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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 917 5742 to book your dream cruise holiday today!

Caribbean Cruises from Southampton

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    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior £1,789pp
    • Ocean View £2,519pp
    • Balcony £2,539pp
    • Suite Call Us

    Includes extra savings of up to £52pp

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior £1,999pp
    • Ocean View Call Us
    • Balcony Call Us
    • Suite Call Us

    Includes extra savings of up to £51pp

    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

    Sail From UK from

    • Interior £679pp
    • Ocean View £1,079pp
    • Balcony £1,509pp

    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 - 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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior £3,619pp
    • Ocean View £4,649pp
    • Balcony £4,749pp
    • Suite Call Us

    Includes extra savings of up to £97pp

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior Call Us
    • Ocean View £5,749pp
    • Balcony Call Us

    Includes extra savings of up to £206pp

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required

    Sail From UK from

    • Interior £4,999pp
    • Ocean View £5,999pp
    • Balcony £7,499pp

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required

    Sail From UK from

    • Interior £4,499pp
    • Ocean View £4,999pp
    • Balcony £5,999pp

    Includes extra savings of up to £130pp

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required

    Sail From UK from

    • Interior Call Us
    • Ocean View £8,629pp
    • Balcony £10,889pp

    Includes extra savings of up to £110pp

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • 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
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • FREE up to $600 On Board Spend
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £559pp
    • Ocean View Call Us
    • Balcony £629pp
    • Suite £1,909pp

    Includes extra savings of up to £47pp

    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
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • FREE up to $600 On Board Spend
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior £2,139pp
    • Ocean View £2,599pp
    • Balcony £3,059pp
    • Suite £6,789pp

    Includes extra savings of up to £150pp

    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
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • FREE up to $600 On Board Spend
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior Call Us
    • Ocean View Call Us
    • Balcony £3,929pp
    • 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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior £7,489pp
    • Ocean View £10,469pp
    • Balcony £11,169pp
    • Suite £25,799pp

    Includes extra savings of up to £527pp

    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
    • Elevate your Experience - Upgrade to Grill Suites - Ask for full details
    • FREE up to $600 On Board Spend
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    Sail From UK from

    • Interior £3,199pp
    • Ocean View £3,999pp
    • Balcony £4,469pp
    • Suite £13,149pp

    Includes extra savings of up to £263pp

    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
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE

    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 £899pp
    • Ocean View £1,069pp
    • Balcony £1,439pp
    • Suite £6,659pp

    Includes extra savings of up to £206pp

    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
    • Ask About Exclusive 10% Past Passenger Discount
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,079pp
    • Ocean View £1,279pp
    • Balcony £1,359pp

    Includes extra savings of up to £18pp

    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
    • Ask About Exclusive 10% Past Passenger Discount
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,129pp
    • Ocean View £1,479pp
    • Balcony £1,569pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required

    Sail From UK from

    • Interior £1,379pp
    • Ocean View £1,629pp
    • Balcony £1,869pp

    Includes extra savings of up to £24pp

    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
    • Ask About Exclusive 10% Past Passenger Discount
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required

    Sail From UK from

    • Interior £1,979pp
    • Ocean View £2,449pp
    • Balcony £3,209pp

    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
    • FREE Extra On Board Spend When Booking Select Fare Pricing
    • Ask About Exclusive 10% Past Passenger Discount
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £949pp
    • Ocean View £999pp
    • Balcony £1,149pp

    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
    • Ask About Exclusive 10% Past Passenger Discount
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required
    • Big Balcony Sale - Upgrade for Less

    Sail From UK from

    • Interior £1,029pp
    • Ocean View £1,179pp
    • Balcony £1,279pp

    Includes extra savings of up to £17pp

    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
    • Ask About Exclusive 10% Past Passenger Discount
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required

    Sail From UK from

    • Interior £1,479pp
    • Ocean View £1,579pp
    • Balcony £1,809pp

    Includes extra savings of up to £23pp

    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
    • Ask About Exclusive 10% Past Passenger Discount
    • October Flash Sale - Exclusive Additional Savings of up to £300 per couple - Quote Code SAVE
    • No Tipping Required

    Sail From UK from

    • Interior £1,959pp
    • Ocean View £2,249pp
    • Balcony £2,719pp

    Includes extra savings of up to £33pp

    more details

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    What our clients say

    Platinum Service Award Winners

    Average Customer Rating: 4.9/5

    Helpful friendly ataff

    Lauren was really helpful, nothing was too much trouble as we changed our ideas

    Mrs Edwards / October 2026

    Canadian tour includes flights hotels Rocky Mountaineer and 3 city stays.

    Helpful and informative agent explained options available. Planned our trip and arranged flights hotels and tours then allowed time to consider arrangements. When we asked about changes to original plan it was no problem to rearrange. We have booked a months holiday with Stewart’s travel and all the stress has been taken out of the planning.

    Trusted Customer / October 2026

    Fantastic service as always

    It’s always so easy booking with Stewart Travel and I don’t know what we’d do without Donna Bicker there to suggest the best destinations and hotels. She’s nothing short of amazing!

    Trusted Customer / October 2026

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