33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy trip planner

Make it your trip
Fly
1
Florence
— 2 nights
Fly
2
Matera
— 2 nights
Drive
3
Paestum
— 3 nights
Train to Salerno, Taxi to Amalfi
4
Amalfi
— 2 nights
Taxi
5
Ravello
— 4 nights
Ferry
6
Capri, Island of Capri
— 5 nights
Ferry
7
Sorrento
— 3 nights
Train
8
Rome
— 2 nights
Drive
9
Montalcino
— 2 nights
Drive
10
San Gimignano
— 2 nights
Drive
11
Pisa
— 4 nights
Fly

S M T W T F S
29
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30
1
2

Florence

— 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 30th (Mon): snap pictures at Ponte Vecchio, appreciate the extensive heritage of Piazza del Duomo, then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, then make a trip to Palazzo Vecchio, and finally take in the spiritual surroundings of The Baptistery of St. John. Here are some ideas for day two: admire the masterpieces at Pitti Palace, don't miss a visit to Piazzale Michelangelo, then explore the world behind art at Florence Academy of Fine Arts, and finally take in the architecture and atmosphere at Basilica of Santa Croce.

For where to stay, photos, reviews, and tourist information, go to the Florence journey maker app.

Los Angeles, USA to Florence is an approximately 16.5-hour flight. You'll lose 9 hours traveling from Los Angeles to Florence due to the time zone difference. Traveling from Los Angeles in May, Florence is a bit cooler at night with lows of 52°F. Finish up your sightseeing early on the 1st (Wed) so you can catch the flight to Matera.

Things to do in Florence

Historic Sites · Museums
Find places to stay May 29 — Jun 1:

Matera

— 2 nights

Subterranean City

Famous for its resemblance to the ancient settlements of Jerusalem and Cappadocia, Matera remains one of the oldest inhabited cities in the world.
Do some cultural sightseeing at Sassi di Matera and Cripta del Peccato Originale. Popular historic sites such as Centro Storico Locorotondo and Church of Santa Maria de Idris are in your itinerary. Take a break from Matera with a short trip to Museo Nazionale Archeologico in Taranto, about 1h 15 min away. There's still lots to do: examine the collection at Museo Laboratorio della Civilta Contadina, tour the pleasant surroundings at Casa Grotta di Vico Solitario, and steep yourself in history at Piazza San Pietro Caveoso.

To find more things to do, photos, other places to visit, and other tourist information, you can read our Matera day trip site.

You can fly from Florence to Matera in 3 hours. Other options are to drive; or do a combination of train and bus. In June, daytime highs in Matera are 81°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 3rd (Fri) to allow time to drive to Paestum.

Things to do in Matera

Historic Sites · Museums · Parks · Neighborhoods

Side Trips

Find places to stay Jun 1 — 3:

Paestum

— 3 nights
Relax by the water at Spiaggia della Marinella and Baia del Buon Dormire. Your cultural itinerary includes sights like Paestum Ruins and Le Mura.

To find ratings, photos, more things to do, and more tourist information, read Paestum trip itinerary site.

Traveling by car from Matera to Paestum takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect somewhat warmer evenings in Paestum when traveling from Matera in June, with lows around 72°F. Finish your sightseeing early on the 6th (Mon) to allow enough time to travel to Amalfi.

Things to do in Paestum

Historic Sites · Beaches · Parks · Outdoors

Side Trip

Find places to stay Jun 3 — 6:

Amalfi

— 2 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Start off your visit on the 7th (Tue): Head underground at Cave of Smeraldo, enjoy the sand and surf at Arienzo Beach Club, Positano, then brush up on your knowledge of spirits at Antichi Sapori d'Amalfi, then take in the spiritual surroundings of Duomo di Sant'Andrea, and finally awaken your taste buds at Amalfi Coast Drive. On your second day here, examine the collection at Museo della Carta, then take a memorable drive along Amalfi Coast, and then tour the pleasant surroundings at Lido Capo di Conca.

To see photos, maps, reviews, and tourist information, read our Amalfi attractions site.

Traveling by combination of train and taxi from Paestum to Amalfi takes 2 hours. Alternatively, you can drive; or do a combination of train and bus. Expect a daytime high around 79°F in June, and nighttime lows around 72°F. Finish your sightseeing early on the 8th (Wed) to allow enough time to drive to Ravello.

Things to do in Amalfi

Outdoors · Parks · Beaches · Scenic Drive

Side Trips

Find places to stay Jun 6 — 8:

Ravello

— 4 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Satisfy your inner culture vulture at Duomo di Ravello and Ceramiche Cosmolena di Margherita di Palma. Popular historic sites such as Villa Cimbrone Gardens and Castello di San Nicola de Thoro-Plano are in your itinerary. Go for a jaunt from Ravello to Positano to see Boat Tours & Water Sports about 42 minutes away. The adventure continues: enjoy the sand and surf at Spiaggia di castiglione, admire the striking features of Villa Rufolo, get to know the fascinating history of Centro Storico Ravello, and view the masterpieces at Ceramiche d'Arte Carmela.

To find traveler tips, other places to visit, ratings, and tourist information, refer to the Ravello online route maker.

Ravello is very close to Amalfi. Expect a daytime high around 79°F in June, and nighttime lows around 72°F. Cap off your sightseeing on the 12th (Sun) early enough to catch the ferry to Capri.

