October 2027 brings a superb range of sailings to the Canary Islands and beyond, with departures from Southampton meaning many British travellers can board without ever setting foot in an airport. For those starting their cruise from ports in Spain, Portugal, Italy or Malta, Cruise1st can arrange flights, hotels either side and transfers as part of one joined-up holiday — so you are never left to piece it together alone. Whatever route you choose, our specialists will help you match the right cabin grade and fare inclusions to your budget and travel style, putting everything on a single booking.
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76 cruises
Canary Islands from Santa Cruz de Tenerife, Spain with the Azura


Cruise Only
New Winter 2028/29 Collection - Get 10% Discount!
From / To Santa Cruz de Tenerife
Azura
30 Oct 2027
7 nights
No Alternative Dates
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Canary Islands from Santa Cruz de Tenerife, Spain with the Azura


Cruise Only
New Winter 2028/29 Collection - Get 10% Discount!
From / To Santa Cruz de Tenerife
Azura
29 Oct 2027
7 nights
No Alternative Dates
Canary Islands from Kiel, Germany with the MSC Euribia


Cruise Only
FREE Balcony Upgrade!
From Kiel To Funchal, Madeira, Portugal
MSC Euribia
Full board
Tips
up to £46 off when you book online
30 Oct 2027
10 nights
No Alternative Dates
Canary Islands from Santa Cruz de Tenerife, Spain with the Azura


Cruise Only
New Winter 2028/29 Collection - Get 10% Discount!
From / To Santa Cruz de Tenerife
Azura
30 Oct 2027
14 nights
No Alternative Dates
Canary Islands from Santa Cruz de Tenerife, Spain with the Azura


Cruise Only
New Winter 2028/29 Collection - Get 10% Discount!
From / To Santa Cruz de Tenerife
Azura
29 Oct 2027
14 nights
No Alternative Dates
Canary Islands from Kiel, Germany with the MSC Euribia


Cruise Only
FREE Balcony Upgrade!
From Kiel To Santa Cruz de Tenerife
MSC Euribia
Full board
Tips
from £22 – £73 off when you book online
30 Oct 2027
15 nights
No Alternative Dates
Luxury No Fly Canary Islands


Cruise Only
Up to $350 On Board Credit!
From / To Southampton, England
Queen Victoria
Full board
8 Oct 2027
12 nights
No Alternative Dates
Canary Islands from Southampton, England with the Ventura


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From / To Southampton, England
Ventura
9 Oct 2027
14 nights
No Alternative Dates
Canary Islands from Southampton, England with the Britannia


Cruise Only
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From / To Southampton, England
Britannia
15 Oct 2027
14 nights
No Alternative Dates
Canary Islands from Southampton, England with the Britannia


