Tuscan Escape | Summer | 2026
Tuscan Escape | Summer | 2026
Tuscan Escape | Summer | 2026
7 Days Starting and ending in Rome
Visiting: Rome, Orvieto, Baschi, Tuscany, Gaiole in Chianti, San Gimignano, Florence, Pisa, Lucca, Montalcino
Tour operator:
Tour code:
BBTUA26
Specialist Group:
18-30 Somethings
Guide Type:
Fully Guided
Age range:
18-35
Special diets catered:
Vegetarians
Tour operated in:
EnglishInterests:
Tour Overview
Starting in Rome, we’ll live la dolce vita for seven unforgettable days on this adventure up through sun-soaked Tuscany for a truly authentic taste of this iconic region. Whether you get your kicks from food, history, culture or Chianti, this is the one you’ve been waiting for - with mouthwatering cuisine, idyllic vineyards & a chance to try artisan crafts, we’ll re-live the Renaissance in Florence and Lucca, marvel at the medieval beauty of Siena and pose for the perfect picture in Pisa all across one extraordinary week.
Highlights
Itinerary
Day 1: Rome
Location: Rome
Accommodation Name: Hotel St. Martin (or similar)
Meals Included: Dinner
We’re all set to fall in love with this ancient Italian capital the moment we set foot in it. ‘Ciao’ your new Contiki pals and we’ll hop on our coach. Next we’ll cross the River Tiber to taste our way through Trastevere on a food walking tour, sampling local treats and more in this bohemian district known for trattorias, pubs and artisan shops. Full of our first introductions to Italian life, we’ll join the locals for a passeggiata (promenade) to stroll off a few of the carbs before a satisfied slumber tonight.
Day 2: Rome To Tuscany
Location: Rome, Orvieto, Baschi, Tuscany
Accommodation Name: Hotel Borgo di Cortefreda (or similar)
Meals Included: Breakfast, Lunch
Sorry Rome, we’d love to linger but there are so many more experiences to soak up!But first, hop on a funicular ride to the top of the hill in the city centre, you can take in the stunning views of Orvieto & the surrounding countryside. We have an epic, included MAKE TRAVEL MATTER® experience to enjoy. Casale Polegri is set in the countryside near the gorgeous town of Baschi, where we'll meet the Polegri family. They have run their vineyard and olive orchard for generations, and after giving us the grand tour, will serve us lunch under the Veranda. Enjoying some of the most authentic Italian food we've ever tasted (topped off with the Polegri's very own wine, naturally), we might reflect that we've never had it so good. It's the kind of local travel experience you don't encounter every day (you're welcome). The day is still unfolding and we’ve already done so much! After arriving in Siena there’ll be time to explore what is possibly Italy’s most beautiful medieval city. The historic centre has been declared a UNESCO world heritage site and its heart is the Piazza del Campo, the sweeping central square that hosts the world-famous Palio horse race. This evening we have the chance to savour a dinner of pizza, in a typical Sienese restaurant before departing Siena for our hotel in Tuscany.
Day 3: Day Trip To Chianti And San Gimignano
Location: Tuscany, Gaiole in Chianti, San Gimignano, Tuscany
Accommodation Name: Hotel Borgo di Cortefreda (or similar)
Meals Included: Breakfast
Bathed in the golden glow of the Tuscan sun, there’s no better way to uncover this historical region than by tasting it. Today we’ll hop on our bikes to ride from Gaiole to a local vineyard where we'll discover for ourselves this rich ruby red tipple the locals have been perfecting here for centuries followed by a visit to a local butchers to sample meat and cheeses. Another place famous for its wine, next we head to the enchanting hilltop town of San Gimignano. Known as the Town of Fine Towers, it’s yet another UNESCO World Heritage Site, renowned for its medieval architecture & sweeping views of the entire Chianti valley. Once you’ve stopped staring there’ll be free time to explore, have dinner and, hey why not, maybe another glass of wine?
Day 4: Day Trip To Florence
Location: Tuscany, Florence, Tuscany
Accommodation Name: Hotel Borgo di Cortefreda (or similar)
Meals Included: Breakfast
Our destination today is home to red roofs, Renaissance architecture and rustic cuisine. This morning we’ll have the chance to get involved with local handicrafts at a leather craft demonstration, part of Florence's artisan history, learning about this ancient tradition from a master craftsman and using the opportunity to customise your own leather accessory. Florence is often referred to as a 'walking museum', and today we'll find out why. With a locally guided walking tour, we'll explore the city on foot, swooning at Giotto's Bell Tower and the remarkable architectural feat that is the Duomo, pausing at the stalls and jewellery shops on the Ponte Vecchio and posing for a selfie with the replica statue of David. Later there’ll be free time for more sightseeing, shopping or food, and meat-eaters won’t want to miss the chance to sample a Bistecca Fiorentina, a Tuscan speciality. Before we leave the city today don’t forget to touch the nose of ‘Il Porcellino’, the bronze boar in Piazza del Mercato, the traditional way to make sure you return to Florence!