Things to do in Ravello

Outdoors · Parks · Historic Sites · Museums

Side Trips

Find places to stay Jun 8 — 12:

Capri, Island of Capri

— 5 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Villa Jovis and Villa San Michele will appeal to history buffs. Your itinerary includes some good beach time at Marina Grande Public Beach and Marina Grande Beach. There's much more to do: explore the different monuments and memorials at Cimitero Acattolico (The Non-Catholic Cemetery), take your sightseeing to a higher altitude at Monte Solaro, explore the striking landscape at I Faraglioni, and pause for some photo ops at Natural Arch.

To find ratings, maps, other places to visit, and more tourist information, read our Capri trip itinerary planner.

You can ride a ferry from Ravello to Capri in 1.5 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of bus and ferry. In June, daily temperatures in Capri can reach 82°F, while at night they dip to 68°F. Finish your sightseeing early on the 17th (Fri) so you can ride a ferry to Sorrento.

Things to do in Capri

Outdoors · Historic Sites · Tours · Parks

Side Trip

Find places to stay Jun 12 — 17:

Sorrento

— 3 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Do some cultural sightseeing at Absolute Positano and Miniaci Art Gallery. Visit Church of Santa Maria Assunta and Il Vallone dei Mulini for their historical value. Change things up with these side-trips from Sorrento: Positano (Spiaggia Grande & Fornillo). There's still lots to do: take in the spiritual surroundings of St Francis Church and Convent, take in the waterfront at Marina Grande - Antico Borgo Marinaro, kick back and relax at Villa di Pollio Felice - Bagni della Regina Giovanna, and make a trip to Piazza Tasso.

To see other places to visit, ratings, traveler tips, and other tourist information, use the Sorrento vacation planner.

Ride a ferry from Capri to Sorrento in an hour. In June, daily temperatures in Sorrento can reach 82°F, while at night they dip to 68°F. Wrap up your sightseeing on the 20th (Mon) to allow time to take a train to Rome.

Things to do in Sorrento

Outdoors · Parks · Beaches · Museums

Side Trip

Find places to stay Jun 17 — 20:

Rome

— 2 nights

Eternal City

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 21st (Tue): steep yourself in history at Colosseum, steep yourself in history at Palatine Hill, then appreciate the extensive heritage of Piazza Navona, then pause for some serene contemplation at St. Peter's Basilica, and finally explore the ancient world of Pantheon. Get ready for a full day of sightseeing on the next day: take a stroll through Trastevere and then admire the local landmark of Trevi Fountain.

For more things to do, photos, maps, and other tourist information, use the Rome attractions app.

Traveling by train from Sorrento to Rome takes 3 hours. Alternatively, you can drive; or take a bus. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Finish your sightseeing early on the 22nd (Wed) so you can drive to Montalcino.

Things to do in Rome

Historic Sites · Neighborhoods

Side Trip

Find places to stay Jun 20 — 22:

Montalcino

— 2 nights

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Get ready for a full day of sightseeing on the next day: don't miss a visit to Piazza Pio II, then do a tasting at Podere Il Cocco, then do a tasting at Ciacci Piccolomini d'Aragona, and finally pause for some serene contemplation at Abbazia di Sant'Antimo.

Plan a Montalcino trip in moments using our itinerary builder.

You can drive from Rome to Montalcino in 2.5 hours. Other options are to do a combination of train and bus; or take a bus. Expect a daytime high around 84°F in June, and nighttime lows around 61°F. Cap off your sightseeing on the 24th (Fri) early enough to go by car to San Gimignano.

Things to do in Montalcino

Museums · Wineries · Historic Sites

Side Trips

Find places to stay Jun 22 — 24:

San Gimignano

— 2 nights

Town of Fine Towers

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.
Kick off your visit on the 25th (Sat): admire the masterpieces at Museo dell'Opera Metropolitana, explore the historical opulence of Castello di Monteriggioni, then learn about winemaking at Tenuta Torciano, and finally contemplate the long history of Torre Grossa. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Museo della Tortura di San Gimignano, learn about winemaking at Podere La Marronaia- Sosta Alle Colonne, then don't miss a visit to Historic Centre of San Gimignano, then take in the architecture and atmosphere at Duomo di San Gimignano, and finally make a trip to San Gimignano Bell Tower.

To see where to stay, ratings, traveler tips, and tourist information, read San Gimignano route website.

Traveling by car from Montalcino to San Gimignano takes 1.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. Expect a daytime high around 81°F in June, and nighttime lows around 60°F. Wrap up your sightseeing on the 26th (Sun) to allow time to drive to Pisa.

Things to do in San Gimignano

Historic Sites · Wineries · Museums

Side Trips

Find places to stay Jun 24 — 26:

Pisa

— 4 nights
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
You'll enjoy a bit of beach vacationing at Bagno Maurizio and Baia del Silenzio. Get a sense of the local culture at Leaning Tower of Pisa and Le mura di Lucca. Step out of Pisa with an excursion to Puccini Museum - Casa Natale in Lucca--about 32 minutes away. The adventure continues: see the interesting displays at Museo Aviotruppe Esercito Italiano, take in the spiritual surroundings of Battistero di San Giovanni, and pause for some serene contemplation at Duomo di Pisa.

For more things to do, ratings, other places to visit, and more tourist information, go to the Pisa trip planner.

Traveling by car from San Gimignano to Pisa takes 1.5 hours. Alternatively, you can take a train; or take a bus. In June, daily temperatures in Pisa can reach 81°F, while at night they dip to 60°F. Finish your sightseeing early on the 30th (Thu) to allow enough time to fly back home.

Things to do in Pisa

Historic Sites · Museums · Beaches · Parks

Side Trips

Find places to stay Jun 26 — 30:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

Amalfi Coast travel guide

4.2
Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.