What to do

Private driver service

Want to make your travel easier? Opt for a full day private driver during your stay! Organize day trips and even enjoy the local restaurants without the hassle of parking. Your professional and punctual driver is at your complete disposal for the day.

Guided City Tours

Visit the must – see places of Tuscany and even Umbria! Discover the amazing history and culture of each town accompanied by your professional English speaking guide. Entice yourself to visit the renaissance of Florence, the medieval tones of Siena, the religious beauty of Assisi, the Gothic architecture of Orvieto or even the Etruscan origins of Cortona. You will be delighted by interesting strolls through the historical centers and learning about art and architecture of some of the most beautiful cities in Italy. You may have a specific place that you would love to discover... and this can be organized as well upon request. Make your time extra special booking a Foodie Tour to complement the day!

Pottery Class

Like every area of Tuscany, Cortona has typical pottery and design that represent its history and tradition. Learn how to create the local pottery with detailed lesson held by a professional. Professional artisan Transportation not included Suitable for children

Balloon Tours

Explore the beautiful Tuscan landscape from above with a breathtaking air balloon tour! A different perspective to enjoying the view! Your day includes breakfast and a well deserved wine tasting.

Baby Sitting

Why not hire a babysitter to help with the kids? Have a date night with your significant other or get some of that souvenir shopping done knowing your kids are having fun at home doing arts and crafts and playing!

Truffle Hunting

Enjoy a real truffle search with a professional truffle hunter and his expert dogs in the woods. You will also visit the farmhouse museum and have an amazing truffle tasting. The visit will end with a wonderful gourmet meal made with Truffle specialities, local products and wine, all prepared and served by the owner of the farmhouse.

Museum, Events & Exhibitions

No holiday is complete without a visit to the local museum or to a special exhibition. Perhaps you would like to visit the Vatican museum and gardens in Rome or the Uffizi Gallery in Florence... and if you are here for the Palio of Siena, this is definitely an event to witness! We can help you organize tickets, guides and tours...

In-Villa Private Chef

Our Italian chef will come to your villa, prepare and cook a 4 course dinner (service avaiable for lunch upon request- entrée, first course, main course and dessert). You will be delighted to taste the most exquisite Tuscan specialities!

Gourmet Dinner

Tantalize your taste buds with an extraordinary gourmet dinner prepared at your villa! Your chef will prepare an 8 course tasting meal that combines the traditions of the Tuscan cuisine with contemporary gourmet excellence. If you wish, at an additional cost, you can have this delectable delight paired with optimal wines. Dine in and eat in luxury!

All Week Private Chef

Let’s make your stay easier and tastier. A private Chef will help you gather around the table for delicious home cooked meals in your private villa. Our Italian chef will come to your villa every night during your stay, prepare and cook a 3 course dinner (service available for lunch upon request).

All Week Breakfast & Maid

Bring the hotel experience to your home. Daily breakfast and maid service means you can enjoy your stay with ease and comfort. Enjoy your trip by starting every single day in the warm atmosphere of Tuscan culinary traditions. It would be a great way to customize your holiday experience!

In-Villa Cooking Class

Treat yourself to a fun experience in the Villa with your private chef, who will take you on a culinary journey, teaching you the secrets of fresh home made pasta, mouthwatering sauces, Tuscan meat dishes and desserts. You will be able to prepare a typical 3 course Italian dinner (entrée, first course, main course and dessert) in the company of the chef.

In-Villa Pizza Workshop

Learn the art of making pizza with one of our Tuscan Chefs! The chef will come to your private villa and teach you the Italian traditional way of preparing pizza dough from scratch, techniques and tips on making the best dough and dressings.

Foodie Tours

Italy and Tuscany are known for their great food and what better way to experience it all than with a Foodie tour and tasting? A professional guide will fill you in on all the food specialties of the area and of course, stop at charming locales to taste.

Cortona Essential

Begin the day with a visit to a local mill, to see how olive oil is pressed, followed by a tasting of this delicious liquid gold! Move on to a real working farm for a hands-on cheese making lesson, followed by lunch. In the afternoon you will visit a local vineyard to learn about the winemaking process, and of course sample the final product in the cellar!

Cortona Essential Food Immersion

Begin the day with a visit to a local mill, to see how olive oil is pressed, followed by a tasting of this liquid gold! Visit a local vineyard to learn about the winemaking process, and of course sample the final product in the cellar followed by lunch. In the afternoon, you will then go to a real working farm for an in depth cheese making lesson. At the end of the day you will enjoy dinner at the farm where you will sample a variety of local delicacies!