Cruise Only
New Winter 2028/29 Collection - Get 10% Discount!
From / To Southampton, England
Britannia
29 Oct 2027
14 nights
No Alternative Dates
October 2027 is one of the most popular months to cruise to the Canary Islands, and the choice available reflects that. Sailings depart from Southampton, Valletta, Lisbon and Rome (Civitavecchia), covering routes that range from a week-long island escape to an extended voyage of nearly a month. A strong mix of cruise lines, ship sizes and fare types means there is something here whether you are planning your first ocean cruise or your fifteenth.
The sailings span a broad sweep of destinations, from the sun-warmed islands off the African coast to transatlantic crossings and Caribbean arrivals. Here is how the routes divide:
The Canary Islands are the natural centrepiece of October departures — the islands sit close enough to the equator that even in autumn the weather is reliably warm and settled. These sailings attract guests who want sunshine without a long-haul flight, and many depart directly from Southampton, which you can reach by car or train. Bear in mind that a good number of these are one-way itineraries ending at a port abroad, so you will need to arrange a flight home — something Cruise1st can sort alongside your cruise booking.
The Western Mediterranean and broader Mediterranean region feature strongly too, with sailings that take in some of southern Europe’s most storied coastlines. Departures from Lisbon, Valletta and Rome (Civitavecchia) put you straight into the heart of the action. If you are starting from any of these ports, Cruise1st can arrange flights and hotel stays before and after the cruise so the whole trip is handled in one go. Portugal also features as a destination in its own right, and sailings calling there pair nicely with a Canary Islands itinerary.
A significant share of October departures are transatlantic crossings — voyages that begin in Europe and end somewhere in the Americas, or vice versa. These are almost exclusively one-way sailings, so a return flight will be part of your planning. Some end in Caribbean ports such as Barbados, while others arrive into Miami or nearby Fort Lauderdale (Port Everglades) — the two Florida ports are about half an hour apart, so it is worth checking both for dates and availability. The Eastern Caribbean also features, making October a genuine gateway month for anyone keen to start a Caribbean winter early. If you are flying to join a ship abroad or flying home from a far-flung disembarkation port, Cruise1st can build your flights, hotel nights and transfers into the booking.
A smaller selection of sailings heads north to Norway, for guests who prefer the drama of the fjords to warm-weather cruising. October brings shorter days but also the possibility of early northern lights. Norway sailings from Southampton in 2027 are worth exploring if the fjords are calling you.
P&O Cruises has the largest presence here, sailing a fleet of well-known ships from Southampton — a natural choice if you want to board without flying. MSC Cruises brings its signature Mediterranean style and a strong programme of itineraries. Princess Cruises offers a polished mid-to-premium experience with several sailings in the mix. Cunard Line provides a handful of classic ocean voyages for those who prefer a more formal, traditional atmosphere at sea. Rounding out the programme, Cruise1st Package sailings bundle a cruise with flights and hotels for a straightforward all-in booking.
Several well-regarded ships are deployed on these routes, and the differences between them are worth knowing before you choose.
P&O’s LNG-powered flagship, launched in 2020, is the largest ship sailing year-round from Southampton, carrying up to 5,200 guests. Its signature venue is the SkyDome — a 970 m² retractable glass dome over a swimming pool — a space that works as a sheltered haven on cooler days and an open-air sun trap when the weather allows. With 18 venues including Anderson’s gin bar and The Chef’s Table, Iona is built very deliberately for British tastes. Check the Iona cabins and deck plans to compare your options before booking.
Launched in 2022, Arvia is P&O’s newest ship and the largest ever built for the British market. Like Iona, it has the SkyDome — a retractable performance stage and pool under 970 m² of glass — alongside more than 30 dining and bar venues including Sindhu, The Epicurean, The Glass House and the Keel & Cow gastropub. It is a ship built for long sunny itineraries, which makes it a natural fit for a Canary Islands October departure. See the Arvia cabins and deck plans for a full breakdown of grades.
Britannia is one of P&O’s most familiar ships, and a popular choice for Southampton-based departures. A trusted option for those who know what they like from a P&O voyage, with a well-established range of dining venues and entertainment. Browse Britannia’s cabins and deck plans if you want to compare grades before you commit.
Azura was refreshed bow to stern in 2025, with new restaurants, bars, cabin décor and corridor carpets throughout — so while it is a familiar name, the ship you board today is genuinely renewed. Specialty dining includes Sindhu for modern Indian cuisine and the Glass House, curated by TV wine expert Olly Smith. The 800-seat Playhouse theatre delivers West End-quality aerial acrobatics and shows, and the SeaScreen open-air cinema on deck is one of those touches that turns a sea day into an event. Azura’s cabins range from a 15 m² Larger Inside Cabin on Riviera Deck right up to the 69 m² Penthouse Suite A1 — one of the most spacious suites afloat. In between, the 15 m² Sea View Cabin LB adds a window and an unobstructed outlook, while the 29 m² Superior Deluxe Balcony Cabin DA gives you a private outdoor space.
