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See all our incredible Caribbean itineraries with Silversea Cruises 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 197 8050 to book your dream Silversea getaway to the sunny Caribbean today!
Luxury
Silver Shadow 07 November 2026 11 nights
Itinerary: Miami - San Juan - St John - Gustavia - St. Kitts - Little Bay - Jost Van Dyke - Miami
Cruise Only from
Includes extra savings of up to £196pp
Luxury
Silver Shadow 18 November 2026 12 nights
Itinerary: Miami - San Juan - St John - Gustavia - St John's - Little Bay - St. Kitts - Jost Van Dyke - Miami
Cruise Only from
Includes extra savings of up to £180pp
Luxury
Silver Spirit 22 November 2026 13 nights
Itinerary: Lisbon - Funchal - La Palma - Mindelo - Barbados
Cruise Only from
Includes extra savings of up to £153pp
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 £149pp
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 £171pp
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 £116pp
Luxury
Silver Ray 11 December 2026 11 nights
Itinerary: Miami - San Juan - St John - St. Kitts - Gustavia - Deshaies - Roadtown - Miami
Cruise Only from
Includes extra savings of up to £208pp
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 £129pp
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 £138pp
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
Cruise Only from
Includes extra savings of up to £111pp
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 197 8050
Luxury
Silver Nova 21 December 2026 8 nights
Itinerary: Barbados - Soufriere - Bequia - St Georges - Fort de France - St. Kitts - St. Thomas (US Virgin Islands) - San Juan
Cruise Only from
Includes extra savings of up to £151pp
Luxury
Silver Dawn 21 December 2026 18 nights
Itinerary: Miami - Cartagena - Puntarenas - Puerto Quetzal - Puerto Vallarta - San Diego - Los Angeles
Cruise Only from
Includes extra savings of up to £345pp
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 197 8050
Luxury
Silver Nova 21 December 2026 16 nights
Itinerary: Barbados - Soufriere - Bequia - St Georges - Bonaire - Willemstad - Oranjestad - Fort de France - Deshaies - St John...
Call us now on 0800 197 8050
Luxury
Silver Ray 22 December 2026 14 nights
Itinerary: Miami - Grand Turk - St. Kitts - Oranjestad - Bonaire - Willemstad - St John - San Juan - Miami
Cruise Only from
Includes extra savings of up to £336pp
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 £156pp
Luxury
Silver Shadow 27 December 2026 7 nights
Itinerary: San Juan - St John - St. Kitts - Guadeloupe - Bequia - St. Thomas (US Virgin Islands) - San Juan
Cruise Only from
Includes extra savings of up to £174pp
Luxury
Silver Nova 29 December 2026 8 nights
Itinerary: San Juan - St John - Charleston - Roseau - St John's - Jost Van Dyke - Miami
Cruise Only from
Includes extra savings of up to £180pp
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 £110pp
I can not fault Alana on her patience, her suggestions were spot on of where we wanted to go, would recommend her to anyone.
Mrs Kemp / June 2026
phone queries answered promptly and by a human. Massive plus for me. Sorted out a rebooking after flights were cancelled and didnt mind me asking stupid questions. Always friendly and helpful staff who are know their cruises
Miss Bott / June 2026
Very helpful and professional
Trusted Customer / June 2026
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