Call free 0800 019 0063 We are open today between 9am and 8pm

Home / Cruises From The UK / Southampton / To Caribbean

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

×

Filter Results

    • Next

    Caribbean Transatlantic

    P&O Cruises

    Arvia 23 October 2026 14 nights

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

    • 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
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,109pp
    • Ocean View £1,279pp
    • Balcony £1,459pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 23 October 2026 15 nights

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

    • 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
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

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

    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...

    • 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
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • No Tipping Required

    Sail From UK from

    • Interior £2,099pp
    • Ocean View Call Us
    • Balcony £2,969pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 30 October 2026 14 nights

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

    • 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
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,109pp
    • Balcony £1,329pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Britannia 30 October 2026 15 nights

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

    • 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
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • No Tipping Required

    Sail From UK from

    • Interior £1,309pp
    • Balcony £1,689pp

    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
    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • Book today from £198pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required

    Sail From UK from

    • Interior £1,979pp
    • Ocean View £3,359pp
    • Balcony £5,639pp

    Includes extra savings of up to £83pp

    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 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) - 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 £3,719pp
    • Suite £8,519pp

    Includes extra savings of up to £174pp

    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

    • Includes Savings of up to 50%
    • Save up to £500 per couple off Flights - When Booking Balcony & Above Cabins
    • Upgrade for £409pp & get: Premium Drinks, Speciality Dining, WiFi & Excursion Discounts
    • Ask About Upgrading to FREE at Sea for up to Half Price When Booking a Balcony Cabin

    Sail From UK from

    • Interior £1,109pp
    • Ocean View £1,129pp
    • Balcony £1,639pp

    Includes extra savings of up to £59pp

    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 £5,129pp
    • 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 Islands - Port of Spain - 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 £8,109pp
    • Ocean View £8,509pp
    • 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 - St. 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 £297pp Deposit
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • No Tipping Required

    Sail From UK from

    • Interior £2,969pp
    • Ocean View £4,749pp
    • Balcony £4,849pp

    Includes extra savings of up to £70pp

    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

    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
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • 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

    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 £3,449pp
    • Ocean View £4,309pp
    • Balcony £4,759pp
    • 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 - Ponta Delgada - Royal Naval Dockyard - 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 £1,089pp
    • Ocean View £1,089pp
    • Balcony £1,469pp
    • Suite £4,649pp

    Includes extra savings of up to £144pp

    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 £919pp
    • Ocean View £969pp
    • Balcony £1,389pp

    Includes extra savings of up to £49pp

    more details

    Caribbean Transatlantic

    P&O Cruises

    Arvia 22 October 2027 14 nights

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

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • 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

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • 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

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • 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...

    • Upgrade to the new P&O All-Inclusive Package - Drinks, Wi-Fi & Dining Credit from only £49pp per day
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • 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
    • Book Today from £20pp Deposit - Hurry Ends 31 March!
    • 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

    • 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

    Perfect as usual.

    As usual when using Stewart Travel we were very happy with the service we got. Spoke with staff member by phone and provided my requirements for our break. E-mail was then received as promised with all relevant details. We then attended the store and booked the break. Will definitely use the company again.

    Mr Rogers / March 2026

    Great service from cheery staff

    Always an excellent service from the Prestwick branch

    Mrs Houston / March 2026

    Nicole was very knowledgeable about the area we wanted to visit & booked us the holiday we wanted. We would definitely book again ????

    Trusted Customer / March 2026

    Read All Reviews

    Speak to a Cruise Expert

    Call Us Free On

    0800 019 0063

    Or Enquire Online

    Get A Quote