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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 Tropical Utopia & Spanish Legacy with Art Deco Flair

    Explora Journeys

    EXPLORA I 02 March 2026 7 nights

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

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £2,809pp

    Includes extra savings of up to £148pp

    more details

    A Grand Journey of Lively Latin Flair, Modern Marvels

    Explora Journeys

    EXPLORA I 02 March 2026 23 nights

    Itinerary: San Juan - St John's - Road Bay - Tortola - Charlotte Amalie - Miami - San Juan - Philipsburg - Tenerife - Lanzarote...

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £7,409pp

    Includes extra savings of up to £390pp

    more details

    A Journey from San Juan to San Juan

    Explora Journeys

    EXPLORA II 03 March 2026 8 nights

    Itinerary: San Juan - St Georges - Bequia - Barbados - Fort de France - Gustavia - Basseterre - San Juan

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 Spectacular Nature and Historic Wonders

    Explora Journeys

    EXPLORA II 03 March 2026 15 nights

    Itinerary: San Juan - St Georges - Bequia - Barbados - Fort de France - Gustavia - Basseterre - San Juan - Road Bay - St John's...

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £9,399pp

    Includes extra savings of up to £495pp

    more details

    A Journey from San Juan to Miami

    Explora Journeys

    EXPLORA II 11 March 2026 7 nights

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

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £2,859pp

    Includes extra savings of up to £151pp

    more details

    An Extended Journey of Paradise Beauty and Colourful Shores

    Explora Journeys

    EXPLORA II 11 March 2026 15 nights

    Itinerary: San Juan - Road Bay - St John's - Spanish Town - Miami - Charlotte Amalie - Terre de Haut - Barbados - Fort de France - Basseterre...

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £9,229pp

    Includes extra savings of up to £486pp

    more details

    A Journey from Painted Streets to Sculpted Shores

    Explora Journeys

    EXPLORA I 12 March 2026 9 nights

    Itinerary: San Juan - Philipsburg - Tenerife - Lanzarote

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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

    A Journey through Atlantic Breezes and Mediterranean Grace

    Explora Journeys

    EXPLORA I 12 March 2026 13 nights

    Itinerary: San Juan - Philipsburg - Tenerife - Lanzarote - Gibraltar - Barcelona

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £3,989pp

    Includes extra savings of up to £210pp

    more details

    A Journey from Miami to San Juan

    Explora Journeys

    EXPLORA II 18 March 2026 8 nights

    Itinerary: Miami - Charlotte Amalie - Terre de Haut - Barbados - Fort de France - Basseterre - San Juan

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £5,079pp

    Includes extra savings of up to £268pp

    more details

    An Extended Journey to ABC Island Heritage and Flavour

    Explora Journeys

    EXPLORA II 18 March 2026 15 nights

    Itinerary: Miami - Charlotte Amalie - Terre de Haut - Barbados - Fort de France - Basseterre - San Juan - Bonaire - Willemstad - Oranjestad...

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £9,019pp

    Includes extra savings of up to £475pp

    more details

    A Journey from San Juan to San Juan

    Explora Journeys

    EXPLORA II 26 March 2026 7 nights

    Itinerary: San Juan - Bonaire - Willemstad - Oranjestad - Gustavia - San Juan

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 of Tropical Radiance and Sun-kissed Splendour

    Explora Journeys

    EXPLORA II 26 March 2026 14 nights

    Itinerary: San Juan - Bonaire - Willemstad - Oranjestad - Gustavia - San Juan - St John's - Gustavia - Puerto Plata/Dominican Republic - Key West...

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £9,109pp

    Includes extra savings of up to £480pp

    more details

    A Journey from San Juan to Miami

    Explora Journeys

    EXPLORA II 02 April 2026 7 nights

    Itinerary: San Juan - St John's - Gustavia - Puerto Plata/Dominican Republic - Key West - Miami

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £4,219pp

    Includes extra savings of up to £222pp

    more details

    A Grand Journey from Caribbean Delights to Iberian Spectacle

    Explora Journeys

    EXPLORA II 02 April 2026 23 nights

    Itinerary: San Juan - St John's - Gustavia - Puerto Plata/Dominican Republic - Key West - Miami - King’s Wharf - La Horta Azores - Ponta Delgada - Cadiz...

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £8,359pp

    Includes extra savings of up to £440pp

    more details

    A Journey of Azure Islands & Volcanic Wonders

    Explora Journeys

    EXPLORA II 09 April 2026 13 nights

    Itinerary: Miami - King’s Wharf - La Horta Azores - Ponta Delgada - Cadiz

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £3,749pp

    Includes extra savings of up to £198pp

    more details

    A Grand Journey from Miami to Barcelona

    Explora Journeys

    EXPLORA II 09 April 2026 16 nights

    Itinerary: Miami - King’s Wharf - La Horta Azores - Ponta Delgada - Cadiz - Malaga - Barcelona

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £5,639pp

    Includes extra savings of up to £297pp

    more details

    A Journey into Caribbean Exploration & Island Delights

    Explora Journeys

    EXPLORA III 01 November 2026 7 nights

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

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £3,109pp

    Includes extra savings of up to £164pp

    more details

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

    Explora Journeys

    EXPLORA III 01 November 2026 14 nights

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

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £5,539pp

    Includes extra savings of up to £292pp

    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

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £3,259pp

    Includes extra savings of up to £172pp

    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...

    • Includes Savings of up to 30%
    • Ask About FREE 1 Category Suite Upgrade
    • 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 £5,019pp

    Includes extra savings of up to £264pp

    more details

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    What our clients say

    Platinum Service Award Winners

    Average Customer Rating: 5/5

    2 Holidays booked ????

    Staff are always friendly and very helpful. Always leave with a great holiday to look forward to.

    Mrs Grant / February 2026

    Excellent service

    Excellent service from start to finish from Lisa at the parkhead forge Glasgow got us a fantastic holiday 5 ⭐ service would definitely recommend Stewart travel

    Trusted Customer / February 2026

    Excellent Service

    Excellent service as always

    Trusted Customer / February 2026

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