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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 917 5742 to start your dream cruise holiday today!
Valiant Lady 20 November 2026 8 nights
Itinerary: San Juan - St. Thomas (US Virgin Islands) - Willemstad - Oranjestad - Basseterre - Philipsburg - San Juan
Cruise Only from
Includes extra savings of up to £98pp
Rhapsody of the Seas 21 November 2026 7 nights
Itinerary: San Juan - Charlotte Amalie - St Croix - Philipsburg - St John's - Roseau - San Juan
Cruise Only from
Includes extra savings of up to £32pp
Luxury
Azamara Journey 21 November 2026 7 nights
Itinerary: San Juan - Virgin Gorda (BVI) - St John's - Saint Pierre - Port Elizabeth (Grenadines) - St Georges - Scarborough - Barbados
Cruise Only from
Includes extra savings of up to £43pp
Emerald Sakara 21 November 2026 7 nights
Itinerary: San Juan - Grand Turk - Long Island - San Salvador Island - Nassau - Miami
Fly Cruise from
Luxury
Azamara Journey 21 November 2026 14 nights
Itinerary: San Juan - Virgin Gorda (BVI) - St John's - Saint Pierre - Port Elizabeth (Grenadines) - St Georges - Scarborough - Barbados - Castries - Roseau...
Call us now on 0800 917 5742
Norwegian Prima 22 November 2026 7 nights
Itinerary: San Juan - Tortola - St. Kitts - Barbados - St. Lucia - Philipsburg - St. Thomas (US Virgin Islands) - San Juan
Cruise Only from
Includes extra savings of up to £81pp
Vision of the Seas 22 November 2026 7 nights
Itinerary: San Juan - Tortola - St John's - Philipsburg - St Croix - Basseterre - San Juan
Call us now on 0800 917 5742
Viking Sea 25 November 2026 10 nights
Itinerary: San Juan - St. Thomas - Basseterre - Castries - Barbados - Roseau - St John's - Philipsburg - Frederiksted - San Juan
Fly Cruise from
Luxury
Crystal Serenity 27 November 2026 5 nights
Itinerary: San Juan - Jost Van Dyke - Oranjestad - Cartagena
Cruise Only from
Rhapsody of the Seas 28 November 2026 7 nights
Itinerary: San Juan - Tortola - Philipsburg - St John's - Basseterre - St Croix - San Juan
Cruise Only from
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Excellent service throughout
Trusted Customer / November 2026
Very informative and helpful. Complete understanding of our needs and delivered on recommendation and price.
Mrs Brown / November 2026
Another excellent experience, booking my next holiday, from the ladies at the Helensburgh branch. Always very welcoming when you enter their premises, and every so helpful and friendly at helping you find the right holiday for you. Add to that, when they ask how your previous trip went, and love to hear your stories. They're genuinely interested in their customers, and their needs.
Mr Cornish / November 2026
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