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See all our incredible Caribbean itineraries with Silversea Cruises below for 2027, 2028 and 2029, 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 Silversea getaway to the sunny Caribbean today!
Luxury
Silver Spirit 22 November 2026 13 nights
Itinerary: Lisbon - Funchal - La Palma - Mindelo - Barbados
Cruise Only from
Includes extra savings of up to £193pp
Luxury
Silver Shadow 30 November 2026 10 nights
Itinerary: Miami - San Juan - St John - Gustavia - St. Kitts - Jost Van Dyke - Miami
Cruise Only from
Includes extra savings of up to £202pp
Luxury
Silver Spirit 05 December 2026 7 nights
Itinerary: Barbados - Bequia - Fort de France - Deshaies - Gustavia - St John's - Castries - Barbados
Cruise Only from
Includes extra savings of up to £133pp
Luxury
Silver Shadow 10 December 2026 10 nights
Itinerary: Miami - St John - Philipsburg - St. Kitts - Guadeloupe - Fort de France - Little Bay - Jost Van Dyke - San Juan
Cruise Only from
Includes extra savings of up to £189pp
Luxury
Silver Ray 11 December 2026 11 nights
Itinerary: Miami - San Juan - St John - St. Kitts - Gustavia - Deshaies - Road Town - Miami
Cruise Only from
Includes extra savings of up to £223pp
Luxury
Silver Spirit 12 December 2026 7 nights
Itinerary: Barbados - Castries - Fort de France - Deshaies - St John's - Guadeloupe - Bequia - Barbados
Cruise Only from
Includes extra savings of up to £113pp
Luxury
Silver Spirit 19 December 2026 8 nights
Itinerary: Barbados - Bequia - Fort de France - Roseau - St. Kitts - St John - Castries - Barbados
Cruise Only from
Includes extra savings of up to £168pp
Luxury
Silver Shadow 20 December 2026 7 nights
Itinerary: San Juan - Jost Van Dyke - Little Bay - Castries - Fort de France - Soper's Hole - San Juan
Call us now on 0800 917 5742
Luxury
Silver Shadow 20 December 2026 14 nights
Itinerary: San Juan - Jost Van Dyke - Little Bay - Castries - Fort de France - Soper's Hole - San Juan - St John - St. Kitts - Guadeloupe...
Call us now on 0800 917 5742
Luxury
Silver Nova 21 December 2026 8 nights
Itinerary: Barbados - St. Lucia - Bequia - St Georges - Fort de France - St. Kitts - St. Thomas (US Virgin Islands) - San Juan
Cruise Only from
Includes extra savings of up to £175pp
Luxury
Silver Nova 21 December 2026 16 nights
Itinerary: Barbados - St. Lucia - Bequia - St Georges - Bonaire - Willemstad - Oranjestad - Fort de France - Deshaies - St John...
Call us now on 0800 917 5742
Luxury
Silver Dawn 21 December 2026 40 nights
Itinerary: Miami - Cartagena - Puntarenas - Puerto Quetzal - Puerto Vallarta - San Diego - Los Angeles - Nawiliwili - Kahului - Hilo...
Call us now on 0800 917 5742
Luxury
Silver Dawn 21 December 2026 18 nights
Itinerary: Miami - Cartagena - Puntarenas - Puerto Quetzal - Puerto Vallarta - San Diego - Los Angeles
Call us now on 0800 917 5742
Luxury
Silver Ray 22 December 2026 14 nights
Itinerary: Miami - Grand Turk - St. Kitts - Oranjestad - Bonaire - Willemstad - St John - San Juan - Miami
Call us now on 0800 917 5742
Luxury
Silver Spirit 27 December 2026 8 nights
Itinerary: Barbados - Bequia - Fort de France - Deshaies - St. Kitts - St Georges - Castries - Barbados
Cruise Only from
Includes extra savings of up to £196pp
Luxury
Silver Shadow 27 December 2026 7 nights
Itinerary: San Juan - St John - St. Kitts - Guadeloupe - Bequia - St. Thomas (US Virgin Islands) - San Juan
Call us now on 0800 917 5742
Luxury
Silver Nova 29 December 2026 8 nights
Itinerary: San Juan - St John - Charlestown - Roseau - St John's - Jost Van Dyke - Miami
Call us now on 0800 917 5742
Luxury
Silver Shadow 03 January 2027 7 nights
Itinerary: San Juan - St John - Gustavia - St John's - Little Bay - St. Kitts - Jost Van Dyke - San Juan
Cruise Only from
Includes extra savings of up to £213pp
Luxury
Silver Spirit 04 January 2027 11 nights
Itinerary: Barbados - Castries - Fort de France - St John's - Oranjestad - Willemstad - Bonaire - Canouan Island - Bequia - Barbados
Cruise Only from
Includes extra savings of up to £198pp
Luxury
Silver Ray 05 January 2027 11 nights
Itinerary: Miami - San Juan - St John - St. Kitts - Deshaies - St John's - Road Town - Miami
Cruise Only from
Includes extra savings of up to £315pp
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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