Christened by Sophia Loren, MSC Divina carries a thread of Italian glamour through everything from its Swarovski crystal staircase to the De Jorio-designed Piazza. The stern Infinity Pool dissolves into the ocean horizon in a way few ships can match, and the Pantheon Theatre stages Broadway-scale productions alongside a Casino Veneziano, a 4D cinema and an F1 simulator. Cabin grades run from a 16 m² Deluxe Inside Cabin Fantastica to the 20 m² Premium Ocean View Fantastica, a 33 m² Premium Suite Aurea with balcony, and the 40 m² MSC Yacht Club Executive & Family Suite with its own separate lounge and walk-in wardrobe. Explore the MSC Divina cabins and deck plans to find the grade that works for your group.
Refurbished in 2025 and sailing from Southampton, Majestic Princess features the SeaWalk — a glass-floor walkway cantilevered out over the ocean — along with 16 venues including Crown Grill, Sabatini’s and O’Malley’s Irish Pub. MedallionClass technology means food and drinks can be delivered anywhere on board, while The Sanctuary provides an adults-only top-deck retreat for when you want genuine quiet. See Majestic Princess cabin grades and deck plans if you are weighing up which stateroom suits you. Princess Cruises offers two main fare tiers here: the Princess Standard base fare covers the cruise itself with packages available to add on, while Princess Plus includes casual dining meals, beverages, MedallionNet Max Wi-Fi, pre-paid crew appreciation, unlimited digital photographs and reserved theatre seating — a meaningful amount included from the start.
Cunard’s 2027 programme brings its signature White Star Service to several October sailings. The Cunard Fare offers flexibility — including choice of stateroom, priority for upgrades and a low 15% deposit with the option to amend up to the balance due date — alongside complimentary shuttle buses at ports and drinks inclusions. A Saver fare is also available for those prepared to pay in full at booking and accept a pre-allocated stateroom in return for the lowest possible price. See Queen Elizabeth cabins and deck plans before you book.
Princess Cruises’ Sky Princess also sails in October 2027, offering a similar programme of itineraries to Majestic Princess. For something different, Nieuw Statendam from Holland America Line is a Pinnacle-class ship anchored by a dramatic two-storey Wine Tower in its main dining room. Music Walk hosts Lincoln Center Stage, B.B. King’s Blues Club and Billboard Onboard — three live music clubs included in your fare, making sea days genuinely varied. Compare Sky Princess cabin grades or browse the Nieuw Statendam deck plans to narrow down your choice.
Prices start from £700 pp* for October 2027 departures, and many sailings carry a discount of up to 34% off the highest price listed for that sailing — so it is worth checking individual sailings carefully rather than assuming all options are similarly priced. Of the sailings where pricing has been measured, the majority carry some level of reduction. 18 sailings are available on an all-inclusive basis, covering drinks and other extras in the fare, which can simplify budgeting considerably on a longer voyage.
Southampton is the dominant UK departure point, and for most of Britain it is reachable by road or rail without a flight — you simply arrive, board and sail. That said, roughly 6 in 10 sailings begin at a port abroad — Valletta, Lisbon, Rome (Civitavecchia) or Lisbon — which means a flight to join the ship is part of the picture. Cruise1st can arrange those flights, along with any hotel nights you need the evening before embarkation and transfers from the airport to the port, so nothing is left hanging. All 2027 sailings from Southampton are worth browsing if a no-fly departure is important to you.
Cruise1st is a cruise specialist — every offer is a cruise or a cruise-inclusive package. That means our team knows the ships, the cabin grades and the fare inclusions in genuine detail, which matters when you are choosing between, say, a Cunard Saver and a Cunard Fare, or deciding whether Princess Plus is worth adding. We can build flights, hotels, tours, transfers and insurance around your cruise as a bundle or a fully custom holiday, and put everything on one booking. Cruise1st holds an ABTA and ATOL licence, and is rated 4.4 out of 5 on Trustpilot from over 7,000 reviews.
If you are considering 2027 sailings more broadly, the full 2027 cruises programme covers every region and line. For specific lines, P&O Cruises 2027 from Southampton and Princess Cruises 2027 from Southampton are natural next steps. If the Caribbean is calling, Caribbean 2027 cruises with New York stays and Caribbean 2027 with P&O Cruises both expand on what is available. For those drawn towards the transatlantic route, Transatlantic Cruises 2027 covers the full picture. And if October suits but the Canary Islands are only part of the appeal, Canary Islands 2027 cruises covers the broader seasonal programme. Mediterranean Cruises 2027 is also worth a look if the wider region appeals beyond the islands.
*Prices are per person based on 2 people sharing, and are subject to change. This price is not kept up to date and therefore does not reflect live pricing and availability.
Are There All-Inclusive Canary Islands Cruises in October 2027?
Do I need a flight to cruise to the Canary Islands in October 2027?
Which Cruise Lines Sail to the Canary Islands in October 2027?
Canary Islands Cruises October 2027