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Explora Journeys Caribbean Cruises

See all our incredible Caribbean itineraries with Explora Journeys below for 2026, 2027 and 2028, and find the best luxury cruise holiday for you. With fantastic prices and add-ons available, call one of our friendly Cruise Experts on 0800 019 0063 to book your dream Explora Journeys getaway around the sunny Caribbean today!

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    A Journey into Caribbean Exploration & Island Delights

    Explora Journeys

    EXPLORA III 01 November 2026 7 nights

    Itinerary: San Juan - Roadtown - Basseterre - Gustavia - Road Bay - Miami

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,709pp

    Includes extra savings of up to £196pp

    more details

    An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines

    Explora Journeys

    EXPLORA III 01 November 2026 14 nights

    Itinerary: San Juan - Roadtown - Basseterre - Gustavia - Road Bay - Miami - Providenciales - Puerto Plata/Dominican Republic - La Romana - Jost Van Dycke (British Virgin Islands)...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £7,669pp

    Includes extra savings of up to £404pp

    more details

    A Journey through Beguiling Caribbean Coastlines & Lush Landscapes

    Explora Journeys

    EXPLORA III 08 November 2026 7 nights

    Itinerary: Miami - Providenciales - Puerto Plata/Dominican Republic - La Romana - Jost Van Dycke (British Virgin Islands) - Gustavia - San Juan

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,339pp

    Includes extra savings of up to £176pp

    more details

    An Extended Journey of Blissful Escapes & Shoreline Splendour

    Explora Journeys

    EXPLORA III 08 November 2026 14 nights

    Itinerary: Miami - Providenciales - Puerto Plata/Dominican Republic - La Romana - Jost Van Dycke (British Virgin Islands) - Gustavia - San Juan - Road Bay - St John's - Frederiksted...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £6,609pp

    Includes extra savings of up to £348pp

    more details

    A Journey of Blissful Escapes & Island Splendour

    Explora Journeys

    EXPLORA III 15 November 2026 7 nights

    Itinerary: San Juan - Road Bay - St John's - Frederiksted - Catalina Island - Puerto Plata/Dominican Republic - Miami

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,149pp

    Includes extra savings of up to £166pp

    more details

    An Extended Journey of Tropical Harmony & Natural Wonders

    Explora Journeys

    EXPLORA III 15 November 2026 14 nights

    Itinerary: San Juan - Road Bay - St John's - Frederiksted - Catalina Island - Puerto Plata/Dominican Republic - Miami - St. John (Cruz Bay) - St John's - Terre de Haut...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £6,759pp

    Includes extra savings of up to £356pp

    more details

    A Journey through Mayan Marvels, Rich Reefs & Ocean Serenity

    Explora Journeys

    EXPLORA I 17 November 2026 8 nights

    Itinerary: Miami - Progreso - Roatan - Belize - Ocean Cay - Miami

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,149pp

    Includes extra savings of up to £166pp

    more details

    An Extended Journey through Caribbean Beauty & Ocean Stillness

    Explora Journeys

    EXPLORA I 17 November 2026 18 nights

    Itinerary: Miami - Progreso - Roatan - Belize - Ocean Cay - Miami - Willemstad - Oranjestad - Santa Marta - Cartagena...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £7,709pp

    Includes extra savings of up to £406pp

    more details

    A Journey of Caribbean Adventure & Shimmering Tropical Harmony

    Explora Journeys

    EXPLORA III 22 November 2026 7 nights

    Itinerary: Miami - St. John (Cruz Bay) - St John's - Terre de Haut - Philipsburg - San Juan

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,149pp

    Includes extra savings of up to £166pp

    more details

    An Extended Journey of Sunlit Horizons & Sapphire Bays

    Explora Journeys

    EXPLORA III 22 November 2026 14 nights

    Itinerary: Miami - St. John (Cruz Bay) - St John's - Terre de Haut - Philipsburg - San Juan - Roadtown - Basseterre - Gustavia - Grand Turk...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £6,459pp

    Includes extra savings of up to £340pp

    more details

    A Journey of Caribbean Charm & Spectacular Natural Beauty

    Explora Journeys

    EXPLORA I 25 November 2026 10 nights

    Itinerary: Miami - Willemstad - Oranjestad - Santa Marta - Cartagena - George Town - Miami

