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Silversea Caribbean Cruises

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 019 0053 to book your dream Silversea getaway to the sunny Caribbean today!

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    Montreal to Miami, FL

    Silversea

    Luxury

    Silver Shadow 24 October 2026 25 nights

    Itinerary: Montreal - Quebec City - Charlottetown - Halifax - Boston - Newport - New York - Miami - San Juan - St John...

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Call us now on 0800 019 0053

    more details

    Miami, FL to Miami, FL

    Silversea

    Luxury

    Silver Shadow 07 November 2026 11 nights

    Itinerary: Miami - San Juan - St John - Gustavia - St. Kitts - Little Bay - Jost Van Dyke - Miami

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £3,719pp

    Includes extra savings of up to £196pp

    more details

    Miami, FL to Miami, FL

    Silversea

    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

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £3,419pp

    Includes extra savings of up to £180pp

    more details

    Lisbon to Bridgetown

    Silversea

    Luxury

    Silver Spirit 22 November 2026 13 nights

    Itinerary: Lisbon - Funchal - La Palma - Mindelo - Barbados

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £2,889pp

    Includes extra savings of up to £153pp

    more details

    Miami, FL to Miami, FL

    Silversea

    Luxury

    Silver Shadow 30 November 2026 10 nights

    Itinerary: Miami - San Juan - St John - Gustavia - St. Kitts - Jost Van Dyke - Miami

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £3,079pp

    Includes extra savings of up to £163pp

    more details

    Bridgetown to Bridgetown

    Silversea

    Luxury

    Silver Spirit 05 December 2026 7 nights

    Itinerary: Barbados - Bequia - Fort de France - Deshaies - Gustavia - St John's - Castries - Barbados

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £3,219pp

    Includes extra savings of up to £170pp

    more details

    Miami, FL to San Juan

    Silversea

    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

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £2,389pp

    Includes extra savings of up to £126pp

    more details

    Miami, FL to Miami, FL

    Silversea

    Luxury

    Silver Ray 11 December 2026 11 nights

    Itinerary: Miami - San Juan - St John - St. Kitts - Gustavia - Deshaies - Roadtown - Miami

    • New Ship
    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £4,209pp

    Includes extra savings of up to £222pp

    more details

    Bridgetown to Bridgetown

    Silversea

    Luxury

    Silver Spirit 12 December 2026 7 nights

    Itinerary: Barbados - Castries - Fort de France - Deshaies - St John's - Guadeloupe - Bequia - Barbados

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £2,449pp

    Includes extra savings of up to £129pp

    more details

    Bridgetown to Bridgetown

    Silversea

    Luxury

    Silver Spirit 19 December 2026 8 nights

    Itinerary: Barbados - Bequia - Fort de France - Roseau - St. Kitts - St John - Castries - Barbados

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £2,849pp

    Includes extra savings of up to £150pp

    more details

    San Juan to San Juan

    Silversea

    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

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £2,089pp

    Includes extra savings of up to £110pp

    more details

    San Juan to San Juan

    Silversea

    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...

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Call us now on 0800 019 0053

    more details

    Bridgetown to San Juan

    Silversea

    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

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £3,129pp

    Includes extra savings of up to £165pp

    more details

    Miami, FL to Los Angeles, California

    Silversea

    Luxury

    Silver Dawn 21 December 2026 18 nights

    Itinerary: Miami - Cartagena - Puntarenas - Puerto Quetzal - Puerto Vallarta - San Diego - Los Angeles

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £7,049pp

    Includes extra savings of up to £371pp

    more details

    Miami, FL to Papeete (Tahiti)

    Silversea

    Luxury

    Silver Dawn 21 December 2026 40 nights

    Itinerary: Miami - Cartagena - Puntarenas - Puerto Quetzal - Puerto Vallarta - San Diego - Los Angeles - Nawiliwili - Kahului - Hilo...

    • Unlimited Beverages
    • Gratuities

    Call us now on 0800 019 0053

    more details

    Bridgetown to Miami

    Silversea

    Luxury

    Silver Nova 21 December 2026 16 nights

    Itinerary: Barbados - Soufriere - Bequia - St Georges - Bonaire - Willemstad - Oranjestad - Fort de France - Deshaies - St John...

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Call us now on 0800 019 0053

    more details

    Miami, FL to Miami, FL

    Silversea

    Luxury

    Silver Ray 22 December 2026 14 nights

    Itinerary: Miami - Grand Turk - St. Kitts - Oranjestad - Bonaire - Willemstad - St John - San Juan - Miami

    • New Ship
    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £6,409pp

    Includes extra savings of up to £338pp

    more details

    Bridgetown to Bridgetown

    Silversea

    Luxury

    Silver Spirit 27 December 2026 8 nights

    Itinerary: Barbados - Bequia - Fort de France - Deshaies - St. Kitts - St Georges - Castries - Barbados

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £2,919pp

    Includes extra savings of up to £154pp

    more details

    San Juan to San Juan

    Silversea

    Luxury

    Silver Shadow 27 December 2026 7 nights

    Itinerary: San Juan - St John - St. Kitts - Guadeloupe - Bequia - St. Thomas (US Virgin Islands) - San Juan

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £3,569pp

    Includes extra savings of up to £188pp

    more details

    San Juan to Miami, FL

    Silversea

    Luxury

    Silver Nova 29 December 2026 8 nights

    Itinerary: San Juan - St John - Charleston - Roseau - St John's - Jost Van Dyke - Miami

    • Unlimited Beverages
    • Gratuities
    • Includes Savings of up to 40%

    Cruise Only from

    • Suite £3,389pp

    Includes extra savings of up to £179pp

    more details

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    What our clients say

    Platinum Service Award Winners

    Average Customer Rating: 4.9/5

    Really Good Customer Service

    Spoke to Scott regarding a Los Angeles/California cruise/ Vegas holiday for 2027. He explained the stays in Los Angeles and Las Vegas. He listened to where we wanted to stay and adjusted the itinerary to suit us. He was very quick with the quote and we were very happy to book.

    Trusted Customer / July 2026

    Satisfied returning customer

    Efficient and friendly service and never pushy. Debbie answered all our questions and knew what she was talking about.

    Trusted Customer / July 2026

    Nicola was very helpful and patient as never booked a cruise before.

    Trusted Customer / June 2026

    Read All Reviews

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