Insight Vacations  ·  Country Roads of Tuscany & Central Italy
Assisi, Umbria
Insight Vacations Country Roads · Italy
Country Roads of Tuscany
& Central Italy
9 days through some of the most beautiful places on earth — Rome's eternal domes, the olive groves of Umbria, medieval towers rising from Tuscan hilltops, and the Renaissance splendour of Florence.
9
Days
11
Cities
2
Countries
13
Meals
10 May
Departs
18 May
Returns
Key: ✓ Included 🍽 Dinner ☕ Breakfast 🏔 Lunch ✨ Optional 🕐 Free Time
01
Sat 10 May · Rome
Welcome to Rome
Airport Transfers · Meet Your Travel Director · Welcome Dinner
Included Dinner
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INC Airport transfers from FCO — multiple pick-up times
INC Meet your Travel Director in the lobby — luggage tags distributed
DIN Welcome Dinner at Ristorante Arturo all'Antica Aurelia
Rome in one word: extraordinary. Your journey begins this evening over a glass of Prosecco, cacio e pepe, and the warmth of a restaurant that has welcomed Romans for 60 years.
🏠 Hotel Villa Pamphilj, Via della Nocetta, Rome
Day in Detail ›
02
Sun 11 May · Rome → Umbria
The Colosseum & on to Umbria
Colosseum · Truffle Hunt · Chef Lorenzo Lunch · Perugia
Included Breakfast Lunch
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INC The Colosseum with a Local Expert — morning visit
INC Depart Rome for Umbria
INC Truffle Hunting with Giovanni & his dog Chris in Baschi
LUN Pasta demonstration & lunch with Chef Lorenzo (Orvieto Classico wine included)
INC Perugia orientation — Corso Vannucci, Priors' Palace & Great Fountain
From gladiatorial combat to medieval cellars to truffles dug up before your eyes — Day 2 packs a lifetime of Italy into a single extraordinary day.
🏠 Sangallo Palace Hotel, Perugia
Day in Detail ›
03
Mon 12 May · Perugia
Perugia Free Day & Weavers of Umbria
Artisan Weavers (MAKE TRAVEL MATTER®) · Free Time · Dine Around
Included Breakfast Dinner Free Time
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MTM Visit Marta's artisan loom-weaving workshop (MAKE TRAVEL MATTER® Experience)
FREE Afternoon free to explore Perugia at your own pace
DIN Dine Around Evening — choose your own Perugian restaurant
A morning of ancient craft and modern purpose, an afternoon all yours, and an evening where every table in Perugia is yours to choose.
🏠 Sangallo Palace Hotel, Perugia
Day in Detail ›
04
Tue 13 May · Assisi & Umbria
Assisi & the Basilica of St Francis
Basilica of St Francis · Optional: Spello · Optional Dinner in Umbria
Included Breakfast Optional
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INC Assisi — guided visit to the Basilica of St Francis of Assisi
OPT Optional Excursion to Spello — the flower-filled medieval village
OPT Optional Dinner in Umbria
The white stones of Assisi, the soaring frescoes of Giotto, and the serenity of a hill town that has barely changed in eight centuries. St Francis would still recognise it.
🏠 Sangallo Palace Hotel, Perugia
Day in Detail ›
05
Wed 14 May · Siena & San Gimignano
Siena & San Gimignano
Piazza del Campo · Insight Choice: Cathedral or Panforte · Gelato with Sergio Dondoli
Included Breakfast Dinner
▾
INC Depart hotel 07:45 · Arrive Siena 09:30
INC Walk to Piazza del Campo & meet Local Expert
INC Insight Choice: Guided visit to Siena Cathedral or panforte tasting with TD
FREE Free time for lunch and shopping · Depart Siena 13:30
INC Arrive San Gimignano 14:30 (driver delivers luggage to hotel)
INC Included visit & gelato tasting with world champion maestro Sergio Dondoli (14:45)
DIN Included dinner at the hotel · Check-in 17:00
The shell-shaped Campo of Siena, the best gelato on earth, and the medieval towers of San Gimignano rising from the Tuscan plain — one of the great days of the trip.
🏠 Hotel near San Gimignano, Tuscany
Day in Detail ›
06
Thu 15 May · Tuscany
Lucca & a Free Day in Tuscany
Optional Morning in Lucca · Free Afternoon · Optional Dinner in Tuscany
Breakfast Optional Free Time
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OPT Optional Morning Experience in Lucca — the walled Renaissance city
FREE Afternoon free — the rolling Tuscan hills are your garden
OPT Optional Dinner in Tuscany
Sleep late. Stroll the ancient walls of Lucca on a bicycle. Read in the vineyard. This is Tuscany at its most unhurried — and it's entirely yours.
🏠 Hotel near San Gimignano, Tuscany
Day in Detail ›
07
Fri 16 May · Florence & Tuscany
Florence & the Tuscan Countryside
Florence Walking Tour · Peruzzi Leather · Farm to Table Celebration Dinner
Included Breakfast Celebration Dinner
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INC Depart 08:00 · Arrive Florence 09:15
INC Meet Local Expert for included walking tour (09:45) — the Duomo, Ghiberti's Gates & Signoria Square
INC Peruzzi leather demonstration (10:45) · Gold Corner (11:15)
FREE Free time for lunch and shopping · Depart Florence 15:30
INC Return to hotel 16:30
DIN Depart 18:30 for 'Farm to Table' Celebration Dinner
Michelangelo's city, Botticelli's city, Leonardo's city — and tonight, a feast on a Tuscan farm as the sun goes down over the hills. Unforgettable.
🏠 Hotel near San Gimignano, Tuscany
Day in Detail ›
08
Sat 17 May · Val d'Orcia → Rome
Country Drive to Ancient Rome
Bagno Vignoni · Pienza · Country Drive · Rome · Optional: Roman Dinner Party
Included Breakfast Optional
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INC Depart 08:00 for Bagno Vignoni (included) & Pienza (included)
INC Arrive Bagno Vignoni 10:15 — the Renaissance thermal village
INC Depart 11:00 · Arrive Pienza 12:00 — the UNESCO ideal city
FREE Orientation & free time for lunch in Pienza · Depart 13:45
INC Comfort stop (15 min) en route · Arrive Rome & hotel check-in 17:00
OPT Optional Experience: 'Roman Dinner Party' — depart 18:30
A morning in the UNESCO Val d'Orcia — hot springs, Renaissance perfection, and the most photographed road in Italy — then back to the Eternal City for one last night.
🏠 Hotel Villa Pamphilj, Via della Nocetta, Rome
Day in Detail ›
09
Sun 18 May · Rome · Departure
Arrivederci, Italia
Breakfast · Individual Transfers to FCO
Breakfast Transfers
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INC Breakfast at the hotel
INC Individual transfers to Fiumicino Airport (FCO)
All great journeys end. But the truffle hunt, the Basilica of St Francis, the gelato at Sergio's, the Colosseum, Florence — those go home with you forever. Arrivederci!
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