Cheese Making In a Farm

Visit a real working farm and enjoy a hands- on cheese making lesson in the company of the farmhouse owner. He will guide you step by step during the transformation of milk into cheese and give you the keys for a successful product. The lunch and tasting are the best ending to the experience. You will be able to taste your own cheese. Interesting and fun for children too!

Grocery Delivery

Making a stop at the local grocery store may not be feasible upon arrival to your villa. Why not let us do it for you? Prior to your arrival, let us know what you need to make your stay easier! Upon request, we can deliver groceries and wine to the villa, saving you on time. Walk into a fully stocked kitchen and begin your holiday immediately with a great glass of wine, local cheeses or perhaps all of the ingredients you need to prepare your favorite dish!

In-Villa Wine Tasting

Explore the world of wine with your professional sommelier to guide you. Select and taste 5 wines, learn how they are made and the stories behind the scenes. A tailor made experience right in the comfort of your Villa.

Wine Tour Cortona & Montepulciano

If your holiday villa is located in the Cortona – Montepulciano area, then you most definitely will want to explore the local vineyards and wine cellars. Cortona’s viticultural history dates back to the Etruscan times and has become important with its DOC awarded wines made from a variety of grape blends such as rich Sangiovese, Pinot Nero, Merlot, Cabernet Sauvignon and the most important of the area... Syrah. The Rosso di Montepulciano is a dry red and is a more modern, less structured wine while Il Nobile di Montepulciano is most definitely the most important wine of this area.

Wine Tour Montalcino

Located south of Florence and Siena, the Montalcino area is mainly composed of Sangiovese vines that are used to make the DOC and DCOG Brunello wines. The Rosso di Montepulciano, with a shorter fermentation, is a lighter version. With a long aging process that produces a deep, smooth, fruit driven wine, the Brunello wine, however, creates an explosion of delight to the palate.

Wine Tour Chianti

With antique vinicultural traditions, there is no doubt that the Chianti region holds a famous position worldwide for both its impeccable, splendid surroundings and the excellence of its DOCG wines. With lively ruby tones, intense and smooth flavors a tour of this area and a visit to its renowned wineries can only be described as incredible.

Wine Tour Umbria (Torgiano & Montefalco)

The lovely medieval towns of Torgiano and Montefalco, located in the green rolling hills of Umbria, offer yet another extraordinary wine experience. South of Perugia on a hillside position, Torgiano produces fresh, berry flavored Sangiovese reds and DOC/DOCG sophisticated reserves. Montefalco, on the other-hand, has quickly caught the eye of wine connoisseurs due to the interesting aromas and the taste of its indigenous grapes. Take an alternative route through the Umbrian wine country.

Wine Tour Bolgheri

Cypress lined drives and suggestive coastal views are the perfect backdrop for a wine tour in the Bolgheri area. It goes without saying, the wines here are world praised and renowned. The SuperTuscans, Cabernet Sauvignons, Cabernet Franc, Petit Verdot and the Merlots are what produce some of the most prized wines of the world. Indulge in a wine tour to this special area and visit two wineries. Learn about the wine process and have a lunch and some spectacular tastings along the way. Of course, if one day just isn’t enough, bespoke your tour to fit your desires. Just ask us how! Pick up and drop off directly at villa.

Wine E-Bike Tour

Biking in the gorgeous vine lined landscape of Tuscany is a wonderful way to enjoy the outdoors and to immerse yourself in nature. Combine this with wine and you have a perfect way to spend a day. Your guided bike and wine tour will take you to two select wineries in the area where you will visit the cellars and have a tasting and lunch. You will be driven to the starting point and where you will start your tour. Afterwards, a driver will take you back to the villa.

Wine Tour Tailor Made

Let us help you organize a wine tour of your liking. Do you have a special winery that you want to visit? Is there a specific region that interests you? Perhaps Veneto, Piedmont, the South of Italy or Champagne spark a special interest... We can create an itinerary that works best for you. Whether it is a day trip to a special winery in Bolgheri or an overnight tour to another area, our team will help you create the perfect experience.

Wine Pairing

Explore the world of wine with a professional sommelier and enjoy the pleasure and art of wine and food pairing. Based on the dishes that the chef prepares for your dinner, the sommelier will prepare a fabulous wine pairing, presenting the wines to you and explaining the reason behind each specific pairing. A tailor made luxury experience right in the comfort of your villa.

