Caribbean Cruise & Stay Deals

Set sail on a tropical adventure with our exclusive Caribbean Cruise & Stay deals! Combine the excitement of island hopping by sea with a relaxing resort stay on land all in one seamless package. Enjoy pristine beaches, vibrant culture, and unforgettable sunsets while saving more with our special offers. Your dream Caribbean escape starts here!

Showing 30 out of 154 cruises
Per Person
Total Price

Cruise & Stay

Tropical Escape: Key West Stay & Caribbean Cruise

Holiday prices from:
£2289pp

Tropical Escape: Key West Stay & Caribbean Cruise

Miami | Bimini Island | Nassau | Cozumel | Georgetown | Miami

  • 21 Jan 2027
  • 10 Nights
Holiday prices from:
£2289pp

Cruise & Stay

Eastern Caribbean: San Juan & St. Thomas with Miami Stay

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

  • 21 Jan 2027
  • 11 Nights
Holiday prices from:
£1749pp

Cruise & Stay

St. Isles & Sun-soaked Seas with Miami Beach Stay

Holiday prices from:
£1849pp

St. Isles & Sun-soaked Seas with Miami Beach Stay

Miami | Philipsburg | Road Town | Basseterre | Saint John's | Bimini Island | Miami

  • 23 Jan 2027
  • 13 Nights
Holiday prices from:
£1849pp

Cruise & Stay

Miami Beach and Southern Caribbean Cruise

Holiday prices from:
£2019pp

Miami Beach and Southern Caribbean Cruise

Fort Lauderdale | Saint John's | Castries | Bridgetown | Kingstown | Basseterre | Fort Lauderdale

  • 27 Jan 2027
  • 13 Nights
Holiday prices from:
£2019pp

Cruise & Stay

Southern Caribbean & Puerto Rico with Barbados Stay

Holiday prices from:
£2389pp

Southern Caribbean & Puerto Rico with Barbados Stay

Bridgetown | San Juan (Puerto Rico) | Saint Thomas | Pointe-à-Pitre | Dominica | Saint George's | Bridgetown

  • 27 Jan 2027
  • 10 Nights
Holiday prices from:
£2389pp

Cruise & Stay

Caribbean Voyage with All-Inclusive Punta Cana Stay

Holiday prices from:
£1665pp

Caribbean Voyage with All-Inclusive Punta Cana Stay

La Romana | Virgin Gorda | Philipsburg | Basseterre | Road Town | Catalina Island | La Romana

  • 28 Jan 2027
  • 12 Nights
Holiday prices from:
£1665pp

Cruise & Stay

Caribbean: Dominican Republic & St. Thomas with New York Stay

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

  • 30 Jan 2027
  • 15 Nights
Holiday prices from:
£2069pp

Cruise & Stay

Caribbean Voyage with Miami Stay

Holiday prices from:
£1819pp

Caribbean Voyage with Miami Stay

Miami | Georgetown | Ocho Rios | Oranjestad | Kralendijk | Puerto Plata | Miami

  • 02 Feb 2027
  • 13 Nights
Holiday prices from:
£1819pp

Cruise & Stay

Eastern Caribbean & St. Kitts with Miami Stay

Holiday prices from:
£1789pp

Eastern Caribbean & St. Kitts with Miami Stay

Fort Lauderdale | Celebration Key | Amber Cove | San Juan (Puerto Rico) | Sint Maarten | Saint John's | Saint Kitts | Fort Lauderdale

  • 03 Feb 2027
  • 13 Nights
Holiday prices from:
£1789pp

Cruise & Stay

Southern Caribbean & Puerto Rico with Barbados Stay

Holiday prices from:
£2529pp

Southern Caribbean & Puerto Rico with Barbados Stay

Bridgetown | San Juan (Puerto Rico) | Saint Thomas | Sint Maarten | Saint John's | Dominica | Bridgetown

  • 03 Feb 2027
  • 10 Nights
Holiday prices from:
£2529pp

Cruise & Stay

Western Caribbean & Bimini Beach Club with Miami & Cancun Stays

Miami | Georgetown | Ocho Rios | Nassau | Bimini Island | Miami

  • 05 Feb 2027
  • 15 Nights
Holiday prices from:
£2849pp

Cruise & Stay

Sisters at Sea: Brilliant Lady with Miami Stay

Holiday prices from:
£2339pp

Sisters at Sea: Brilliant Lady with Miami Stay

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

  • 06 Feb 2027
  • 13 Nights
Holiday prices from:
£2339pp

Cruise & Stay

Western Caribbean Cruise with New Orleans & Mardi Gras

New Orleans | Cozumel | Georgetown | Montego Bay | New Orleans

  • 08 Feb 2027
  • 13 Nights
Holiday prices from:
£2269pp

Cruise & Stay

EXCLUSIVE to SixStarCruises - FREE 4* Miami Stay & Luxury Caribbean Cruise

Miami | Charlotte Amalie | Saint John's | Philipsburg | San Juan (Puerto Rico) | Puerto Plata | Great Stirrup Cay | Miami

  • 11 Feb 2027
  • 13 Nights
Holiday prices from:
£3129pp

Cruise & Stay

Sisters at Sea: Valiant Lady with San Juan Stay

Holiday prices from:
£2529pp

Sisters at Sea: Valiant Lady with San Juan Stay

San Juan (Puerto Rico) | Samaná | Grand Turk Island | Cabo Rojo | San Juan (Puerto Rico)

