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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Champagne Colored Sands
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
13 Feb 2025
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 £7109pp
Now: £6032
pp
REF: REGENTGRA250213
Sun-Drenched Islands
Miami, Florida | Costa Maya | Roatán Island | Harvest Caye | Key West, Florida | Miami, Florida
17 Feb 2025
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 £5119pp
Now: £4863
pp
REF: REGENTNAV250217
Radiant Roatan
Miami, Florida | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Port Royal | Georgetown, Grand Cayman | Miami, Florida
23 Feb 2025
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 £7189pp
Now: £6488
pp
REF: REGENTGRA250223
Colorful Caribbean Shores
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Saint George's | Kingstown | Bridgetown | Roseau | Saint John's | Santa Marta | Miami, Florida
05 Mar 2025
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 £8929pp
Now: £8058
pp
REF: REGENTGRA250305
Royal Bermuda & Regal Spain
Miami, Florida | Great Stirrup Cay | Kings Wharf | Horta, Azores | Cádiz | Valencia | Barcelona
19 Mar 2025
14 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 £7139pp
Now: £6782
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

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 £12329pp
Now: £11126
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

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 £9579pp
Now: £8645
pp
REF: REGENTMAR250624
A Journey Of Sun And Sea
Civitavecchia | Naples | Messina | Valletta | La Goulette | Ajaccio, Corsica | Livorno | Monaco | Palma de Mallorca | Alicante | Valencia | Barcelona | Barcelona | Cartagena | More...
25 Oct 2025
30 Nights
World-wide

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 £17399pp
Now: £15702
pp
REF: REGENTGRA251025A
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

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 £9789pp
Now: £8834
pp
REF: REGENTSPL251102
Luxury Across The Atlantic
Barcelona | Cartagena | Málaga | Cádiz | Funchal, Madeira | Kings Wharf | Kings Wharf | Nassau | Miami, Florida
08 Nov 2025
16 Nights
Atlantic Islands

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 £8349pp
Now: £7534
pp
REF: REGENTGRA251108
Southern Caribbean Beauty
Miami, Florida | Cozumel | Costa Maya | Harvest Caye | Roatán Island | Puerto Limón | Colón | Cartagena | Cartagena | Oranjestad | Willemstad | Kralendijk | Saint George's | Bridgetown More...
17 Nov 2025
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 £8669pp
Now: £7823
pp
REF: REGENTSPL251117
Caribbean Shores To Rio's Marvels
Miami, Florida | Cozumel | Costa Maya | Harvest Caye | Roatán Island | Puerto Limón | Colón | Cartagena | Cartagena | Oranjestad | Willemstad | Kralendijk | Saint George's | Bridgetown | More...
17 Nov 2025
30 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 £16599pp
Now: £14980
pp
REF: REGENTSPL251117A
Basking In The Breeze
Miami, Florida | Costa Maya | Harvest Caye | Roatán Island | Cozumel | Miami, Florida
24 Nov 2025
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 £4949pp
Now: £4701
pp
REF: REGENTGRA251124
Yucatan Gems & Serene Isles
Miami, Florida | Costa Maya | Harvest Caye | Roatán Island | Cozumel | Miami, Florida | San Juan (Puerto Rico) | Gustavia | Santa Marta | Frederiksted, Saint Croix | Punta Cana | Nassau | Miami, Florida
24 Nov 2025
17 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 £9919pp
Now: £8951
pp
REF: REGENTGRA251124A
Island Adventures
Miami, Florida | San Juan (Puerto Rico) | Gustavia | Santa Marta | Frederiksted, Saint Croix | Punta Cana | Nassau | Miami, Florida
01 Dec 2025
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 £5709pp
Now: £5152
pp
REF: REGENTGRA251201
Season Of Samba
Bridgetown | Kingstown | Scarborough | Devil's Island | Fortaleza | Recife | Maceió | Salvador de Bahia | Rio de Janeiro | Rio de Janeiro
03 Dec 2025
14 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 £9819pp
Now: £8861
pp
REF: REGENTSPL251203
Rhythm Of Paradise
Miami, Florida | Charlotte Amalie | Basseterre, Saint Kitts | Castries | Fort-de-France | Saint John's | Great Stirrup Cay | Miami, Florida
11 Dec 2025
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 £6189pp
Now: £5585
pp
REF: REGENTGRA251211
Passage To Paradise
Miami, Florida | Belize City | Roatán Island | Costa Maya | Cozumel | Miami, Florida
13 Dec 2025
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 £4379pp
Now: £3952
pp
REF: REGENTMAR251213
Caribbean Quest
Miami, Florida | Oranjestad | Kralendijk | Willemstad | Saint George's | Castries | Pointe-à-Pitre | Basseterre, Saint Kitts | Tortola | Miami, Florida
20 Dec 2025
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 £7909pp
Now: £7137
pp
REF: REGENTMAR251220
Island Rhythm & Coastal Charm
Miami, Florida | Oranjestad | Kralendijk | Willemstad | Saint George's | Castries | Pointe-à-Pitre | Basseterre, Saint Kitts | Tortola | Miami, Florida | Cozumel | Roatán Island | Harvest Caye | Costa Maya | More...
20 Dec 2025
21 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 £10599pp
Now: £9565
pp
REF: REGENTMAR251220A
Merriment & Joy In The Tropics
Miami, Florida | Basseterre, Saint Kitts | Saint John's | Fort-de-France | Bridgetown | Saint George's | Castries | Santa Marta | Miami, Florida
22 Dec 2025
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 £7589pp
Now: £6849
pp
REF: REGENTGRA251222
Tropical Escape Across The Canal
Miami, Florida | Georgetown, Grand Cayman | Ocho Rios | Kralendijk | Willemstad | Oranjestad | Cartagena | Puerto Limón | Panama City | Puntarenas | Corinto | Puerto Vallarta | Cabo San Lucas | Ensenada | More...
03 Jan 2026
22 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 £12519pp
Now: £11298
pp
REF: REGENTGRA260103A
Majestic Beaches & Canal Crossing
Miami, Florida | Georgetown, Grand Cayman | Ocho Rios | Kralendijk | Willemstad | Oranjestad | Cartagena | Puerto Limón | Panama City
03 Jan 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 £7879pp
Now: £7110
pp
REF: REGENTGRA260103
Lush Islands, Lovely Shores
Miami, Florida | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami, Florida
03 Jan 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 £4489pp
Now: £4051
pp
REF: REGENTMAR260103
The Sense Of Adventure
Miami, Florida | Miami, Florida | Cartagena | Puntarenas | Corinto | Puerto Quetzal | Acapulco | Cabo San Lucas | Hilo, Hawaii | Kahului-Maui, Hawaii | Honolulu, Hawaii | Honolulu, Hawaii | Nawiliwili, Hawaii | Nawiliwili, Hawaii | More...
10 Jan 2026
154 Nights
World-wide

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 £79019pp
Now: £71314
pp
REF: REGENTMAR260110H

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