27 days in Italy Itinerary

27 days in Italy Itinerary

Created using Inspirock Europe tour planner

This plan was created by another user. Make it your plan

Route & dates

Start: Bozeman
Fly:  15 h 30 min
1
Venice
— 2 nights
Drive:  1 h 30 min
2
Verona
— 2 nights
Drive:  2 h 15 min
3
Bellagio
— 2 nights
Drive:  4 h
4
Cinque Terre
— 2 nights
Drive:  2 h
5
Livorno
— 2 nights
Drive:  1 h 30 min
6
Florence
— 4 nights
Drive:  1 h 15 min
7
San Gimignano
— 1 night
Drive:  2 h 15 min
8
Assisi
— 2 nights
Drive:  4 h 30 min
9
Ravello
— 2 nights
Ferry:  1 h
10
Sorrento
— 2 nights
Subway + Train:  2 h 45 min
11
Rome
— 4 nights
Fly:  14 h 15 min
End: Bozeman

2
nights
Venice

Venice ©
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
You've now added I Tre Mercanti to your itinerary. On the 22nd (Thu), stop by I Tre Mercanti, take in the architecture and atmosphere at Santa Maria dei Miracoli, hunt for treasures at Mercati di Rialto, snap pictures at Ponte di Rialto, then browse the different shops at T Fondaco Dei Tedeschi, and finally stop by Prosciutto e Parmigiano ham&cheese To Go. Get ready for a full day of sightseeing on the 23rd (Fri): admire the landmark architecture of Doge's Palace, take in the views from Ponte dei Sospiri, get to know the fascinating history of Piazza San Marco, make a trip to Basilica di San Marco, then wander the streets of Campo del Ghetto, and finally take a stroll through Cannaregio.

To see ratings, where to stay, photos, and other tourist information, you can read our Venice trip itinerary planning site.

Bozeman, USA to Venice is an approximately 15.5- hour flight. You can also do a combination of car and flight; or do a combination of flight and train. Due to the time zone difference, you'll lose 8 hours traveling from Bozeman to Venice. Expect a bit warmer weather when traveling from Bozeman in April: highs in Venice hover around 21°C, while lows dip to 11°C. Finish up your sightseeing early on the 23rd (Fri) so you can catch the bus to Verona.

Things to do in Venice

Shopping Historic Sites Museums
Find places to stay Apr 21 — 23:
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
Verona

Verona ©
The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Kick off your visit on the 24th (Sat): contemplate the long history of Museo di Castelvecchio, take in the architecture and atmosphere at Basilica di San Zeno Maggiore, examine the collection at Casa di Giulietta, enjoy breathtaking views from Torre dei Lamberti, then wander the streets of Piazza delle Erbe, and finally pause for some serene contemplation at Cappella dei Notai.

For reviews, photos, ratings, and other tourist information, refer to the Verona trip planner.

Traveling by bus from Venice to Verona takes 1.5 hours. Alternatively, you can drive; or take a shuttle. In April, daily temperatures in Verona can reach 23°C, while at night they dip to 9°C. Finish up your sightseeing early on the 25th (Sun) so you can go by car to Bellagio.

Things to do in Verona

Historic Sites Shopping Neighborhoods
Find places to stay Apr 23 — 25:
Highlights from your plan
Piazza delle Erbe ©
Piazza delle Erbe
Arena di Verona ©
Arena di Verona
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

2
nights
Bellagio

Bellagio ©
Known as the pearl of Lake Como for its luxury accommodations, high-end shops, and fine dining options, Bellagio serves as the lake's premiere resort town.
Your cultural itinerary includes sights like Villa Carlotta and Chiosco Villa Carlotta. For shopping fun, head to Broletto or Profumeria Bellagio. Venture out of the city with trips to The Anglican Church of the Ascension (in Cadenabbia di Griante), Como (Spas & Cathedral of Como (Duomo)) and Micromercato Moltrasio (in Moltrasio). There's still lots to do: learn about winemaking at Enoteca Principessa, stroll around La Punta Spartivento, contemplate the long history of Moltrasio, and tour the pleasant surroundings at I Giardini di Villa Melzi.

