Main destination
Italy
Italy / 10 days
Colors of Tuscany
Wine, art, and countryside
An idyllic Italian retreat, bringing all your Tuscan dreams to life. When you're not spending time on the agriturismo overlooking vineyards, you'll get to delve into the life of Leonardo da Vinci.
Florence and Renaissance art
Siena and medieval towns
Chianti tastings
Montepulciano and Pienza
Trip snapshot
The classic route, with room for a more personal InJoy edit.
Escorted or guided tour inspiration, customized by InJoy
Length
10 days
Travel style
Escorted or guided tour
Core route
Florence, Siena, Chianti, Lucca, Pisa
This sample Tuscany route begins and ends in Florence, then fans out through Siena, San Gimignano, Volterra, Chianti, Montepulciano, Pienza, Lucca, Pisa, and the Maremma coast.
The live InJoy itinerary frames Colors of Tuscany as an Italy and Tuscany escorted or guided tour. For a private client, Mona and Team can turn that classic structure into a slower, more personal retreat with the right countryside base, art time, winery visits, village stops, and unhurried evenings.
Best for
Wine and food travelersArt and architecture loversCouples and small groupsSlow countryside pacing
Source signals
ItalyTuscanyCustomWineRenaissance
InJoy edit
Make it yours
A slow, textured Tuscany arc for travelers who want Renaissance art, medieval towns, wine country, and a countryside rhythm. Mona and Team can preserve the Florence-based flow, then adjust hotel style, private touring, winery pacing, day-trip timing, and coastal time so the trip feels elegant rather than overfilled.
Hotel style
Private touring
Travel rhythm
Hotels / timing / guides / pace
Sample itinerary
A considered rhythm, day by day.
Edited pacing
Personal details
Private proposal ready
Day1
Italy
Arrive in Florence
Arrival day
Begin
Upon arrival in Florence, check into your hotel and spend the day exploring the city.
Then
Visit the iconic Duomo, the Uffizi Gallery, and Ponte Vecchio.
Then
In the evening, dine at a local trattoria and enjoy a glass of Chianti.
Day2
Italy
Florence
InJoy the day
Begin
Spend a full day exploring Florence.
Then
Visit Michelangelo's David at the Accademia Gallery, stroll through the Boboli Gardens, and take in the views from Piazzale Michelangelo.
Then
In the evening, watch the sunset over the city from the rooftop of a bar.
Day3
Italy
Siena
InJoy the day
Begin
Take a day trip to Siena, a beautiful medieval town in the heart of Tuscany.
Then
Explore the city's narrow streets, visit the Palazzo Pubblico, and see the stunning Piazza del Campo.
Then
In the evening, try traditional Tuscan cuisine and wine.
Day4
Italy
San Gimignano and Volterra
InJoy the day
Begin
Visit San Gimignano, known for its medieval towers, and explore the town's churches and museums.
Then
In the afternoon, head to Volterra, a town rich in Etruscan and Roman history.
Then
See the impressive ruins and enjoy a wine tasting at a local vineyard.
Day5
Italy
Chianti
InJoy the day
Begin
Take a tour of the Chianti region and visit some of Tuscany's best wineries.
Then
Enjoy wine tastings, learn about the history of the region, and take in rolling hills and vineyard views.
Then
In the evening, have dinner at a local trattoria.
Day6
Italy
Montepulciano and Pienza
InJoy the day
Begin
Visit the charming towns of Montepulciano and Pienza.
Then
Montepulciano is known for its Vino Nobile wine, while Pienza is famous for pecorino cheese.
Then
Enjoy tastings of both and explore the towns' historic centers.
Day7
Italy
Lucca
InJoy the day
Begin
Take a day trip to Lucca, a beautiful walled city in Tuscany.
Then
Walk or bike along the city's ramparts.
Then
Visit the Cathedral of San Martino and explore the town's museums and galleries.
Day8
Italy
Pisa
InJoy the day
Begin
Visit the famous Leaning Tower of Pisa and explore the town's historic center.
Then
See the beautiful Cathedral and Baptistery.
Then
Enjoy a walk along the River Arno.
Day9
Italy
Maremma
InJoy the day
Begin
Visit the Maremma region, known for its natural beauty and stunning beaches.
Then
Spend the day relaxing on the beach, hiking through the region's nature reserves, or exploring charming towns along the coast.
Day10
Italy
Florence
Until next time
Begin
Spend your final day in Florence, shopping for souvenirs and enjoying the city's many cafes and restaurants.
Then
Take in one last sunset over the city before departing for your next destination.
Sample itineraries
Inspiration points Mona and Team can reshape around you.
Choose the mood, then refine the trip.
6 sample routes
Greece
9 days
Are you ready?
Let's start planning your trip today.
Start with Mona and Team. Share the kind of journey you are imagining, the timing, who is traveling, and what would make it feel exceptional.