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
Fly Cruise From:
Was £4490pp Now: £4310pp

West Indies Explorer

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

  • 27 Jan 2028
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4490pp Now: £4310pp
View cruise Enquire Enquire
REF: VIKINGOSE280127
Fly Cruise From:
Was £6584pp Now: £6254pp

Vibrant Island Culture

Miami | Gustavia | Basseterre | Castries | Philipsburg | Miami

  • 27 Jan 2028
  • 9 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6584pp Now: £6254pp
View cruise Enquire Enquire
REF: REGENTPRT280127
Fly Cruise From:
Was £4490pp Now: £4310pp

West Indies Explorer

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

  • 28 Jan 2028
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4490pp Now: £4310pp
View cruise Enquire Enquire
REF: VIKINGOSK280128
Fly Cruise From:
Was £10724pp Now: £10295pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 29 Jan 2028
  • 14 Nights
Fly Cruise From:
Was £10724pp Now: £10295pp
View cruise Enquire Enquire
REF: EMERALD2J02290128-2
Fly Cruise From:
Was £5337pp Now: £5123pp

Eastern Caribbean with St. Barths

Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg

  • 29 Jan 2028
  • 7 Nights
Fly Cruise From:
Was £5337pp Now: £5123pp
View cruise Enquire Enquire
REF: EMERALDE02J290128-2
Fly Cruise From:
Was £5627pp Now: £5401pp

Caribbean Yachting Discovery

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 29 Jan 2028
  • 7 Nights
Fly Cruise From:
Was £5627pp Now: £5401pp
View cruise Enquire Enquire
REF: EMERALDE18J290128-2
Cruise From:
Was £1078pp Now: £1024pp

7 Night Key West, Cayman & Jamaica

Port Canaveral | Key West | Falmouth | Georgetown | Port Canaveral

  • 29 Jan 2028
  • 7 Nights

Interest free Monthly Payments from JUST £45pp

Cruise From:
Was £1078pp Now: £1024pp
View cruise Enquire Enquire
REF: CELEBAX07W840-290128
Cruise From:
Was £1172pp Now: £1113pp

8 Night Aruba, Curacao & Bonaire

Fort Lauderdale | Willemstad | Oranjestad | Kralendijk | Fort Lauderdale

  • 29 Jan 2028
  • 8 Nights

Interest free Monthly Payments from JUST £50pp

Cruise From:
Was £1172pp Now: £1113pp
View cruise Enquire Enquire
REF: CELEBBY08D159-290128
Cruise From:
Was £2990pp Now: £2840pp

A journey through the Vibrant Pulse of the Antilles

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Basseterre | San Juan (Puerto Rico)

  • 29 Jan 2028
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £2990pp Now: £2840pp
View cruise Enquire Enquire
REF: EXPLORAEO20280129MIASJU
Cruise From:
Was £3598pp Now: £3202pp

7-Day Classic Caribbean Yacht Harbors

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten

  • 29 Jan 2028
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £3598pp Now: £3202pp
View cruise Enquire Enquire
REF: SBN8815
Cruise From:
Was £7098pp Now: £6317pp

14-Day Caribbean Yacht Explorer

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

  • 29 Jan 2028
  • 14 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £7098pp Now: £6317pp
View cruise Enquire Enquire
REF: SBN8815A
Cruise From:
Was £3500pp Now: £3325pp

Bridgetown to Bridgetown

Bridgetown | Port Elizabeth | Fort-de-France | Gustavia | Roseau | Saint George's | Castries | Bridgetown

  • 29 Jan 2028
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3500pp Now: £3325pp
View cruise Enquire Enquire
REF: SILVERSL280129007
Cruise From:
Was £3430pp Now: £3258pp

7 Night Key West, Grand Cayman & Bahamas

Tampa | Georgetown | Key West | Freeport | Tampa

  • 30 Jan 2028
  • 7 Nights

Interest free Monthly Payments from JUST £159pp

Cruise From:
Was £3430pp Now: £3258pp
View cruise Enquire Enquire
REF: CELEBCS07W811-300128
Cruise From:
Was £2855pp Now: £2712pp

7 Night St. Thomas, & St. Kitts Cruise

Fort Lauderdale | Philipsburg | Charlotte Amalie | Puerto Plata | Fort Lauderdale

  • 30 Jan 2028
  • 7 Nights

Interest free Monthly Payments from JUST £131pp

Cruise From:
Was £2855pp Now: £2712pp
View cruise Enquire Enquire
REF: CELEBXC07E555-300128
Cruise From:
Was £2990pp Now: £2840pp

A Journey into Dominican Charm & Caribbean Splendour

Miami | Puerto Plata | Isla Catalana | Charlotte Amalie | Road Bay | Cruz Bay | San Juan (Puerto Rico)

  • 30 Jan 2028
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £2990pp Now: £2840pp
View cruise Enquire Enquire
REF: EXPLORAEP20280130MIASJU
Cruise From:
£6110pp

Reverie under sail in the heart of the Lesser Antilles

Marigot | Sandy Island | Spanish Town | Norman Island | Cooper Island | Great Harbour | Beef Island | Dog Islands | Marigot

  • 31 Jan 2028
  • 7 Nights
Cruise From:
£6110pp
View cruise Enquire Enquire
REF: PONANTPO310128
Cruise From:
Was £6000pp Now: £5700pp

