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:
Was £2798pp Now: £2199pp

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

  • 19 Dec 2026
  • 7 Nights
Cruise From:
Was £2798pp Now: £2199pp
Holiday ID: 031681
Fly Cruise From:
£2199pp

San Juan (Puerto Rico) | Tortola | Saint John's | Roseau | Saint Croix Island | Basseterre | San Juan (Puerto Rico)

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
£2199pp
Holiday ID: 048923
Fly Cruise From:
£2213pp

Fort Lauderdale | Nassau | Puerto Plata | San Juan (Puerto Rico) | Fort Lauderdale

  • 28 Dec 2026
  • 7 Nights
Fly Cruise From:
£2213pp
Holiday ID: 048850
Fly Cruise From:
£2270pp

Tampa | Costa Maya | Roatán Island | Belize City | Cozumel | Tampa

  • 28 Nov 2026
  • 7 Nights
Fly Cruise From:
£2270pp
Holiday ID: 047348
Fly Cruise From:
£2270pp

Port Canaveral | Freeport | Falmouth | Georgetown | Cozumel | Port Canaveral

  • 21 Dec 2026
  • 7 Nights
Fly Cruise From:
£2270pp
Holiday ID: 025592
Fly Cruise From:
£2273pp

Miami | Philipsburg | Charlotte Amalie | Coco Cay | Miami

  • 19 Dec 2026
  • 7 Nights
Fly Cruise From:
£2273pp
Holiday ID: 019466
Fly Cruise From:
£2273pp

San Juan (Puerto Rico) | Charlotte Amalie | Saint Croix Island | Philipsburg | Saint John's | Roseau | San Juan (Puerto Rico)

  • 19 Dec 2026
  • 7 Nights
Fly Cruise From:
£2273pp
Holiday ID: 047754
Fly Cruise From:
Was £2373pp Now: £2278pp

Fort Lauderdale | Basseterre | San Juan (Puerto Rico) | Coco Cay | Fort Lauderdale

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £2373pp Now: £2278pp
Holiday ID: 018620
Fly Cruise From:
Was £2349pp Now: £2278pp

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami

  • 29 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £2349pp Now: £2278pp
Holiday ID: 013745
Fly Cruise From:
£2279pp

New Orleans | Cozumel | Georgetown | Falmouth | New Orleans

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
£2279pp
Holiday ID: 026712
Fly Cruise From:
£2293pp

Galveston | Roatán Island | Costa Maya | Cozumel | Galveston

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£2293pp
Holiday ID: 019387
Fly Cruise From:
Was £2409pp Now: £2312pp

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

Fly Cruise From:
Was £2409pp Now: £2312pp
Holiday ID: 018636
Fly Cruise From:
£2341pp

Miami | Puerto Plata | San Juan (Puerto Rico) | Charlotte Amalie | Miami

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
£2341pp
Holiday ID: 026644
Fly Cruise From:
£2347pp

Fort Lauderdale | Cozumel | Costa Maya | Nassau | Fort Lauderdale

  • 27 Dec 2026
  • 6 Nights
Fly Cruise From:
£2347pp
Holiday ID: 019168
Cruise From:
Was £2459pp Now: £2360pp

Miami | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Miami | Amber Cove | Grand Turk Island | Half Moon Cay | Key West | Miami

  • 12 Dec 2026
  • 14 Nights
Cruise From:
Was £2459pp Now: £2360pp
Holiday ID: 031282
Fly Cruise From:
£2361pp

Miami | Coco Cay | Nassau | Falmouth | Georgetown | Miami

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
£2361pp
Holiday ID: 026689
Fly Cruise From:
£2376pp

Fort Lauderdale | Coco Cay | Charlotte Amalie | Philipsburg | Fort Lauderdale

  • 28 Dec 2026
  • 7 Nights
Fly Cruise From:
£2376pp
Holiday ID: 025837
Cruise&Stay

Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten with Barbados & San Juan Stays

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

  • 10 Dec 2026
  • 11 Nights
Holiday prices from
£2379pp
Holiday ID: 019961C4
Fly Cruise From:
£2384pp

Port Canaveral | Nassau | Falmouth | Coco Cay | Port Canaveral

  • 30 Dec 2026
  • 6 Nights
Fly Cruise From:
£2384pp
Holiday ID: 025702
Fly Cruise From:
£2388pp

Fort Lauderdale | Nassau | Cabo Rojo | Willemstad | Oranjestad | Fort Lauderdale

  • 19 Dec 2026
  • 8 Nights
Fly Cruise From:
£2388pp
Holiday ID: 019127
Cruise From:
Was £2489pp Now: £2389pp

Fort Lauderdale | Grand Cayman | Fuerte Amador | Manta | Salaverry | Callao | General San Martin | Coquimbo | Valparaiso

  • 18 Nov 2026
  • 16 Nights
Cruise From:
Was £2489pp Now: £2389pp
Holiday ID: 020600
Fly Cruise From:
£2389pp

Port Canaveral | Costa Maya | Roatán Island | Cozumel | Coco Cay | Port Canaveral

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
£2389pp
Holiday ID: 019360
Cruise From:
Was £2499pp Now: £2399pp

Fort Lauderdale | Nassau | Grand Turk Island | Amber Cove | Half Moon Cay | Fort Lauderdale | Grand Turk Island | San Juan (Puerto Rico) | Saint Thomas | Half Moon Cay | Fort Lauderdale

  • 12 Dec 2026
  • 14 Nights
Cruise From:
Was £2499pp Now: £2399pp
Holiday ID: 031229
Cruise From:
Was £2499pp Now: £2399pp

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

  • 27 Dec 2026
  • 12 Nights
Cruise From:
Was £2499pp Now: £2399pp
Holiday ID: 031241
Cruise&Stay

Back-to-Back Caribbean Bliss with Orlando Stay

Holiday prices from
£2419pp

Back-to-Back Caribbean Bliss with Orlando Stay

Port Canaveral | Nassau | Ocean Cay | Cozumel | Costa Maya | Port Canaveral

Holiday prices from
£2419pp
Holiday ID: 026321C
Cruise From:
£2432pp

Port Canaveral | Saint Thomas | Tortola | Castaway Cay | Port Canaveral

  • 21 Nov 2026
  • 7 Nights
Cruise From:
£2432pp
Holiday ID: 063300
Fly Cruise From:
Was £2534pp Now: £2432pp

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

  • 26 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £2534pp Now: £2432pp
Holiday ID: 018583
Cruise&Stay

New Year Caribbean Voyage with Miami Stay

Holiday prices from
£2489pp

New Year Caribbean Voyage with Miami Stay

Miami | Roatán Island | Costa Maya | Cozumel | Ocean Cay | Miami | Puerto Plata | San Juan (Puerto Rico) | Ocean Cay | Miami

  • 30 Dec 2026
  • 18 Nights
Holiday prices from
£2489pp
Holiday ID: 031320C
Fly Cruise From:
Was £2594pp Now: £2490pp

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

  • 14 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £2594pp Now: £2490pp
Holiday ID: 018552
Fly Cruise From:
£2490pp

Tampa | Costa Maya | Cozumel | Tampa

  • 28 Dec 2026
  • 5 Nights
Fly Cruise From:
£2490pp
Holiday ID: 043265

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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