevilla: Private Expert-Led Palace Access
Tangier Tangier Kasbah, Medina & American Legation Private Tour

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14-night Galveston to Miami

Regent · Seven Seas Splendor

11 ports
One way
Sails Dec 28, 2026
From $10,499 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Cozumel El Cielo + Palancar + Columbia 3-Stop Snorkel
Belize City Great Blue Hole Flightseeing & Lighthouse Reef Snorkel

See the whole trip →

16-night Caribbean from Barcelona

Regent · Seven Seas Explorer

13 ports
Round trip
Sails Jul 21, 2028
From $15,699 pp
Luxury

Ibiza Formentera Day Trip & Ses Illetes, the 'Spanish Caribbean'
Valencia Oceanografic: Walk Beneath the Sharks at Europe's Largest Aquarium
Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach

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10-night Caribbean from Miami

Regent · Seven Seas Grandeur

7 ports
Round trip
Sails Dec 19, 2026
From $12,449 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

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11-night Panama City to Miami

Regent · Seven Seas Prestige

9 ports
One way
Sails Feb 22, 2027
From $12,149 pp
Luxury

Panama Canal Panama Canal Full Transit: Pacific to Atlantic by Boat
Puerto Limon Veragua Rainforest Park: Aerial Tram & Nocturnal Tour
Roatan Hold a Sloth at Daniel Johnson's Monkey & Sloth Hangout

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10-night Miami to San Juan

Regent · Seven Seas Prestige

10 ports
One way
Sails Mar 20, 2027
From $6,849 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

See the whole trip →

11-night Caribbean from Miami

Regent · Seven Seas Prestige

8 ports
Round trip
Sails Dec 7, 2027
From $8,349 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

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 →

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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9-night Bridgetown to Miami

Regent · Seven Seas Grandeur

9 ports
One way
Sails Feb 24, 2028
From $6,499 pp
Luxury

Castries Cosol Tours: All-Island Private Safari with 7 Stops
Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

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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 →

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

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 Tampa to Miami

Regent · Seven Seas Mariner

11 ports
One way
Sails Dec 21, 2026
From $11,099 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
Ocho Rios Blue Hole: Private Cliff-Jump & Hidden Waterfall Swim

See the whole trip →

16-night Montreal to Miami

Regent · Seven Seas Splendor

12 ports
One way
Sails Oct 30, 2026
From $144,899 pp
Luxury

Quebec City Old Québec Private Walking Tour with Expert Local Guide
Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Sydney BridgeClimb Sydney: Summit at Sunrise or Twilight

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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

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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 →

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 →

23-night Southampton to Barcelona

Regent · Seven Seas Mariner

20 ports
One way
Sails Jul 30, 2027
From $18,349 pp
Luxury

Honfleur Honfleur: Private Guided Tour by Vintage Sidecar
St. Peter Port (Guernsey) Private Island Highlights: Guernsey Coastal & Heritage Tour
Saint Malo Private Shore Excursion: Mont Saint-Michel Village & Abbey

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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 →

17-night Caribbean from Galveston

Regent · Seven Seas Splendor

11 ports
Round trip
Sails Dec 11, 2026
From $12,699 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Montego Bay Martha Brae River Bamboo Rafting — Private Pole
Ocho Rios Blue Hole: Private Cliff-Jump & Hidden Waterfall Swim

See the whole trip →

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

See the whole trip →

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