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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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

Last chance to save up to 50%*
Fly Cruise From
was: £10479pp
Now: £7671
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

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £4969pp
Now: £4135
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

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £6319pp
Now: £5485
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: £11019
pp
REF: REGENTMAR241117
An Enchanting Crossing
Barcelona | Alicante | Málaga | Funchal, Madeira | San Juan (Puerto Rico) | Miami, Florida
22 Nov 2024
14 Nights
Transatlantic

Fly Cruise From

Now: £5376
pp
REF: REGENTNAV241122
Mayan Magic
Miami, Florida | Costa Maya | Harvest Caye | Roatán Island | Cozumel | Miami, Florida
06 Dec 2024
7 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £5269pp
Now: £4383
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

Caribbean Sale - Save up to 30% for a limited time only!
Last chance to save up to 50%*
Fly Cruise From
was: £4389pp
Now: £3129
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

Caribbean Sale - Save up to 30% for a limited time only!
Last chance to save up to 50%*
Fly Cruise From
was: £4869pp
Now: £3543
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

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £9579pp
Now: £8278
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

Caribbean Sale - Save up to 30% for a limited time only!
Last chance to save up to 50%*
Fly Cruise From
was: £6539pp
Now: £4547
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

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £6529pp
Now: £5683
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

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £6139pp
Now: £5117
pp
REF: REGENTNAV241223
Magic On The Mexican Riviera
Los Angeles, California | Ensenada | Cabo San Lucas | La Paz | Mazatlán | Manzanillo, Mexico | Puerto Vallarta | Los Angeles, California
29 Dec 2024
10 Nights
Caribbean

Fly Cruise From

Now: £6715
pp
REF: REGENTGRA241229
Turquoise Shores, Hidden Isles
San Juan (Puerto Rico) | Saint George's | Kingstown | Roseau | Gustavia | Saint John's | Pointe-à-Pitre | Fort-de-France | Basseterre, Saint Kitts | San Juan (Puerto Rico)
03 Jan 2025
10 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £5579pp
Now: £4656
pp
REF: REGENTNAV250103
Navigate The World (Away In Wonder)
Miami, Florida | Miami, Florida | Roseau | Bridgetown | Devil's Island | Belem | Recife | Maceió | Salvador de Bahia | Buzios | Rio de Janeiro | Rio de Janeiro | Santos | Itajai | More...
07 Jan 2025
150 Nights
World-wide

Fly Cruise From
was: £78129pp
Now: £77243
pp
REF: REGENTMAR250107H
Navigate The World (Away In Wonder)
Miami, Florida | Miami, Florida | Roseau | Bridgetown | Devil's Island | Belem | Recife | Maceió | Salvador de Bahia | Buzios | Rio de Janeiro | Rio de Janeiro | Santos | Itajai | More...
07 Jan 2025
168 Nights
World-wide

Fly Cruise From

Now: £85394
pp
REF: REGENTMAR250107I
Escape & Delight In Brazil
Miami, Florida | Roseau | Bridgetown | Devil's Island | Belem | Recife | Maceió | Salvador de Bahia | Buzios | Rio de Janeiro | Rio de Janeiro
08 Jan 2025
17 Nights
South America,World-wide

Fly Cruise From
was: £9769pp
Now: £7701
pp
REF: REGENTMAR250108
Joy Of The Islands
San Juan (Puerto Rico) | Charlotte Amalie | Philipsburg | Roseau | Castries | Saint John's | Gustavia | San Juan (Puerto Rico)
13 Jan 2025
7 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £4139pp
Now: £3469
pp
REF: REGENTNAV250113
Barefoot Reverie
San Juan (Puerto Rico) | Saint George's | Kingstown | Roseau | Gustavia | Saint John's | Pointe-à-Pitre | Fort-de-France | Basseterre, Saint Kitts | San Juan (Puerto Rico)
20 Jan 2025
10 Nights
Caribbean

Fly Cruise From

Now: £5062
pp
REF: REGENTNAV250120
Sand, Surf & Rum
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
24 Jan 2025
10 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £6799pp
Now: £5895
pp
REF: REGENTGRA250124
Eternal Sunshine
San Juan (Puerto Rico) | Charlotte Amalie | Frederiksted, Saint Croix | Roseau | Castries | Saint John's | Gustavia | San Juan (Puerto Rico)
30 Jan 2025
7 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £4499pp
Now: £3760
pp
REF: REGENTNAV250130
Heavenly Sunsets
Miami, Florida | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Kingston | Georgetown, Grand Cayman | Miami, Florida
03 Feb 2025
10 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £6719pp
Now: £5827
pp
REF: REGENTGRA250203
Caribbean Warmth
San Juan (Puerto Rico) | Tortola | Philipsburg | Basseterre, Saint Kitts | Willemstad | Kralendijk | Oranjestad | Puerto Plata | Miami, Florida
06 Feb 2025
11 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £6079pp
Now: £5027
pp
REF: REGENTNAV250206
Sun Drenched Islands
Miami, Florida | Costa Maya | Roatán Island | Harvest Caye | Key West, Florida | Miami, Florida
17 Feb 2025
7 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £4699pp
Now: £3917
pp
REF: REGENTNAV250217
Radiant Roatan
Miami, Florida | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Kingston | Georgetown, Grand Cayman | Miami, Florida
23 Feb 2025
10 Nights
Caribbean

Caribbean Sale - Save up to 30% for a limited time only!
Fly Cruise From
was: £6319pp
Now: £5485
pp
REF: REGENTGRA250223
Emerald Reefs & Amazon Adventure
Miami, Florida | Gustavia | Pointe-à-Pitre | Saint George's | Port-of-Spain | Santarém | Boca de Valeria | Manaus | Manaus | Parintins | Alter do Chão | Bridgetown | Roseau | Philipsburg | More...
24 Feb 2025
25 Nights
South America

Fly Cruise From

Now: £10078
pp
REF: REGENTNAV250224
Royal Bermuda & Regal Spain
Miami, Florida | Great Stirrup Cay | Kings Wharf | Horta, Azores | Cádiz | Valencia | Barcelona
19 Mar 2025
14 Nights
Transatlantic

Fly Cruise From

Now: £6373
pp
REF: REGENTGRA250319
West Coast Wonders
San Francisco, California | Los Angeles, California | Ensenada | Cabo San Lucas | Acapulco | Puerto Quetzal | Corinto | Puntarenas | Cartagena | Georgetown, Grand Cayman | Miami, Florida
06 Jun 2025
18 Nights
Panama Canal,World-wide

Fly Cruise From

Now: £11579
pp
REF: REGENTMAR250606
Iconic Islands To Empire City
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Gustavia | San Juan (Puerto Rico) | Hamilton | Hamilton | New York, New York | New York, New York
24 Jun 2025
16 Nights
Caribbean

Exclusive $400 FREE to spend on-board per couple
Fly Cruise From
was: £8979pp
Now: £8463
pp
REF: REGENTMAR250624
Auburn Sunsets, Turquoise Seas
New York, New York | Kings Wharf | Kings Wharf | Gustavia | Castries | Bridgetown | Saint George's | Willemstad | Kralendijk | Oranjestad | Miami, Florida
02 Nov 2025
15 Nights
Caribbean

Fly Cruise From

Now: £9261
pp
REF: REGENTSPL251102

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