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Cruises from Southampton to the Caribbean

Find the best cruise to the Caribbean from Southampton for you in 2026, 2027 and 2028 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 Winter Warmth

    P&O Cruises

    Small Ship Experience

    Aurora 03 November 2026 24 nights

    Itinerary: Southampton - Tenerife - Barbados - Kingstown - St. Lucia - Dominica - Philipsburg - Ponta Delgada - Southampton

    • Adult Only
    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    • Interior £1,979pp
    • Ocean View £2,969pp
    • Balcony £5,039pp

    Includes extra savings of up to £71pp

    more details

    Transatlantic Crossing and Eastern Caribbean

    Cunard

    Queen Mary 2 10 November 2026 18 nights

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

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £1,709pp
    • Ocean View Call Us
    • Balcony £2,939pp
    • Suite £7,689pp

    Includes extra savings of up to £167pp

    more details

    Transatlantic Crossing and Eastern Caribbean

    Cunard

    Queen Mary 2 10 November 2026 25 nights

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

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,789pp
    • Ocean View £3,619pp
    • Balcony £3,819pp
    • Suite £7,839pp

    Includes extra savings of up to £160pp

    more details

    14-Day Transatlantic from London to Miami: France, Bahamas & Spain

    Norwegian Cruise Line

    Norwegian Star 20 November 2026 14 nights

    Itinerary: Southampton - Paris - La Coruna - Porto - Ponta Delgada - Great Stirrup Cay - Miami

    • Upgrade for £409pp & get: Premium Drinks, Speciality Dining, WiFi & Excursion Discounts
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £749pp
    • Ocean View £789pp
    • Balcony £1,039pp

    Includes extra savings of up to £35pp

    more details

    Transatlantic Crossing and Caribbean Celebration

    Cunard

    Queen Mary 2 12 December 2026 30 nights

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

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £3,469pp
    • Ocean View Call Us
    • Balcony £4,409pp
    • Suite £36,549pp

    Includes extra savings of up to £746pp

    more details

    Transatlantic Crossing and Caribbean Celebration

    Cunard

    Queen Mary 2 12 December 2026 21 nights

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

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    Call us now on 0800 019 0063

    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 - St. Kitts - Castries - St Vincent - St Georges - Barbados - Funchal...

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

    Sail From UK from

    • Interior Call Us
    • Ocean View £5,679pp
    • Balcony Call Us

    Includes extra savings of up to £210pp

    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 - Port of Spain - Bonaire - Willemstad...

    • Adult Only
    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    • Interior £7,919pp
    • Ocean View £8,109pp
    • Balcony £9,799pp

    Includes extra savings of up to £184pp

    more details

    Caribbean Winter Warmth

    P&O Cruises

    Iona 04 January 2027 35 nights

    Itinerary: Southampton - Tenerife - Basseterre - Barbados - Grenadine Islands - St. Lucia - Philipsburg - Antigua - Gran Canaria - La Coruna...

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    • Interior £2,669pp
    • Ocean View £3,959pp
    • Balcony £4,549pp

    Includes extra savings of up to £76pp

    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
    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    • Interior £5,939pp
    • Ocean View £6,429pp
    • Balcony £7,519pp

    Includes extra savings of up to £76pp

    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 - Hilo - Honolulu - Apia...

    • Adult Only
    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    Call us now on 0800 019 0063

    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 - Hilo - Honolulu - Apia...

    • Adult Only
    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    Call us now on 0800 019 0063

    more details

    Southampton to Fort Lauderdale

    Cunard

    Queen Anne 10 January 2027 12 nights

    Itinerary: Southampton - Hamilton - Port Canaveral - Fort Lauderdale

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £609pp
    • Ocean View £659pp
    • Balcony £749pp
    • Suite £1,989pp

    Includes extra savings of up to £49pp

    more details

    Southampton to Rio De Janeiro

    Cunard

    Queen Anne 10 January 2027 29 nights

    Itinerary: Southampton - Hamilton - Port Canaveral - Fort Lauderdale - Grand Turk - Barbados - Fortaleza - Salvador - Buzios - Rio de Janeiro

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,139pp
    • Ocean View £2,599pp
    • Balcony £3,059pp
    • Suite £7,839pp

    Includes extra savings of up to £171pp

    more details

    Southampton to Los Angeles

    Cunard

    Queen Victoria 10 January 2027 26 nights

    Itinerary: Southampton - New York - Oranjestad - Acajutla - Puerto Vallarta - Los Angeles

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,249pp
    • Ocean View £2,689pp
    • Balcony £3,429pp
    • Suite £9,799pp

    Includes extra savings of up to £212pp

    more details

    South America Discovery

    Cunard

    Queen Anne 10 January 2027 82 nights

    Itinerary: Southampton - Hamilton - Port Canaveral - Fort Lauderdale - Grand Turk - Barbados - Fortaleza - Salvador - Buzios - Rio de Janeiro...

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £8,329pp
    • Ocean View £12,249pp
    • Balcony £13,229pp
    • Suite £26,459pp

    Includes extra savings of up to £540pp

    more details

    Caribbean

    Cunard

    Queen Mary 2 11 January 2027 34 nights

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

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £3,229pp
    • Ocean View Call Us
    • Balcony £4,759pp
    • Suite £18,429pp

    Includes extra savings of up to £376pp

    more details

    13 Night Spain & Bermuda Transatlantic

    Celebrity Cruises

    Luxury

    Celebrity Apex 17 October 2027 13 nights

    Itinerary: Southampton - La Coruna - Vigo - Ponta Delgada - Royal Naval Dockyard - Port Canaveral

    • Includes Savings of at least 60% Off Second Guest Fare
    • Includes Savings of up to £900 per couple
    • Ask about adding Drinks & WiFi

    Sail From UK from

    • Interior £979pp
    • Ocean View £1,149pp
    • Balcony £1,509pp
    • Suite £6,879pp

    Includes extra savings of up to £213pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 14 nights

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

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,109pp
    • Ocean View £1,509pp
    • Balcony £1,519pp

    Includes extra savings of up to £20pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 15 nights

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

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,279pp
    • Ocean View £1,679pp
    • Balcony £1,769pp

    Includes extra savings of up to £24pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 17 nights

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

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    • Interior £1,579pp
    • Ocean View £1,779pp
    • Balcony £2,129pp

    Includes extra savings of up to £25pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 22 nights

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

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required

    Sail From UK from

    • Interior £2,129pp
    • Ocean View £2,499pp
    • Balcony £2,989pp

    Includes extra savings of up to £33pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Iona 30 October 2027 13 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Barbados

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,059pp
    • Ocean View £1,149pp
    • Balcony £1,209pp

    Includes extra savings of up to £16pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Iona 30 October 2027 14 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Barbados

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,149pp
    • Ocean View £1,429pp
    • Balcony £1,429pp

    Includes extra savings of up to £18pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Iona 30 October 2027 16 nights

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

    • Upgrade to the New All Inclusive Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,579pp
    • Ocean View £1,729pp
    • Balcony £1,759pp

    Includes extra savings of up to £20pp

    more details

    • Next

    See more cruise destinations from Southampton

    See more Transatlantic and Repositioning Cruises

    What our clients say

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    Mr Cameron / July 2026

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    Mr Wright / July 2026

    Top class service from experienced staff

    Excellent service, agent was very experienced and helpful, she fully understood our requirements. and provided suitable options. There was no rush or pressure on us to make a quick decision. We came away fully satisfied with the service and the selection we finally picked

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