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,989pp

    Includes extra savings of up to £210pp

    more details

    An Extended Journey of Historic Echoes & Ocean Breezes

    Explora Journeys

    EXPLORA I 25 November 2026 18 nights

    Itinerary: Miami - Willemstad - Oranjestad - Santa Marta - Cartagena - George Town - Miami - Cozumel - Puerto Costa Maya - Santo Tomas De Castilla...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £7,599pp

    Includes extra savings of up to £400pp

    more details

    A Journey through a Caribbean Tapestry of Serenity & Splendour

    Explora Journeys

    EXPLORA III 29 November 2026 7 nights

    Itinerary: San Juan - Roadtown - Basseterre - Gustavia - Grand Turk - Miami

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,489pp

    Includes extra savings of up to £184pp

    more details

    An Extended Journey through Golden Shores & Island Grace

    Explora Journeys

    EXPLORA III 29 November 2026 14 nights

    Itinerary: San Juan - Roadtown - Basseterre - Gustavia - Grand Turk - Miami - St. John (Cruz Bay) - St John's - Terre de Haut - Gustavia...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £7,179pp

    Includes extra savings of up to £378pp

    more details

    A Journey of Colourful Treasures & Idyllic Island Scenery

    Explora Journeys

    EXPLORA III 06 December 2026 7 nights

    Itinerary: Miami - St. John (Cruz Bay) - St John's - Terre de Haut - Gustavia - San Juan

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,149pp

    Includes extra savings of up to £166pp

    more details

    An Extended Journey through Islands of Scenic Wonder & Coastal History

    Explora Journeys

    EXPLORA III 06 December 2026 14 nights

    Itinerary: Miami - St. John (Cruz Bay) - St John's - Terre de Haut - Gustavia - San Juan - Road Bay - St John's - Basseterre - Grand Turk...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £6,759pp

    Includes extra savings of up to £356pp

    more details

    A Journey of Caribbean Adventure & Shimmering Tropical Harmony

    Explora Journeys

    EXPLORA I 13 December 2026 7 nights

    Itinerary: Miami - St. John (Cruz Bay) - St John's - Terre de Haut - Philipsburg - San Juan

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £2,999pp

    Includes extra savings of up to £158pp

    more details

    A Journey through Caribbean Gems & Multi-coloured Coasts

    Explora Journeys

    EXPLORA III 13 December 2026 7 nights

    Itinerary: San Juan - Road Bay - St John's - Basseterre - Grand Turk - Miami

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £3,149pp

    Includes extra savings of up to £166pp

    more details

    An Extended Journey of Island Calm & Coastal Retreats

    Explora Journeys

    EXPLORA I 13 December 2026 14 nights

    Itinerary: Miami - St. John (Cruz Bay) - St John's - Terre de Haut - Philipsburg - San Juan - Basseterre - Roadtown - Gustavia - Road Bay...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £6,719pp

    Includes extra savings of up to £354pp

    more details

    An Extended Journey through Wild Beauty and Tropical Festivities

    Explora Journeys

    EXPLORA III 13 December 2026 15 nights

    Itinerary: San Juan - Road Bay - St John's - Basseterre - Grand Turk - Miami - Ocho Rios - Catalina Island - Jost Van Dycke (British Virgin Islands) - Philipsburg...

    • Savings of up to 25% Included
    • Unlimited Fine Beverages
    • Ask about FREE up to £2600 On Board Spend
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £7,899pp

    Includes extra savings of up to £416pp

    more details

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    What our clients say

    Platinum Service Award Winners

    Average Customer Rating: 4.9/5

    polite, efficent and friendly

    Mr Simpson / July 2026

    Thanks Sean

    Sean in your castle court branch Belfast who looked after us was amazing, he had so much patience, checking different itineraries for us and had lots of advice and recommendations. Nothing was to much bother. We felt unpressured and Sean was very understanding as we left for a coffee to chat it over only to come back and book 30 mins later. Sean is brilliant character and an assest to your team. We felt really confident when booking with him.

    Mr & Mrs Donaghy / July 2026

    Happy Days are here again

    Excellent service in and 10 minutes later holiday booked and back out the door, if only someone had offered to pay it. Still nothing is ever perfect but Stewart Travel is as good as it gets.

    Trusted Customer / July 2026

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