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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 Discovery

    P&O Cruises

    Small Ship Experience

    Aurora 03 November 2026 24 nights

    Itinerary: Southampton - Tenerife - Barbados - Kingstown - Castries - Dominica - Philipsburg - Les Açores - Southampton

    • Adult Only
    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • Book today from £213pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required

    Sail From UK from

    • Interior £2,119pp
    • Ocean View £3,559pp
    • Balcony £5,739pp

    Includes extra savings of up to £58pp

    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) - Tortola - Saint-Kitts- - St. Maarten - New York

    • FREE up to $1000 On Board Spend per couple - When Booking Cunard Fare
    • 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 £1,669pp
    • Ocean View Call Us
    • Balcony Call Us
    • Suite £7,689pp

    Includes extra savings of up to £157pp

    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) - Tortola - Saint-Kitts- - St. Maarten - New York - Southampton

    • FREE up to $1000 On Board Spend per couple - When Booking Cunard Fare
    • 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 £2,649pp
    • Ocean View £3,439pp
    • Balcony £3,629pp
    • Suite £12,339pp

    Includes extra savings of up to £252pp

    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 - Les Açores - Great Stirrup Cay - Miami

    • Save up to £500 per couple off Flights - When Booking Balcony & Above Cabins
    • Upgrade for £409pp & get: Premium Drinks, Speciality Dining, WiFi & Excursion Discounts

    Sail From UK from

    • Interior £1,099pp
    • Ocean View £1,139pp
    • Balcony £1,629pp

    Includes extra savings of up to £59pp

    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 - Saint-Kitts- - New York - Southampton

    • FREE up to $1000 On Board Spend per couple - When Booking Cunard Fare
    • 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 £3,299pp
    • Ocean View £3,949pp
    • Balcony £4,039pp
    • Suite Call Us

    Includes extra savings of up to £83pp

    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 - Saint-Kitts- - New York

    • FREE up to $1000 On Board Spend per couple - When Booking Cunard Fare
    • 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 - Philipsburg - Saint-Kitts- - Castries - Kingstown - 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 £4,899pp
    • Balcony £7,569pp

    Includes extra savings of up to £179pp

    more details

    America And Caribbean Discovery

    P&O Cruises

    Small Ship Experience

    Aurora 03 January 2027 75 nights

    Itinerary: Southampton - Madeira - Philipsburg - Antigua - Dominica - St Vincent - Grenadine Islands - Port d'Espagne - Bonaire - Willemstad...

    • Adult Only
    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & 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 £8,309pp
    • Ocean View £8,709pp
    • Balcony £10,389pp

    Includes extra savings of up to £160pp

    more details

    Caribbean Winter Warmth

    P&O Cruises

    Iona 04 January 2027 35 nights

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

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • Book today from £288pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required

    Sail From UK from

    • Interior £2,869pp
    • Ocean View £4,449pp
    • Balcony £4,849pp

    Includes extra savings of up to £72pp

    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 P&O All-Inclusive Package - Drinks, Wi-Fi & 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 019 0063

    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 P&O All-Inclusive Package - Drinks, Wi-Fi & 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 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 P&O All-Inclusive Package - Drinks, Wi-Fi & 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 019 0063

    more details

    Caribbean

    Cunard

    Queen Mary 2 11 January 2027 34 nights

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

    • FREE up to $1000 On Board Spend per couple - When Booking Cunard Fare
    • 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 £3,279pp
    • Ocean View £4,089pp
    • Balcony £4,649pp
    • Suite £13,269pp

    Includes extra savings of up to £271pp

    more details

    13 Night Spain & Bermuda Transatlantic

    Celebrity Cruises

    Luxury

    Celebrity Apex 17 October 2027 13 nights

    Itinerary: Southampton - La Coruna - Vigo - Les Açores - Port militaire de la Royal Naval - Port Canaveral

    • Includes Savings of at Least 30%
    • Additional Savings of up to £400 per couple
    • Ask about adding Drinks & WiFi