Tuscan Gin

Tour the gardens of the renowned Sabatini Gin company, where spontaneous botanicals are grown, including Tuscan juniper. You will learn about the process for making gin and get the inside scoop on making a great gin cocktail. The visit ends with a tasting as you relax and enjoy the villa’s Gin Room.

Airport Transfer

To make your trip as relaxing as possible, ask about Airport Transfers. A driver can pick you up upon arrival and bring you to the airport on departure for a hassle free transfer.

Vespa Rentals

Rent your own classic Vespa and explore the area as free as a bird! You can even have it delivered directly to you at your Villa! Discover the surrounding area at your own pace with the sun and the open air embracing you! With a Vespa you can create your own adventure.

Classic Cars Rentals

Take a trip back in time and experience your vacation in a Classic car. Just imagine whisking through Tuscany in a classic Fiat 500 or a sporty classic Alfa Romeo! Whether just for the day or for your entire visit, we can organize it for you. Drive through the typical Tuscan valleys with the sound of a first class motor humming away!

Bike Rentals

Whether you are looking for some exercise during your holiday or want a great way to spend some time with your family, biking along some great paths is a wonderful outdoor activity. Explore the Lake Trasimeno area or enjoy the quaint roads that run along the Tuscan vineyards, done in the open air and under the Tuscan sun!

E-Bike Tours

Discover the most suggestive spots and paths as you bike ride through the countryside, along with your guide, who will show you gorgeous places and tell you about Tuscany. Exercise,have fun with your friends and family and enjoy a lunch outisde! It is possible to choose between different itineraries and levels of difficulty. Cortona A panoramic tour of Cortona with stops at the principle sights of the Basilica of Santa Margherita and the Hermitage of Le Celle to then arrive at the highest point of the hill to admire the splendid Valdichiana. The bike tour includes a lunch of typical local Cortonese and Tuscan products. Trasimento Lake A part of this excursion proposed runs along the bike path which winds around Lake Trasimeno and foresees stops in the Medieval hamlets of Passignano and Castiglion Del Lago, with a typical lunch and tastings of Umbrian cuisine. Val d’Orcia Another spectacular bike tour is certainly the itinerary which winds across the Val D’Orcia (UNESCO World Heritage area) between Montepulciano, Monticchiello and Pienza. While pedaling, you will admire the splendid Tuscan landscape with its breathtaking views.

Trekking or Hiking Tours

Man’s very first mode of travel was on foot! Take a break from the hectic speed of automobiles, trains and planes and wind back down to the gentle pace of Mother Nature. Our idyllic countryside will reveal to you the ancient paths and trails which in bygone years were the principal routes connecting Cortona with the towns and villages of central Italy. Your guide will introduce you to the hidden marvels of the Tuscan countryside, stimulate your weary eyes, embolden your heart and quieten your mind. Cortona Many differing routes await you in Cortona’s gorgeous countryside amidst the cypresses, pinetrees, oaks, olive groves and tranquil fields. You can go for an easy walk or medium length hike through our rolling hills, or perhaps a little more challenging route through Cortonaís gentle mountains. You can book a standard 2-3 hour walk or a 4-6 hour hike depending on your training level and commitment. And you can enrich the experience with optional picnics, lunch in a nearby trattoria, wine tasting and more. Trasimento Lake Discover the largest lake in Central Italy (45 kms circumference) and hike around its gentle hills with stunning panoramic views. The shores of Lake Trasimeno still retain the memory of a crucial moment in history: the amazing victory of Hannibal’s army against an entire Roman legion in 217 B.C. during the Second Punic War, which indeed changed the course of events. Easy to medium-level hikes await you along with fascinating visits to ancient ruins and medieval sites.

Yoga, Fitness or Pilates class

A professional instructor will come to you and conduct a class for up to 10 people in the privacy of your own Villa so you can relax and deeply enjoy the serenity of the Tuscan countryside!

Yoga or Fitness in Vineyard

Guided by a personal trainer, whoever wants to stay fit with yoga and enjoy the incredible landscape of the Tuscan countryside can blend everything by participating in a Yoga and Wine lesson. This is a unique life experience, where at the conclusion of every workout session, there is a tasting in the cellar for the wines produced in the same vineyard.

Personal Trainer

Include some physical activity to your holiday week by choosing a personal trainer for one or more sessions. Your trainer can come straight to you where you will personalize your routine to optimize your time together. Not a bad solution if you intend on maximizing on the great Tuscan cuisine and wine!

