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Escape to Tuscany

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4 days

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PRIVATE TOUR (AGES 39+): Experience Tuscany on this 4-day tour through Florence, the Chianti region, and San Gimignano. Begin in Florence with a guided city walk and an aperitivo at a lively local bar. Travel through the Chianti region, enjoy a tuk-tuk ride past vineyards, visit medieval San Gimignano, and enjoy a wine and olive oil tasting. Conclude with a hands-on Tuscan cooking class before returning to Florence.

For a detailed itinerary and information about visas, money, weather and more.

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Tour Overview

Duration

4 days

Starts

Florence

Ends

Florence

Range

Private Tours

Tour Guide

Yes - for included sightseeing

Group Size

Min 2 / Max Private tour

Minimum age

39

Departs

April - October

Hotel Rating

3-4 star hotels

Countries

Italy

Physical Rating

Easy

Tour Pace

Slow

Arrival Transfer

No

Departure Transfer

No

Meals included

Breakfast: 3, Lunch: 2
Adults (39+)
Price Breakdown
Shown in EUR
Save 15% today
Per Person From
€1,025.00

€871.25

Deposit Per Person From
Final payment

€450.00

€842.50
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Tour Highlights

Florence – Walk through the city's historic centre on a guided tour and experience its vibrant nightlife while enjoying an aperitivo at a renowned local bar
Chianti Region – Ride through scenic vineyards and charming villages, embark on a tuk-tuk journey through the countryside, and join a wine and olive oil tasting at a local winery
San Gimignano – Admire the medieval town's iconic towers with free time to take in the narrow streets and historic architecture
Tuscany Countryside – Take part in a hands-on Tuscan cooking class at a farmhouse and enjoy a traditional meal paired with local wines

Included

3 breakfasts & 2 lunches
3 nights in 3-4 star B&Bs / hotels
Services of a local tour leader for included sightseeing and activities
Transportation in air-conditioned minibus/bus
Walking tour of Florence (shared sightseeing)
Original Piaggio Vintage Tuk Tuk tour through Tuscany (shared sightseeing)
A cooking class in a Tuscan farmhouse (shared activity)
Visit of a local winery with wine and olive oil tasting (shared sightseeing)
This private tour is operated by a trusted partner, not On The Go Tours

Not Included

International flights and visas
Additional meals and drinks unless specified
Airport transfers
Entrance fees unless specified
Tipping - an entirely personal gesture
City Taxes

Itinerary

Day 1 - Arrival in Florence

Upon arrival in Florence this morning, make your way to the accommodation for check-in.

In the afternoon, meet your tour leader for an orientation walking tour through Florence's city centre. The tour will end on one of Florence’s busiest streets, known for its vibrant nightlife and numerous bars.

You’ll then stop at a local bar, rated as the best aperitivo spot in town. Enjoy the lively atmosphere, socialize with fellow travellers, and indulge in a buffet of delicious Italian food. Stay as long as you like, whether to soak in the nightlife or head back for an early rest.

Please note: We recommend arriving in Florence in the morning to make the most of the city. Check in at the accommodation is from 3 PM. If you arrive earlier, you can store your luggage at the accommodation while you explore.

Please also note: Although this is a private tour, included activities and sightseeing may be conducted with other travellers.

Overnight: Florence

Day 2 - Florence at Leisure

Today, you will have a free day to explore Florence! Shop at local markets, visit museums, and admire famous artworks like Michelangelo’s “David” and Botticelli’s “Birth of Venus,” all in the birthplace of the Renaissance. Alternatively, you can take a day tour to Pisa, home of the iconic Leaning Tower, and Cinque Terre, a stunning coastal region with colorful villages. Or, join a walking tour of the Accademia to see Michelangelo's “David” and the Uffizi, one of the world’s most famous art museums, showcasing masterpieces by Botticelli, Leonardo da Vinci, and more. You can speak to the tour leader in regard to assisting with these optional activities.

Overnight: Florence
Meals: Breakfast

Day 3 - Exploring Tuscany: Wine & Olive Oil Tasting

Florence - Chianti Region - San Gimignano - Chianti Region. After breakfast, you'll ride through the scenic Chianti region, enjoying rolling vineyards and charming villages while your tour leader shares insights into the area's history and culture.

Once you arrive in the heart of Tuscany, you will embark on a tuk-tuk ride, enjoying a peaceful journey along scenic roads through the rolling hills of the Chianti region, home to some of Tuscany’s most renowned wines. Immerse yourself in the beauty of vineyards, cypress trees, and charming rural Tuscan homes.

Next, you will visit the famous medieval town of San Gimignano, where you can admire its tower-filled cityscape while enjoying world-renowned gelato. Then, you'll journey to a local winery, where you'll savour a Tuscan meal accompanied by wine and olive oil tastings. Afterward, you'll head to your accommodation for check-in and have the rest of the day at leisure in the heart of the Chianti area.

Overnight: San Gimignano
Meals: Breakfast, Lunch

Day 4 - Tuscan Cooking Class

This morning, after checking out of your accommodation, you will head to a local Tuscan farmhouse. There, you will experience a cooking class where you’ll learn how to prepare authentic dishes and enjoy a delicious meal paired with local wines.

Afterward, you will make our way back to Florence, arriving at approximately 5 PM. Your tour ends on arrival back in Florence, and you can make your own way to your next destination or the airport. Safe travels!

Meals: Breakfast, Lunch

Hotels

The hotels listed below are ones which we frequently use on this tour. We reserve the right to substitute these hotels to ones of a similar standard.
Hotel Bellevue
Florence

This unpretentious guesthouse set in a former convent is a 5-minute walk from Basilica of Santa Maria Novella and 10 minutes by foot from Florence Cathedral. Located on the upper floor of a shared palazzo (no elevator), the airy and unfussy rooms come with free Wi-Fi, satellite TV, and tea and coffeemakers. Some of the rooms' unique features include terracotta tile floors, marble bathrooms, fireplaces and gilded mirrors. The lobby has a cozy sitting area

Our Rating
Simple
Local Rating
3 Star Hotel

Prices & Dates

This tour departs with a minimum of 2 travellers. 'Double/Twin' prices are per person when there are 2 people on the same booking sharing a room.

2025
Double/Twin
4 May - 7 May
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€1,225€1,042
14 May - 17 May
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€1,225€1,042
28 May - 31 May
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€1,225€1,042
1 Jun - 4 Jun
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€1,225€1,042
8 Jun - 11 Jun
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€1,225€1,042
11 Jun - 14 Jun
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€1,225€1,042
15 Jun - 18 Jun
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€1,225€1,042
18 Jun - 21 Jun
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€1,225€1,042

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