Caribbean Cruises 2027

See all available Caribbean cruises in 2027. Call our Caribbean cruise experts today who can find you the best package deals and cheapest prices. All Caribbean cruise holidays are fully ABTA & ATOL protected. 

Find Out More About Cruising The Caribbean

Showing 30 out of 5041 cruises
Per Person
Total Price
Fly Cruise From:
Was £13229pp Now: £12499pp

Montréal | Quebec City | Saguenay | Sept-Iles | Havre-Saint-Pierre | Corner Brook | Sydney | Halifax | Kings Wharf | Nassau | Miami | Georgetown | Cartagena | Puntarenas | Puerto Quetzal | Acapulco | Puerto Vallarta | Mazatlán | Cabo San Lucas | Los Angeles

  • 10 Oct 2027
  • 32 Nights
Fly Cruise From:
Was £13229pp Now: £12499pp
Holiday ID: 044564

Sails from the UK

Cruise From:
Was £12999pp Now: £12599pp

Southampton | Funchal | Bridgetown | Curaçao | Manzanillo | San Francisco | Hilo | Honolulu | Apia | Suva | Port Vila | Sydney | Newcastle | Brisbane | Cairns | Alotau | Manila | Hong Kong | Singapore | Port Klang | Georgetown | Colombo | Mauritius | Saint-Denis de la Réunion | Durban | Gqeberha (ex Port Elizabeth) | Cape Town | Walvis Bay | Sao Vicente Island | Santa Cruz de Tenerife | Southampton

  • 06 Jan 2027
  • 107 Nights
Cruise From:
Was £12999pp Now: £12599pp
Holiday ID: 015076
Cruise From:
£12600pp

Miami | Puerto Plata | Cayo Levantado | San Juan (Puerto Rico) | Spanish Town | Road Bay | Miami | Cruz Bay | Saint John's | Terre-de-Haut | Charlotte Amalie | San Juan (Puerto Rico)

  • 19 Feb 2027
  • 16 Nights
Cruise From:
£12600pp
Holiday ID: 044383
Cruise From:
Was £13451pp Now: £12643pp

Valparaiso | Hangaroa | Pitcairn Island | Papeete | Moorea | Aitutaki | Rarotonga | Bay of Islands | Auckland | Tauranga | Christchurch | Dunedin | Hobart | Sydney | Nouméa | Luganville | Pago Pago | Apia | Honolulu | Los Angeles | Cabo San Lucas | Puntarenas | Balboa (Panama City) | La Romana | Road Town | Philipsburg | Las Palmas de Gran Canaria | Ibiza | Naples | Civitavecchia | Genoa | Marseille | Tarragona

  • 10 Feb 2027
  • 87 Nights
Cruise From:
Was £13451pp Now: £12643pp
Holiday ID: 091608
Cruise From:
£12785pp

San Juan (Puerto Rico) | Charlotte Amalie | Saint John's | Terre-de-Haut | Puerto Plata | Miami | Puerto Plata | Cayo Levantado | San Juan (Puerto Rico) | Spanish Town | Road Bay | Miami

  • 12 Feb 2027
  • 16 Nights
Cruise From:
£12785pp
Holiday ID: 044381
Fly Cruise From:
Was £13534pp Now: £12857pp

Miami | Cozumel | Costa Maya | Harvest Caye | Roatán Island | Georgetown | Ocho Rios | Puerto Limón | Cartagena | Panama City | Cartagena | Panama City

  • 12 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £13534pp Now: £12857pp
Holiday ID: 020577
Cruise From:
£12880pp

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Tortola | San Juan (Puerto Rico) | Gustavia | Little Bay | Basseterre | Key West | Miami

  • 29 Mar 2027
  • 14 Nights
Cruise From:
£12880pp
Holiday ID: 044389
Cruise From:
£12920pp

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
Cruise From:
£12920pp
Holiday ID: 044378
Fly Cruise From:
£12925pp

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 04 Dec 2027
  • 7 Nights
Fly Cruise From:
£12925pp
Holiday ID: 037657
Fly Cruise From:
£12950pp

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 27 Nov 2027
  • 7 Nights
Fly Cruise From:
£12950pp
Holiday ID: 037664
Fly Cruise From:
£13024pp

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

  • 04 Dec 2027
  • 7 Nights
Fly Cruise From:
£13024pp
Holiday ID: 037682
Fly Cruise From:
£13026pp

