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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Stars & Salsa
Los Angeles, California | Cabo San Lucas | Acapulco | Puerto Quetzal | Corinto | Puntarenas | Cartagena | Georgetown, Grand Cayman | Miami, Florida
25 Jan 2026
16 Nights
Panama Canal

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
Fly Cruise From
Was £9239pp
Now: £8212
pp
REF: REGENTGRA260125
Leeward Islands Odyssey
Miami, Florida | Great Stirrup Cay | San Juan (Puerto Rico) | Tortola | Gustavia | Saint John's | Castries | Santa Marta | Miami, Florida
10 Feb 2026
11 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £6779pp
Now: £6118
pp
REF: REGENTGRA260210
The Colors Of Carnival
Buenos Aires | Punta del Este | Rio Grande | Porto Belo | Santos | Buzios | Rio de Janeiro | Cabo Frio | Salvador de Bahia | Maceió | Recife | Belem | Devil's Island | Castries | More...
17 Feb 2026
24 Nights
South America

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £12509pp
Now: £11289
pp
REF: REGENTSPL260217
Secret Shores & Cultural Gems
Miami, Florida | Costa Maya | Harvest Caye | Roatán Island | Cozumel | Miami, Florida
21 Feb 2026
7 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £5109pp
Now: £4610
pp
REF: REGENTGRA260221
A Blissful Escape
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Saint George's | Pointe-à-Pitre | Fort-de-France | Basseterre, Saint Kitts | Gustavia | Miami, Florida
28 Feb 2026
14 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £8449pp
Now: £7625
pp
REF: REGENTGRA260228
Caribbean Flavors & Cozumel
Miami, Florida | Key West, Florida | Cozumel | Cozumel | Costa Maya | Santo Tomás de Castilla | Harvest Caye | Roatán Island | Ocho Rios | Georgetown, Grand Cayman | Miami, Florida
14 Mar 2026
12 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £7059pp
Now: £6370
pp
REF: REGENTGRA260314
Bermuda Sunset & Southern Charm
Miami, Florida | Nassau | Kings Wharf | Kings Wharf | Kings Wharf | Norfolk, Virginia | Charleston, South Carolina | Charleston, South Carolina | Port Canaveral, Florida | Miami, Florida
26 Mar 2026
12 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £7009pp
Now: £6325
pp
REF: REGENTGRA260326
African Allure To Oceanic Wonder
Cape Town | Walvis Bay | Walvis Bay | Luanda | Principe | Cotonou | Takoradi | Abidjan | Dakar | Porto Grande | Santa Cruz de La Palma | Funchal, Madeira | Lisbon | Horta, Azores | More...
09 May 2026
35 Nights
Africa

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £18149pp
Now: £16379
pp
REF: REGENTMAR260509A
Heaven Across The Seas
Lisbon | Horta, Azores | Hamilton | Great Stirrup Cay | Miami, Florida
01 Jun 2026
12 Nights
Transatlantic

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £7134pp
Now: £6438
pp
REF: REGENTMAR260601
White Sands & Southern Charm
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Gustavia | San Juan (Puerto Rico) | Charleston, South Carolina | Charleston, South Carolina | New York, New York | New York, New York
13 Jun 2026
16 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £9349pp
Now: £8437
pp
REF: REGENTMAR260613
Epic Atlantic Escapade
Montréal, Québec | Quebec City, Québec | Saguenay, Québec | Sydney, Nova Scotia | Halifax, Nova Scotia | Santa Marta | Saint John's | Basseterre, Saint Kitts | Tortola | San Juan (Puerto Rico) | Miami, Florida
30 Oct 2026
16 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £10344pp
Now: £9335
pp
REF: REGENTSPL261030
Atlantic Ocean Isles
Civitavecchia | Palma de Mallorca | Funchal, Madeira | Kings Wharf | Miami, Florida | Roatán Island | Harvest Caye | Belize City | Costa Maya | Miami, Florida
08 Nov 2026
21 Nights
Transatlantic