In-Villa SPA & Beauty Experience

Your well deserved holiday isn’t complete without a bit of pampering! Why not bring the SPA experience to you? Let yourself relax and enjoy a one hour massage with essential oils or other beauty services such as a manicure and pedicure in the comfort of your Villa.

Quad Off-Road Tours

If you are looking for a little bit of excitement during stay, an off - road Quad tour is sure to spark up your vacation! A gre- at physical way to enjoy the surrounding nature! Zip through the hills with a professional guide who will fill you in on the Tuscan outdoors!

Boat Tour

Lake Trasimeno is one of the highlights and point of interest of the Tuscan – Umbrian area. It is the fourth largest lake in Italy and where you will find three islands. Explore the lake and its islands with a wonderful 4 hour boat tour. It all starts from Tuoro, a town situated on the north side of the lake, where you will board your boat complete with skipper and guide and aperitif on board. Your first destination will be the area around Passignano, located on the most southern side of the lake. Enjoy the transfer to Isola Polvese where you will stop for a swim and/ or walk around the island (circa 1 hr). Your next stop will be at Isola Maggiore where you can visit the quaint village and walk through the cobblestone streets, visiting shops along the way (circa 1 hr). Finally, make your way back to Tuoro and to your starting point. The tour is subject to weather conditions and can be altered to.

Kayak / Rafting

If you want to spend a leisurely day at the Lake Trasimeno, why not rent a Kayak? Want to add a guide, lunch and transport for ease? Just let us know and we will organize it for you. If, instead, you would prefer the thrill of water rafting, book a fantastic time at the Marmore Falls. Add lunch to make a complete day of it and transportation for transfer ease.

Ferrari Experience Maranello

If you love cars, this is something you need to do! This day will definitely be full of adventure and excitement as you visit Maranello Palace in Modena, Ferrari Factory and the Ferrari Museum. Whether yours is a day trip or an overnight stay, with breakfast and/or dinner, is completely up to you... but rest assured that the test drive is a once in a life time experience! Program this adventure to include a drive in Modena and a stop at a local cheese factory!

Ferrari Tour Tuscany

Do you want to spice up your Tuscan holiday? Why not rent a Ferrari for the day and wind around the gorgeous vine-lined roads of the area? If you want, you can also have a guided tour of the area. Be led by your guide in your own Ferrari and power through the scenic routes of Tuscany and the Chianti region. Ask us for more information.

Live Music In Villa

Enjoying a wonderful meal that is combined perfectly with a great glass of wine... easy to picture this right? Well, now just add some great music and the party is almost organized! HTT can arrange live music at your Villa. We can book a classical soloist, a duo, a band, or even a DJ for you! All of this, of course, can be combined with a professional barman and special dinners!

Professional Barman Service

Did you organize a wonderful dinner at the Villa and want to have some creative cocktails served as well? Is your vacation here in Italy with a large group or you have an event planned, we can help you with your Bar service. A barman will give that special finishing touch to any event, special dinner or cocktail hour. Choose between cash bar or open bar.

Professional Photoshoot

A wonderful way to remember your holiday is to immortalize it with photos. A professional photographer can meet you on your activities and take some great repertoire shots or maybe you would love some photos of the family spending time at the Villa! Your photographer will send you the top selected shots to you in digital form, printed or even in an album!


Tours and activities with HTT can be booked by phone or email. You will receive a confirmation email to reserve your booking and you should consider your request guaranteed only after receiving the confirmation. All tours are offered subject to availability and must be booked according to the booking procedures stated in these Terms and Conditions. In case of acts of God, illness, weather conditions, or other acts or events outside our control or that of our suppliers, we reserve the right to work with you and the supplier in order to book a convenient alternative date for your tour at no additional charge. In case of cancellation from HTT or our supplier for any reason, with the exception of the above-mentioned, we reserve the right to work with you and the supplier in order to book a convenient alternative date for your tour/activity or refund you should an alternative date not be possible. CANCELLATION POLICY Customers have the right to cancel their reservation without any cancellation fee up to 21 days before the tour/activity date. After this period, the following charges will apply: - Between 21 and 7 days before the tour/activity date, a cancellation fee of 30% of the total amount will be retained; - Between 7 and 3 days before the tour/activity date, a cancellation fee of 50% of the total amount will be retained; - Cancellations received within 3 days of the tour/activity date or in case of a no-show, 100% of the total amount will be retained. Important: Please note that the cancellation policies mentioned above may be more flexible based on the type of service, if possible.

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