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

  • 11 Dec 2027
  • 7 Nights
Fly Cruise From:
£13026pp
Holiday ID: 037685
Fly Cruise From:
£13026pp

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

  • 13 Nov 2027
  • 7 Nights
Fly Cruise From:
£13026pp
Holiday ID: 037687

Sails from the UK

Cruise From:
Was £13519pp Now: £13113pp

Southampton | New York | Aruba | Acajutla | Puerto Vallarta | Los Angeles | Hilo | Honolulu | Lautoka | Nouméa | Sydney | Airlie Beach | Townsville | Cairns | Bitung | Puerto Princesa | Manila | Hong Kong | Chan May | Nha Trang | Phu My | Singapore | Mauritius | Pointe des Galets | Durban | Gqeberha (ex Port Elizabeth) | Cape Town | Walvis Bay | Dakar | Santa Cruz de Tenerife | Funchal | Southampton

  • 10 Jan 2027
  • 108 Nights
Cruise From:
Was £13519pp Now: £13113pp
Holiday ID: 024580
Fly Cruise From:
£13123pp

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

  • 20 Nov 2027
  • 7 Nights
Fly Cruise From:
£13123pp
Holiday ID: 038361
Fly Cruise From:
£13123pp

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

  • 27 Nov 2027
  • 7 Nights
Fly Cruise From:
£13123pp
Holiday ID: 038363
Cruise From:
£13200pp

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
Cruise From:
£13200pp
Holiday ID: 044379
Fly Cruise From:
£13221pp

Bridgetown | Soufrière | Deshaies | Falmouth | Charlestown | Gustavia | Norman Island | Marigot

  • 27 Feb 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009324
Fly Cruise From:
£13221pp

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Norman Island | Marigot

  • 30 Jan 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009326
Fly Cruise From:
£13221pp

Saint Thomas | Saint John Island | Virgin Gorda | Norman Island | Philipsburg | Sandy Ground | Philipsburg | Gustavia | Saint Thomas

  • 06 Mar 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009391
Fly Cruise From:
£13221pp

Saint Thomas | Saint John Island | Virgin Gorda | Norman Island | Philipsburg | Sandy Ground | Philipsburg | Gustavia | Saint Thomas

  • 16 Jan 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009393
Fly Cruise From:
£13221pp

Saint Thomas | Saint John Island | Virgin Gorda | Norman Island | Philipsburg | Sandy Ground | Philipsburg | Gustavia | Saint Thomas

  • 27 Feb 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009397
Fly Cruise From:
£13221pp

Saint Thomas | Cruz Bay | Nevis | Deshaies | Falmouth | Gustavia | Great Harbour | San Juan (Puerto Rico)

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009402
Fly Cruise From:
£13221pp

San Juan (Puerto Rico) | Cruz Bay | Nevis | Deshaies | Falmouth | Gustavia | Norman Island | Saint Thomas

  • 09 Jan 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009403
Fly Cruise From:
£13221pp

San Juan (Puerto Rico) | Cruz Bay | Nevis | Deshaies | Falmouth | Gustavia | Norman Island | Saint Thomas

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009404
Fly Cruise From:
£13221pp

Saint Thomas | Cruz Bay | Nevis | Deshaies | Falmouth | Gustavia | Norman Island | San Juan (Puerto Rico)

  • 13 Mar 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009405
Fly Cruise From:
£13221pp

San Juan (Puerto Rico) | Cruz Bay | Nevis | Deshaies | Falmouth | Gustavia | Norman Island | Saint Thomas

  • 20 Mar 2027
  • 7 Nights
Fly Cruise From:
£13221pp
Holiday ID: 009406
Fly Cruise From:
£13271pp

Marigot | Sandy Ground | Marigot | Virgin Gorda | Norman Island | Great Harbour | Gustavia | Saba | Gustavia | Philipsburg

  • 03 Apr 2027
  • 7 Nights
Fly Cruise From:
£13271pp
Holiday ID: 009353
Cruise From:
£13275pp

Miami | Puerto Plata | Cayo Levantado | San Juan (Puerto Rico) | Charlotte Amalie | Spanish Town | Miami | Ocho Rios | Santo Tomás de Castilla | Roatán Island | Belize City | Key West | Miami

  • 11 Jan 2027
  • 18 Nights
Cruise From:
£13275pp
Holiday ID: 044369
Fly Cruise From:
£13424pp

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

  • 09 Jan 2027
  • 7 Nights
Fly Cruise From:
£13424pp
Holiday ID: 009356

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.

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