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Cruises from Southampton to Caribbean

Find the best cruise to the Caribbean from Southampton for you in 2025, 2026 and 2027 with Stewart Travel below. Call one of our Cruise Experts on 0800 019 0063 to book your dream cruise holiday today!

Caribbean Cruises from Southampton

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    Caribbean Transatlantic

    P&O Cruises

    Arvia 24 October 2025 14 nights

    Itinerary: Southampton - Tenerife - Philipsburg - St. Kitts - Castries - Barbados

    • Ask About FREE & Reduced Kids Places
    • Book today from £100pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £989pp
    • Ocean View £1,259pp
    • Balcony £1,329pp

    Includes extra savings of up to £59pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 24 October 2025 15 nights

    Itinerary: Southampton - Tenerife - Philipsburg - St. Kitts - Castries - Barbados

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,039pp
    • Ocean View £1,299pp
    • Balcony £1,439pp

    Includes extra savings of up to £62pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 24 October 2025 22 nights

    Itinerary: Southampton - Tenerife - Philipsburg - St. Kitts - Castries - Barbados - Martinique - St. Kitts - Tortola - Philipsburg...

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required

    Sail From UK from

    • Interior £1,689pp
    • Ocean View £2,129pp
    • Balcony £2,369pp

    Includes extra savings of up to £141pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 31 October 2025 14 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Castries - Barbados

    • Ask About FREE & Reduced Kids Places
    • Book today from £100pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £989pp
    • Balcony £1,199pp

    Includes extra savings of up to £66pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 31 October 2025 15 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Castries - Barbados

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,139pp
    • Balcony £1,279pp

    Includes extra savings of up to £75pp

    more details

    Caribbean Discovery

    P&O Cruises

    Small Ship Experience

    Aurora 02 November 2025 24 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Guadeloupe - Kingstown - Castries - Barbados - Ponta Delgada - Southampton

    • Adult Only
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £1,789pp
    • Ocean View £2,419pp
    • Balcony £3,149pp

    Includes extra savings of up to £220pp

    more details

    Transatlantic Crossing and Eastern Caribbean

    Cunard

    Queen Mary 2 19 November 2025 19 nights

    Itinerary: Southampton - New York - Philipsburg - Roseau - Barbados - Castries - St. Kitts - New York

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,799pp
    • Ocean View £2,369pp
    • Balcony £2,469pp
    • Suite £7,169pp

    Includes extra savings of up to £222pp

    more details

    Transatlantic Crossing and Eastern Caribbean

    Cunard

    Queen Mary 2 19 November 2025 26 nights

    Itinerary: Southampton - New York - Philipsburg - Roseau - Barbados - Castries - St. Kitts - New York - Southampton

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,419pp
    • Ocean View £3,239pp
    • Balcony £3,289pp
    • Suite £9,699pp

    Includes extra savings of up to £300pp

    more details

    MSC Grand Voyage from Southampton

    MSC Cruises

    MSC Virtuosa 20 November 2025 19 nights

    Itinerary: Southampton - Paris - Ponta Delgada - Barbados - St. Kitts - St John's - Roseau - Fort de France - Point-a-Pitre - Kingstown...

    • Incredible Savings - Ask For More Details
    • Reduced Premium All Inclusive Drinks - Upgrade from £37pp per day
    • Elevate your Experience - Upgrade to Yacht Club - Ask for full details
    • Great family prices - children up to 17 years
    • Gratuities Included
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,449pp
    • Ocean View £1,599pp
    • Balcony £1,769pp
    • Suite £3,569pp

    Includes extra savings of up to £188pp

    more details

    Transatlantic Crossing and Caribbean Celebration

    Cunard

    Queen Mary 2 15 December 2025 19 nights

    Itinerary: Southampton - New York - St. Thomas (US Virgin Islands) - St. Kitts - English Harbour - Philipsburg - Tortola - New York

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £2,319pp
    • Ocean View £2,949pp
    • Balcony £3,149pp
    • Suite Call Us

    Includes extra savings of up to £97pp

    more details

    Transatlantic Crossing and Caribbean Celebration

    Cunard

    Queen Mary 2 15 December 2025 27 nights

    Itinerary: Southampton - New York - St. Thomas (US Virgin Islands) - St. Kitts - English Harbour - Philipsburg - Tortola - New York - Southampton

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £3,289pp
    • Ocean View £4,019pp
    • Balcony £4,209pp
    • Suite £11,439pp

    Includes extra savings of up to £354pp

    more details

    Caribbean Discovery

    P&O Cruises

    Ventura 03 January 2026 35 nights

    Itinerary: Southampton - Tenerife - Barbados - Martinique - Castries - Bonaire - Willemstad - Dominica - Guadeloupe - Antigua...

