29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy planner

Plan created by another user.Make it yours

Route & dates

1
Alghero
— 1 day
2
Capri
— 3 nights
3
Amalfi
— 4 nights
4
Ischia
— 1 night
5
Palermo
— 2 nights
6
Rome
— 4 nights
7
Florence
— 5 nights
8
Cinque Terre
— 4 nights
9
Milan
— 4 nights

1
day
Alghero

Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
On the 7th (Tue), get up close to creatures of the deep with a dolphin and whale watching tour.

To see photos, traveler tips, where to stay, and other tourist information, use the Alghero vacation planner.

Toronto, Canada to Alghero is an approximately 14.5-hour flight. Due to the time zone difference, you'll lose 6 hours traveling from Toronto to Alghero. Expect a bit warmer weather when traveling from Toronto in September: highs in Alghero hover around °C, while lows dip to °C. Cap off your sightseeing on the 7th (Tue) early enough to travel to Capri.

Things to do in Alghero

Tours Outdoors Wildlife
Highlights from your plan
Dolphin & Whale Watching

3
nights
Capri

The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Capri is known for nature, parks, and historic sites. Your plan includes some of its best attractions: get great views at Belvedere Cannone, make a trip to Piazza Umberto I, take in panoramic vistas at Belvedere di Tragara, and identify plant and animal life at Parco Astarita.

To find out how to plan a trip to Capri, use our trip itinerary maker.

Traveling by flight from Alghero to Capri takes 5 hours. Alternatively, you can do a combination of train and ferry; or do a combination of bus and ferry. Traveling from Alghero in September, you can expect nighttime temperatures to be somewhat warmer in Capri, with lows of °C. Finish your sightseeing early on the 10th (Fri) to allow enough time to ride a ferry to Amalfi.

Things to do in Capri

Outdoors Tours Parks
Highlights from your plan
Speed Boats Tours
Belvedere Cannone ©
Belvedere Cannone
I Faraglioni
I Faraglioni

4
nights
Amalfi

Amalfi ©
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.
You'll find plenty of places to visit near Amalfi: Monte Finestra (in Tramonti), Praiano (Spiaggia della Gavitella & Torre di Grado) and Positano (Fornillo, Bagni d'Arienzo Beach Club, Positano, &more). The adventure continues: admire the landmark architecture of Villa Rufolo, stroll through Spiaggia di Atrani, sample the fine beverages at Liquorificio Mansi Carlo, and head outdoors with I Suoni degli Dei - Pelagos.

For traveler tips, reviews, photos, and more tourist information, go to the Amalfi trip site.

You can ride a ferry from Capri to Amalfi in 1.5 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. In September, plan for daily highs up to °C, and evening lows to °C. Finish your sightseeing early on the 14th (Tue) so you can travel to Ischia.

Things to do in Amalfi

Outdoors Parks Beaches

Side Trips

Ravello, Praiano, Positano, Spiaggia di Atrani, Monte Finestra
Highlights from your plan
Fornillo ©
Fornillo
Boat Tours & Water Sports
Villa Rufolo ©
Villa Rufolo

1
night
Ischia

Ischia ©
Ischia is a volcanic island in the Tyrrhenian Sea. Start off your visit on the 15th (Wed): make a trip to Castello Aragonese d'Ischia and then enjoy the sand and surf at Gardenia Mare.

To see maps, other places to visit, reviews, and other tourist information, go to the Ischia trip builder website.

You can do a combination of taxi and ferry from Amalfi to Ischia in 3 hours. Other options are to ride a ferry; or do a combination of bus and ferry. In September, daytime highs in Ischia are °C, while nighttime lows are °C. Wrap up your sightseeing on the 15th (Wed) to allow time to travel to Palermo.

Things to do in Ischia

Beaches Outdoors Parks

Side Trip

Gardenia Mare
Highlights from your plan
Gardenia Mare ©
Gardenia Mare
Castello Aragonese d'Ischia ©
Castello Aragonese d'Ischia

2
nights
Palermo

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Kick off your visit on the 16th (Thu): savor the flavors at Food & Drink, pause for some serene contemplation at Chiesa Inferiore della Cappella Palatina, thenadmire the landmark architecture of Norman Palace, and finally make a trip to Cattedrale di Palermo. Here are some ideas for day two: explore the different monuments and memorials at Catacombe dei Cappuccini, pause for some serene contemplation at Duomo di Monreale, thenexamine the collection at Museo del Motorismo Siciliano e della Targa Florio di Termini Imerese, and finally see the interesting displays at Museo dell'Acciuga.

