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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 Transatlantic

    P&O Cruises

    Arvia 23 October 2026 14 nights

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

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £117pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required

    Sail From UK from

    • Interior £1,159pp
    • Ocean View £1,209pp
    • Balcony £1,469pp

    Includes extra savings of up to £18pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 23 October 2026 15 nights

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

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £124pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,229pp
    • Ocean View £1,309pp
    • Balcony £1,509pp

    Includes extra savings of up to £20pp

    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...

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £211pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required

    Sail From UK from

    • Interior £2,099pp
    • Ocean View £2,549pp
    • Balcony £3,039pp

    Includes extra savings of up to £37pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 30 October 2026 15 nights

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

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £104pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required

    Sail From UK from

    • Interior £1,029pp
    • Balcony £1,359pp

    Includes extra savings of up to £23pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 30 October 2026 14 nights

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

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £109pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,079pp
    • Balcony £1,209pp

    Includes extra savings of up to £23pp

    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
    • New P&O All Inclusive Upgrade 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 £2,069pp
    • Ocean View £3,659pp
    • Balcony £5,639pp

    Includes extra savings of up to £86pp

    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) - St. Kitts - English Harbour - Philipsburg - 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 £1,759pp
    • Ocean View Call Us
    • Balcony £2,399pp
    • 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) - St. Kitts - English Harbour - Philipsburg - 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 £2,789pp
    • Ocean View £3,619pp
    • Balcony £3,819pp
    • Suite £8,519pp

    Includes extra savings of up to £174pp

    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

    • 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 £2,689pp
    • Ocean View Call Us
    • Balcony Call Us
    • Suite £10,579pp

    Includes extra savings of up to £216pp

    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

    • 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 £3,469pp
    • Ocean View £4,159pp
    • Balcony £4,259pp
    • Suite Call Us

    Includes extra savings of up to £87pp

    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 £4,899pp
    • Balcony £7,099pp

    Includes extra savings of up to £173pp

    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 Ilhas - Port of Spain - Bonaire - Willemstad...

    • Adult Only
    • New P&O All Inclusive Upgrade 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 £7,719pp
    • Ocean View £7,719pp
    • Balcony £9,899pp

    Includes extra savings of up to £160pp

    more details

    Caribbean Winter Warmth

    P&O Cruises

    Iona 04 January 2027 35 nights

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

    • New P&O All Inclusive Upgrade 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 £3,009pp
    • Ocean View £4,849pp
    • Balcony £5,239pp

    Includes extra savings of up to £70pp

    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
    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from 10% Deposit
    • 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
    • New P&O All Inclusive Upgrade 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 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
    • New P&O All Inclusive Upgrade 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 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 $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 £2,989pp
    • Ocean View £4,319pp
    • Balcony £4,759pp
    • Suite £12,639pp

    Includes extra savings of up to £258pp

    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 30%
    • FREE up to $500 On Board Spend per couple
    • Ask about adding Drinks & WiFi

    Sail From UK from

    • Interior £1,199pp
    • Ocean View £1,219pp
    • Balcony £1,639pp
    • Suite £4,569pp

    Includes extra savings of up to £142pp

    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

    • Ask About Reduced Kids Fares from £99pp

    Sail From UK from

    • Interior £849pp
    • Ocean View £889pp
    • Balcony £1,289pp

    Includes extra savings of up to £47pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 14 nights

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

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £129pp Deposit
    • 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 - St. Kitts - St. Lucia - Barbados

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £129pp Deposit
    • 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 - St. Kitts - St. Lucia - Barbados - St. Kitts

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £154pp Deposit
    • 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 - St. Kitts - St. Lucia - Barbados - St. Kitts - Tortola - Philipsburg - Dominica...

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £187pp Deposit
    • No Tipping Required

    Sail From UK from

    • Interior £1,859pp
    • Ocean View £2,249pp
    • 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

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £107pp Deposit
    • 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

    • New P&O All Inclusive Upgrade Package - Drinks, WiFi & Dining Credit from only £49pp per day
    • Book today from £122pp Deposit
    • 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

    • 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

    Fantastic service

    Diane was very pleasant and understood our requirements. Discussed choices and advice on area. Would recommend and will use again thanks

    Trusted Customer / March 2026

    Hayley was friendly and professional. She made lots of recommendations and made the changes we needed. Wouldn't hesitate to recommend to others

    Trusted Customer / March 2026

    Quick booking service

    Very quick and easy to book

    Mrs Cumlin / March 2026

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