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Fly Cruises to the Caribbean

Find the best fly cruise to the Caribbean for you in 2026, 2027 and 2028 with Stewart Travel below. From Jamaica and Cuba to Mexico, call one of our Cruise Experts on 0800 019 0063 to book your dream fly cruise holiday today!

Caribbean Fly Cruise Deals

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    5 Night Bermuda Cruise

    Royal Caribbean

    Independence of the Seas 21 May 2026 5 nights

    Itinerary: New York - Royal Naval Dockyard - New York

    • Limited Time Savings - Call Our Cruise Experts Today

    Cruise Only from

    • Interior £869pp
    • Ocean View Call Us
    • Balcony Call Us

    Includes extra savings of up to £18pp

    more details

    7-Day Bermuda Round-Trip Philadelphia

    Norwegian Cruise Line

    Norwegian Jewel 21 May 2026 7 nights

    Itinerary: Philadelphia - Royal Naval Dockyard - Charleston - Philadelphia

    • Save up to £500 per couple off Flights - When Booking Balcony & Above Cabins
    • Upgrade for £249pp & get: Premium Drinks, Speciality Dining, WiFi & Excursion Discounts

    Cruise Only from

    • Interior £679pp
    • Ocean View Call Us
    • Balcony Call Us

    Includes extra savings of up to £72pp

    more details

    7 Night Perfect Day Bahamas Cruise

    Royal Caribbean

    Oasis of the Seas 22 May 2026 7 nights

    Itinerary: New York - Nassau - Perfect Day at CocoCay - New York

    • Experience 'Perfect Day at CocoCay'
    • Limited Time Savings - Call Our Cruise Experts Today

    Cruise Only from

    • Interior £939pp
    • Ocean View Call Us
    • Balcony Call Us

    Includes extra savings of up to £19pp

    more details

    3 Night Bahamas & Perfect Day Cruise

    Royal Caribbean

    Utopia of the Seas 22 May 2026 3 nights

    Itinerary: Port Canaveral - Nassau - Perfect Day at CocoCay - Port Canaveral

    • Experience 'Perfect Day at CocoCay'

    Call us now on 0800 019 0063

    more details

    6 Night Western Caribbean & Perfect Day

    Royal Caribbean

    Adventure of the Seas 23 May 2026 6 nights

    Itinerary: Port Canaveral - Nassau - Falmouth - Perfect Day at CocoCay - Port Canaveral

    • Experience 'Perfect Day at CocoCay'
    • Limited Time Savings - Call Our Cruise Experts Today

    Cruise Only from

    • Interior £689pp
    • Ocean View £889pp
    • Balcony £1,079pp

    Includes extra savings of up to £40pp

    more details

    7 Night Western Caribbean & Perfect Day

    Royal Caribbean

    Icon of the Seas 23 May 2026 7 nights

    Itinerary: Miami - Puerto Costa Maya - Roatan - Cozumel - Perfect Day at CocoCay - Miami

    • Experience 'Perfect Day at CocoCay'
    • Limited Time Savings - Call Our Cruise Experts Today
    • Big Balcony Sale - Upgrade for Less

    Cruise Only from

    • Interior £919pp
    • Ocean View £1,199pp
    • Balcony £1,219pp

    Includes extra savings of up to £41pp

    more details

    7-Day Bermuda Round-Trip New York

    Norwegian Cruise Line

    Norwegian Aqua 23 May 2026 7 nights

    Itinerary: Manhattan Cruise Terminal - Royal Naval Dockyard - Manhattan Cruise Terminal

    • Save up to £500 per couple off Flights - When Booking Balcony & Above Cabins
    • Upgrade for £249pp & get: Premium Drinks, Speciality Dining, WiFi & Excursion Discounts

    Cruise Only from

    • Interior £1,059pp
    • Ocean View £1,329pp
    • Balcony £1,779pp

    Includes extra savings of up to £55pp

    more details

    7-Day Caribbean Round-Trip Miami: Great Stirrup Cay, Dominican Republic & Tortola

    Norwegian Cruise Line

    Norwegian Luna 23 May 2026 7 nights

    Itinerary: Miami - Puerto Plata/Dominican Republic - St. Thomas (US Virgin Islands) - Tortola - Great Stirrup Cay - Miami

    • Save up to £500 per couple off Flights - When Booking Balcony & Above Cabins
    • Upgrade for £249pp & get: Premium Drinks, Speciality Dining, WiFi & Excursion Discounts

    Cruise Only from

    • Interior Call Us
    • Ocean View Call Us
    • Balcony Call Us

    Includes extra savings of up to £105pp

    more details

    Caribbean from Miami

    MSC Cruises

    MSC World America 23 May 2026 7 nights

    Itinerary: Miami - Roatan - Puerto Costa Maya - Cozumel - Ocean Cay - Miami

    • New Ship
    • Elevate your Experience - Upgrade to Yacht Club - Ask for full details
    • Great family prices - children up to 17 years
    • Gratuities Included
    • Big Balcony Sale - Upgrade for Less

