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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

    Cruise Only from

    • Suite £3,149pp

    Includes extra savings of up to £166pp

    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)...

    • 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 £11,779pp

    Includes extra savings of up to £620pp

    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

    • 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 £6,949pp

    Includes extra savings of up to £366pp

    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...

    • 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 £10,719pp

    Includes extra savings of up to £564pp

    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 £2,129pp

    Includes extra savings of up to £113pp

    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

    Cruise Only from

    • Suite £2,949pp

    Includes extra savings of up to £156pp

    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

    Cruise Only from

    • Suite £7,259pp

    Includes extra savings of up to £383pp

    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

    Cruise Only from

    • Suite £3,589pp

    Includes extra savings of up to £189pp

    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

    Cruise Only from

    • Suite £7,229pp

    Includes extra savings of up to £381pp

    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

    Cruise Only from

    • Suite £2,949pp

    Includes extra savings of up to £156pp

    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

    Cruise Only from

    • Suite £6,369pp

    Includes extra savings of up to £336pp

    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

    Cruise Only from

    • Suite £3,729pp

    Includes extra savings of up to £197pp

    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

    Cruise Only from

    • Suite £7,119pp

    Includes extra savings of up to £375pp

    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

    Cruise Only from

    • Suite £3,769pp

    Includes extra savings of up to £199pp

    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

    Cruise Only from

    • Suite £7,719pp

    Includes extra savings of up to £407pp

    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

    Cruise Only from

    • Suite £2,949pp

    Includes extra savings of up to £156pp

    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

    Cruise Only from

    • Suite £7,259pp

    Includes extra savings of up to £383pp

    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

    Cruise Only from

    • Suite £2,489pp

    Includes extra savings of up to £131pp

    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

    Cruise Only from

    • Suite £2,949pp

    Includes extra savings of up to £156pp

    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

    Cruise Only from

    • Suite £6,799pp

    Includes extra savings of up to £358pp

    more details

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    Trusted Customer / September 2026

    Just excellent service

    Amazing service. Everyone is helpful, knowledgeable and very patient. The staff are engaging and are genuinely interested in finding a holiday you'll enjoy.

    Mrs Watt / September 2026

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    As always Stewart Travel is fantastic from start to departure they are always there to help and advise. Wouldn’t use any other travel company.

    Trusted Customer / September 2026

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