City Breaks · Italy
Magnificent Milan & More
Arrive on your own; Claire and a group of about 10 are with you the whole way.
2 Jul 2027 – 6 Jul 2027 4 nights from £999pp own travel
Hosted by Claire Dymond 10 people have booked so far See who's going → From the fashion and glamour of Milan to the breath-taking beauty of Lake Como and Bellagio while not forgetting a bespoke vineyard wine tasting experience! Five unforgettable days of authentic Italian experiences, beautiful scenery and memories to last a lifetime.
Come with us on an unforgettable Italian adventure combining the style and energy of Milan, the breath-taking beauty of Lake Como and Bellagio, the food, wine from the spectacular Oltrepò Pavese vineyards. This is home to where your hosts live Milan Oltrepo Pavese so this isn't just a adventure — it's an experience your are invited to enjoy! Italian food, culture, fashion, beautiful scenery, lake cruises, historic towns, wine tasting, vineyard life, music and plenty of free time to enjoy Italy your way.
Availability and pricing
| Option | Price | Availability |
|---|---|---|
| Magnificent Milan & More - Accommodation | ||
| Place in a double room (must be for 2) | No supplement | 2 places left |
| Place in a twin share room | No supplement | 5 places left |
| Place in a single room | £299.00 | 6 places left |
| Magnificent Milan & More | ||
| Own flight without transfers | £999.00 | 2 places left |
| London Heathrow | £1149.00 | 5 places left |
| London Stansted | £1149.00 | 10 places left |
| London Gatwick | £1219.00 | 6 places left |
| Manchester | £1219.00 | 10 places left |
Booking conditions for this holiday
Our booking conditions apply to this holiday, including the deposit and the cancellation scale. Read the booking conditions
Quote the holiday title or this reference if you call the team about it: SH0000790
Who else is going
The question everyone asks and nobody wants to.
- On this departure
- 10 people booked The operator's own count for this trip — you'd make 11. It can still grow before you travel.
- Travelling alone
- Most people book on their own
This group has grown by 10 people in the last fortnight.
Why you'll love this holiday
Where you'll go
Provisional Itinerary
Day 1
Benvenuti in Italia!
Your Italian adventure begins as you arrive at Milan Malpensa or Milan Linate Airport where a member of the Wings Italy team will welcome you, help you get settled and assist with your included transfer by train into central Milan. Once settled into the hotel, the rest of the day is yours to relax and settle into Italian life - enjoy an espresso, explore the neighbourhood, discover an Italian aperitivo or simply take some time to relax after your journey. An optional evening group meal can be arranged at your own expense.
Day 2
Milan Food Culture and Skyline - Taste the City, Feel the Culture, See Milan from Above!
After breakfast, we'll head into the heart of Milan for a guided food and culture experience. Spending approximately three hours discovering Milan through its streets, history, food and local traditions, your local guide will introduce you to the city's character while taking you through some of its most interesting areas.
Milan Food & Culture Experience
As part of the food tour, you will have the opportunity to enjoy a selection of Italian and Milanese treats, including:
- Pasta with a drink
- Gelato
- Cannoli
- Italian aperitif
- Tiramisu
Free Time in Milan with your hosts at hand
After the food tour, Milan is yours to explore, with your hosts available to help and offer suggestions.
Why not:
- Visit the magnificent Duomo
- Explore the fashion district
- Shop in the city centre
- Visit a museum or gallery
- Enjoy an authentic Italian coffee
- Relax in a beautiful piazza
- Wander through the historic streets
Milan Skyline Experience
Later, we'll meet again for one of the special experiences of the trip — a spectacular Milan Skyline experience above the Galleria. Take in the city from above and enjoy fantastic views over Milan's historic centre, architecture and modern skyline (Skyline entrance is included).
Afterwards, enjoy another free evening in Milan where an optional group meal can be arranged at your own expense.