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £2,319pp
    • Ocean View £2,519pp
    • Balcony £3,879pp

    Includes extra savings of up to £261pp

    more details

    Caribbean

    P&O Cruises

    Top Deal

    Iona 03 January 2026 35 nights

    Itinerary: Southampton - Tenerife - Basseterre - Barbados - Grenadine Islands - Castries - Antigua - Tortola - Philipsburg - Tenerife...

    • Recommended by our Cruise Experts
    • Top Deal
    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £2,319pp
    • Ocean View £3,149pp
    • Balcony £3,469pp

    Includes extra savings of up to £144pp

    more details

    South America

    P&O Cruises

    Small Ship Experience

    Aurora 03 January 2026 75 nights

    Itinerary: Southampton - Gran Canaria - Porto Grande (Mindelo) - Recife - Salvador - Buzios - Rio de Janeiro - Sao Paulo - Montevideo - Falkland Islands...

    • Adult Only
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £6,059pp
    • Ocean View Call Us
    • Balcony £10,939pp

    more details

    Eastern Caribbean

    Cunard

    Queen Victoria 04 January 2026 35 nights

    Itinerary: Southampton - Funchal - Barbados - Castries - St Georges - Kingston - Willemstad - Oranjestad - Roseau - St John's...

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior Call Us
    • Ocean View £3,579pp
    • Balcony £4,069pp
    • Suite £12,609pp

    Includes extra savings of up to £390pp

    more details

    Eastern Caribbean

    Cunard

    Queen Victoria 22 February 2026 28 nights

    Itinerary: Southampton - Funchal - Roadtown - Philipsburg - St. Kitts - Roseau - Castries - Barbados - Tenerife - Southampton

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,519pp
    • Ocean View £2,809pp
    • Balcony £3,239pp
    • Suite £9,699pp

    Includes extra savings of up to £300pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 23 October 2026 14 nights

    Itinerary: Southampton - Tenerife - Philipsburg - St. Kitts - Castries - Barbados

    • Ask About FREE & Reduced Kids Places
    • Book today from £115pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,139pp
    • Ocean View £1,349pp
    • Balcony £1,429pp

    Includes extra savings of up to £62pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 23 October 2026 15 nights

    Itinerary: Southampton - Tenerife - Philipsburg - St. Kitts - Castries - Barbados

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,299pp
    • Ocean View £1,599pp
    • Balcony £1,689pp

    Includes extra savings of up to £74pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 23 October 2026 22 nights

    Itinerary: Southampton - Tenerife - Philipsburg - St. Kitts - Castries - Barbados - Martinique - St. Kitts - Tortola - Philipsburg...

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required

    Sail From UK from

    • Interior £1,689pp
    • Ocean View £2,029pp
    • Balcony £2,419pp

    Includes extra savings of up to £107pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 30 October 2026 14 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - St. Lucia - Barbados

    • Ask About FREE & Reduced Kids Places
    • Book today from £115pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,139pp
    • Balcony £1,259pp

    Includes extra savings of up to £76pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 30 October 2026 15 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - St. Lucia - Barbados

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • Direct Flights available from London, Birmingham & Manchester
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,239pp
    • Balcony £1,349pp

    Includes extra savings of up to £85pp

    more details

    Caribbean Discovery

    P&O Cruises

    Small Ship Experience

    Aurora 03 November 2026 24 nights

    Itinerary: Southampton - Tenerife - Barbados - Kingstown - Castries - Dominica - Philipsburg - Ponta Delgada - Southampton

    • Adult Only
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £1,639pp
    • Ocean View £1,739pp
    • Balcony £2,709pp

    Includes extra savings of up to £171pp

    more details

    Transatlantic Crossing And Eastern Caribbean

    Cunard

    Queen Mary 2 10 November 2026 19 nights

    Itinerary: Southampton - New York - St. Thomas (US Virgin Islands) - St. Kitts - English Harbour - Philipsburg - Tortola - New York

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £1,939pp
    • Ocean View Call Us
    • Balcony £2,659pp
    • Suite £6,689pp

    Includes extra savings of up to £207pp

    more details

    Transatlantic Crossing And Eastern Caribbean

    Cunard

    Queen Mary 2 10 November 2026 26 nights

    Itinerary: Southampton - New York - St. Thomas (US Virgin Islands) - St. Kitts - English Harbour - Philipsburg - Tortola - New York - Southampton

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,709pp
    • Ocean View £3,629pp
    • Balcony £3,629pp
    • Suite £8,529pp