    Cruise Only from

    • Interior £619pp
    • Ocean View £749pp
    • Balcony £879pp
    • Suite £1,979pp

    Includes extra savings of up to £83pp

    more details

    Southern Caribbean From Miami, FL

    Carnival Cruise Line

    Carnival Horizon 23 May 2026 8 nights

    Itinerary: Miami - Oranjestad - Bonaire - Willemstad - Miami

    Cruise Only from

    • Interior £669pp
    • Ocean View Call Us
    • Balcony Call Us

    more details

    Eastern Caribbean from Port Canaveral (Orlando)

    Carnival Cruise Line

    Mardi Gras 23 May 2026 7 nights

    Itinerary: Port Canaveral - Grand Turk - Amber Cove - Nassau - Celebration Key - Port Canaveral

    Cruise Only from

    • Interior £789pp
    • Ocean View Call Us
    • Balcony Call Us

    more details

    Western Caribbean Cruise from Fort Lauderdale

    Disney Cruise Line

    Disney Destiny 23 May 2026 5 nights

    Itinerary: Port Everglades - Cozumel - Castaway Cay - Port Everglades

    Cruise Only from

    • Interior £1,499pp
    • Ocean View Call Us
    • Balcony £1,999pp

    more details

    Eastern Caribbean Cruise from Port Canaveral

    Disney Cruise Line

    Disney Treasure 23 May 2026 7 nights

    Itinerary: Port Canaveral - St. Thomas (US Virgin Islands) - Tortola - Castaway Cay - Port Canaveral

    Cruise Only from

    • Interior £2,369pp
    • Ocean View Call Us
    • Balcony £3,009pp

    more details

    5 Night Bermuda Cruise

    Royal Caribbean

    Vision of the Seas 23 May 2026 5 nights

    Itinerary: Baltimore - Royal Naval Dockyard - Baltimore

    • Limited Time Savings - Call Our Cruise Experts Today

    Call us now on 0800 019 0063

    more details

    7 Night Southern Caribbean Cruise

    Royal Caribbean

    Grandeur of the Seas 23 May 2026 7 nights

    Itinerary: Colon - Cartagena - Oranjestad - Willemstad - Colon

    • Limited Time Savings - Call Our Cruise Experts Today

    Call us now on 0800 019 0063

    more details

    7 Night Southern Caribbean Cruise

    Royal Caribbean

    Rhapsody of the Seas 23 May 2026 7 nights

    Itinerary: San Juan - Tortola - Philipsburg - St John's - Basseterre - St Croix - San Juan

    • Limited Time Savings - Call Our Cruise Experts Today

    Call us now on 0800 019 0063

    more details

    Eastern/Western Caribbean Adventurer

    Princess Cruises

    Regal Princess 23 May 2026 14 nights

    Itinerary: Fort Lauderdale - Princess Cays - San Juan - St. Thomas (US Virgin Islands) - Fort Lauderdale - Cozumel - Belize - Roatan - Fort Lauderdale

    • Upgrade for only £50pp per day & get: All Inclusive Drinks, WiFi, Four Casual Dining Meals & Gratuities

    Call us now on 0800 019 0063

    more details

    Eastern Caribbean with St. Thomas

    Princess Cruises

    Regal Princess 23 May 2026 7 nights

    Itinerary: Fort Lauderdale - Princess Cays - San Juan - St. Thomas (US Virgin Islands) - Fort Lauderdale

    • Upgrade for only £50pp per day & get: All Inclusive Drinks, WiFi, Four Casual Dining Meals & Gratuities

    Call us now on 0800 019 0063

    more details

    Caribbean from Miami

    MSC Cruises

    MSC World America 23 May 2026 14 nights

    Itinerary: Miami - Roatan - Puerto Costa Maya - Cozumel - Ocean Cay - Miami - Puerto Plata/Dominican Republic - San Juan - Ocean Cay - Miami

    • New Ship
    • Elevate your Experience - Upgrade to Yacht Club - Ask for full details
    • Great family prices - children up to 17 years
    • Gratuities Included

    Call us now on 0800 019 0063

    more details

    Western Caribbean From Galveston, TX

    Carnival Cruise Line

    Carnival Breeze 23 May 2026 5 nights

    Itinerary: Galveston - Cozumel - Yucatan - Galveston

    Call us now on 0800 019 0063

    more details

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    What our clients say

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    Average Customer Rating: 4.9/5

    Great service and very helpful

    The agent was very helpful. Getting me a holiday arms a good price

    Miss Platt / May 2026

    Amazing travel agent with amazing staff

    My husband and I have used Stewart travel for many years , we have an amazing travel agent called Diane McKee based in the Irvine , every year we look forward to going into the shop usually not know knowing where we are going and end up leaving all booked for an amazing holiday, we are all booked up for this years family holiday in Turkey this June and can not wait to go.

    Ms Lindsay / May 2026

    Great service good value

    Quick and good knowledge happy customer

    Mrs Hyndman / May 2026

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