For where to stay, traveler tips, ratings, and tourist information, refer to the Bellagio journey planner.

Traveling by car from Verona to Bellagio takes 2.5 hours. Alternatively, you can take a train; or do a combination of train and bus. In April, daily temperatures in Bellagio can reach 22°C, while at night they dip to 9°C. Finish your sightseeing early on the 27th (Tue) to allow enough time to drive to Cinque Terre.

Things to do in Bellagio

Parks Museums Historic Sites

Side Trips

Como, Tremezzina, The Anglican Church of the Ascension, Moltrasio, Micromercato Moltrasio
Find places to stay Apr 25 — 27:
Highlights from your plan
I Giardini di Villa Melzi ©
I Giardini di Villa Melzi
Villa Carlotta ©
Villa Carlotta
Enoteca Principessa ©
Enoteca Principessa

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
On the 28th (Wed), contemplate in the serene atmosphere at Oratorio dei Disciplinati di Santa Caterina, head outdoors with Cinque Terre Trails, then explore the historical opulence of Castello Doria, then hike along Footpath Monterosso - Vernazza, and finally get into the urban bustle at Vernazza. Get ready for a full day of sightseeing on the 29th (Thu): pause for some serene contemplation at Santa Margherita di Antiochia Church, take in the architecture and atmosphere at Santuario di Nostra Signora di Montenero, then appreciate the extensive heritage of Borgo Storico di Manarola, and finally take in the spiritual surroundings of Chiesa Di San Pietro.

For reviews, where to stay, photos, and more tourist information, read Cinque Terre vacation planner.

Traveling by car from Bellagio to Cinque Terre takes 4 hours. Alternatively, you can take a train; or do a combination of bus and train. In April, daytime highs in Cinque Terre are 22°C, while nighttime lows are 9°C. Finish up your sightseeing early on the 29th (Thu) so you can catch the train to Livorno.

Things to do in Cinque Terre

Historic Sites Outdoors Parks
Find places to stay Apr 27 — 29:
Highlights from your plan
Cinque Terre Trails ©
Cinque Terre Trails
Vernazza ©
Vernazza
Santa Margherita di Antiochia Church ©
Santa Margherita di Antiochia Church

2
nights
Livorno

Livorno ©
Considered one of Tuscany's newer cities, the busy port city of Livorno boasts modern charm uncharacteristic of the region.
Start off your visit on the 30th (Fri): Head underground at Grotte di Montenero, then take in the architecture and atmosphere at Santuario di Montenero, then explore the gorgeous colors at Costiera di Calafuria, and finally do a tasting at Fattoria Terre del Marchesato. Get ready for a full day of sightseeing on the next day: hunt for treasures at Mercato Centrale, look for gifts at Miss Mini - Prodotti tipici Toscani, contemplate in the serene atmosphere at Chiesa della Madonna, then don't miss a visit to Venezia Nuova, then get up close and personal with brilliant marine life at Acquario di Livorno, and finally make a trip to Terrazza Mascagni.

For traveler tips, photos, reviews, and tourist information, refer to the Livorno road trip planning tool.

You can take a train from Cinque Terre to Livorno in 2 hours. Another option is to drive. Expect a daytime high around 22°C in April, and nighttime lows around 9°C. Finish your sightseeing early on the 1st (Sat) to allow enough time to take a shuttle to Florence.

Things to do in Livorno

Parks Wildlife Shopping

Side Trip

Fattoria Terre del Marchesato
Find places to stay Apr 29 — May 1:
Highlights from your plan
Acquario di Livorno ©
Acquario di Livorno
Fattoria Terre del Marchesato ©
Fattoria Terre del Marchesato
Santuario di Montenero ©
Santuario di Montenero

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Satisfy your inner culture vulture at Cathedral of Santa Maria del Fiore and Pitti Palace. Do your shopping at Art Gallery Studio Iguarnieri and Via della Vigna Nuova. Step out of Florence to go to Santa Brigida and see Castello del Trebbio, which is approximately 36 minutes away. And it doesn't end there: explore the world behind art at Florence Academy of Fine Arts, contemplate in the serene atmosphere at The Baptistery of St. John, appreciate the extensive heritage of Piazza della Signoria, and take in the exciting artwork at M.G. Design.

