2026 Caribbean Cruises

Find all available sailing dates and itineraries for 2026 cruise holidays in the Caribbean. See the latest deals and best prices. All Caribbean cruise bookings are fully ABTA & ATOL protected. Call our cruising and destination experts today.

Find Out More About Cruising The Caribbean

Showing 30 out of 880 cruises
Per Person
Total Price
Cruise From:
£3360pp

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

  • 22 Nov 2026
  • 7 Nights
Cruise From:
£3360pp
Holiday ID: 024861
Fly Cruise From:
Was £4288pp Now: £3372pp

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

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4288pp Now: £3372pp
Holiday ID: 031679
Cruise From:
Was £4798pp Now: £3416pp

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 05 Dec 2026
  • 14 Nights
Cruise From:
Was £4798pp Now: £3416pp
Holiday ID: 032029
Fly Cruise From:
£3433pp

Colón | Cartagena | Oranjestad | Willemstad | Colón

  • 26 Dec 2026
  • 7 Nights
Fly Cruise From:
£3433pp
Holiday ID: 043196
Cruise From:
Was £3609pp Now: £3464pp

Fort Lauderdale | Sint Maarten | Antigua | Roseau | Castries | Basseterre | Saint Thomas | Half Moon Cay | Fort Lauderdale | Half Moon Cay | Falmouth | Grand Cayman | Mahogany Bay | Belize City | Cozumel | Fort Lauderdale

  • 01 Dec 2026
  • 21 Nights
Cruise From:
Was £3609pp Now: £3464pp
Holiday ID: 031292
Fly Cruise From:
Was £3872pp Now: £3489pp

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 12 Dec 2026
  • 6 Nights
Fly Cruise From:
Was £3872pp Now: £3489pp
Holiday ID: 019961PE
Fly Cruise From:
Was £3599pp Now: £3491pp

New York | Tortola | Sint Maarten | Bridgetown | Castries | Dominica | Saint Kitts | New York | Southampton

  • 19 Dec 2026
  • 23 Nights
Fly Cruise From:
Was £3599pp Now: £3491pp
Holiday ID: 032464
Fly Cruise From:
Was £3762pp Now: £3536pp

Lisbon | Las Palmas de Gran Canaria | Mindelo | Bridgetown

  • 09 Dec 2026
  • 12 Nights
Fly Cruise From:
Was £3762pp Now: £3536pp
Holiday ID: 020388
Cruise From:
Was £3782pp Now: £3555pp

Miami | Saint John Island | Philipsburg | Basseterre | Îles des Saintes | Fort-de-France | Little Bay | Great Harbour | San Juan (Puerto Rico)

  • 10 Dec 2026
  • 10 Nights
Cruise From:
Was £3782pp Now: £3555pp
Holiday ID: 035551
Fly Cruise From:
Was £3769pp Now: £3561pp

Barcelona | Valencia | Alicante | Málaga | Funchal | San Juan (Puerto Rico) | Puerto Plata | Miami

  • 25 Nov 2026
  • 15 Nights
Fly Cruise From:
Was £3769pp Now: £3561pp
Holiday ID: 015461

Sails from the UK

Cruise From:
Was £3699pp Now: £3588pp

Southampton | New York | Tortola | Sint Maarten | Bridgetown | Castries | Dominica | Saint Kitts | New York | Southampton

  • 12 Dec 2026
  • 30 Nights
Cruise From:
Was £3699pp Now: £3588pp
Holiday ID: 032462
Cruise From:
Was £3739pp Now: £3589pp

Fort Lauderdale | Half Moon Cay | Grand Turk Island | Amber Cove | Key West | Fort Lauderdale | Half Moon Cay | Aruba | Cartagena | Colón | Gatun Lake | Cartagena | Puerto Limón | Grand Cayman | Fort Lauderdale

  • 20 Dec 2026
  • 19 Nights
Cruise From:
Was £3739pp Now: £3589pp
Holiday ID: 031588
Cruise From:
£3600pp

Fort Lauderdale | Nassau | Samaná | San Juan (Puerto Rico) | Great Harbour | Oranjestad | Cartagena

  • 23 Nov 2026
  • 9 Nights
Cruise From:
£3600pp
Holiday ID: 019814
Cruise From:
£3640pp

San Juan (Puerto Rico) | Tortola | Basseterre | Gustavia | Grand Turk Island | Miami

  • 29 Nov 2026
  • 7 Nights
Cruise From:
£3640pp
Holiday ID: 024863
Fly Cruise From:
Was £3879pp Now: £3665pp

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

  • 14 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £3879pp Now: £3665pp
Holiday ID: 031650
Cruise From:
Was £3900pp Now: £3666pp

Bridgetown | Port Elizabeth | Canouan Island | Roseau | Anguilla | Basseterre | Castries | Bridgetown

