Luxury Caribbean Cruises

Take a look through our impressive Caribbean cruise deals and take your pick. Or if you don’t see anything that you like then make sure you give our award-winning Cruise Concierge team a call and they will work hard to create your perfect getaway.

Find Out More About Cruising to the Caribbean

Showing 30 out of 1365 cruises
Per Person
Total Price
List Grid

Range:

APPLY
Cruise From:
Was £3598pp Now: £3202pp

7-Day Yachtsman's Caribbean

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 30 Jan 2027
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £3598pp Now: £3202pp
View cruise Enquire Enquire
REF: SBN8718
Fly Cruise From:
Was £2181pp Now: £2071pp

7 Night St. Thomas & St. Kitts Cruise

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Basseterre | Fort Lauderdale

  • 31 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £2181pp Now: £2071pp
View cruise Enquire Enquire
REF: CELEBBY07E466-310127
Fly Cruise From:
Was £3903pp Now: £3707pp

7 Night Puerto Plata & St. Maarten

Miami | Philipsburg | Tortola | Puerto Plata | Miami

  • 31 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £3903pp Now: £3707pp
View cruise Enquire Enquire
REF: CELEBXC07E472-310127
Fly Cruise From:
Was £4199pp Now: £3469pp

Exotic Caribbean Escape

Miami | Oranjestad | Willemstad | Kingstown | Castries | Basseterre | San Juan (Puerto Rico) | Puerto Plata | Miami

  • 01 Feb 2027
  • 12 Nights
Save up to 50%* - book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4199pp Now: £3469pp
View cruise Enquire Enquire
REF: OCEANIAMNA270201

Cruise & Stay

Holiday prices from:
£5849pp

5* All-Inclusive Barbados Stay & Caribbean Gems Cruise

Bridgetown | South Friars Bay | Saint Pierre | Roseau | Terre-de-Haut | Rodney Bay | Bridgetown

  • 03 Feb 2027
  • 10 Nights
5* all-inclusive Barbados Stay
'Caviar in the Surf' beach barbeque
Seven-night luxury Caribbean Cruise
Direct flights included!
Holiday prices from:
£5849pp
View cruise
REF: SBN8719-2
5* all-inclusive Barbados Stay
'Caviar in the Surf' beach barbeque
Seven-night luxury Caribbean Cruise
Direct flights included!
Cruise From:
£3840pp

Pearls of the Caribbean

Fort-de-France | Union Island | Tobago Cays | Mayreau Island | Port Elizabeth | Pigeon Island | Soufrière | Îles des Saintes | Fort-de-France

  • 03 Feb 2027
  • 7 Nights
Cruise From:
£3840pp
View cruise Enquire Enquire
REF: PONANTEG030227
Fly Cruise From:
Was £4995pp Now: £4795pp

West Indies Explorer

San Juan (Puerto Rico) | Charlotte Amalie | Basseterre | Castries | Bridgetown | Roseau | Saint John's | Philipsburg | Frederiksted | San Juan (Puerto Rico)

  • 04 Feb 2027
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4995pp Now: £4795pp
View cruise Enquire Enquire
REF: VIKINGOSE270204
Fly Cruise From:
Was £3697pp Now: £3512pp

10 Night Ultimate Southern Caribbean - Valentine's Day at Sea

Fort Lauderdale | Philipsburg | Castries | Saint George's | Roseau | Saint John's | Fort Lauderdale

  • 05 Feb 2027
  • 10 Nights
Fly Cruise From:
Was £3697pp Now: £3512pp
View cruise Enquire Enquire
REF: CELEBAT10D091-050227
Fly Cruise From:
Was £3889pp Now: £3675pp

Yachtsman's Harbors

Miami | Charlotte Amalie | Philipsburg | Saint John's | Basseterre | San Juan (Puerto Rico)

  • 05 Feb 2027
  • 7 Nights
Save up to 50%* - book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £3889pp Now: £3675pp
View cruise Enquire Enquire
REF: OCEANIAALU270205
Cruise From:
Was £4800pp Now: £4560pp

A Journey through Secluded Isles & Caribbean Havens

Miami | Philipsburg | Gustavia | Basseterre | Cruz Bay | San Juan (Puerto Rico)

  • 05 Feb 2027
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4800pp Now: £4560pp
View cruise Enquire Enquire
REF: EXPLORAEL20270205MIASJU
Cruise From:
Was £8625pp Now: £8193pp

An Extended Journey of Natural Allure & Captivating Culture

Miami | Philipsburg | Gustavia | Basseterre | Cruz Bay | San Juan (Puerto Rico) | Charlotte Amalie | Saint John's | Terre-de-Haut | Puerto Plata | Miami

  • 05 Feb 2027
  • 14 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8625pp Now: £8193pp
View cruise Enquire Enquire
REF: EXPLORAEL20270205MIAMIA
Cruise From:
Was £8265pp Now: £7851pp