For photos, where to stay, more things to do, and more tourist information, use the Florence trip itinerary planner.

You can take a shuttle from Livorno to Florence in 1.5 hours. Alternatively, you can drive; or take a train. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Wrap up your sightseeing on the 5th (Wed) to allow time to drive to San Gimignano.

Things to do in Florence

Historic Sites Museums Shopping

Side Trip

Castello del Trebbio
Find places to stay May 1 — 5:
Highlights from your plan
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Piazzale Michelangelo ©
Piazzale Michelangelo

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.
On the 6th (Thu), make a trip to San Gimignano Bell Tower, contemplate the long history of Torre Grossa, don't miss a visit to Duomo di San Gimignano, then view the masterpieces at La Bottega del Sale di Duccio Nacci photographer, then get engrossed in the history at Torre e Casa Campatelli, and finally don't miss a visit to Piazza della Cisterna.

For other places to visit, more things to do, traveler tips, and more tourist information, refer to the San Gimignano vacation builder app.

Getting from Florence to San Gimignano by car takes about 1.5 hours. Other options: take a bus; or do a combination of train and bus. In May, daily temperatures in San Gimignano can reach 25°C, while at night they dip to 13°C. Wrap up your sightseeing on the 6th (Thu) early enough to drive to Assisi.

Things to do in San Gimignano

Historic Sites Wineries Museums
Find places to stay May 5 — 6:
Highlights from your plan
Podere La Marronaia- Sosta Alle Colonne ©
Podere La Marronaia- Sosta Alle Colonne
Duomo di San Gimignano ©
Duomo di San Gimignano
Torre Grossa ©
Torre Grossa

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 7th (Fri), take in the spiritual surroundings of Eremo delle Carceri, get a taste of the local shopping with B.A.T. Assisi, look for gifts at Art Leather, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then get to know the fascinating history of Piazza Superiore di San Francesco, and finally step into the grandiose world of Rocca Maggiore. Here are some ideas for day two: do a tasting at Tili Vini Societa Agricola, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, then do a tasting at Azienda Agraria Saio, then do a tasting at BIBENDA ASSISI WINE BAR-WINE VINO, CHOCOLATE, OLIVE OIL,TRUFFLE TASTING, and finally contemplate in the serene atmosphere at Cripta di San Francesco.

For photos, ratings, more things to do, and other tourist information, refer to the Assisi holiday planning website.

Drive from San Gimignano to Assisi in 2.5 hours. Alternatively, you can take a bus; or take a bus. May in Assisi sees daily highs of 26°C and lows of 13°C at night. Wrap up your sightseeing on the 8th (Sat) early enough to drive to Ravello.

Things to do in Assisi

Historic Sites Wineries Shopping
Find places to stay May 6 — 8:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

2
nights
Ravello

Ravello ©
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Head to Ceramiche Cosmolena di Margherita di Palma and Ravello Artefor some retail therapy. Villa Rufolo and Villa Cimbrone Gardens will appeal to history buffs. There's lots more to do: view the masterpieces at Ceramiche d'Arte Carmela, ponder the design of Fontana sant'Andrea, take in the spiritual surroundings of San Giovanni del Toro, and contemplate the long history of Duomo di Ravello.

For where to stay, photos, traveler tips, and more tourist information, you can read our Ravello route planner.

Traveling by car from Assisi to Ravello takes 4.5 hours. Alternatively, you can do a combination of train and subway; or do a combination of train and bus. Plan for a bit warmer nights when traveling from Assisi in May since evenings lows in Ravello dip to 21°C. Wrap up your sightseeing on the 11th (Tue) early enough to ride a ferry to Sorrento.