Day 3
Lake Como & Bellagio
After breakfast, we leave Milan and head towards one of the most beautiful destinations in Italy travelling by train from Milan to Como. Return train transportation between Milan and Como and also the boat to Bellagio is included. On arrival, we'll have time to enjoy the lakeside town before beginning our journey towards Bellagio.
Lake Como by Boat where the real magic begins
We'll board the boat and travel across Lake Como towards Bellagio, surrounded by spectacular mountain scenery, elegant lakeside villages, historic villas and beautiful gardens.
This is a day to slow down, take photographs and simply enjoy the stunning scenery.
BELLAGIO - The Pearl of Lake Como
Bellagio is one of the most famous and beautiful towns on Lake Como, known for its cobbled streets, colourful buildings, waterfront views, restaurants and spectacular mountain scenery.
Once we arrive, the day is yours and you can:
- Wander the charming historic streets
- Enjoy lunch beside the lake
- Explore the waterfront
- Browse local shops
- Enjoy an Italian gelato
- Relax beside the lake
- Enjoy a drink overlooking the mountains
- Simply sit back and watch the world go by
Your Bellagio. Your day. Your adventure.
Later, we'll begin our journey back towards Milan by train for an evening meal at your own expense.
Day 4
Oltrepò Pavese - WINE • FOOD • VINEYARDS • MUSIC
Today we trade the city for the Italian countryside. Welcome to Oltrepò Pavese, one of Lombardy's renowned wine-producing areas. Surrounded by rolling hills and vineyards, this is your chance to experience a completely different side of Italy.
Journey to the Vineyards
We'll travel from Milan towards the Oltrepò Pavese area using public transport (approx 20 minutes by train included as outlined in the package). Local/private transport arrangements within the vineyard area will be required and are included in the package.
THE VINEYARD EXPERIENCE
Prepare for a fantastic day of Italian wine, food, countryside and music.
Wine Tasting
Enjoy a wine-tasting experience featuring all local wines pesticide free. Discover local wines while learning about:
- Italian winemaking
- The Oltrepò Pavese wine region
- Local grape varieties
- 8 glasses of wine
- Vineyard traditions
- The history behind the estate
Vineyard & Historical Tour - Explore the estate and vineyards while discovering the history and traditions behind this beautiful part of Italy.
Vineyard Lunch Enjoy a delicious Italian lunch surrounded by the vineyards. Good food, great wine, beautiful scenery - what more could you ask for? And because this is Wings Italy... We'll add some music to the mix! Enjoy live music / DJ entertainment and a relaxed atmosphere amongst the vineyards. This isn't simply a wine tasting, it's an Italian countryside experience. Wine. Food. Friends. Music. Sunshine. Vineyards!
After a memorable day in the countryside, we'll make our way back towards Milan. Your final evening is free. Enjoy an aperitivo, explore more of Milan or join friends for dinner at your own expense.
DAY 5
MILAN & DEPARTURE
Arrivederci, Italia!
Enjoy your final breakfast at the hotel before checking out. Your flights are early evening so you'll have some free time to enjoy one last Italian coffee, do some shopping or take a final walk through Milan. Then with join your train journey back towards the airport. Time to say arrivederci to Italy — until next time!
What's included
- International flights (if selected)
- Transfers (if flights are selected)
- 3* hotel accommodation
- 4 Continental breakfasts
- Guided Milan tour
- Entrance to Milan Skyline on the rooftop of Galleria
- Return train journeys Milan and Lake Como
- Boat journey to the village of Bellagio
- Return train journeys to the vineyards at Oltrepò Pavese
- Vineyard wine tasting experience with lunch & entertainment
- WingsItaly hosts
- Your Spice host, Claire Dymond
Not included
- Single supplement (if required)
- Personal travel insurance
- Some meals & drinks
- Optional excursions
- Personal extras
Travel and where you'll stay
Settle into your centrally located minimum 3* Milan hotel for 4 nights, with:
- Comfortable accommodation
- Daily breakfast
- Central location
- Easy access to public transport
- Convenient access to restaurants, shops and Milan's famous attractions
Getting there
Departing from London Gatwick, London Heathrow, London Stansted or Manchester.
