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Cruises from Southampton to the Caribbean

Find the best cruise to the Caribbean from Southampton for you in 2027, 2028 and 2029 with Stewart Travel below. Call one of our Cruise Experts on 0800 917 5742 to book your dream cruise holiday today!

Caribbean Cruises from Southampton

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    Transatlantic Crossing and Caribbean Celebration

    Cunard

    Queen Mary 2 12 December 2026 30 nights

    Itinerary: Southampton - New York - Road Town - 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 £3,619pp
    • Ocean View £4,649pp
    • Balcony £4,749pp
    • Suite £9,839pp

    more details

    Transatlantic Crossing and Caribbean Celebration

    Cunard

    Queen Mary 2 12 December 2026 21 nights

    Itinerary: Southampton - New York - Road Town - 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 917 5742

    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 £4,359pp
    • Ocean View £5,529pp
    • Balcony Call Us

    Includes extra savings of up to £113pp

    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
    • No Tipping Required

    Sail From UK from

    • Interior £4,949pp
    • Ocean View £5,939pp
    • Balcony £7,419pp

    Includes extra savings of up to £200pp

    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
    • No Tipping Required

    Sail From UK from

    • Interior £5,439pp
    • Ocean View £5,939pp
    • Balcony £7,419pp

    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
    • No Tipping Required

    Sail From UK from

    Call us now on 0800 917 5742

    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
    • No Tipping Required

    Sail From UK from

    Call us now on 0800 917 5742

    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
    • Black Friday Sale - Includes Savings of up to 10%
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £509pp
    • Ocean View £539pp
    • Balcony £619pp
    • Suite £1,849pp

    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
    • Black Friday Sale - Includes Savings of up to 10%
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,169pp
    • Ocean View £2,489pp
    • Balcony £2,709pp
    • Suite £6,059pp

    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
    • Black Friday Sale - Includes Savings of up to 10%
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,249pp
    • Ocean View £2,689pp
    • Balcony £3,569pp
    • Suite £9,799pp

    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 £7,489pp
    • Ocean View £10,469pp
    • Balcony £11,169pp
    • Suite £23,179pp

    more details

    Caribbean

    Cunard

    Queen Mary 2 11 January 2027 34 nights

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

    • 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 £3,129pp
    • Ocean View Call Us
    • Balcony £4,769pp
    • Suite £16,589pp

    Includes extra savings of up to £339pp

    more details

    Hawaii, Japan and the Wonders of Asia

    Fred Olsen Cruise Lines

    Small Ship Experience

    Borealis 21 January 2027 59 nights

    Itinerary: Southampton - Lisbon - Funchal - Barbados - St Georges - Cartagena - Colon - Puntarenas - Huatalco - Hilo...

    • 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

    Call us now on 0800 917 5742

    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

    • Ask about adding Drinks & WiFi

    Sail From UK from

    • Interior £959pp
    • Ocean View £1,209pp
    • Balcony £1,639pp
    • Suite £7,509pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £979pp
    • Ocean View £1,159pp
    • Balcony £1,199pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,019pp
    • Ocean View £1,409pp
    • Balcony £1,429pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,259pp
    • Ocean View £1,499pp
    • Balcony £1,619pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required

    Sail From UK from

    • Interior £1,809pp
    • Ocean View £2,339pp
    • Balcony £2,959pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £839pp
    • Ocean View £909pp
    • Balcony £969pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £939pp
    • Ocean View £1,059pp
    • Balcony £1,069pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,369pp
    • Ocean View £1,469pp
    • Balcony £1,559pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Iona 30 October 2027 21 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Barbados - Basseterre - Tortola - Philipsburg - Fort de France - Antigua

    • 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
    • Black Friday Sale - Includes Savings of up to £500 off Balcony Cabins
    • No Tipping Required

    Sail From UK from

    • Interior £1,819pp
    • Ocean View £2,139pp
    • Balcony £2,439pp

    more details

    MSC Grand Voyages from Southampton (London)

    MSC Cruises

    MSC Meraviglia 06 November 2027 24 nights

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

    • Book Today from only £200pp Deposit
    • Elevate your Experience - Upgrade to Yacht Club - Call for full details & limited time offers
    • Great family prices - children up to 17 years
    • Gratuities Included

    Sail From UK from

    Call us now on 0800 917 5742

    more details

    Transatlantic Crossing and Eastern Caribbean

    Cunard

    Queen Mary 2 12 November 2027 20 nights

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

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Black Friday Sale - Includes Savings of up to 10%
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £2,149pp
    • Ocean View £2,939pp
    • Balcony £3,029pp
    • Suite £8,819pp

    more details

    Transatlantic Crossing and Eastern Caribbean

    Cunard

    Queen Mary 2 12 November 2027 27 nights

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

    • Upgrade to Include Beverage Collection, WiFi & Dining Credit from £60pp per day
    • Black Friday Sale - Includes Savings of up to 10%
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details

    Sail From UK from

    • Interior £2,839pp
    • Ocean View £3,819pp
    • Balcony £4,159pp
    • Suite £11,899pp

    more details

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    What our clients say

    Platinum Service Award Winners

    Average Customer Rating: 4.9/5

    Stress free booking

    As always we were welcomed and in a relaxing atmosphere given advice and recommendation for our holiday next April. All aspects of our holiday was successfully booked, seats on the plane and parking. Best value was explored , different dates and carriers were explored, nothing was too much trouble and the tress of booking was taken care for us.

    Mrs Walker / November 2026

    40th anniversary holiday cruise.

    Very efficient and easy to deal with, passed our requirements to Justine who put together several options and emailed them to us the next day, brilliant service.

    Trusted Customer / November 2026

    Experts in travel

    Very professional. Customer centred service and great value

    Trusted Customer / November 2026

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