Caribbean Cruises with Regent Seven Seas

Browse through all sailings dates and itineraries for Caribbean luxury cruises with Regent Seven Seas. Call us today for the best packages, prices & latest promotions All luxury cruise holidays are fully ABTA & ATOL protected.


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Atlantic Adventure
Buenos Aires | Buenos Aires | Montevideo | Montevideo | Itajai | São Francisco do Sul | Santos | Parati | Ilha Grande | Buzios | Rio de Janeiro | Rio de Janeiro | Rio de Janeiro | Cabo Frio | More...
10 Jan 2024
30 Nights
South America

Fly Cruise From

Now: £25031
pp
REF: REGENTSPL240110A
Samba Sounds & Carnival Joy
Rio de Janeiro | Rio de Janeiro | Cabo Frio | Salvador de Bahia | Maceió | Recife | Belem | Devil's Island | Castries | Roseau | Philipsburg | Miami, Florida
22 Jan 2024
18 Nights
South America

Fly Cruise From

Now: £10895
pp
REF: REGENTSPL240122
Romantic Walks, Historic Strolls
San Juan (Puerto Rico) | Oranjestad | Willemstad | Kralendijk | Saint George's | Scarborough | Kingstown | Pointe-à-Pitre | Castries | Bridgetown
16 Feb 2024
10 Nights
Caribbean

Fly Cruise From

Now: £6430
pp
REF: REGENTSPL240216
Island Joy & Cruise Comforts
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
17 Feb 2024
10 Nights
Caribbean

Fly Cruise From
was: £6589pp
Now: £6259
pp
REF: REGENTGRA240217
Barbados Stay and Birding & Beachcombing Cruise
25 Feb 2024
15 Nights
Caribbean

Exclusive $400 FREE to spend on-board per couple
Holiday Prices From
was: £6759pp
Now: £6599
REF: REGENTSPL240226-2

Cruise & Stay

Birding & Beachcombing
Bridgetown | Port-of-Spain | Saint George's | Kingstown | Roseau | Gustavia | Saint John's | Pointe-à-Pitre | Fort-de-France | Castries | Bridgetown
26 Feb 2024
10 Nights
Caribbean

Exclusive $400 FREE to spend on-board per couple
Fly Cruise From
was: £6339pp
Now: £4863
pp
REF: REGENTSPL240226
A Private Escape
Miami, Florida | Roatán Island | Harvest Caye | Costa Maya | Cozumel | Key West, Florida | Miami, Florida
27 Feb 2024
7 Nights
Caribbean

Fly Cruise From

Now: £5129
pp
REF: REGENTGRA240227
Magic In The Caribbean
Miami, Florida | Great Stirrup Cay | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
05 Mar 2024
10 Nights
Caribbean

Fly Cruise From
was: £6589pp
Now: £6259
pp
REF: REGENTGRA240305
Caribbean Melody
Bridgetown | Castries | Pointe-à-Pitre | Kingstown | Scarborough | Saint George's | Kralendijk | Willemstad | Oranjestad | San Juan (Puerto Rico)
07 Mar 2024
10 Nights
Caribbean

Fly Cruise From

Now: £5965
pp
REF: REGENTSPL240307
Straits To Paradise
Miami, Florida | Georgetown, Grand Cayman | Cozumel | Costa Maya | Harvest Caye | Santo Tomás de Castilla | Roatán Island | Key West, Florida | Miami, Florida
15 Mar 2024
10 Nights
Caribbean

Fly Cruise From
was: £6589pp
Now: £6259
pp
REF: REGENTGRA240315
Crystalline Beaches
San Juan (Puerto Rico) | Gustavia | Saint John's | Charlotte Amalie | Puerto Plata | Nassau | Miami, Florida
24 Mar 2024
7 Nights
Caribbean

Fly Cruise From

Now: £5290
pp
REF: REGENTSPL240324
A Lavish Crossing
San Juan (Puerto Rico) | Gustavia | Saint John's | Charlotte Amalie | Puerto Plata | Nassau | Miami, Florida | Kings Wharf | Horta, Azores | Cádiz | Motril | Alicante | Barcelona
24 Mar 2024
21 Nights
Caribbean

Fly Cruise From

Now: £10857
pp
REF: REGENTSPL240324A
Island Spring & Southern Charm
Miami, Florida | Oranjestad | Kralendijk | Saint George's | Castries | Saint John's | Gustavia | San Juan (Puerto Rico) | Charleston, South Carolina | Charleston, South Carolina | New York, New York | New York, New York
25 Mar 2024
16 Nights
Caribbean

