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.

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Showing 30 out of 880 cruises
Per Person
Total Price
Cruise From:
£5800pp

Fort Lauderdale | Saint Thomas | Virgin Gorda | Saint John's | San Juan (Puerto Rico) | Samaná | Nassau | Fort Lauderdale

  • 20 Dec 2026
  • 10 Nights
Cruise From:
£5800pp
Holiday ID: 019819
Cruise From:
Was £6205pp Now: £5832pp

San Juan (Puerto Rico) | Saint John Island | Charlestown | Roseau | Saint John's | Great Harbour | Miami

  • 29 Dec 2026
  • 8 Nights
Cruise From:
Was £6205pp Now: £5832pp
Holiday ID: 035561
Fly Cruise From:
Was £9794pp Now: £5973pp

Miami | Charlotte Amalie | Roseau | Saint John's | Basseterre | Tortola | Miami

  • 19 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £9794pp Now: £5973pp
Holiday ID: 010483E
Fly Cruise From:
Was £6499pp Now: £6141pp

Miami | Charlotte Amalie | Philipsburg | Gustavia | Basseterre | Tortola | Miami

  • 28 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £6499pp Now: £6141pp
Holiday ID: 031744
Cruise From:
£6230pp

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Gustavia | San Juan (Puerto Rico) | Road Bay | Saint John's | Basseterre | Grand Turk Island | Miami

  • 06 Dec 2026
  • 14 Nights
Cruise From:
£6230pp
Holiday ID: 044355
Cruise From:
£6305pp

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

  • 13 Dec 2026
  • 14 Nights
Cruise From:
£6305pp
Holiday ID: 044356
Fly Cruise From:
£6380pp

Galveston | Roatán Island | Costa Maya | Cozumel | Galveston

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
£6380pp
Holiday ID: 019426
Fly Cruise From:
Was £7044pp Now: £6762pp

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

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £7044pp Now: £6762pp
Holiday ID: 018795
Cruise From:
£6800pp

Fort Lauderdale | Road Town | Gustavia | Pointe-à-Pitre | Kingstown | Castries | Fort-de-France | Basseterre | San Juan (Puerto Rico) | Great Harbour | Marigot | Saint John's | Saint Thomas | Fort Lauderdale

  • 03 Dec 2026
  • 17 Nights
Cruise From:
£6800pp
Holiday ID: 024446
Fly Cruise From:
£6891pp

Cartagena | Oranjestad | Willemstad | Colón | Cartagena

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
£6891pp
Holiday ID: 043178
Cruise From:
£7085pp

San Juan (Puerto Rico) | Tortola | Basseterre | Gustavia | Grand Turk Island | Miami | Cruz Bay | Saint John's | Terre-de-Haut | Gustavia | San Juan (Puerto Rico)

  • 29 Nov 2026
  • 14 Nights
Cruise From:
£7085pp
Holiday ID: 044352
Fly Cruise From:
Was £9878pp Now: £7456pp

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

  • 19 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £9878pp Now: £7456pp
Holiday ID: 031682
Fly Cruise From:
Was £7954pp Now: £7556pp

Miami | Oranjestad | Willemstad | Kralendijk | Montego Bay | Georgetown | Tampa

  • 01 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £7954pp Now: £7556pp
Holiday ID: 010476
Cruise From:
£8200pp

Fort Lauderdale | Nassau | Samaná | San Juan (Puerto Rico) | Great Harbour | Oranjestad | Cartagena | Willemstad | Kralendijk | Oranjestad | Santa Marta | Fuerte Amador | Puntarenas

  • 23 Nov 2026
  • 19 Nights
Cruise From:
£8200pp
Holiday ID: 024445
Fly Cruise From:
Was £8894pp Now: £8449pp

Tampa | Georgetown | Montego Bay | Roatán Island | Belize City | Costa Maya | Cozumel | Tampa

  • 11 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £8894pp Now: £8449pp
Holiday ID: 010480
Fly Cruise From:
Was £8989pp Now: £8494pp

Miami | Tortola | Saint John's | Castries | Scarborough | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Bridgetown | Roseau | Philipsburg | San Juan (Puerto Rico) | Nassau | Miami

  • 24 Nov 2026
  • 25 Nights
Fly Cruise From:
Was £8989pp Now: £8494pp
Holiday ID: 015460
Fly Cruise From:
Was £9014pp Now: £8563pp

