A Milan City Break — Luxury Hotel for Two
2nd Prize · Awarded July 2027

A Milan City Break — Luxury Hotel for Two

Three unhurried nights in the heart of Italy's most stylish city, with someone you love and nothing on the schedule you don't want.

Milan, Italy 3 nights · 5-star hotel
The experience

Your holiday, in full

Milan is a city made for slowing down — for espresso at a marble bar, long lunches in quiet courtyards, and dressing up in the evening because it feels like a treat rather than a task.

You'll stay for three nights at an elegant five-star hotel within walking distance of the Duomo and the Galleria Vittorio Emanuele. Rooms are hushed, breakfast is a proper occasion, and the concierge will help you plan as much or as little as you want.

This is a soft, celebratory break — art, architecture, aperitivi and beautiful food. A gentle thank you for the countless small kindnesses you've offered our clients across Suffolk.

What's included

Everything taken care of

  • Return flights for two from a London airport to Milan
  • Private airport transfers on both sides
  • Three nights at a five-star Milan hotel, breakfast included
  • One curated evening: dinner reservation for two at a well-loved restaurant
  • Skip-the-line tickets to Duomo rooftop and Last Supper (Cenacolo)
  • Metro pass and a Milan orientation guidebook
  • Welcome gift on arrival from Harmony Homecare Suffolk
  • Travel insurance included
Day by day

How the trip unfolds

  1. 1Day 1

    Arrival & aperitivo in Brera

    Fly in, check into your hotel, freshen up. In the evening, stroll to Brera for classic Milanese aperitivo — spritz, olives, small plates — and an early dinner nearby.

  2. 2Day 2

    Duomo, Galleria & the historic centre

    A slow breakfast, then Piazza del Duomo, a rooftop visit for that view over terracotta tiles, a browse through the Galleria Vittorio Emanuele, and a quiet coffee in a hidden courtyard. Afternoon: La Scala or a shopping wander in the Quadrilatero.

  3. 3Day 3

    The Last Supper & the Navigli

    Morning at Santa Maria delle Grazie to see The Last Supper. Lunch by the canals in the Navigli district. Free afternoon to nap, shop or sit in a park with a book. A special farewell dinner in the evening.

  4. 4Day 4

    Slow morning & flight home

    A late breakfast, one last espresso, private transfer to the airport, and home the same afternoon.

A glimpse

Picture yourself there

Milan Duomo at blue hour
Interior of the Galleria Vittorio Emanuele II
Aperitivo drinks on a rooftop terrace over Milan
Practical notes

Good to know

  • Travel window: within 12 months of the July 2027 anniversary, subject to availability.
  • Winner may travel with a partner, family member or friend aged 18+.
  • Valid passport required. UK citizens do not currently need a visa for short stays in Italy.
  • Prize is non-transferable and cannot be exchanged for cash. Full conditions are set out in the official competition rules.

This could be your reward

Register your interest for the Carers of the Year 2026–2027 competition and put yourself in line for the final raffle at our 7th Anniversary Party.