2027 SAILINGS NOW OPEN!
May cruises are ideal for UK travellers seeking pleasant weather, fewer crowds and great cruise deals. Highlights include unforgettable adventures such as the Alaskan Experience from Seattle with a stay, Mediterranean coastal discoveries paired with a Malta escape, or sun-soaked itineraries combining Orlando, the Bahamas and the Mexican Riviera. May offers excellent sailing conditions across Europe, North America and beyond, making it perfect for scenic cruising and cultural exploration. With longer days and mild temperatures, May cruises strike the perfect balance between relaxation and adventure.

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Arrival port
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1002 cruises
Alaska from Vancouver, British Columbia with the Celebrity Summit


Cruise Only
From / To Vancouver, BC
Celebrity Summit
Family Friendly
Premium Cruise Line
up to £55 off when you book online
16 May 2027
7 nights
Best Price Guarantee
Learn more
Magic Of Orlando with Sunsets of The Bahamas & Caribbean


Cruise with Flight, Hotel
From / To Port Canaveral
MSC Grandiosa
Full board
Tips
Cabins Sleeping up to 5!
Family Friendly
5 May 2027
11 nights
No Alternative Dates
Norway from Southampton, England with the Sky Princess


Cruise Only
From / To Southampton, England
Sky Princess
Family Friendly
Movies under the stars®
Premium Cruise Line
22 May 2027
7 nights
No Alternative Dates
Japan from Tokyo, Japan with the Celebrity Millennium


Cruise Only
From / To Tokyo
Celebrity Millennium
Family Friendly
Premium Cruise Line
from £36 – £221 off when you book online
1 May 2027
12 nights
No Alternative Dates
Western Mediterranean from Barcelona, Spain with the MSC World Asia


Cruise Only
From / To Barcelona
MSC World Asia
Full board
Tips
Family Friendly
MSC Voyagers Club
from £20 – £55 off when you book online
7 May 2027
7 nights
Western Mediterranean from Barcelona, Spain with the MSC World Europa


Cruise Only
From / To Barcelona
MSC World Europa
Full board
Tips
Cabins Sleeping up to 5!
Family Friendly
MSC Voyagers Club
New Ship
up to £49 off when you book online
1 May 2027
7 nights
Cruise With Derek Iconic Caribbean & Perfect Day


Cruise with Flight, Hotel
From / To Miami
Icon of the Seas
AquaTheater included
Cabins Sleeping up to 5!
Family Friendly
New Icon class ship
New Ship
19 May 2027
11 nights
No Alternative Dates
Western Mediterranean from Barcelona, Spain with the MSC Seaview


Cruise Only
From / To Barcelona
MSC Seaview
Full board
Tips
Family Friendly
MSC Voyagers Club
up to £32 off when you book online
2 May 2027
7 nights
Caribbean from Miami, Florida with the MSC World America


Cruise Only
From / To Miami
MSC World America
Full board
Tips
Cabins Sleeping up to 5!
Family Friendly
MSC Voyagers Club
New Ship
from £27 – £103 off when you book online
8 May 2027
14 nights
Canary Islands from Southampton, England with the Ventura


Cruise Only
From / To Southampton, England
Ventura
Family Friendly
Peninsular Club discount
8 May 2027
14 nights
No Alternative Dates
May Cruises are the sweet spot between spring and summer: ports feel lively, the weather is warming up, and you can still enjoy the relaxed pace that comes before peak-season sailings. For many UK cruisers, it’s the month where you can plan a proper getaway without the hottest temperatures or the busiest crowds, whether you want a culture-rich city break by sea or a sunshine-focused itinerary with plenty of time on deck.
If you’re browsing May Cruises, you’ll notice the choice is broad. Some itineraries lean into classic Mediterranean cruising, where you can spend your days wandering old towns and your evenings back onboard with a show and a late-night snack. Others are built around scenic routes and cooler climates, where the experience is as much about the sea days, viewpoints, and onboard comfort as it is about the ports.
A big part of the appeal is flexibility: you can choose a shorter sailing to test the waters, or a longer holiday that gives you the full cruise rhythm. If you prefer to avoid flying, there are UK departures worth considering too, especially if you like the idea of rolling into the terminal, checking in, and starting your holiday immediately.
One of the best things about cruises in May is how easy it is to shape the trip around your style. If you like port-heavy itineraries, you can pick sailings that stack up destinations with minimal sea days. If your ideal holiday is more “ship time”, May is brilliant for enjoying the onboard experience without feeling like you’re missing out on the places you’ve come to see.
Onboard, May sailings are ideal for settling into the good stuff: a proper breakfast in the main dining room, a slow afternoon by the pool, then getting ready for the evening. Depending on your ship, nights might mean a theatre production, live music in a lounge, and finishing with something indulgent such as a dessert from the buffet or a pizza slice before bed. If you’re cruising with friends, May is also a great month for group dinners and bar-hopping around the ship, especially on larger ships where there’s always another venue to try.
May can also be a clever time for value, particularly in the earlier part of the month when demand is often a little lower than later-season weeks. If your dates are flexible, it’s worth comparing the month pages around May so you can see which sailings and itineraries fit best.
If you’re keen on no-fly convenience, May Cruises from Southampton is a strong starting point. You can pack more comfortably, skip the airport queues, and enjoy the simple satisfaction of having the holiday start as soon as you step onboard.
Are cruises in May a good choice for sightseeing?
Yes. May is often ideal for walking tours, viewpoints, and city days because the temperatures are usually comfortable. It’s a great month for Mediterranean-style itineraries where you want to explore by day and relax onboard in the evening.
Is May better at the start or end of the month?
If you’re aiming for value, earlier May can sometimes be a smart pick. If you want a more summer-like feel onboard, later May often leans closer to peak-season energy, especially on family-friendly ships.
Should I choose a no-fly departure for May?
If convenience is top of your list, absolutely. May Cruises from Southampton is ideal if you want to avoid airport queues and start your holiday as soon as you arrive at the terminal.
How do I pick the right length for a May cruise?
For a first cruise or a quick break, a shorter sailing is perfect. If you want to properly settle into sea days, onboard entertainment, and longer itineraries, go for a week or more so you get that full cruise rhythm.
What’s a simple way to make a May cruise feel special?
Build in one “highlight night” onboard, such as a speciality dining booking or a show you’re excited about, then keep the rest of the holiday flexible. It’s an easy way to add a memorable moment without over-planning.
Ready to find your ideal May sailing? Cruise1st can help you compare itineraries, ships, and cabin categories so you can book with confidence and look forward to a fantastic start to the season.
May Cruises