Things to do in Ravello

Historic Sites Museums Shopping

Side Trips

Amalfi, Palazzo Mezzacapo, Parrocchia San Giovanni
Find places to stay May 8 — 11:
Highlights from your plan
Ceramiche Cosmolena di Margherita di Palma ©
Ceramiche Cosmolena di Margherita di Palma
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

2
nights
Sorrento

Sorrento ©
A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Kick off your visit on the 11th (Tue): take in the spiritual surroundings of St Francis Church and Convent and then make a trip to Piazza Tasso.

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

Getting from Ravello to Sorrento by ferry takes about an hour. Other options: do a combination of taxi and subway; or drive. Traveling from Ravello in May, plan for slightly colder nights in Sorrento, with lows around 18°C. Finish your sightseeing early on the 13th (Thu) to allow enough time to travel to Rome.

Things to do in Sorrento

Outdoors Parks Beaches

Side Trip

Positano
Find places to stay May 11 — 13:
Highlights from your plan
Fornillo ©
Fornillo
Ceramica Assunta ©
Ceramica Assunta
Spiaggia Grande ©
Spiaggia Grande

4
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Shop till you drop at Via Condotti and Porta Portese. Do some cultural sightseeing at Pantheon and Villa Adriana. There's much more to do: appreciate the extensive heritage of Piazza Navona, pause for some serene contemplation at Church of St. Louis of the French, contemplate the long history of Palatine Hill, and explore the different monuments and memorials at Catacombs of Saint Callixtus.

Plan my trip to Rome with suggested itineraries provided by Inspirock.

You can do a combination of subway and train from Sorrento to Rome in 3 hours. Alternatively, you can drive; or take a bus. In May, daily temperatures in Rome can reach 28°C, while at night they dip to 17°C. Wrap up your sightseeing on the 17th (Mon) early enough to travel back home.

Things to do in Rome

Historic Sites Museums Shopping

Side Trips

Vatican City, Villa Adriana
Find places to stay May 13 — 17:
Highlights from your plan
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica
Colosseum ©
Colosseum

Similar Plans

30 days in Italy BY A USER FROM ISRAEL September, culture, outdoors, historic sites, museums, wildlife, popular & hidden gems Preferences: September, culture, outdoors, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Medium 29 days in Italy BY A USER FROM UNITED STATES June, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, popular & hidden gems Preferences: June, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums Attraction style: Popular & hidden gems Pace: Medium 29 days in Italy & Monte-Carlo BY A USER FROM UNITED STATES March, culture, outdoors, romantic, beaches, historic sites, museums, wildlife, fast-paced, popular sights Preferences: March, culture, outdoors, romantic, beaches, historic sites, museums, wildlife Attraction style: Popular sights Pace: Fast-paced 31 days in Europe BY A USER FROM CANADA March, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: March, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 29 days in Italy BY A USER FROM AUSTRALIA September, culture, beaches, museums, hidden gems Preferences: September, culture, beaches, museums Attraction style: Hidden gems Pace: Medium 31 days in Italy BY A USER FROM ARMENIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 30 days in Italy, Croatia & France BY A USER FROM UNITED KINGDOM June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular sights Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Slow & easy 58 days in Europe & Asia BY A USER FROM NEW ZEALAND December, teens, kids, culture, outdoors, historic sites, museums, wildlife, popular & hidden gems Preferences: December, teens, kids, culture, outdoors, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Medium 28 days in Venice BY A USER FROM INDIA March, teens, popular sights Preferences: March, teens Attraction style: Popular sights Pace: Medium 29 days in Africa, Europe, South America, South Pacific, Asia & Canada BY A USER FROM SRI LANKA June, culture, outdoors, relaxing, beaches, popular & hidden gems Preferences: June, culture, outdoors, relaxing, beaches Attraction style: Popular & hidden gems Pace: Medium 31 days in Africa, Asia & Europe BY A USER FROM AUSTRALIA April, historic sites, museums, popular sights Preferences: April, historic sites, museums Attraction style: Popular sights Pace: Medium 31 days in Europe BY A USER FROM UNITED KINGDOM April, culture, relaxing, beaches, historic sites, museums, popular & hidden gems Preferences: April, culture, relaxing, beaches, historic sites, museums Attraction style: Popular & hidden gems Pace: Medium
See more plans