11 days in Northwest Italy Itinerary

11 days in Northwest Italy Itinerary

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Route & dates

11 days in Northwest Italy Itinerary

Start: San Juan, Puerto Rico
Fly + bus:  17​h 30​min
1
Siena
— 1 night
2
Rome
— 2 nights
3
San Gimignano
— 1 night
Drive:  1​h
4
Florence
— 2 nights
Drive:  2​h 30​min
5
Cinque Terre
— 1 night
Drive:  1​h 45​min
6
Lucca
— 1 night
Drive:  3​h 30​min
7
Rome
— 1 night
Fly:  16​h
End: San Juan, Puerto Rico

1
night
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 23rd (Sat): steep yourself in history at Casa di Santa Caterina, pause for some serene contemplation at Siena Cathedral, browse the collection at Biblioteca Piccolomini, take in panoramic vistas at Torre del Mangia, then make a trip to Piazza del Campo, and finally take in nature's colorful creations at All'Orto de' Pecci. Get ready for a full day of sightseeing on the 24th (Sun): awaken your taste buds at some of the top wineries in the area.

To find traveler tips, more things to do, and more tourist information, you can read our Siena trip planner .

San Juan, Puerto Rico to Siena is an approximately 17.5-hour flight. The time zone difference moving from Atlantic Standard Time (AST) to Central European Time (CET) is 5 hours. Traveling from San Juan in June, things will get a bit cooler in Siena: highs are around 34°C and lows about 19°C. Cap off your sightseeing on the 24th (Sun) early enough to go by car to Rome.

Things to do in Siena

Tours Parks Historic Sites
Find places to stay Jun 23 — 24:
Highlights from your plan
Wine Tours & Tastings
Biblioteca Piccolomini ©
Biblioteca Piccolomini
Torre del Mangia ©
Torre del Mangia

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 25th (Mon): take in the architecture and atmosphere at St. Peter's Basilica, savor the flavors at Food & Drink, and then get to know the fascinating history of Centro Storico Associazione Centro Storico.

For other places to visit, photos, where to stay, and other tourist information, read our Rome online journey planner .

Drive from Siena to Rome in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and flight. In June, plan for daily highs up to 34°C, and evening lows to 21°C. Finish up your sightseeing early on the 26th (Tue) so you can go by car to San Gimignano.

Things to do in Rome

Tours Historic Sites

Side Trip

St. Peter's Basilica
Find places to stay Jun 24 — 26:
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Wine Tours & Tastings

1
night
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Start off your visit on the 26th (Tue): take an in-depth tour of Torre e Casa Campatelli, get to know the fascinating history of San Gimignano 1300, then do a tasting at Guardastelle Vineyard, then explore the historical opulence of Rocca of Montestaffoli, and finally don't miss a visit to San Gimignano Bell Tower. Here are some ideas for day two: explore the historical opulence of La Rocca di Staggia, then learn about winemaking at Tenuta Casanova, then learn about winemaking at Poggio al Bosco, and finally make a trip to Piazza della Cisterna.

Quickly create a custom-made itinerary for San Gimignano using our trip planner.

Getting from Rome to San Gimignano by car takes about 3 hours. Other options: do a combination of train and bus; or take a bus. Traveling from Rome in June, San Gimignano is a bit cooler at night with lows of 18°C. Cap off your sightseeing on the 27th (Wed) early enough to go by car to Florence.

Things to do in San Gimignano

Wineries Historic Sites Classes

Side Trips

La Rocca di Staggia, Poggio al Bosco, Tenuta Casanova
Find places to stay Jun 26 — 27:
Highlights from your plan
Tenuta Casanova ©
Tenuta Casanova
San Gimignano Bell Tower ©
San Gimignano Bell Tower
Piazza della Cisterna ©
Piazza della Cisterna

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 28th (Thu): admire the landmark architecture of Basilica of Santa Maria Novella, snap pictures at Ponte Vecchio, ponder the world of politics at Museo Nazionale del Bargello, then get to know the fascinating history of Piazza della Signoria, and finally take an in-depth tour of Museum of Opera of Saint Maria of Fiore.

For reviews, maps, more things to do, and tourist information, read Florence day trip planner.

Getting from San Gimignano to Florence by car takes about an hour. Other options: take a bus; or do a combination of bus and train. In June in Florence, expect temperatures between 33°C during the day and 21°C at night. Wrap up your sightseeing on the 29th (Fri) early enough to drive to Cinque Terre.

Things to do in Florence

Museums Historic Sites
Find places to stay Jun 27 — 29:
Highlights from your plan
Museo Nazionale del Bargello ©
Museo Nazionale del Bargello
Ponte Vecchio ©
Ponte Vecchio
Basilica of Santa Maria Novella ©
Basilica of Santa Maria Novella

1
night
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Kick off your visit on the 29th (Fri): take a stroll around Vernazza, then pause for some serene contemplation at Santa Margherita di Antiochia Church, then step into the grandiose world of Castello Doria, and finally trek along Footpath Monterosso - Vernazza.

To find traveler tips, maps, where to stay, and more tourist information, read our Cinque Terre holiday builder tool .

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. Expect a bit cooler evenings in Cinque Terre when traveling from Florence in June, with lows around 18°C. Wrap up your sightseeing on the 30th (Sat) to allow time to drive to Lucca.

Things to do in Cinque Terre

Parks Trails Outdoors
Find places to stay Jun 29 — 30:
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Vernazza ©
Vernazza
Castello Doria ©
Castello Doria

1
night
Lucca

Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
Kick off your visit on the 30th (Sat): awaken your taste buds at some of the top wineries in the area, then take in the architecture and atmosphere at Santuario di Montenero, and then don't miss a visit to Torre di Pisa. On the next day, make a trip to Fortezza delle Verrucole - Archeopark, then snap pictures at Ponte della Maddalena (detto Ponte del Diavolo), and then take in the architecture and atmosphere at Basilica of San Frediano.

For reviews, where to stay, traveler tips, and tourist information, read our Lucca online tour itinerary planner .

Traveling by car from Cinque Terre to Lucca takes 2 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 32°C in June, and nighttime lows around 18°C. Wrap up your sightseeing on the 1st (Sun) to allow time to drive to Rome.

Things to do in Lucca

Tours Historic Sites

Side Trips

Ponte della Maddalena - Ponte del Diavolo, Fortezza delle Verrucole - Archeopark, Leaning Tower of Pisa, Santuario di Montenero
Find places to stay Jun 30 — Jul 1:
Highlights from your plan
Wine Tours & Tastings
Santuario di Montenero ©
Santuario di Montenero

1
night
Rome

Rome ©
To see maps, traveler tips, photos, and tourist information, go to the Rome trip itinerary planning site .

You can drive from Lucca to Rome in 3.5 hours. Alternatively, you can do a combination of train and flight; or take a train. You'll have a few hours on the 2nd (Mon) to wrap things up before traveling home.

Things to do in Rome

Historic Sites
Find places to stay Jul 1 — 2:
Highlights from your plan
Piazza Venezia ©
Piazza Venezia

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