Miami | Costa Maya | Belize City | Harvest Caye | Roatán Island | Montego Bay | Georgetown | Miami

  • 09 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £9014pp Now: £8563pp
Holiday ID: 010479
Cruise From:
£9200pp

Miami | Puerto Plata | Isla Catalana | Cruz Bay | Great Harbour | Basseterre | Charlotte Amalie | San Juan (Puerto Rico) | Philipsburg | Saint John's | Little Bay | Tortola | Miami

  • 27 Dec 2026
  • 15 Nights
Cruise From:
£9200pp
Holiday ID: 044362
Fly Cruise From:
Was £9633pp Now: £9247pp

Fort Lauderdale | Cartagena | Colón | Cartagena | Oranjestad | Willemstad | Kralendijk | Fort Lauderdale

  • 23 Nov 2026
  • 11 Nights
Fly Cruise From:
Was £9633pp Now: £9247pp
Holiday ID: 018556
Fly Cruise From:
Was £10179pp Now: £9619pp

Miami | Costa Maya | Roatán Island | Harvest Caye | Cozumel | Miami | Charlotte Amalie | Philipsburg | Gustavia | Basseterre | Tortola | Miami

  • 21 Dec 2026
  • 17 Nights
Fly Cruise From:
Was £10179pp Now: £9619pp
Holiday ID: 031739
Cruise From:
£9650pp

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Philipsburg | San Juan (Puerto Rico) | Tortola | Basseterre | Gustavia | Grand Turk Island | Miami

  • 22 Nov 2026
  • 14 Nights
Cruise From:
£9650pp
Holiday ID: 044350
Fly Cruise From:
Was £10394pp Now: £9874pp

Galveston | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Montego Bay | Willemstad | Oranjestad | Kralendijk | Miami

  • 28 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £10394pp Now: £9874pp
Holiday ID: 010485
Fly Cruise From:
Was £10854pp Now: £10083pp

Galveston | Montego Bay | Ocho Rios | Punta Cana | San Juan (Puerto Rico) | Tortola | Philipsburg | Gustavia | Saint John's | Georgetown | Galveston

  • 11 Dec 2026
  • 17 Nights
Fly Cruise From:
Was £10854pp Now: £10083pp
Holiday ID: 010481E
Fly Cruise From:
Was £11134pp Now: £10577pp

Tampa | Georgetown | Ocho Rios | Oranjestad | Willemstad | Kralendijk | Basseterre | Philipsburg | Tortola | Miami

  • 21 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £11134pp Now: £10577pp
Holiday ID: 010484
Fly Cruise From:
£11311pp

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

  • 07 Dec 2026
  • 6 Nights
Fly Cruise From:
£11311pp
Holiday ID: 009390
Cruise From:
£11500pp

Fort Lauderdale | Saint Thomas | Virgin Gorda | Saint John's | San Juan (Puerto Rico) | Samaná | Nassau | Fort Lauderdale | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Georgetown | Ocho Rios | Nassau | Fort Lauderdale

  • 20 Dec 2026
  • 21 Nights
Cruise From:
£11500pp
Holiday ID: 039885
Cruise From:
£12300pp

Fort Lauderdale | Nassau | Samaná | San Juan (Puerto Rico) | Great Harbour | Oranjestad | Cartagena | Willemstad | Kralendijk | Oranjestad | Santa Marta | Fuerte Amador | Puntarenas | Playa Flamingo | Acajutla | Zihuatanejo | Manzanillo | Puerto Vallarta | San Diego

  • 23 Nov 2026
  • 28 Nights
Cruise From:
£12300pp
Holiday ID: 062735
Fly Cruise From:
Was £12979pp Now: £12330pp

Miami | Georgetown | Cartagena | Puntarenas | Puerto Quetzal | Acapulco | Cabo San Lucas | San Diego | Los Angeles

  • 29 Dec 2026
  • 16 Nights
Fly Cruise From:
Was £12979pp Now: £12330pp
Holiday ID: 010487
Cruise From:
£12800pp

San Diego | Topolobampo | Guaymas | La Paz | Isla Natividad | San Diego | Manzanillo | Puerto Vallarta | Mazatlán | Cabo San Lucas | San Diego

  • 21 Dec 2026
  • 18 Nights
Cruise From:
£12800pp
Holiday ID: 020483
Fly Cruise From:
£12996pp

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

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
£12996pp
Holiday ID: 009319

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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