A Journey of Amazon Exploration & Cultural Discovery

San Juan (Puerto Rico) | Gustavia | Saint Pierre | Bridgetown | Port-of-Spain | Macapa | Santarém | Boca de Valeria | Manaus

  • 05 Feb 2027
  • 12 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8265pp Now: £7851pp
View cruise Enquire Enquire
REF: EXPLORAEX20270205SJUMAO
Cruise From:
Was £15675pp Now: £14891pp

An Extended Journey into Island Elegance & Mysteries of the Amazon

San Juan (Puerto Rico) | Gustavia | Saint Pierre | Bridgetown | Port-of-Spain | Macapa | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Macapa | Devil's Island | Port Elizabeth | Bridgetown | Castries | Gustavia | Basseterre | San Juan (Puerto Rico)

  • 05 Feb 2027
  • 24 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £15675pp Now: £14891pp
View cruise Enquire Enquire
REF: EXPLORAEX20270205SJUSJU
Fly Cruise From:
Was £8820pp Now: £8467pp

Discover the Pearls of the Caribbean

Marigot | Anguilla | Norman Island | Virgin Gorda | Norman Island | Great Harbour | Anegada | Gustavia | Saba | Gustavia | Marigot | Prickly Pear Island | Gustavia | Charlestown | Falmouth | Deshaies | Soufrière | Bridgetown

  • 06 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £8820pp Now: £8467pp
View cruise Enquire Enquire
REF: EMERALD2J02060227-1
Fly Cruise From:
Was £5427pp Now: £5209pp

Cruising the Leeward Islands

Marigot | Anguilla | Norman Island | Virgin Gorda | Norman Island | Great Harbour | Anegada | Gustavia | Saba | Gustavia | Marigot

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £5427pp Now: £5209pp
View cruise Enquire Enquire
REF: EMERALDE08J060227-1
Fly Cruise From:
Was £4622pp Now: £4437pp

Quintessential Caribbean

Saint Thomas | Cruz Bay | Nevis | Deshaies | Falmouth | Gustavia | Virgin Gorda | San Juan (Puerto Rico)

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £4622pp Now: £4437pp
View cruise Enquire Enquire
REF: EMERALDE16J060227-2
Fly Cruise From:
Was £2862pp Now: £2718pp

7 Night Key West, Mexico & Cayman

Port Canaveral | Key West | Georgetown | Cozumel | Port Canaveral

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £2862pp Now: £2718pp
View cruise Enquire Enquire
REF: CELEBAX07W681-060227
Fly Cruise From:
Was £4825pp Now: £4583pp

7 Night Southern Caribbean Cruise

San Juan (Puerto Rico) | Charlotte Amalie | Saint John's | Roseau | Castries | Saint George's | San Juan (Puerto Rico)

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £4825pp Now: £4583pp
View cruise Enquire Enquire
REF: CELEBCS07D451-060227
Cruise From:
£6740pp

History and culture visiting Caribbean jewels

Pointe-à-Pitre | Îles des Saintes | Falmouth | Barbuda | Gustavia | Charlestown | Prickly Pear Island | Road Bay | Marigot

  • 06 Feb 2027
  • 7 Nights
Cruise From:
£6740pp
View cruise Enquire Enquire
REF: PONANTPO060227
Cruise From:
Was £5200pp Now: £4940pp

San Juan to Bridgetown

San Juan (Puerto Rico) | Great Harbour | Gustavia | Basseterre | Little Bay | Îles des Saintes | Roseau | Trois-Ilets | Castries | Saint George's | Bridgetown

  • 06 Feb 2027
  • 10 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,440 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5200pp Now: £4940pp
View cruise Enquire Enquire
REF: SILVERSS270206010
Cruise From:
Was £7500pp Now: £7125pp

Miami to Bridgetown

Miami | San Juan (Puerto Rico) | Saint John Island | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Bridgetown

  • 06 Feb 2027
  • 12 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,120 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £7500pp Now: £7125pp
View cruise Enquire Enquire
REF: SILVERSL270206012
Cruise From:
Was £4498pp Now: £4003pp

7-Day Caribbean Gems

Bridgetown | South Friars Bay | Saint Pierre | Roseau | Terre-de-Haut | Rodney Bay | Bridgetown

  • 06 Feb 2027
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £4498pp Now: £4003pp
View cruise Enquire Enquire
REF: SBN8719
Fly Cruise From:
Was £2204pp Now: £2093pp

7 Night Grand Cayman, Mexico & Bahamas

Fort Lauderdale | Bimini Island | Georgetown | Cozumel | Costa Maya | Fort Lauderdale