Miami to Miami

Miami | Saint John Island | Gustavia | Saint John's | Fort-de-France | Basseterre | San Juan (Puerto Rico) | Miami

  • 31 Jan 2028
  • 11 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £6000pp Now: £5700pp
View cruise Enquire Enquire
REF: SILVERSN280131011
Fly Cruise From:
Was £4849pp Now: £4582pp

Caribbean Splendor

Miami | San Juan (Puerto Rico) | Charlotte Amalie | Basseterre | Pointe-à-Pitre | Tortola | Miami

  • 02 Feb 2028
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4849pp Now: £4582pp
View cruise Enquire Enquire
REF: OCEANIASON280202
Cruise From:
£3900pp

Jewels of the northern Caribbean

Nassau | Freeport | Staniel Cay | Long Island | Grand Turk Island | Samaná | Cayo Levantado | La Romana

  • 02 Feb 2028
  • 7 Nights
Cruise From:
£3900pp
View cruise Enquire Enquire
REF: PONANTEC020228
Fly Cruise From:
Was £3950pp Now: £3752pp

10 Night Ultimate Southern Caribbean

Fort Lauderdale | Philipsburg | Castries | Bridgetown | Saint John's | Charlotte Amalie | Fort Lauderdale

  • 04 Feb 2028
  • 10 Nights

Interest free Monthly Payments from JUST £183pp

Fly Cruise From:
Was £3950pp Now: £3752pp
View cruise Enquire Enquire
REF: CELEBAT10D100-040228
Fly Cruise From:
£6694pp

Sweetheart Sojourn

Bridgetown | Saint George's | Oranjestad | Willemstad | Kralendijk | Basseterre | Saint John's | Roseau | Bridgetown

  • 04 Feb 2028
  • 10 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
£6694pp
View cruise Enquire Enquire
REF: REGENTGRA280204
Fly Cruise From:
Was £10675pp Now: £10248pp

Discover the Pearls of the Caribbean

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown

  • 05 Feb 2028
  • 14 Nights
Fly Cruise From:
Was £10675pp Now: £10248pp
View cruise Enquire Enquire
REF: EMERALD2J02050228-1
Fly Cruise From:
Was £11457pp Now: £10998pp

Discover Island Rhythms & Coastal Dreams

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Virgin Gorda | San Juan (Puerto Rico) | Saint John Island | Ponce | Grand Turk Island | Gordon's Beach | San Salvador Island | Nassau | Miami

  • 05 Feb 2028
  • 14 Nights
Fly Cruise From:
Was £11457pp Now: £10998pp
View cruise Enquire Enquire
REF: EMERALD2J26050228-2
Fly Cruise From:
Was £15964pp Now: £15325pp

Epic Voyage: Sint Maarten to Barbados

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 05 Feb 2028
  • 21 Nights
Fly Cruise From:
Was £15964pp Now: £15325pp
View cruise Enquire Enquire
REF: EMERALD3J01050228-1
Fly Cruise From:
Was £4055pp Now: £3892pp

Beaches of the Virgin Islands

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Virgin Gorda | San Juan (Puerto Rico)

  • 05 Feb 2028
  • 5 Nights
Fly Cruise From:
Was £4055pp Now: £3892pp
View cruise Enquire Enquire
REF: EMERALDE26J050228-1
Fly Cruise From:
Was £5388pp Now: £5172pp

Cruising the Leeward Islands

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 05 Feb 2028
  • 7 Nights
Fly Cruise From:
Was £5388pp Now: £5172pp
View cruise Enquire Enquire
REF: EMERALDE08J050228-1
Fly Cruise From:
Was £3121pp Now: £2964pp

7 Night St. Thomas & St. Maarten Cruise

Port Canaveral | Puerto Plata | Charlotte Amalie | Philipsburg | Port Canaveral

  • 05 Feb 2028
  • 7 Nights

Interest free Monthly Payments from JUST £143pp

Fly Cruise From:
Was £3121pp Now: £2964pp
View cruise Enquire Enquire
REF: CELEBAX07E551-050228
Fly Cruise From:
Was £7319pp Now: £6953pp

Cupid In The Caribbean

Miami | Key West | Cozumel | Santo Tomás de Castilla | Harvest Caye | Roatán Island | Falmouth | Georgetown | Miami

  • 05 Feb 2028
  • 11 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £7319pp Now: £6953pp
View cruise Enquire Enquire
REF: REGENTPRT280205
Cruise From:
Was £2990pp Now: £2840pp

A journey of Intimate Island Bliss & Caribbean Breeze

San Juan (Puerto Rico) | Gustavia | Charlotte Amalie | Spanish Town | Ocean Cay | Miami

  • 05 Feb 2028
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £2990pp Now: £2840pp
View cruise Enquire Enquire
REF: EXPLORAEO20280205SJUMIA
Cruise From:
Was £3400pp Now: £3230pp

San Juan to San Juan

San Juan (Puerto Rico) | Saint John Island | Gustavia | Saint John's | Fort-de-France | Basseterre | Great Harbour | San Juan (Puerto Rico)

  • 05 Feb 2028
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3400pp Now: £3230pp
View cruise Enquire Enquire
REF: SILVERDA280205007

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