    Sail From UK from

    • Interior £1,119pp
    • Ocean View £1,189pp
    • Balcony £1,549pp
    • Suite £4,789pp

    Includes extra savings of up to £148pp

    more details

    17 Night Spain & Portugal Transatlantic

    Royal Caribbean

    Mariner of the Seas 18 October 2027 17 nights

    Itinerary: Southampton - La Coruna - Vigo - Lisbon - Madeira - Nassau - New Orleans

    • Limited Time Savings - Call Our Cruise Experts Today

    Sail From UK from

    Call us now on 0800 019 0063

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 14 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Saint-Kitts- - St. Lucia - Barbados

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,279pp
    • Ocean View £1,429pp
    • Balcony £1,629pp

    Includes extra savings of up to £21pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 15 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Saint-Kitts- - St. Lucia - Barbados

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,279pp
    • Ocean View £1,509pp
    • Balcony £1,529pp

    Includes extra savings of up to £24pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 17 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Saint-Kitts- - St. Lucia - Barbados - Saint-Kitts-

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,529pp
    • Ocean View £1,759pp
    • Balcony £1,909pp

    Includes extra savings of up to £26pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 22 nights

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

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £1,859pp
    • Ocean View £2,319pp
    • Balcony £2,419pp

    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 P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,059pp
    • Ocean View £1,229pp
    • Balcony £1,329pp

    Includes extra savings of up to £19pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Iona 30 October 2027 14 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Barbados

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,209pp
    • Ocean View £1,429pp
    • Balcony £1,509pp

    Includes extra savings of up to £21pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Iona 30 October 2027 16 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Barbados - Saint-Kitts-

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,309pp
    • Ocean View £1,579pp
    • Balcony £1,729pp

    Includes extra savings of up to £24pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Iona 30 October 2027 21 nights

    Itinerary: Southampton - Tenerife - Philipsburg - Dominica - Barbados - Saint-Kitts- - Tortola - Philipsburg - Martinique - Antigua

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • No Tipping Required

    Sail From UK from

    • Interior £1,809pp
    • Ocean View £2,099pp
    • Balcony £2,219pp

    Includes extra savings of up to £31pp

    more details

    MSC Grand Voyages from Southampton (London)

    MSC Cruises

    MSC Meraviglia 06 November 2027 14 nights

    Itinerary: Southampton - Paris - Les Açores - St John - Kingstown - Barbados - Fort de France

    • Elevate your Experience - Upgrade to Yacht Club - Ask for full details
    • Great family prices - children up to 17 years
    • Upgrade to All Inclusive from £26pppd
    • Gratuities Included
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £769pp
    • Ocean View £909pp
    • Balcony £1,059pp
    • Suite Call Us

    Includes extra savings of up to £56pp

    more details

    MSC Grand Voyages from Southampton (London)

    MSC Cruises

    MSC Meraviglia 06 November 2027 13 nights

    Itinerary: Southampton - Paris - Les Açores - St John - Kingstown - Barbados

    • Elevate your Experience - Upgrade to Yacht Club - Ask for full details
    • Great family prices - children up to 17 years
    • Upgrade to All Inclusive from £26pppd
    • Gratuities Included

    Sail From UK from

    Call us now on 0800 019 0063

    more details

    • Next

    See more cruise destinations from Southampton

    See more Transatlantic and Repositioning Cruises

    What our clients say

    Platinum Service Award Winners

    Average Customer Rating: 4.9/5

    Excellent service

    Very professional and so friendly. Always very welcoming offering tea or coffee and never feel rushed Also they always remember your name from previous visits. Would not book holidays anywhere else.

    Trusted Customer / April 2026

    Excellent worry free service

    Excellent service wouldn’t go anywhere else. Linzi very efficient always with full support throughout booking. Prestwick shop five star all staff friendly and welcoming.

    Trusted Customer / April 2026

    First class service as always

    Always receive first class service from the very knowledgeable team. Nothing is too much trouble for them you are made to feel relaxed from the minute you arrive..

    Mr Burrows / April 2026

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