  • 07 Feb 2027
  • 7 Nights

Interest free Monthly Payments from JUST £248pp

Fly Cruise From:
Was £2204pp Now: £2093pp
View cruise Enquire Enquire
REF: CELEBBY07W721-070227
Fly Cruise From:
Was £4254pp Now: £4041pp

7 Night St. Thomas & Antigua Cruise

Miami | Nassau | Charlotte Amalie | Saint John's | Miami

  • 07 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £4254pp Now: £4041pp
View cruise Enquire Enquire
REF: CELEBXC07E473-070227
Cruise From:
Was £7800pp Now: £7410pp

Miami to Bridgetown

Miami | San Juan (Puerto Rico) | Saint John Island | Basseterre | Gustavia | Saint John's | Deshaies | Roseau | Fort-de-France | Port Elizabeth | Bridgetown

  • 07 Feb 2027
  • 12 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,440 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £7800pp Now: £7410pp
View cruise Enquire Enquire
REF: SILVERRA270207012
Fly Cruise From:
Was £5284pp Now: £5019pp

Mystical Maya

Miami | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami

  • 09 Feb 2027
  • 7 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £5284pp Now: £5019pp
View cruise Enquire Enquire
REF: REGENTGRA270209
Cruise From:
Was £5436pp Now: £5164pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Road Town | Saint John's | Gustavia | Îles des Saintes | Basseterre | San Juan (Puerto Rico) | Punta Cana | Santo Domingo | Port Antonio | Montego Bay | Georgetown | Fort Lauderdale

  • 09 Feb 2027
  • 17 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £5436pp Now: £5164pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C17-270209
Cruise From:
Was £2668pp Now: £2534pp

Fort Lauderdale to San Juan

Fort Lauderdale | Road Town | Saint John's | Gustavia | Îles des Saintes | Basseterre | San Juan (Puerto Rico)

  • 09 Feb 2027
  • 8 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £2668pp Now: £2534pp
View cruise Enquire Enquire
REF: CRYSTALCSY-008-270209

Cruise & Stay

Holiday prices from:
£9269pp

5* All-Inclusive Barbados Stay & Exotic Caribbean In Depth

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 10 Feb 2027
  • 18 Nights
Three-night 5* all-inclusive hotel stay in Barbados
Direct flights included
14-night ultra-luxury all-inclusive Caribbean Cruise
Holiday prices from:
£9269pp
View cruise
REF: SBN8722A-2
Three-night 5* all-inclusive hotel stay in Barbados
Direct flights included
14-night ultra-luxury all-inclusive Caribbean Cruise
Fly Cruise From:
Was £7074pp Now: £6720pp

Sapphire Sojourn

Los Angeles | Cabo San Lucas | Mazatlán | Acapulco | Puerto Quetzal | Puntarenas | Panama City

  • 10 Feb 2027
  • 12 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £7074pp Now: £6720pp
View cruise Enquire Enquire
REF: REGENTPRT270210

Prices are subject to change and availability. Prices may vary depending on the airport selected. Promotions are only applicable to select cabin grades, please call for details.

Caribbean Cruise Deals

Choosing your ideal itinerary can be tricky as this is such a diverse region to explore, but with our equally diverse Caribbean cruise deals, you needn’t worry. Here you will find 7 to 14-day sailings visiting each region, or you can embark on a longer adventure and visit East, West and South, all in one cruise holiday. The choice is completely up to you.

Top 5 places to discover in the Caribbean

  • San Juan - Puerto Rico - Whether you fancy a sunshine-filled beach holiday or want to explore a capital bursting with culture, San Juan offers both.
  • Bridgetown - Barbados - As the capital of Barbados there are plenty of things to do here.
  • Ocho Rios - Jamaica - Your stresses will truly melt away when you arrive in this laid-back port of call.
  • Oranjestad - Aruba - This is a great place to see Dutch colonial architecture, with brightly coloured buildings scattered throughout the city.
  • Castries - St. Lucia - Quite possibly one of our favourite islands in the Caribbean, St. Lucia has a beautiful capital city with plenty to see and do.

Our Award-Winning Service


UK Cruise Awards 2026 Partnership Achievement Award
UK Cruise Awards 2026 Partnership Achievement Award
Luxury Cruise Agency of the Year 2025
Luxury Cruise Agency of the Year 2025
TTG Top 20 Luxury Travel Agents 2025
TTG Top 20 Luxury Travel Agents 2025
Best Workplaces in Travel 2024
Best Workplaces in Travel 2024
TTG Luxury Cruise Agency Of The Year 2024
TTG Luxury Cruise Agency Of The Year 2024
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
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023
Best Luxury Travel Agent 2022
Best Luxury Travel Agent 2022
Sorry, we have been unable to sign you up to receive our emails. Please use an alternative email address or try again later.
You've added to your wishlist. To view, go to Wishlist

Request a Callback
Chat Service

Live Chat
Live Chat
Call for Free