FAQ’s

Who is this retreat for?

Our retreats are designed for open-minded travellers who want to step away from the rush of everyday life and experience Italy in a slower, more meaningful way. If you’re curious about food, culture, community, or simply seeking time to rest and reconnect with yourself, this retreat is for you.

Whether you’re joining with a partner, a friend, a family member, or travelling solo, you’ll be welcomed into an inclusive group that celebrates connection and shared experiences. Age is never a barrier, our retreats often bring together women from their twenties through to their sixties and beyond, It’s less about where you are in life, and more about who you are: open to discovery.

How many people per retreat?

We believe in keeping our retreats small and intimate. Each journey is limited to 7 guests only.  This allows us to design unique, personal experiences that aren’t possible with larger groups,  from long conversations with local artisans, to family-style meals with winemakers, to accessing hidden corners of the countryside most visitors never see.

The small group size also means you’ll never feel like just another guest in a crowd. Instead, you’ll become part of a warm, close-knit group where every detail is thoughtfully considered, and where space is made for both togetherness and quiet reflection.

Can I come on my own?

Absolutely! Many of our guests join as solo travelers, and our small group size makes it easy to feel at home right away. Whether you’re sharing a twin room with a friend you bring along, or booking a private room just for you, you’ll be welcomed into a warm, supportive community from the moment you arrive.

What experience can I expect from a Seasons to Gather retreat?

Expect a balance of discovery and rest. Our days weave together hands-on experiences, time with locals, shared meals, and space for quiet reflection. You’ll join cooking workshops, wine tastings, and guided day trips, while also enjoying long lunches, countryside walks, and afternoons by the pool. It’s a mix of immersive cultural experiences and soul-nourishing downtime in untouched regions of Italy.

What is included in the retreat?

Six nights in a beautifully restored farmhouse, all meals and wines, hands-on activities and workshops, guided day trips, airport transfers, and plenty of time to relax by the pool or wander the countryside. The itinerary details everything included, so you’ll know exactly what to expect.

What will the days be like?
No two days are the same, but the rhythm is intentionally slow. Mornings begin with a relaxed breakfast and a short transfer to a nearby town or vineyard. Afternoons often include hands-on workshops, a long lunch, or time to rest by the pool. Evenings are spent gathering around the table for multi-course Italian feasts paired with wine. Every day balances activity with leisure so you’ll never feel rushed.

Accommodation

What are the room options?
You can choose between:
- Private Queen Rooms with ensuite
- Twin Rooms (two king singles) with ensuite
Each is styled simply and elegantly to reflect the Italian countryside.You can have a private room to yourself, or share a private room or twin room.

Can I share a room with a friend?

Yes. Twin rooms are ideal for two guests travelling together - whether friends, sisters, or partners. You can also choose to share a private queen room.

Can I have a private room?

Of course. If you’d like your own space, you can book a queen room just for yourself (a small solo supplement is included in the price).

Do I have to share a bathroom?

No. Every room has a private ensuite bathroom.

What type of accommodation do we stay in?

Our retreats are hosted in handpicked luxury accommodations, personally experienced and chosen by us to balance comfort with authenticity. For this retreat, you’ll be staying in a lovingly restored farmhouse on the border of Umbria and Tuscany, the perfect base for our daily adventures.

The property features two fully equipped chefs’ kitchens, an outdoor BBQ and covered patio for long, leisurely meals, and a sparkling swimming pool overlooking rolling hills and olive groves. You’ll also find plenty of quiet corners to unwind, whether that’s with a book, a friendly game on the boules court, or simply soaking in the views. It’s a place that feels both grounding and indulgent, designed to give you space to slow down, connect with the group, and sink into the rhythms of Italian countryside life.

Food and Wine

What if I have a dietary requirement?

We want everyone to feel well-nourished and cared for during the retreat. Most dietary requirements and intolerances can be accommodated in Italy, especially vegetarian, gluten-free, and lactose-free diets. Italy is particularly mindful of gluten intolerance and celiac disease, with many traditional dishes and products that can be adapted. That said, because Italian cuisine leans heavily on dairy and eggs, we’re not able to cater to a fully vegan diet.

If you have any dietary needs, please let me know in advance at info@seasonstogather.com so I can make sure we’re well-prepared. The more I know ahead of time, the better I can work with our chefs and local hosts to create a culinary experience that feels both safe and delightful for you.

What is included in a typical meal?