Fly Cruise From

Now: £9404
pp
REF: REGENTGRA240325
Glamorous Shores
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Gustavia | San Juan (Puerto Rico) | Charleston, South Carolina | Norfolk, Virginia | New York, New York | New York, New York
17 May 2024
16 Nights
Caribbean

Includes savings of up to 50* - HURRY! Ends 8th December
Fly Cruise From
was: £9399pp
Now: £6139
pp
REF: REGENTMAR240517
Southern Caribbean Charm
New York, New York | Kings Wharf | Kings Wharf | Gustavia | Castries | Bridgetown | Saint George's | Kralendijk | Willemstad | Oranjestad | Miami, Florida
23 Oct 2024
15 Nights
Caribbean

Exclusive $400 FREE to spend on-board per couple
Fly Cruise From
was: £10049pp
Now: £8748
pp
REF: REGENTGRA241023
Sun Splashed Shores
Miami, Florida | Roatán Island | Harvest Caye | Costa Maya | Cozumel | Key West, Florida | Miami, Florida
07 Nov 2024
7 Nights
Caribbean

Fly Cruise From

Now: £4198
pp
REF: REGENTGRA241107
Paradise Awaits
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
14 Nov 2024
10 Nights
Caribbean

Fly Cruise From
was: £5769pp
Now: £5480
pp
REF: REGENTGRA241114
Radiant Amazon
Miami, Florida | Gustavia | Pointe-à-Pitre | Saint George's | Port-of-Spain | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Bridgetown | Roseau | Philipsburg | San Juan (Puerto Rico) | More...
17 Nov 2024
24 Nights
South America

Fly Cruise From

Now: £10791
pp
REF: REGENTMAR241117
An Enchanting Crossing
Barcelona | Alicante | Málaga | Funchal, Madeira | San Juan (Puerto Rico) | Miami, Florida
22 Nov 2024
14 Nights
Transatlantic

Includes savings of up to 50* - HURRY! Ends 8th December
Fly Cruise From
was: £4669pp
Now: £3290
pp
REF: REGENTNAV241122
Beauty In Bonaire
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Gustavia | Tortola | Miami, Florida
24 Nov 2024
12 Nights
Caribbean

Exclusive $400 FREE to spend on-board per couple
Fly Cruise From
was: £6839pp
Now: £5642
pp
REF: REGENTGRA241124
Mayan Magic
Miami, Florida | Costa Maya | Harvest Caye | Roatán Island | Cozumel | Miami, Florida
06 Dec 2024
7 Nights
Caribbean

Fly Cruise From

Now: £4473
pp
REF: REGENTGRA241206
Season Of Sunshine
Miami, Florida | Cozumel | Georgetown, Grand Cayman | Port Antonio | Great Stirrup Cay | Miami, Florida
06 Dec 2024
7 Nights
Caribbean

Fly Cruise From

Now: £3799
pp
REF: REGENTNAV241206
Rhythms Under The Sun
Miami, Florida | Roatán Island | Harvest Caye | Costa Maya | Cozumel | Key West, Florida | Miami, Florida
11 Dec 2024
7 Nights
Caribbean

Fly Cruise From

Now: £4245
pp
REF: REGENTMAR241211
Tropical Holiday
Miami, Florida | Georgetown, Grand Cayman | Cartagena | Puntarenas | Corinto | Puerto Quetzal | Acapulco | Cabo San Lucas | Ensenada | Los Angeles, California
13 Dec 2024
16 Nights
Panama Canal

Fly Cruise From

Now: £8881
pp
REF: REGENTGRA241213
Glamorous Gustavia
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
13 Dec 2024
10 Nights
Caribbean

Fly Cruise From

Now: £4967
pp
REF: REGENTNAV241213
A Caribbean Holiday
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Nassau | Miami, Florida
18 Dec 2024
10 Nights
Caribbean

Included Business Class flights for a LIMITED TIME!
Fly Cruise From
was: £6369pp
Now: £6050
pp
REF: REGENTMAR241218
New Year In The Tropics
Miami, Florida | Port Antonio | Oranjestad | Willemstad | Kralendijk | Charlestown | Philipsburg | Tortola | San Juan (Puerto Rico)
23 Dec 2024
11 Nights
Caribbean

Fly Cruise From

Now: £5680
pp
REF: REGENTNAV241223
Champagne, Confetti & The Caribbean
Miami, Florida | Cozumel | Costa Maya | Harvest Caye | Roatán Island | Kingston | Georgetown, Grand Cayman | Miami, Florida
28 Dec 2024
10 Nights
Caribbean

Included Business Class flights for a LIMITED TIME!
Fly Cruise From
was: £6299pp
Now: £5984
pp
REF: REGENTMAR241228

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