Cruises: 3421

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.

  • 1
1 Miami to Miami
22 October 2019 - 10 nights

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

four day sale
Fly Cruise£4699pp
Cruise Only£4249pp
2 Miami to Lima
01 November 2019 - 15 nights

Miami | Port Antonio | Willemstad, Curacao | Oranjestad | Santa Marta | Cartagena, Colombia | Panama Canal | Manta | Guayaquil | Salaverry | Lima | Lima more

four day sale
Fly Cruise£7819pp
Cruise Only£6659pp
3 New York to Miami
04 November 2019 - 15 nights

New York | St Georges, Bermuda | St Georges, Bermuda | Gustavia | St John S, Antigua | Castries | Saint George | Bonaire | Oranjestad | Santa Marta | Miami more

four day sale Exclusive to six star cruises
Fly Cruise£4699pp
Cruise Only£4199pp
4 Miami to Miami
17 December 2019 - 10 nights

Miami | Gustavia | St John S, Antigua | Philipsburg, St Maarten | San Juan | Punta Cana | Nassau | Miami more

four day sale Exclusive to six star cruises
Fly Cruise£4859pp
Cruise Only£4069pp
5 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 more

four day sale
Fly Cruise£8619pp
Cruise Only£7469pp
6 Miami to Miami
27 December 2019 - 12 nights

Miami | Key West | Cozumel | Costa Maya | Harvest Caye | Santo Tomas De Castilla | Ile De Roatan, Honduras | Puerto Limon | George Town, Grand Cayman | Miami more

four day sale
Fly Cruise£6089pp
Cruise Only£5569pp
7 Miami To Miami
11 February 2020 - 10 nights

Miami | George Town, Grand Cayman | Cozumel | Costa Maya | Harvest Caye | Santo Tomas De Castilla | Ile De Roatan, Honduras | Key West | Miami more

four day sale Exclusive to six star cruises
Fly Cruise£4399pp
Cruise Only£3719pp
8 Miami to New York
01 April 2020 - 15 nights

Miami | Oranjestad | Bonaire | St. Georges, Grenada | Castries | St John S, Antigua | Gustavia | San Juan | Punta Cana | Charleston | New York more

four day sale
Fly Cruise£7419pp
Cruise OnlyCall
9 New York City to Miami
30 October 2020 - 16 nights

New York | Saint George | Saint George | Gustavia | St John S, Antigua | Castries | St Georges, Bermuda | Bonaire | Willemstad, Curacao | Havana | Havana | Miami more

four day sale
Fly Cruise£4189pp
Cruise OnlyCall
10 Miami to Miami
15 March 2021 - 10 nights

Miami | Havana | San Juan | Basseterre | Roseau | Gustavia | Miami more

four day sale
Fly Cruise£4539pp
Cruise OnlyCall
  • 1
Prices are subject to change and availability. Prices may vary depending on airport selected.

Cruise Lines

By providing your email address and clicking the Submit button, you consent to us sending you cruise holiday deals by email. For further details, please see our Privacy Policy here.

SixStarCruises acts as a retail agent to you and also as a disclosed agent of the holiday provider. Many of the flight inclusive holidays on this website are financially protected by the ATOL scheme. But ATOL protection does not apply to all holiday and travel services listed on this website. Please ask us to confirm what protection may apply to your booking. If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all parts of your trip are not listed on it, those parts will not be ATOL protected. Please see our booking terms and conditions for information or for more information about financial protection and the ATOL Certificate click here www.atol.org.uk/ATOLcertificate
The Foreign & Commonwealth Office have up-to-date advice on staying safe and healthy abroad. Visit the foreign travel advice site for the latest travel updates.
Need help with your next SixStar cruise? Call one of our Concierge, FREE today on 08082026105.