Tuscan Escape | Summer | 2026

Tuscan Escape | Summer | 2026

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7 Days From

$2089

$1671

Tuscan Escape | Summer | 2026

7 Days Starting and ending in Rome, Italy

Visiting: Rome, Siena, Chianti, Florence, Pisa, Montalcino

Tour operator:

Contiki

Tour code:

BBTUA26

Guide Type:

Fully Guided

Physical rating:

Medium

Age range:

18-35

Special diets catered:

Vegetarians

Tour operated in:

English

Activities:

Cycling, Sightseeing, Walking

From: $2089 $1671 Operator discount: -$418 -20%

NB: Prices correct on 19-Sep-2024 but subject to change.

Tour Overview

Embark on the Tuscan Escape | Summer | 2026 tour and immerse yourself in the heart of Italy. Begin your journey in Rome with a delightful food walking tour in the Trastevere district. Cycle through the picturesque landscapes of Gaiole, visiting local wineries and savoring exquisite wines. Discover the architectural marvels of Florence on a guided walking tour, and capture the iconic "propping up the tower" photo in Pisa. Enjoy the charm of Lucca and the historic beauty of Siena, with its UNESCO World Heritage sites. Relish authentic Italian cuisine, including a memorable lunch at Casale Polegri. Travel comfortably by coach, with stays at Hotel St. Martin in Rome and Hotel Borgo di Cortefreda in Siena, blending modern amenities with traditional charm. This tour promises a perfect blend of cultural exploration, culinary delights, and scenic beauty.

Highlights

  • Get a taste of Rome with a food walking tour of Trastevere district.

  • Hop on our bikes and travel from Gaiole to explore a local winery.

  • See the Duomo, Basilica Santa Croce, Giotto’s Bell Tower, the Baptistery & Piazza della Signoria on a locally guided walking tour of Florence.

  • 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.

  • Visit the Fattoria Al Dotto winery outside Lucca and taste local wines accompanied with a delicious platter of snacks.

  • 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.

Itinerary

Expand All

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 Siena

Location: Siena

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.

Day 3: Day Trip To Chianti And San Gimignano

Location: Chianti

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: Florence

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: Pisa

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: Montalcino

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: Siena To Rome

Location: 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

  • Meals

    1 Dinner (D), 6 Breakfasts (B), and 1 Lunch (L) are included.

  • Guided Tours

    Locally guided walking tours in Florence and Pisa are included.

  • Accommodation

    Accommodation at Hotel St. Martin (or similar) in Rome and Hotel Borgo di Cortefreda (or similar) in Siena is included.

  • Transportation

    Coach transportation throughout the tour is included.

  • 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.

  • Wine Tasting

    Wine tasting sessions at local wineries in Gaiole in Chianti, Lucca, and Baschi are included.

  • Transport Description

    Travel conveniently by coach, with additional funicular rides and bike tours to explore the scenic landscapes and historic sites of Italy.

  • 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

  • Flights

    International and domestic flights are not included.

  • Travel Insurance

    Travel insurance is not included and is recommended.

  • Personal Expenses

    Personal expenses such as souvenirs, additional meals, and drinks are not included.

  • Optional Activities

    Optional activities and excursions not mentioned in the itinerary are not included.

  • 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.

Check out our Q&As

  • 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.

  • What types of meals are included in the tour?

    The tour includes 1 dinner, 6 breakfasts, and 1 lunch.

  • 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.

  • Are guided tours included in the itinerary?

    Yes, locally guided walking tours in Florence and Pisa are included.

  • 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.

  • 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.

  • Are flights included in the tour package?

    No, international and domestic flights are not included.

  • Is travel insurance included in the tour package?

    No, travel insurance is not included and is recommended.

  • Are personal expenses covered in the tour package?

    No, personal expenses such as souvenirs, additional meals, and drinks are not included.

  • Are gratuities included in the tour package?

    No, gratuities for guides, drivers, and hotel staff are not included.

  • What is the starting and ending location of the tour?

    The tour starts and ends in Rome, Italy.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • What policies are in place for Covid-19?

    Please contact us for latest COVID-19 policies

  • Will the accommodation included meet local health and safety regulations?

    Yes

  • 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.

  • 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

Trusted Customer  

Northern Choice plus Kaikoura

16-Jan-2023

The trip ran so smoothly and was well organised! The extra add ons were amazing and all the services were spot on. Food places were reasonable. I'm definitely booking my next contiki trip again soon!

Feefo Trusted Reviews
Sophie  

Exceptional customer service

14-Jan-2023

Contiki were exceptional in providing customer service. They provided me with lots of information and were quick in responding to all my questions. I found that they were super helpful.

Feefo Trusted Reviews
Trusted Customer  

First time traveling with Contiki. Highly recommend! You’ll have a blast

17-Jan-2023

First time traveling internationally since Covid and glad I spent the trip with Contiki. The travel, lodging, meals, activities everything was planned effortlessly. Going to Greece in may with contiki. Highly recommend

Feefo Trusted Reviews
Trusted Customer  

Amazing trip. Made great friends and memories. Can’t wait for my next trip

15-Jan-2023

I had 24 people on my contiki and I think it was the perfect number, we all got to know each other well and got along great. Our tour guide was fun and knowledgeable, the hotels were nice and in great locations.

Feefo Trusted Reviews
Tanner Stokes  

My amazing trip to Africa

13-Jan-2023

Sherif was an excellent tour guide. He was extremely knowledgeable about every single small detail at each site that we visited. In addition to his great service, he has a glowing spirit that made me feel like I had family with me the entire trip. Anything that I was concerned about, he always had an answer and was there to help. I truly enjoyed my experience and will purchase a tour with him in the future

Feefo Trusted Reviews

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Sunday - Saturday

May 17, 2026 - May 23, 2026
$2109 $1687

Operator discount: -$422

Sunday - Saturday

Jun 14, 2026 - Jun 20, 2026
$2229 $1783

Operator discount: -$446

Sunday - Saturday

Jun 28, 2026 - Jul 04, 2026
$2229 $1783

Operator discount: -$446

Sunday - Saturday

Jul 19, 2026 - Jul 25, 2026
$2229 $1783

Operator discount: -$446

Sunday - Saturday

Aug 09, 2026 - Aug 15, 2026
$2229 $1783

Operator discount: -$446

Sunday - Saturday

Aug 23, 2026 - Aug 29, 2026
$2089 $1671

Operator discount: -$418

Sunday - Saturday

Sep 06, 2026 - Sep 12, 2026
$2089 $1671

Operator discount: -$418

Sunday - Saturday

Sep 20, 2026 - Sep 26, 2026
$2089 $1671

Operator discount: -$418

Prices last published on 18-Sep-2024

Book with Confidence

  • 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.

  • Low Deposit

    Contiki requires a minimum deposit of 200 USD per person or the full booking value, whichever is less, with the final balance not due until 60 days before departure.

  • 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.

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