  • 11 Feb 2027
  • 10 Nights
Holiday prices from:
£2529pp

Cruise & Stay

Sisters at Sea: Resilient Lady with Miami Stay

Holiday prices from:
£1899pp

Sisters at Sea: Resilient Lady with Miami Stay

Miami | Freeport | Progreso | Bimini Island | Miami

  • 12 Feb 2027
  • 10 Nights
Holiday prices from:
£1899pp

Cruise & Stay

Sisters at Sea: Scarlet Lady with Miami stay

Holiday prices from:
£1849pp

Sisters at Sea: Scarlet Lady with Miami stay

Miami | Freeport | Bimini Island | Miami

  • 13 Feb 2027
  • 8 Nights
Holiday prices from:
£1849pp

Cruise & Stay

Cayman Coves & Jamaican Waterfalls with Miami Stay

Holiday prices from:
£1949pp

Cayman Coves & Jamaican Waterfalls with Miami Stay

Miami | Ocho Rios | Georgetown | Bimini Island | Miami

  • 19 Feb 2027
  • 10 Nights
Holiday prices from:
£1949pp

Cruise & Stay

St. Isles & Sun-soaked Seas with Miami Stay

Holiday prices from:
£2079pp

St. Isles & Sun-soaked Seas with Miami Stay

Miami | Philipsburg | Road Town | Basseterre | Saint John's | Bimini Island | Miami

  • 20 Feb 2027
  • 13 Nights
Holiday prices from:
£2079pp

Cruise & Stay

Ultimate Southern Caribbean with Miami Stay

Holiday prices from:
£1999pp

Ultimate Southern Caribbean with Miami Stay

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

  • 24 Feb 2027
  • 13 Nights
Holiday prices from:
£1999pp

Cruise & Stay

Southern Caribbean with Miami Stay

Holiday prices from:
£2289pp

Southern Caribbean with Miami Stay

Fort Lauderdale | Basseterre | Castries | Bridgetown | Willemstad | Kralendijk | Oranjestad | Fort Lauderdale

  • 25 Feb 2027
  • 16 Nights
Holiday prices from:
£2289pp

Cruise & Stay

Southern Caribbean & Aruban Nights with San Juan Stay

Holiday prices from:
£2459pp

Southern Caribbean & Aruban Nights with San Juan Stay

San Juan (Puerto Rico) | Oranjestad | Willemstad | Fort-de-France | Basseterre | San Juan (Puerto Rico)

  • 25 Feb 2027
  • 10 Nights
Holiday prices from:
£2459pp

Cruise & Stay

Southern Caribbean Adventure with Barbados stay

Holiday prices from:
£2259pp

Southern Caribbean Adventure with Barbados stay

Bridgetown | San Juan (Puerto Rico) | Saint Thomas | Sint Maarten | Saint John's | Castries | Bridgetown

  • 02 Mar 2027
  • 11 Nights
Holiday prices from:
£2259pp

Cruise & Stay

Southern Caribbean Cruise with San Juan Stay

Holiday prices from:
£2639pp

Southern Caribbean Cruise with San Juan Stay

San Juan (Puerto Rico) | Philipsburg | Bridgetown | Castries | Saint John's | Road Town | San Juan (Puerto Rico)

  • 04 Mar 2027
  • 10 Nights
Holiday prices from:
£2639pp

Cruise & Stay

Southern Caribbean with Barbados and St. Lucia with Puerto Rico stay

San Juan (Puerto Rico) | Saint Thomas | Sint Maarten | Saint John's | Castries | Bridgetown | San Juan (Puerto Rico)

  • 05 Mar 2027
  • 10 Nights
Holiday prices from:
£2149pp

Cruise & Stay

Eastern Caribbean & St Kitts with Miami Stay

Holiday prices from:
£1999pp

Eastern Caribbean & St Kitts with Miami Stay

Fort Lauderdale | Princess Cays | Amber Cove | San Juan (Puerto Rico) | Sint Maarten | Saint John's | Saint Kitts | Fort Lauderdale

  • 05 Mar 2027
  • 13 Nights
Holiday prices from:
£1999pp

Cruise & Stay

FREE Balcony Upgrade! Moroccan Passage with Orlando Stay

Port Canaveral | Kings Wharf | Ponta Delgada | Casablanca | La Coruña | Southampton

  • 05 Mar 2027
  • 17 Nights
Holiday prices from:
£1579pp

Cruise & Stay

Eastern Caribbean & Bimini Beach Club with Miami Stay

Holiday prices from:
£2089pp

Eastern Caribbean & Bimini Beach Club with Miami Stay

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

  • 06 Mar 2027
  • 13 Nights
Holiday prices from:
£2089pp

Cruise & Stay

Miami Stay with Best Of Southern Caribbean Cruise

Holiday prices from:
£2069pp

Miami Stay with Best Of Southern Caribbean Cruise

Fort Lauderdale | Saint John's | Castries | Bridgetown | Kingstown | Basseterre | Fort Lauderdale

  • 10 Mar 2027
  • 13 Nights
Holiday prices from:
£2069pp

Cruise & Stay

New York Stay with Perfect Day Bahamas Cruise

Holiday prices from:
£1819pp

New York Stay with Perfect Day Bahamas Cruise

Cape Liberty | Port Canaveral | Coco Cay | Nassau | Cape Liberty

  • 19 Mar 2027
  • 10 Nights
Holiday prices from:
£1819pp

Cruise & Stay

New York to Niagara with Perfect Day Bahamas Cruise

Holiday prices from:
£2299pp

New York to Niagara with Perfect Day Bahamas Cruise

Cape Liberty | Port Canaveral | Coco Cay | Nassau | Cape Liberty

  • 17 Mar 2027
  • 12 Nights
Holiday prices from:
£2299pp

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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