FAQs: Booking, Tours & Policies | Out of the Box Florence

Frequently Asked Questions about Out of the Box Florence

Last updated: September 30, 2026

Real answers from a small, locally-owned Florence tour company: no call centre, no scripted replies. If your question isn't here, contact us directly and we'll answer within a few hours.

Booking & Payment

How do I book a tour?

You can book Out of the Box Florence tours directly on our website through the tour page you're interested in, or contact us by email or WhatsApp if you'd like a custom itinerary. We confirm availability and price within a few hours, every day of the year.

How far in advance should I book a tour?

We recommend booking at least 2–3 weeks ahead, and earlier for travel between April and October, which is peak season in Tuscany. Multi-day itineraries and days with wine estates or truffle hunting need more notice, because the best small producers fill up first. For last-minute requests, contact us and we'll see what we can arrange.

Can I organize a private tour?

Yes. A private tour reserves the guide and vehicle exclusively for your group of up to 15 guests, with full flexibility on timing and stops. Because you're not sharing the cost with other travellers, private tours are priced per group rather than per person. Contact us with your group size and preferred dates for a quote.

What is the difference between a private and a semi-private tour?

On a private tour the guide and vehicle are reserved for your group only, up to 15 guests in two vans with 8 and 7 seats, and the day follows your timing and stops. On a semi-private tour you share the day with a small group of other travellers, capped at 8 guests, and you pay per person. Compare both on our tours page.

What is included in the tour price?

Out of the Box Florence prices cover transport, your guide and any tastings or meals listed in the tour description, with no hidden costs. Entrance fees or extra tastings that are not listed on the tour page are always communicated clearly in advance. Private driver services and multi-day tailor-made itineraries are quoted on request.

Is gratuity included in the tour price?

Tips are never included in the price and never expected, but they are always appreciated if you feel your guide went above and beyond. What the price covers is listed in each tour description.

Can I pay on the day of the tour?

In some cases yes, but it is harder for your guide to process card payments in the field, so we recommend booking and paying in advance whenever possible to guarantee your spot.

Do you take commissions from the wineries or businesses you visit?

No. Out of the Box Florence never receives commissions or payments for bringing guests to a winery or producer: it is one of our core principles. We work only with small, family-run estates we know personally, not wine merchants or large-scale producers built for bus groups.

Cancellations & Refunds

The policy depends on the type of experience you book: here is exactly how it works for each.
What is the cancellation policy for private or customised tours?

Private and customised tours are fully refundable if cancelled at least 15 days before the experience, minus a 10% booking management fee that we retain in every case to cover administration costs. Between 14 and 8 days before departure you receive a 50% refund, again minus the 10% fee. From 7 days before departure, no refund applies. No-shows are charged in full.

What is the cancellation policy for shared or semi-private experiences?

For shared and semi-private tours, full refund is available up to 48 hours before departure. Between 48 and 24 hours before, you receive a 50% refund. Inside 24 hours, no refund applies.

What happens if the tour is cancelled due to weather?

Tours go ahead in most weather: there's no bad weather, just bad preparation, so come dressed for it. A tour is only cancelled or interrupted if government authorities issue a severe weather alert for the area. In that case, we'll rebook or refund you.

Private Driver Services

How is a private driver different from a guided tour?

A private driver (NCC, Noleggio Con Conducente) is licensed to drive and transport you, not to guide you at a specific site the way a licensed tour guide does. On day tours and excursions, our driver-guides share local knowledge along the way. Rates for airport transfers, day trips and city-to-city journeys are on our Private Driver Florence & Tuscany page.

Are your drivers licensed?

Yes. All Out of the Box Florence private driver services are operated by fully licensed NCC drivers, with commercial passenger transport insurance on every vehicle.

Group Tours: What to Expect

Can children under 12 participate?

Some of our tours involve walking that isn't well suited to younger children, so under-12s aren't accepted on every experience. Exceptions are considered case by case: contact us before booking if you're travelling with young children, and we'll tell you honestly whether a tour fits or suggest a better alternative.

How physically demanding are the hikes?

Our guides have years of field experience and design each of our outdoor tours, from the hills of Fiesole to the Cinque Terre, to be manageable for a reasonably fit adult, not a competitive athlete. You should be in good general health to keep pace with the group across a full day outdoors.

What if I can't keep up with the group?

Please let your guide know at the start of the day if you have any walking limitations. Even though our support vehicle stays close by on most routes, some sections of the trail can only be reached on foot, so it's important to flag any concerns before the tour begins rather than partway through.

What documents do I need?

Just the e-voucher sent to you when you book: you don't need to print it. If you haven't received it, email info@outoftheboxflorence.com.

Can vegan or vegetarian diets be accommodated?

Yes, and you're very welcome. Your guide will check your dietary preferences on the day, but do let us know in advance if you have a specific requirement so we can plan ahead with the wineries or restaurants involved.

What should I wear and bring?

Comfortable closed shoes are best, along with whatever you'd normally bring on a countryside walk: a hat, sunscreen and, in warmer months, insect repellent. Bring your own water too, since it isn't always available along the route.

Trust & Credentials

How do I choose a reliable wine tour company in Florence?

Check six things before you book: the company's licence and VAT number; the maximum group size, stated in writing; who chooses the wineries and whether commissions are paid on wine sales; what the price includes; the guide's qualifications, such as a sommelier certification; and recent independent reviews. Out of the Box Florence answers each of these points on this page.

Is Out of the Box Florence a licensed tour operator?

Yes. Out of the Box Florence is a fully licensed travel agency (P.IVA 06155900480), registered with the Comune di Firenze under SCIA N° 9701/2020/SUAP (dated 29/09/2020). Our private driver services operate under full NCC licensing with commercial passenger insurance.

Are you a big tour company?

No, and that's deliberate. Out of the Box Florence is a small, locally-owned team running private and semi-private experiences, not a bus operator. Group sizes stay small across our tours, we work directly with family-run wineries and producers, and we don't take commissions from anyone we visit.

Who leads your wine tours?

Our founder, Stefano Mazzantini, is a FISAR-certified sommelier and licensed hiking and cycling guide, with over 20 years of experience in Tuscany and more than 10,000 guests welcomed. He works with a small team of licensed local guides, and our wine tours run in English and Italian. Meet the team on our About page.

How many people are on your tours?

Out of the Box Florence tours run for 2–15 guests. Private tours take up to 15 people in two air-conditioned vans with 8 and 7 seats. Semi-private tours, wine tours included, are capped at 8 guests, and the Florence Wine Boat Tour on the Arno at 10. We never run large shared coach tours.

Where can I read reviews?

We are rated 5.0/5 from 180 reviews on Google (September 2026). You can read them all on our Google Business Profile, and we are also reviewed on TripAdvisor.

Still Have a Question?

Reach us by contact form, email at info@outoftheboxflorence.com, or WhatsApp at +39 347 080 9904. We're open every day, 08:00–21:00.