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.


Filter
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

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
NEW reduced prices - available for a limited time only
Fly Cruise From
Was £10119pp
Now: £9613
pp
REF: REGENTGRA241023
Gorgeous Bermuda Shores
Barcelona | Málaga | Funchal, Madeira | Hamilton | Hamilton | Miami, Florida
03 Nov 2024
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 £7209pp
Now: £5871
pp
REF: REGENTMAR241103
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
Was £4649pp
Now: £3786
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

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Exclusive new reduced prices - Available for a limited time only
Fly Cruise From
Was £6509pp
Now: £5775
pp
REF: REGENTGRA241114
Mayan Magic
Miami, Florida | Costa Maya | Harvest Caye | Roatán Island | Cozumel | Miami, Florida
06 Dec 2024
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 £4319pp
Now: £4103
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

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
NEW reduced prices - available for a limited time only
Fly Cruise From
Was £4129pp
Now: £3363
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

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
NEW reduced prices - available for a limited time only
Fly Cruise From
Was £4379pp
Now: £4160
pp
REF: REGENTMAR241211
Glamorous Gustavia
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
13 Dec 2024
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
NEW reduced prices - available for a limited time only
Fly Cruise From
Was £5099pp
Now: £4153
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

Fly Cruise From
Was £6039pp
Now: £5737
pp
REF: REGENTMAR241218
New Year In The Tropics
Miami, Florida | Port Antonio | Oranjestad | Willemstad | Kralendijk | Charlestown | Santa Marta | Tortola | San Juan (Puerto Rico)
23 Dec 2024
11 Nights
Caribbean

Fly Cruise From
Was £6019pp
Now: £4902
pp
REF: REGENTNAV241223
Turquoise Shores, Hidden Isles
San Juan (Puerto Rico) | Saint George's | Kiel | Roseau | Gustavia | Saint John's | Pointe-à-Pitre | Fort-de-France | Basseterre, Saint Kitts | San Juan (Puerto Rico)
03 Jan 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 £5799pp
Now: £5509
pp
REF: REGENTNAV250103
Joy Of The Islands
San Juan (Puerto Rico) | Charlotte Amalie | Santa Marta | Roseau | Castries | Saint John's | Gustavia | San Juan (Puerto Rico)
13 Jan 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 £4519pp
Now: £4293
pp
REF: REGENTNAV250113
Barefoot Reverie
San Juan (Puerto Rico) | Saint George's | Kiel | Roseau | Gustavia | Saint John's | Pointe-à-Pitre | Fort-de-France | Basseterre, Saint Kitts | San Juan (Puerto Rico)
20 Jan 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*
NEW reduced prices - available for a limited time only
Fly Cruise From
Was £4071pp
Now: £3315
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

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 £6319pp
Now: £5146
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

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 £4119pp
Now: £3354
pp
REF: REGENTNAV250130
Heavenly Sunsets
Miami, Florida | Roatán Island | Belize City | Santo Tomás de Castilla | Costa Maya | Port Royal | Georgetown, Grand Cayman | Miami, Florida
03 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 £6399pp
Now: £5212
pp
REF: REGENTGRA250203
Caribbean Warmth
San Juan (Puerto Rico) | Tortola | Santa Marta | Basseterre, Saint Kitts | Willemstad | Kralendijk | Oranjestad | Puerto Plata | Miami, Florida
06 Feb 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 £5729pp
Now: £4666
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

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 £4569pp
Now: £3721
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 £6009pp
Now: £4894
pp
REF: REGENTGRA250223
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 £8859pp
Now: £7215
pp
REF: REGENTMAR250624

Our Award Winning Service


Best Workplaces in Travel 2024
Best Workplaces in Travel 2024
TTG Luxury Cruise Agency Of The Year
TTG Luxury Cruise Agency Of The Year
Best Use Of Content 2023
Best Use Of Content 2023
Best Specialist Cruise Agent 2023
Best Specialist Cruise Agent 2023
UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
Best Luxury Travel Agent 2022
Best Luxury Travel Agent 2022
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023

Request a Callback

Chat Service

Live Chat

Live Chat
Call for Free