    Includes extra savings of up to £264pp

    more details

    Transatlantic Crossing And Caribbean Celebration

    Cunard

    Queen Mary 2 13 December 2026 21 nights

    Itinerary: Southampton - New York - Amber Cove - Tortola - Roseau - Barbados - Castries - St. Kitts - New York

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,949pp
    • Ocean View £3,919pp
    • Balcony £4,169pp
    • Suite £11,339pp

    Includes extra savings of up to £351pp

    more details

    Transatlantic Crossing And Caribbean Celebration

    Cunard

    Queen Mary 2 13 December 2026 29 nights

    Itinerary: Southampton - New York - Amber Cove - Tortola - Roseau - Barbados - Castries - St. Kitts - New York - Southampton

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £3,779pp
    • Ocean View £4,889pp
    • Balcony £4,989pp
    • Suite £12,649pp

    Includes extra savings of up to £391pp

    more details

    Caribbean Christmas Island-Hopping

    Fred Olsen Cruise Lines

    Small Ship Experience

    Borealis 18 December 2026 31 nights

    Itinerary: Southampton - Tenerife - St John's - Philipsburg - Basse-Terre - Castries - Port Elizabeth (Grenadines) - St Georges - Barbados - Funchal...

    • Wine, Beer & Soft Drinks Included with Lunch & Dinner
    • Gratuities Included
    • Upgrade to Premium Drinks from £40pp per day
    • Adult Only
    • Features Fred. Olsen Signature Experiences - Scenic Discoveries, Itinerary Insights & Destination Inspired Menus
    • Gratuities Included

    Sail From UK from

    • Interior £3,619pp
    • Ocean View £4,529pp
    • Balcony £6,659pp

    Includes extra savings of up to £155pp

    more details

    America And Caribbean Discovery

    P&O Cruises

    Small Ship Experience

    Aurora 03 January 2027 75 nights

    Itinerary: Southampton - Madeira - Philipsburg - Antigua - Dominica - Kingstown - Grenadine Islands - Trinidad - Bonaire - Willemstad...

    • Adult Only
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £6,109pp
    • Ocean View £6,979pp
    • Balcony £9,059pp

    Includes extra savings of up to £600pp

    more details

    Caribbean Discovery

    P&O Cruises

    Iona 04 January 2027 35 nights

    Itinerary: Southampton - Tenerife - St. Kitts - Barbados - Grenadine Islands - St. Lucia - Philipsburg - Antigua - Tortola - Gran Canaria...

    • Ask About FREE & Reduced Kids Places
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £2,229pp
    • Ocean View £3,199pp
    • Balcony £3,779pp

    Includes extra savings of up to £163pp

    more details

    World Cruise - Southampton to Sydney

    P&O Cruises

    Arcadia 06 January 2027 44 nights

    Itinerary: Southampton - Madeira - Barbados - Willemstad - Panama Canal - Manzanillo - San Francisco - Kona - Honolulu - Apia...

    • Adult Only
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £4,879pp
    • Ocean View £5,629pp
    • Balcony £6,719pp

    Includes extra savings of up to £334pp

    more details

    World Cruise - Southampton to Brisbane

    P&O Cruises

    Arcadia 06 January 2027 49 nights

    Itinerary: Southampton - Madeira - Barbados - Willemstad - Panama Canal - Manzanillo - San Francisco - Kona - Honolulu - Apia...

    • Adult Only
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £5,649pp
    • Ocean View £6,389pp
    • Balcony £8,339pp

    Includes extra savings of up to £391pp

    more details

    World Cruise - Southampton To San Francisco

    P&O Cruises

    Arcadia 06 January 2027 23 nights

    Itinerary: Southampton - Madeira - Barbados - Willemstad - Panama Canal - Manzanillo - San Francisco - Kona - Honolulu - Apia...

    • Adult Only
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Upgrade to All Inclusive from £43.95pp per day
    • No Tipping Required

    Sail From UK from

    Call us now on 0800 019 0063

    more details

    Caribbean

    Cunard

    Queen Mary 2 11 January 2027 34 nights

    Itinerary: Southampton - Funchal - St. Kitts - Barbados - Castries - St Georges - Roseau - English Harbour - Amber Cove - Philipsburg...

    • FREE up to $600 On Board Spend - When Booking Cunard Fare
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £3,389pp
    • Ocean View £5,139pp
    • Balcony £5,229pp
    • Suite £11,929pp

    Includes extra savings of up to £369pp

    more details

    See more cruise destinations from Southampton

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    Trusted Customer / April 2025

    Tops for Travel

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