Food is the soul of our retreats, and there’s no better way to experience Italy than gathered around a table. Expect multi-course Italian feasts, paired with regional wines, as well as lighter lunches and breakfasts to balance the pace of the day. 
All meals shared during the retreat are included, We have spent a great amount of attention to detail in our menus, hand curated food experiences in the region and partner with our in house private chef to create memorable food expereinces. 

Are drinks included?

Yes water of course!  Wines are also thoughtfully paired with our meals are included throughout the retreat, with reasonable limits in place. Any soft drinks, cocktails, spirits ordered outside of group meals will be at your own expense.

Payments

How do I secure my place?

A 30% deposit confirms your booking. The balance is divided into three installments due at 120, 90, and 60 days before departure.

Can I set up a payment plan?

Yes, we offer a simple payment plan to make things easy. You’ll receive reminder emails before each due date, along with a link for secure payment. Click here for more information on the payment plan.

What if I need to cancel?

We understand plans can change. Cancellations made up to 100 days prior to the retreat are refundable (minus a service fee of 250 euros). After that time, payments are non-refundable, but you’re welcome to transfer your spot to a friend. Full details are in our Terms & Conditions.

Travel

When should I arrive and depart?

For peace of mind with possible delays, we strongly recommend arriving in Rome the day before the retreat begins. On arrival day, our group meets at midday 12pm in Prati near central Rome before transferring together to our farmhouse in Umbria. On departure day, we return to Rome by late morning, please book outbound flights after 1:00pm to allow for traffic and a stress-free journey.  More information will be emailed to you once you have booked in about the meeting point with photos and contact details.

How do I get to the pick up point from the airport?

For the Umbria/Tuscany retreats, our meeting point is in Prati a suburb near the Vatican. We have guests coming in from all countires at different times of the day, as such this is the best meeting point- 31 Via Orazio, 00193, Rome. Rome has two airports, Fiumicino (FCO) and Ciampino (CIA), both similar distances into the city. Taxis are capped at €50, and buses are available for around €12. I can also share boutique hotel and accommodation suggestions with you near the meeting point. 

Detailed instructions will be shared with you well before departure, and we’re happy to help with guidance on the easiest route.

What if I’m delayed on arrival day?

If you’re running late and miss the group transfer, you’ll need to make your own way to the accommodation at your own cost. We’ll provide clear directions and support where possible to help you join us smoothly.

Should I extend my trip before or after?

Definitely! Many guests arrive in Rome a day or two earlys we recommend arriving in Rome the night before the tour starts for peace of mind with travel delays. Arrival day meet up is 12pm and departure day we recommend booking flights after 1pm to allow for any traffic on the roads - it keeps the transfer stress-free. We’re happy to recommend places to stay and things to do just send me an email on info@seasonstogather.com

Some guests choose to spend a few days in Rome before joining us, while others explore nearby regions afterwards

Need help planning your travel?

With 15 years in the airline industry, I’m more than happy to offer guidance or connect you with a trusted travel agent. Please reach out if you’d like assistance in planning your flights or an extended stay in Italy.

Do I need to book my flights?

 Yes. flights are not included in the retreat price, and guests are responsible for arranging their travel to and from Rome, where our journey begins and ends.

  Please note for our Umbria Tuscany Tours we recommend arriving in Rome the night before the tour starts for peace of mind with travel delays. Arrival day meet up is 12pm and departure day we recommend booking flights after 1pm to allow for any traffic on the roads - it keeps the transfer stress-free.  

Do I need to speak Italian?

Not at all. While we love sharing the local language (and you’ll pick up a few handy phrases along the way!), all retreat activities are hosted in English and your host Grace can speak Italian. Our local partners and guides are also fluent in English, so you can relax and focus on enjoying the experience.

Health & Practicalities

Do I need travel insurance?

Yes. Travel insurance is mandatory. It should cover medical care, trip interruption, and cancellation. We will ask for the policy number pre departure.

Is this retreat physically demanding?

Our retreats are designed to be restorative and accessible. Most activities are relaxed and suitable for all fitness levels, but please be prepared for:

• - Gentle walking tours through hilltop towns with cobblestones and uneven paths

• - Countryside explorations that may involve extended but unhurried walking

• - One guided Pilates session to begin the day grounded (optional: you can always opt out)

Comfortable shoes are essential, but nothing on the retreat is strenuous. If you have specific concerns, feel free to get in touch so we can ensure the pace feels right for you.

What should I pack?

