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
Fly Cruise From:
Was £1799pp Now: £1745pp

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

  • 08 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £1799pp Now: £1745pp
Holiday ID: 013741
Fly Cruise From:
Was £1799pp Now: £1745pp

Bridgetown | Tortola | Saint John's | Grand Turk Island | Ocho Rios | Bonaire | Scarborough | Saint George's | Bridgetown

  • 26 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £1799pp Now: £1745pp
Holiday ID: 015043
Fly Cruise From:
£1746pp

Galveston | Costa Maya | Roatán Island | Cozumel | Galveston

  • 29 Nov 2026
  • 7 Nights
Fly Cruise From:
£1746pp
Holiday ID: 019394
Fly Cruise From:
£1746pp

Miami | Oranjestad | Willemstad | Cabo Rojo | Nassau | Miami

  • 03 Dec 2026
  • 9 Nights
Fly Cruise From:
£1746pp
Holiday ID: 062757
Cruise From:
Was £1819pp Now: £1746pp

Miami | Grand Turk Island | San Juan (Puerto Rico) | Saint Thomas | Half Moon Cay | Miami

  • 26 Dec 2026
  • 7 Nights
Cruise From:
Was £1819pp Now: £1746pp
Holiday ID: 031598
Fly Cruise From:
Was £1822pp Now: £1749pp

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

  • 21 Nov 2026
  • 14 Nights
Fly Cruise From:
Was £1822pp Now: £1749pp
Holiday ID: 031223
Cruise From:
£1749pp

Port Canaveral | Disney Lookout Cay at Lighthouse Point | Port Canaveral

  • 24 Dec 2026
  • 4 Nights
Cruise From:
£1749pp
Holiday ID: 063226
Cruise&Stay

Eastern Caribbean & Bimini Beach Club with Miami Stay

Miami | Philipsburg | Road Town | Saint Croix Island | San Juan (Puerto Rico) | Puerto Plata | Bimini Island | Miami

  • 28 Nov 2026
  • 13 Nights
Holiday prices from
£1749pp
Holiday ID: 026723CE
Fly Cruise From:
Was £1825pp Now: £1752pp

Tampa | Nassau | Bimini Island | Cozumel | Tampa

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £1825pp Now: £1752pp
Holiday ID: 018770
Fly Cruise From:
Was £1827pp Now: £1753pp

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

Fly Cruise From:
Was £1827pp Now: £1753pp
Holiday ID: 018654
Fly Cruise From:
Was £1809pp Now: £1754pp

New York | Saint Thomas | Tortola | Saint Kitts | Sint Maarten | New York

  • 17 Nov 2026
  • 11 Nights
Fly Cruise From:
Was £1809pp Now: £1754pp
Holiday ID: 032455
Fly Cruise From:
£1772pp

Fort Lauderdale | Coco Cay | Cozumel | Costa Maya | Fort Lauderdale

  • 22 Nov 2026
  • 6 Nights
Fly Cruise From:
£1772pp
Holiday ID: 035834
Fly Cruise From:
£1774pp

Port Canaveral | Oranjestad | Willemstad | Kralendijk | Coco Cay | Port Canaveral

  • 02 Dec 2026
  • 9 Nights
Fly Cruise From:
£1774pp
Holiday ID: 062335
Fly Cruise From:
£1774pp

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

Fly Cruise From:
£1774pp
Holiday ID: 019202
Fly Cruise From:
£1778pp

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

  • 21 Nov 2026
  • 7 Nights
Fly Cruise From:
£1778pp
Holiday ID: 047734
Fly Cruise From:
£1780pp

Miami | Coco Cay | Miami

  • 28 Dec 2026
  • 3 Nights
Fly Cruise From:
£1780pp
Holiday ID: 026001
Fly Cruise From:
£1781pp

Miami | Coco Cay | Falmouth | Miami

  • 26 Dec 2026
  • 5 Nights
Fly Cruise From:
£1781pp
Holiday ID: 064296
Fly Cruise From:
Was £1858pp Now: £1783pp

Miami | Nassau | Georgetown | Cozumel | Costa Maya | Miami

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £1858pp Now: £1783pp
Holiday ID: 018788
Cruise From:
Was £1859pp Now: £1784pp

Fort Lauderdale | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Fort Lauderdale

  • 26 Dec 2026
  • 7 Nights
Cruise From:
Was £1859pp Now: £1784pp
Holiday ID: 031582
Cruise From:
Was £1859pp Now: £1784pp

Fort Lauderdale | Nassau | Grand Turk Island | Amber Cove | Half Moon Cay | Fort Lauderdale

  • 27 Dec 2026
  • 7 Nights
Cruise From:
Was £1859pp Now: £1784pp
Holiday ID: 031253
Fly Cruise From:
£1785pp

Galveston | Cozumel | Galveston

  • 17 Dec 2026
  • 4 Nights
Fly Cruise From:
£1785pp
Holiday ID: 025730
Fly Cruise From:
Was £1862pp Now: £1787pp

Fort Lauderdale | Saint John's | Castries | Basseterre | Charlotte Amalie | Fort Lauderdale

  • 24 Nov 2026
  • 9 Nights
Fly Cruise From:
Was £1862pp Now: £1787pp
Holiday ID: 018656
Fly Cruise From:
£1794pp

Galveston | Costa Maya | Cozumel | Galveston

  • 26 Dec 2026
  • 5 Nights
Fly Cruise From:
£1794pp
Holiday ID: 025744
Fly Cruise From:
£1796pp

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

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£1796pp
Holiday ID: 048920
Fly Cruise From:
£1799pp

Miami | Georgetown | Nassau | Miami

  • 21 Dec 2026
  • 5 Nights
Fly Cruise From:
£1799pp
Holiday ID: 025649
Cruise&Stay

Caribbean Voyage with New York Stay & Empire State Observatory Tickets

New York | Puerto Plata | San Juan (Puerto Rico) | Basseterre | Philipsburg | Saint Thomas | Road Town | New York

  • 27 Nov 2026
  • 15 Nights
Holiday prices from
£1799pp
Holiday ID: 018060C
Cruise&Stay

Caribbean Voyage with New Orleans Stay & Jazz Tour

Holiday prices from
£1809pp

Caribbean Voyage with New Orleans Stay & Jazz Tour

New Orleans | Cozumel | Roatán Island | Harvest Caye | Costa Maya | New Orleans

  • 11 Dec 2026
  • 10 Nights
Holiday prices from
£1809pp
Holiday ID: 039849C
Fly Cruise From:
£1811pp

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

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
£1811pp
Holiday ID: 047740
Fly Cruise From:
Was £1887pp Now: £1811pp

San Juan (Puerto Rico) | Tortola | Basseterre | Roseau | Castries | Bridgetown | San Juan (Puerto Rico)

Fly Cruise From:
Was £1887pp Now: £1811pp
Holiday ID: 018639
Cruise&Stay

Southern Caribbean Cruise Voyage with San Juan Stay

Holiday prices from
£1819pp

Southern Caribbean Cruise Voyage with San Juan Stay

San Juan (Puerto Rico) | Charlotte Amalie | Road Town | Basseterre | Saint John's | Philipsburg | San Juan (Puerto Rico)

  • 26 Nov 2026
  • 10 Nights
Holiday prices from
£1819pp
Holiday ID: 025159CE

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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