  • 19 Dec 2026
  • 8 Nights
Cruise From:
Was £3900pp Now: £3666pp
Holiday ID: 035557
Cruise From:
Was £3837pp Now: £3683pp

Bridgetown | Oranjestad | Willemstad | Castries | Charlestown | Frederiksted | San Juan (Puerto Rico) | Saint John Island | Great Harbour | Philipsburg | Saint John's | Basseterre | Road Town | Miami

  • 28 Dec 2026
  • 17 Nights
Cruise From:
Was £3837pp Now: £3683pp
Holiday ID: 019998
Fly Cruise From:
Was £3819pp Now: £3699pp

Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami

  • 17 Dec 2026
  • 21 Nights
Fly Cruise From:
Was £3819pp Now: £3699pp
Holiday ID: 013744
Cruise From:
Was £3950pp Now: £3713pp

Bridgetown | Soufrière | Port Elizabeth | Saint George's | Fort-de-France | Basseterre | Saint Thomas | San Juan (Puerto Rico)

  • 21 Dec 2026
  • 8 Nights
Cruise From:
Was £3950pp Now: £3713pp
Holiday ID: 035560
Cruise From:
Was £3869pp Now: £3714pp

Fort Lauderdale | Half Moon Cay | Falmouth | Grand Cayman | Mahogany Bay | Belize City | Cozumel | Fort Lauderdale | Sint Maarten | Basseterre | Roseau | Castries | Antigua | Saint Thomas | Half Moon Cay | Fort Lauderdale

  • 12 Dec 2026
  • 21 Nights
Cruise From:
Was £3869pp Now: £3714pp
Holiday ID: 031600
Cruise From:
Was £3869pp Now: £3714pp

Fort Lauderdale | Half Moon Cay | Aruba | Cartagena | Colón | Gatun Lake | Puerto Limón | Grand Cayman | Fort Lauderdale | Bonaire | Curaçao | Aruba | Half Moon Cay | Fort Lauderdale

  • 27 Dec 2026
  • 21 Nights
Cruise From:
Was £3869pp Now: £3714pp
Holiday ID: 031242
Fly Cruise From:
Was £4845pp Now: £3724pp

Miami | Nassau | Bahamas | San Salvador Island | Gordon's Beach | Grand Turk Island | San Juan (Puerto Rico)

  • 30 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £4845pp Now: £3724pp
Holiday ID: 009363
Cruise From:
Was £4037pp Now: £3794pp

Miami | San Juan (Puerto Rico) | Saint John Island | Gustavia | Basseterre | Great Harbour | Miami

  • 30 Nov 2026
  • 10 Nights
Cruise From:
Was £4037pp Now: £3794pp
Holiday ID: 020365
Cruise From:
Was £4037pp Now: £3794pp

Bridgetown | Port Elizabeth | Fort-de-France | Deshaies | Basseterre | Saint George's | Canouan Island | Bridgetown

  • 27 Dec 2026
  • 8 Nights
Cruise From:
Was £4037pp Now: £3794pp
Holiday ID: 035558
Fly Cruise From:
£3870pp

Port Canaveral | Coco Cay | Charlotte Amalie | Philipsburg | Port Canaveral

  • 24 Dec 2026
  • 7 Nights
Fly Cruise From:
£3870pp
Holiday ID: 025900
Cruise From:
Was £4059pp Now: £3896pp

Fort Lauderdale | Sint Maarten | Basseterre | Roseau | Castries | Antigua | Saint Thomas | Half Moon Cay | Fort Lauderdale | Half Moon Cay | Falmouth | Grand Cayman | Belize City | Cozumel | Key West | Fort Lauderdale

  • 22 Dec 2026
  • 21 Nights
Cruise From:
Was £4059pp Now: £3896pp
Holiday ID: 031602
Fly Cruise From:
Was £5028pp Now: £3899pp

Miami | San Juan (Puerto Rico) | Great Harbour | South Friars Bay | Roseau | Port Elizabeth | Bridgetown

  • 20 Nov 2026
  • 8 Nights
Fly Cruise From:
Was £5028pp Now: £3899pp
Holiday ID: 044790
Cruise From:
£3900pp

Cartagena | Willemstad | Kralendijk | Oranjestad | Santa Marta | Fuerte Amador | Puntarenas

  • 02 Dec 2026
  • 10 Nights
Cruise From:
£3900pp
Holiday ID: 019815
Fly Cruise From:
Was £5095pp Now: £3912pp

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

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £5095pp Now: £3912pp
Holiday ID: 009399
Fly Cruise From:
£3912pp

Bridgetown | Saint John's | Philipsburg | Road Town | Basseterre | Roseau | Bridgetown

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
£3912pp
Holiday ID: 048588

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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