Day 5: Day Trip To Pisa & Lucca
Location: Tuscany, Pisa, Lucca, Tuscany
Accommodation Name: Hotel Borgo di Cortefreda (or similar)
Meals Included: Breakfast
We can't be in this part of the world without a sneaky visit to the Leaning Tower of Pisa. Depriving you of the chance to perfect the ‘holding-up-the-tower’ shot would be criminal. Our visit includes a locally guided tour. We’ll make a quick stop in Lucca, with its charming piazzas, Renaissance architecture and historic cafes. Explore the well-preserved 16th century walls surrounding the historic centre and cobbled streets with a gelato in hand. We'll hop back onto the coach and head out on a drive to a local winery to sample wines.
Day 6: Day Trip To Montalcino
Location: Tuscany, Montalcino, Tuscany
Accommodation Name: Hotel Borgo di Cortefreda (or similar)
Meals Included: Breakfast
Further south you can choose to find some dinner in Montalcino, another beautiful historic town known for – you guessed it – the production of delicious red wine. Don’t go knocking this one back too easily though, thanks to its individual grape variety, Brunello di Montalcino is one of Italy’s priciest wines...
Day 7: Tuscany To Rome
Location: Tuscany, Rome
Meals Included: Breakfast
It’s said that all roads lead to Rome and that’s where we’re headed back to today. Has it really only been a week since we last set foot in the Eternal city? Back in modern day Rome this afternoon, it’s time to say our sad goodbyes – or ‘Arrivederci’ - until we meet again on our next adventure. How does a reunion in Greece sound?
What's Included
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Meals
1 Dinner (D), 6 Breakfasts (B), and 1 Lunch (L) are included.
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Guided Tours
Locally guided walking tours in Florence and Pisa are included.
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Accommodation
Accommodation at Hotel St. Martin (or similar) in Rome and Hotel Borgo di Cortefreda (or similar) in Siena is included.
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Transportation
Coach transportation throughout the tour is included.
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Activities
Activities such as a food walking tour in Rome, a funicular ride in Orvieto, a bike ride in Gaiole, and a leather craft demonstration in Florence are included.
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Wine Tasting
Wine tasting sessions at local wineries in Gaiole in Chianti, Lucca, and Baschi are included.
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Transport Description
Travel conveniently by coach, with additional funicular rides and bike tours to explore the scenic landscapes and historic sites of Italy.
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Accommodation Description
Stay in comfort at Hotel St. Martin in Rome and Hotel Borgo di Cortefreda in Siena, offering a blend of modern amenities and traditional charm.
What's Not Included
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Flights
International and domestic flights are not included.
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Travel Insurance
Travel insurance is not included and is recommended.
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Personal Expenses
Personal expenses such as souvenirs, additional meals, and drinks are not included.
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Optional Activities
Optional activities and excursions not mentioned in the itinerary are not included.
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Gratuities
Gratuities for guides, drivers, and hotel staff are not included.
Mode of Transport
Travel conveniently by coach, with additional funicular rides and bike tours to explore the scenic landscapes and historic sites of Italy.
Accommodation
Stay in comfort at Hotel St. Martin in Rome and Hotel Borgo di Cortefreda in Siena, offering a blend of modern amenities and traditional charm.
Dining Summary
- 1 Dinner (D)
- 6 Breakfast (B)
- 1 Lunch (L)
Included Experience
- Rome: Get a taste of Rome with a food walking tour of Trastevere district
- Baschi: We'll head to the rocky (but so picturesque) village of Baschi to visit Casale Polegri. Stroll around the vineyards and olive orchards on a short tour of the azienda agricola. We'll learn about the farming techniques used by the Polegri Family to harvest their fresh plants and fruit. We'll end the afternoon with a crunchy bruschetta topped with homemade extra virgin olive oil, focaccia bread with homegrown rosemary and vegetables. And of course, some risotto or pasta. All of this with a glass of their homemade wine and dessert. Happy tummy, happy life!
- Gaiole in Chianti: We’ll hop on our bikes and travel from Gaiole to explore a local winery.
- Florence: See the Duomo, Basilica Santa Croce, Giotto’s Bell Tower, the Baptistery & Piazza della Signoria on a locally guided walking tour of Florence.
- Pisa: Get a Pisa the action! Your expert guide will enlighten you, and you’ll finally get the ‘propping up the tower’ pic you’ve longed for.
- Lucca: Visit the Fattoria Al Dotto winery outside Lucca and taste local wines accompanied with a delicious platter of snacks
Check out our Q&As
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What kind of transportation is provided during the tour?