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £9059pp
Now: £8175
pp
REF: REGENTGRA261108A
Secrets Of The Amazon
Miami, Florida | Bridgetown | Port-of-Spain | Macapa | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Macapa | Saint George's | San Juan (Puerto Rico) | Miami, Florida
09 Nov 2026
22 Nights
South America

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £10534pp
Now: £9506
pp
REF: REGENTMAR261109
Sapphire Sea Dreams
Miami, Florida | Willemstad | Oranjestad | Kralendijk | Montego Bay | Georgetown, Grand Cayman | Roatán Island | Progresso | Galveston, Texas
15 Nov 2026
14 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £9424pp
Now: £8505
pp
REF: REGENTSPL261115
Fall For The Caribbean
Miami, Florida | Roatán Island | Harvest Caye | Belize City | Costa Maya | Miami, Florida
22 Nov 2026
7 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £4384pp
Now: £3956
pp
REF: REGENTGRA261122
Riviera Chic & Caribbean Cool
Miami, Florida | San Juan (Puerto Rico) | Gustavia | Santa Marta | Frederiksted, Saint Croix | La Romana | Nassau | Miami, Florida
29 Nov 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
Fly Cruise From
Was £5654pp
Now: £5102
pp
REF: REGENTGRA261129
Waterfalls & Divers
Galveston, Texas | Georgetown, Grand Cayman | Montego Bay | Roatán Island | Belize City | Costa Maya | Cozumel | Galveston, Texas
29 Nov 2026
12 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
Fly Cruise From
Was £6814pp
Now: £6149
pp
REF: REGENTSPL261129
Sunset Serenity
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Montego Bay | Georgetown, Grand Cayman | Tampa, Florida
01 Dec 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £5714pp
Now: £5156
pp
REF: REGENTMAR261201
Treasures Of Belize
Miami, Florida | Costa Maya | Belize City | Harvest Caye | Roatán Island | Montego Bay | Georgetown, Grand Cayman | Miami, Florida
09 Dec 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £6004pp
Now: £5418
pp
REF: REGENTGRA261209
Shimmering Reefs, Mighty Ruins
Tampa, Florida | Georgetown, Grand Cayman | Montego Bay | Roatán Island | Belize City | Costa Maya | Cozumel | Tampa, Florida
11 Dec 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
Fly Cruise From
Was £6064pp
Now: £5472
pp
REF: REGENTMAR261211
Tropical Sparkle & Holiday Cheer
Galveston, Texas | Montego Bay | Port Royal | Punta Cana | San Juan (Puerto Rico) | Tortola | Saint John's | Gustavia | Santa Marta | Georgetown, Grand Cayman | Galveston, Texas
11 Dec 2026
17 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
Fly Cruise From
Was £9094pp
Now: £8207
pp
REF: REGENTSPL261211
Lesser Antilles Journey
Miami, Florida | Charlotte Amalie | Saint John's | Roseau | Basseterre, Saint Kitts | Tortola | Miami, Florida
19 Dec 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
Fly Cruise From
Was £5954pp
Now: £5373
pp
REF: REGENTGRA261219
Caribbean Celebration
Tampa, Florida | Georgetown, Grand Cayman | Ocho Rios | Oranjestad | Willemstad | Kralendijk | Gustavia | Santa Marta | Tortola | Miami, Florida
21 Dec 2026
14 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £7629pp
Now: £6885
pp
REF: REGENTMAR261221
Blue Seas & Pastel Towns
Galveston, Texas | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Montego Bay | Willemstad | Oranjestad | Kralendijk | Miami, Florida
28 Dec 2026
14 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £7724pp
Now: £6970
pp
REF: REGENTSPL261228
Panama Canal & Pacific Gems
Miami, Florida | Georgetown, Grand Cayman | Cartagena | Puntarenas | Corinto | Puerto Quetzal | Acapulco | Cabo San Lucas | San Diego, California | Los Angeles, California
29 Dec 2026
16 Nights
Panama Canal

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £9759pp
Now: £8807
pp
REF: REGENTGRA261229

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