London Gatwick
London Heathrow
London Stansted
Manchester
These are the times currently scheduled. Airlines change them, sometimes months before departure, so please treat them as provisional rather than final.
Luggage, transfers and flight notes
Checked in luggage allowance - 20kg
Transfers will be made as a group from your arrival airport.
Before you travel
Passport validity
For UK passport holders your passport must be:
- issued less than 10 years before the day you enter (check the "date of issue")
- valid for at least 3 months after the day you plan to leave (check the "expiry date")
You must check your passport meets these requirements before you travel. If your passport was issued before 1 October 2018, extra months may have been added to its expiry date.
Entry rules for EU travel — EES, ETIAS and your GHIC
EU Entry/Exit System (EES)
The Entry/Exit System (EES) is being introduced gradually across the external borders of the European countries that use it, including the collection of biometric data such as a facial image and fingerprints. Passports continue to be stamped as usual in the meantime.
Further information: travel-europe.europa.eu/ees
ETIAS
UK citizens will eventually need a travel authorisation (ETIAS) to enter the European countries that require it for short stays. It is linked to your passport and valid for up to three years. There is no confirmed start date yet — we will let everyone know when it is required and how to apply.
Global Health Insurance Card
A UK Global Health Insurance Card (GHIC), or a still-valid EHIC, gives you the right to access state-provided healthcare during a temporary stay in the EU. It is not a replacement for travel insurance.
Travel insurance
Please ensure that you have adequate personal travel insurance to suit your requirements in place before you travel.
Gallery
Everything else
About your host
Claire & Andrea, Wingsitlay
Before you book
Will I be the only one on my own?
No. Almost everyone books on their own — that is the whole point of the trip. Nobody has to pair up and nobody sits on their own at dinner unless they want to.
Do I have to share a room?
Only if you want to. Sharing a twin with another solo traveller of the same sex costs nothing extra, and it is how most people keep the price down. If you would rather have a room to yourself, you can — see the single-room price on the trip you are looking at.
Is there a single supplement?
There is a charge for a room of your own and it varies a great deal by trip, so the honest answer is the figure on the holiday you are looking at rather than an average. What there is not is any obligation to pay it: sharing a twin with another solo traveller of the same sex costs nothing extra, and it is a genuine option rather than a token one.
Every holiday with a single room available, and what each one costs, is listed on single rooms and single supplements.
How big is the group?
Small enough to learn everyone’s name in the first day or two. Group sizes vary by trip and are listed on each holiday.
What does the host actually do?
Your host is there to make your holiday feel easy, welcoming and fun. They travel with the group throughout the trip, help everyone get to know each other, keep things running smoothly and are there if you need anything along the way.
They’re not a traditional holiday rep — they’re part of the group, sharing the experience with you and helping make sure nobody feels left out.
Is my money protected?
Yes. Payments are held in a bonded trust account, and every holiday booked with flights is ATOL protected under licence 9046. If you arrange your own flights, your money for the holiday is still protected by the bonded trust account, but the flights you buy elsewhere are not covered by our ATOL.
What age are the other travellers?
It varies by trip. Most groups span a wide range of ages with a shared interest in the destination rather than a shared birth year.
Is there a minimum age?
Yes — 18. Spice Escapes holidays are adults only.
Most people who travel with us are in their forties and beyond, but that is who books rather than a rule. There is no upper age limit, and two people travelling together do not need to be a similar age: a daughter in her thirties travelling with her mother in her sixties is an ordinary booking.
Is Spice Escapes a singles or dating holiday company?
No. Spice Escapes is a hosted holiday company for people who travel on their own. Almost everyone books alone, groups are small and adults only (mostly forties to sixties), and a named host travels with every departure so nobody is the odd one out. It is about the destination and the company, not matchmaking.
What travellers say
4.9/5 from 63 reviews on Google
Questions about this holiday?
Ring the office, send us a question, or chat any hour. A real person, not a call centre.
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