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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 917 5742 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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £3,489pp

    Includes extra savings of up to £184pp

    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 Dyke...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £8,579pp

    Includes extra savings of up to £452pp

    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 Dyke - Gustavia - San Juan

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £3,829pp

    Includes extra savings of up to £202pp

    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 Dyke - Gustavia - San Juan - Road Bay - St John's - Frederiksted...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £7,799pp

    Includes extra savings of up to £411pp

    more details

    A Journey Through Tropical Shores and Ocean Days

    Explora Journeys

    EXPLORA I 12 November 2026 5 nights

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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats

    Cruise Only from

    • Suite £2,239pp

    Includes extra savings of up to £118pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £4,729pp

    Includes extra savings of up to £249pp

    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...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £7,549pp

    Includes extra savings of up to £398pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £4,909pp

    Includes extra savings of up to £259pp

    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...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £11,859pp

    Includes extra savings of up to £624pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £4,409pp

    Includes extra savings of up to £233pp

    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...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £7,719pp

    Includes extra savings of up to £407pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £4,059pp

    Includes extra savings of up to £214pp

    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...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £9,689pp

    Includes extra savings of up to £510pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £3,269pp

    Includes extra savings of up to £173pp

    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...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £6,729pp

    Includes extra savings of up to £354pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £3,269pp

    Includes extra savings of up to £173pp

    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...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £6,339pp

    Includes extra savings of up to £334pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £3,129pp

    Includes extra savings of up to £165pp

    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

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £3,269pp

    Includes extra savings of up to £173pp

    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...

    • Unlimited Fine Beverages
    • Choice of 8 Culinary Experiences
    • All on board gratuities
    • High-speed WiFi
    • In-suite welcome bottle of champagne & sweet treats
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Cruise Only from

    • Suite £6,299pp

    Includes extra savings of up to £332pp

    more details

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    What our clients say

    Platinum Service Award Winners

    Average Customer Rating: 4.9/5

    Gran Canaria Christmas 2026

    From initial enquiry to booking Donna was extremely mindful of all my requirements and managed to find exactly the holiday I require.

    James Iain McLean / October 2026

    Stewart’s travel offers a very professional service.

    Julie was so helpful with my new booking and went out of her way to accommodate my requests.

    Mrs Allsopp / October 2026

    A great experience.

    The service from Stewart Travel was very good. Calum was very helpful and very efficient. I know that I’ll be able to contact him if I need anything.

    Trusted Customer / October 2026

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