The tour includes coach transportation throughout, with additional funicular rides and bike tours to explore the scenic landscapes and historic sites of Italy.
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What types of meals are included in the tour?
The tour includes 1 dinner, 6 breakfasts, and 1 lunch.
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What kind of accommodation can I expect on this tour?
You will stay in comfort at Hotel St. Martin in Rome and Hotel Borgo di Cortefreda in Siena, both offering a blend of modern amenities and traditional charm.
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Are guided tours included in the itinerary?
Yes, locally guided walking tours in Florence and Pisa are included.
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Will there be any wine tasting opportunities during the tour?
Yes, wine tasting sessions at local wineries in Gaiole in Chianti, Lucca, and Baschi are included.
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What activities are included in the tour?
Activities such as a food walking tour in Rome, a funicular ride in Orvieto, a bike ride in Gaiole, and a leather craft demonstration in Florence are included.
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Are flights included in the tour package?
No, international and domestic flights are not included.
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Is travel insurance included in the tour package?
No, travel insurance is not included and is recommended.
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Are personal expenses covered in the tour package?
No, personal expenses such as souvenirs, additional meals, and drinks are not included.
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Are gratuities included in the tour package?
No, gratuities for guides, drivers, and hotel staff are not included.
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What is the starting and ending location of the tour?
The tour starts and ends in Rome, Italy.
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What can I expect on the first day of the tour?
On the first day, you will meet your tour group in Rome and hop on a coach to cross the River Tiber for a food walking tour in the Trastevere district. You will sample local treats and join the locals for a passeggiata (promenade) before heading to your accommodation at Hotel St. Martin.
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What will we do on the second day of the tour?
On the second day, you will take a funicular ride to the top of the hill in Orvieto, visit Casale Polegri in Baschi for a vineyard and olive orchard tour, and enjoy lunch under the Veranda. You will then head to Siena to explore its historic centre and have dinner at a typical Sienese restaurant.
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What activities are planned for the third day?
On the third day, you will ride bikes from Gaiole to a local vineyard for wine tasting, visit a local butcher to sample meat and cheeses, and explore the hilltop town of San Gimignano.
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What can I expect on the fourth day of the tour?
On the fourth day, you will visit Florence for a leather craft demonstration, a locally guided walking tour, and free time for sightseeing, shopping, or food. You will also have the chance to sample a Bistecca Fiorentina, a Tuscan speciality.
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What will we do on the fifth day of the tour?
On the fifth day, you will visit the Leaning Tower of Pisa for a locally guided tour, explore Lucca with its charming piazzas and Renaissance architecture, and visit a local winery for wine tasting.
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What activities are planned for the sixth day?
On the sixth day, you will visit Montalcino, a historic town known for its production of Brunello di Montalcino wine, and have the opportunity to find dinner there.
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What can I expect on the last day of the tour?
On the last day, you will travel back to Rome, where the tour concludes. You will have the opportunity to say your goodbyes and perhaps plan a reunion in Greece.
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How long has the tour company been trading?
In 1961, a guy called John Anderson founded Contiki in New Zealand. Whilst later bought by The Travel Corporation, the tour company had already been using the name ‘Contiki’ since its inception.
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Who will be my travelling companions on the tour?
Contiki trips are designed & operated exclusively for those aged 18-35 years. Your travelling companions will be like-minded adventurers within that age range. The age range is adhered to strictly.
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What policies are in place for Covid-19?
Please contact us for latest COVID-19 policies
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Will the accommodation included meet local health and safety regulations?
Yes
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What Ethical Travel credentials does the tour company have?
MAKE TRAVEL MATTER® is our commitment to protect people, wildlife and the incredible planet we all share. Powered by The TreadRight Foundation, a non-profit organisation and Contiki’s guiding hand when it comes to making travel matter.
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What documents will I receive before I travel?
All documentation will be sent via email around 21 days prior to your trip departure. You can also access information on your trip by signing up to My Contiki via the top right icon of the homepage.
Reviews of this operator
Book with Confidence
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Transfer as credit to Future Tours
Contiki allows you to transfer existing payments to a future tour to avoid cancellation fees if you can't travel and inform contiki, 60 days before departure.
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Low Deposit
Contiki requires a minimum deposit of 60 GBP per person or the full booking value, whichever is less, with the final balance not due until 60 days before departure.
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Cancellation Policy
We don't charge a cancellation fee, here is a summary of contiki charges.
Up to 61 days before tour starts: Forfeit 100% of deposit.
At 60 days before tour starts: Forfeit 25% of booking price.
At 21 days before tour starts: Forfeit 50% of booking price.
At 7 days before tour starts: Forfeit 75% of booking price.
At 1 days before tour starts: Forfeit 100% of booking price.