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Cruises from San Juan, Puerto Rico

Find the best cruise from San Juan for you with Stewart Travel to classic Caribbean destinations such as St. Thomas, St. Lucia, Barbados and beyond. With such popular cruise lines as Carnival, Royal Caribbean and Celebrity, there’s something for everyone’s bucket list and budget. With connecting flights from London Heathrow, Gatwick and Manchester, you can easily reach San Juan International Airport, located just minutes from the cruise terminal and city centre. A cruise and stay package is ideal to explore Old San Juan’s colourful colonial streets, El Morro fortress and beautiful beaches too! See all our fantastic San Juan fly cruise deals below and call our Cruise Experts on 0800 019 0063 to start your dream cruise holiday today!

Cruises from San Juan, Puerto Rico

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    Southern Caribbean

    Royal Caribbean

    Jewel of the Seas 28 February 2026 7 nights

    Itinerary: San Juan - Charlotte Amalie - Philipsburg - St Croix - Roseau - Barbados - San Juan

    • Ask About Reduced Kids Fares from £99pp
    • Limited Time Savings of up to £750 per couple - Call Our Cruise Experts Today

    Cruise Only from

    • Interior £769pp
    • Ocean View Call Us
    • Balcony Call Us

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    Sunny Miles of Tropical Isles

    Virgin Voyages

    Valiant Lady 28 February 2026 7 nights

    Itinerary: San Juan - Philipsburg - Barbados - Castries - Fort de France - Basseterre - San Juan

    • Adult Only
    • 80% Off Second Sailor Fare Included
    • Filtered water, non-pressed juices, sodas, teas & coffee
    • FREE up to $250 Bar Tab on Balcony & above
    • WiFi

    Cruise Only from

    • Interior Call Us
    • Ocean View Call Us
    • Balcony £1,199pp

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    Caribbean Yachting Hideaways from San Juan

    Emerald Yacht Cruises

    Emerald Azzurra 28 February 2026 7 nights

    Itinerary: San Juan - Culebra Island - St John's - Jost Van Dyke - Virgin Gorda (BVI) - Gustavia - Philipsburg - Little Bay - St John's

    • Luxury Yacht Cruise
    • Only 100 guests with a crew of 76 for a small ship experience
    • FREE wine, beer, soft drinks, and cocktails
    • Choice of dining from casual to fine dining
    • Handpicked local excursions and local experiences

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    • Ocean View Call Us

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    Discover the yachting islands of the Caribbean san juan to St Thomas

    Emerald Yacht Cruises

    Emerald Azzurra 28 February 2026 14 nights

    Itinerary: San Juan - Culebra Island - St John's - Jost Van Dyke - Philipsburg - Gustavia - Little Bay - St John's - Barbuda - Iles des Saintes...

    • Luxury Yacht Cruise
    • Only 100 guests with a crew of 76 for a small ship experience
    • FREE wine, beer, soft drinks, and cocktails
    • Choice of dining from casual to fine dining
    • Handpicked local excursions and local experiences

    Fly Cruise from

    • Ocean View Call Us

    more details

    Southern Caribbean

    Royal Caribbean

    Brilliance of the Seas 01 March 2026 7 nights

    Itinerary: San Juan - Willemstad - Oranjestad - Tortola - San Juan

    • Ask About Reduced Kids Fares from £99pp
    • Limited Time Savings of up to £750 per couple - Call Our Cruise Experts Today
    • Big Balcony Sale - Upgrade for Less

    Cruise Only from

    • Interior £799pp
    • Ocean View £799pp
    • Balcony £879pp

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    Caribbean: Barbados, Antigua & St. Lucia

    Norwegian Cruise Line

    Norwegian Epic 01 March 2026 7 nights

    Itinerary: San Juan - Roadtown - St John's - Barbados - Castries - Philipsburg - St. Thomas (US Virgin Islands) - San Juan

    • Upgrade for £249pp & get: Premium Drinks, Speciality Dining, WiFi & Excursion Discounts
    • Big Balcony Sale - Upgrade for Less

    Cruise Only from

    • Interior £969pp
    • Ocean View Call Us
    • Balcony £1,199pp

    Includes extra savings of up to £37pp

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    Caribbean

    Princess Cruises

    Grand Princess 01 March 2026 14 nights

    Itinerary: San Juan - Philipsburg - Guadeloupe - Dominica - St Georges - Barbados - San Juan - St. Thomas (US Virgin Islands) - Philipsburg - St John's...

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

    Call us now on 0800 019 0063

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    Caribbean

    Princess Cruises

    Grand Princess 01 March 2026 7 nights

    Itinerary: San Juan - Philipsburg - Guadeloupe - Dominica - St Georges - Barbados - San Juan

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

    Call us now on 0800 019 0063

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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

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    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

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