Tuscan Highlights & Wine
SEMI INDEPENDENT TOUR (All ages welcome): Immerse yourself in the beauty of Chianti with scenic drives through rolling vineyards, expert-led wine tastings, and visits to renowned wineries. Learn about traditional winemaking, sample world-class wines, and explore the medieval charm of San Gimignano, all while enjoying the rich flavours and culture of Tuscany.
For a detailed itinerary and information about visas, money, weather and more.
Tour Overview
Duration
3 daysHotel Rating
3-4 star hotelsStarts
TuscanyEnds
San GimignanoMinimum Age
18 years oldMaximum Age
Tours have upper age limits for several reasons, such as but not limited to: tour pace, activity level, and accommodation standards. If you fall outside of this age limit, we do have lots of other tours in Italy that are suitable for all ages!
Arrival Transfer
NoDeparture Transfer
NoTour Guide
Yes - for included sightseeingCountry
ItalyMeals Included
Breakfast: 2Passengers
£497.25
£300.00
Tour Style
Group Size
Min 2 / Max 8
Trip Type
Group Tours
Range
This tour is operated by our trusted local partner and has been handpicked by us to deliver you an unforgettable trip.
Guiding Style
This tour includes scheduled sightseeing with expert guides in key destinations as per the Inclusions, as well as transportation (either with a driver or public transport), plus of course your accommodation. There is no single tour guide or tour leader throughout the trip. You’ll have support where it counts, and more freedom in between. Our cruise tours also fall into this category where you will be looked after by a crew. For more information, check the Inclusions of this tour.
Tour Pace
A balanced pace, with a mix of free time and visits to multiple locations, allowing for both relaxation and exploration. Generally doesn't visit more than one or two destinations per day.
Physical Rating
A moderate amount of walking is required during sightseeing, with some free time, offering a balance between activity and relaxation. As a general rule, you should be able to walk 2-kilometres without stopping.
Tour Guide
Yes - for included sightseeingGroup Size
Min 2 / Max 8Range
This tour is operated by our trusted local partner and has been handpicked by us to deliver you an unforgettable trip.
Guiding Style
This tour includes scheduled sightseeing with expert guides in key destinations as per the Inclusions, as well as transportation (either with a driver or public transport), plus of course your accommodation. There is no single tour guide or tour leader throughout the trip. You’ll have support where it counts, and more freedom in between. Our cruise tours also fall into this category where you will be looked after by a crew. For more information, check the Inclusions of this tour.
Tour Pace
A balanced pace, with a mix of free time and visits to multiple locations, allowing for both relaxation and exploration. Generally doesn't visit more than one or two destinations per day.
Physical Rating
A moderate amount of walking is required during sightseeing, with some free time, offering a balance between activity and relaxation. As a general rule, you should be able to walk 2-kilometres without stopping.
Trip Type
Group ToursTour Highlights
Included
Not Included
Itinerary
Day 1 - Welcome to Tuscany!
Once you have arrived in Florence or Siena, you will make your way to your accommodation in the hilltop town of San Gimignano, known for its medieval towers and countryside views. Your hotel is set within the historic centre, giving you the chance to enjoy the quieter side of town once the day visitors have left. Check-in normally begins at 2:00 pm, but you may leave your bags at reception if you arrive earlier.
The rest of the day is yours to explore the lanes, sample local food, or simply enjoy the scenery. We share our insider tips throughout your stay on where to eat, what to see, and how to get around.
Please note: you may choose to upgrade to a nearby agritourism surrounded by vineyards and olive trees for a countryside escape.
Day 2 - Wine, Scenery & Medieval Charm
At 10:30 am, we will set off together for a morning in the Chianti hills. We run a full Tuscany wine tour, taking you to three local wineries where we arrange tastings of regional wines such as Chianti Classico, Vernaccia and other Tuscan reds, along with samples of olive oil and aged balsamic vinegar. At each stop, winemakers share their knowledge, and you gain a real sense of how these wines are produced.
We return to your accommodation at around 4:00 pm, and the rest of the day is free for you to enjoy as you wish. It is easy to take a direct bus to Siena if you would like to explore another historic town for the afternoon, or you may prefer to stay in San Gimignano for a relaxed evening and dinner.
Meeting Point: Tuscany on Wheels office, Strada di Sant’Appiano 9/I, Barberino Tavarnelle (FI)
Day 3 - Farewell Tuscany
Your final morning is free for you to enjoy before checking out. If you would like to make the most of your time in Tuscany, you can choose from a range of optional activities such as a cooking class on a local farm, a one-hour horseback ride through the vineyards, hiring a Vespa for the morning, or relaxing at a nearby spa with heated indoor and outdoor pools, saunas and steam rooms. Our team is happy to help you arrange any activities you may be interested in.
After you have checked out, you can make your way to the airport for your onward jpurney. Safe Travels!
Tour Reviews
Extras and add-ons
If you'd like to add extras or add-ons to your booking, you can do this easily during checkout. Just review the available options and select any additional services or upgrades you'd like before completing your purchase.
Hotels
The hotels listed below are examples which we frequently use on this tour. Alternative hotels of a similar standard may be used instead.
Prices & Dates
Departure dates are guaranteed with a minimum of 2 persons. 'Double/Twin' prices are per person when there are 2 people on the same booking sharing a room. Single rooms may be available on request - please contact us for this.
Can't find a date that works for you?
Looking for a date not yet released?
Similar Tours
Explore more exciting tours in Italy to discover even more unforgettable adventures!
On The Go Tours
Our agents are waiting to chat to you...
Are you a Travel Agent or Customer?
Do you have an booking reference?