Think comfort over glamour! Italy’s charm is best enjoyed with practical shoes for cobblestones and countryside walks, layers for changing weather, and swimwear if you’d like to enjoy the pool. Don’t forget a small day bag, a sun hat, and a journal if you’d like to capture reflections from your trip. We’ll send a full packing list closer to departure, and you can also book a 2min call with me if you have any questions pre-retreat.

How physically demanding are the retreats?

Our retreats are designed for individuals with a moderate level of fitness due to the nature of activities involved. Expect walking tours through historic districts with uneven cobblestone paths and countryside explorations that may require more extensive walking.

What if need alone time, is it okay to spend the day on my own?

Absolutely! We understand that everyone has different comfort levels when it comes to social interaction. If you need some time to recharge, feel free to take a day for yourself. Whether you want to relax at the accomodation, explore nearby areas on your own, or simply enjoy some quiet time, you are welcome to do so. Please note that no activities are mandatory, so you can participate at your own pace. Your experience is all about finding the right balance for you, and we want you to feel comfortable and rejuvenated throughout the retreat!

What should I do if I get sick on retreat?

If illness occurs while on retreat, our first priority is ensuring you receive prompt and appropriate medical attention. All our retreat leaders are Senior first aid trianed, so in the first instance we will be able to support. We’ll assist you in accessing healthcare services swiftly, and we have a selection of local doctors available who can come to your accommodation if needed.

Please note that according to our terms and conditions, we’re unable to offer refunds for any part of the trip missed due to illness. All medical costs, including treatment, testing, medication, or any quarantine-related expenses, will be your responsibility or should be covered by your travel insurance policy. It’s essential to have comprehensive travel insurance that covers such situations to mitigate unexpected expenses.

Pricing & Cancellation Policy

Are prices quoted per person?

Yes, all my prices are quoted per person and listed in Euros. For solo travelers seeking a private room, please be aware that a small supplement will apply (this is included in the pricing listed).

What's included in the retreat price?

Our retreats are crafted to offer a comprehensive experience, covering luxury 5-star accommodation, private luxury transportation, return transfers to Rome  at set times, all planned activities, all meals and water and wine with meals (limits apply), tips for drivers and guides to ensure a seamless journey. You really won’t need to be opening your wallet on our tour.

Not included in the tour price are:

• -International round-trip airfare and domestic travel to the tour departure point.

• -Travel insurance to safeguard your trip.

• -Activities outside the planned itinerary, allowing for personal exploration.

• -Any meals and beverages not specified in our itinerary, giving you the freedom to explore local flavors on your own.

What is the cancellation policy?

I understand that plans can change unexpectedly, which is why we have a clear cancellation policy to navigate such situations fairly for my guests, local partners, and ourselves. Here’s a brief overview:

Cancellations Initiated by You:

• -Up to 100 days prior: Full refund minus 250 EUR per-person service fee

• -Between 99 and 61 days: 50% refund applies

• -Within 60 days: 100% cancellation fee applies

For complete details, please refer to our full terms and conditions. We’re here to assist you through any unforeseen circumstances and answer any questions regarding this policy.

Do you offer payment plans for the retreats?

Yes, we offer flexible payment plans to make it easier for you to manage the cost of your retreat. Here’s how it works:

• Deposit: A 30% deposit is required to secure your spot on the retreat.

• Payment Plan: You can choose to pay the remaining balance in installments:

• 25% is due 120 days before departure.

• 25% is due 90 days before departure.

• 20% is due 60 days before departure.

The total cost of the retreat is divided into these scheduled payments, allowing you to spread out the cost. All payments should be completed by the specified deadlines to confirm your reservation.

If you have any questions about the payment plan please read our payment plan FAQ here or if you need assistance, please feel free to contact us on info@seasonstogather.com

Retreat Planning

How can I prepare for the retreat?

We want you to feel at ease and inspired before you even step on the plane. That’s why we’ve created a little preparation journey to help you soak up the spirit of Italy in advance.  You’ll receive a thoughtfully curated list of books, articles, and podcast episodes to explore(pick your poison),  each one chosen to give you a taste of the culture, food traditions, and history that make this country so special. If you’re arriving early, we’ll also share our favourite ways to enjoy the departure city, from hidden corners to must-visit cafés.

About two months before the retreat, we’ll gather online for a casual meet and greet call. It’s a chance to meet your fellow travellers, ask questions, and start weaving the connections that will make this experience so meaningful.

Think of it as your gentle head start: a mix of inspiration, tips, and community, all designed to help you step into Italy feeling ready, connected, and excited.