Cruises: 3069

Regent Seven Seas Caribbean Cruises

What better way to discover the serene beauty and timeless charm of the Mediterranean than on an ultra-luxury escape with Regent Seven Seas? Escape to this iconic archipelago for the ultimate tropical adventure.

Where do you sail in the Caribbean with Regent?

Encounter the artistic scene of Cuba; the tropics of sapphire-blue waters; and a kaleidoscpe of colourful colonial ports. The Caribbean is home to sun-drenched shores and tropical breezes, perfect for exploring on a luxury cruise.

Explore the sun, sea and sand of this iconic cruise destination aboard a Regent Seven Seas cruise, with favourite ports including the Bahamas, Barbados, Jamaica, St. Vincent and the British Virgin Islands - each of which offers a perfect slice of Caribbean paradise.

Book your Regent cruise to the Caribbean

On a Caribbean escape with Regent Seven Seas you'll experience life on a host of idyllic Caribbean islands, alongside a selection of complimentary shore excursions, offering the ideal opportunity to delve even deeper into local culture.

The Regent Seven Seas Caribbean itineraries featured on this page are selling out quickly, so you will need to secure your booking soon, to avoid missing out. Call our Cruise Concierge team on 0808 202 6105 for expert advice and award-winning customer service with your booking.

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1 Miami to Miami
23 February 2019 - 10 nights

Miami, Florida, USA | Great Stirrup Cay | San Juan | Charlotte Amalie | Gustavia | Roseau, Dominica | Philipsburg, St. Martin | Miami, Florida, USA more

Fly Cruise£3849pp
Cruise Only£2979pp
2 Miami to Miami
22 October 2019 - 10 nights

Miami, Florida, USA | Great Stirrup Cay | Key West | Havana | Cienfuegos, Cuba | Cienfuegos, Cuba | Santiago De Cuba | Santiago De Cuba | Miami, Florida, USA more

Fly Cruise£4799pp
Cruise Only£4339pp
3 Miami to Lima
01 November 2019 - 15 nights

Miami, Florida, USA | Port Antonio | Willemstad | Oranjestad | Santa Marta, Colombia | Cartagena, Colombia | Panama Canal | Manta | Guayaquil | Salaverry | Lima (Callao) | Lima (Callao) more

Fly Cruise£8359pp
Cruise Only£6729pp
4 New York to Miami
04 November 2019 - 15 nights

New York | St Georges, Bermuda | St Georges, Bermuda | Gustavia | St. John's | Castries | St. Georges, Grenada | Bonaire | Oranjestad | Santa Marta, Colombia | Miami, Florida, USA more

Exclusive to six star cruises
Fly Cruise£4799pp
Cruise Only£4289pp
5 Miami to Miami
17 December 2019 - 10 nights

Miami, Florida, USA | Gustavia | St. John's | Philipsburg, St. Martin | San Juan | Punta Cana | Nassau | Miami, Florida, USA more

Exclusive to six star cruises
Fly Cruise£4699pp
Cruise Only£3929pp
6 Rio de Janeiro to Miami
17 December 2019 - 20 nights

Rio De Janeiro | Recife | Alter Do Chao | Boca Da Valeria | Manaus | Manaus | Parintins | Santarem | Castries | Gustavia | Miami, Florida, USA more

Fly Cruise£8799pp
Cruise Only£7629pp
7 Miami To Miami
11 February 2020 - 10 nights

Miami, Florida, USA | George Town | Cozumel | Costa Maya | Harvest Caye | Santo Tomas De Castilla | Roatan | Key West | Miami, Florida, USA more

Exclusive to six star cruises
Fly Cruise£4549pp
Cruise OnlyCall
8 Miami to New York
01 April 2020 - 15 nights

Miami, Florida, USA | Oranjestad | Bonaire | St. Georges, Grenada | Castries | St. John's | Gustavia | San Juan | Punta Cana | Charleston | New York more

Fly Cruise£7579pp
Cruise OnlyCall
9 New York City to Miami
30 October 2020 - 16 nights

New York | St. Georges, Grenada | St. Georges, Grenada | Gustavia | St. John's | Castries | St Georges, Bermuda | Bonaire | Willemstad | Havana | Havana | Miami, Florida, USA more

Fly Cruise£4279pp
Cruise OnlyCall
11 Miami to Miami
15 March 2021 - 10 nights

Miami, Florida, USA | Havana | San Juan | Basseterre | Roseau, Dominica | Gustavia | Miami, Florida, USA more

Fly Cruise£4629pp
Cruise OnlyCall
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