To find ratings, photos, reviews, and more tourist information, use the Palermo tour planner.

Traveling by flight from Ischia to Palermo takes 7 hours. Alternatively, you can ride a ferry; or do a combination of ferry and train. Cap off your sightseeing on the 17th (Fri) early enough to travel to Rome.

Things to do in Palermo

Historic Sites Tours Museums

Side Trips

Museo del Motorismo Siciliano e della Targa Florio di Termini Imerese, Duomo di Monreale, Museo dell'Acciuga
Highlights from your plan
Food Tours
Cattedrale di Palermo ©
Cattedrale di Palermo
Norman Palace ©
Norman Palace

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.
Rome is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: make a trip to St. Peter's Basilica, steep yourself in history at Roman Forum, wander the streets of Trastevere, and admire the masterpieces at Galleria Borghese.

For ratings, reviews, photos, and tourist information, use the Rome trip maker tool.

Getting from Palermo to Rome by flight takes about 4.5 hours. Other options: take a bus; or take a train. In September, plan for daily highs up to °C, and evening lows to °C. Cap off your sightseeing on the 21st (Tue) early enough to catch the train to Florence.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Colosseum ©
Colosseum
Pantheon ©
Pantheon

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore the numerous day-trip ideas around Florence: Siena (Biblioteca Comunale degli Intronati, Duomo di Siena, &more). Next up on the itinerary: don't miss a visit to Piazzale Michelangelo, admire the natural beauty at The Boboli Gardens, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and admire the landmark architecture of The Baptistery of St. John.

To find traveler tips, ratings, and more tourist information, you can read our Florence trip planning site.

You can take a train from Rome to Florence in 2.5 hours. Alternatively, you can drive; or fly. Expect a daytime high around °C in September, and nighttime lows around °C. Wrap up your sightseeing on the 26th (Sun) early enough to drive to Cinque Terre.

Things to do in Florence

Historic Sites Museums Shopping

Side Trip

Siena
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Piazzale Michelangelo ©
Piazzale Michelangelo
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

4
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.
When in Cinque Terre, make a side trip to see Sun Beach in Sestri Levante, approximately Sestri Levante away. There's lots more to do: hike along Cinque Terre footpaths, stroll through Footpath Monterosso - Vernazza, learn about winemaking at Terra di Bargon, and appreciate the extensive heritage of Cinque Terre Trails.

For reviews, ratings, other places to visit, and more tourist information, read our Cinque Terre trip maker app.

Getting from Florence to Cinque Terre by car takes about 2.5 hours. Other options: take a train. Expect a daytime high around °C in September, and nighttime lows around °C. Finish your sightseeing early on the 30th (Thu) to allow enough time to drive to Milan.

Things to do in Cinque Terre

Outdoors Parks Trails

Side Trip

Sun Beach
Highlights from your plan
Cinque Terre footpaths ©
Cinque Terre footpaths
Sun Beach ©
Sun Beach
Vernazza ©
Vernazza

4
nights
Milan

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
You'll find plenty of places to visit near Milan: Bellagio (Kayaking & Canoeing & Parco di Villa Serbelloni), Chiesa di San Giorgio (in Mandello del Lario) and Verona (Liston, Arena di Verona, &more). There's much more to do: contemplate in the serene atmosphere at Duomo di Milano, admire the verdant scenery at Valchiavenna, stroll the grounds of Monumental Cemetery, and admire the landmark architecture of Galleria Vittorio Emanuele II.

For photos, more things to do, maps, and other tourist information, read Milan trip builder app.

You can drive from Cinque Terre to Milan in 3 hours. Another option is to take a train. September in Milan sees daily highs of °C and lows of °C at night. Cap off your sightseeing on the 4th (Mon) early enough to travel back home.

Things to do in Milan

Historic Sites Museums Tours

Side Trips

Verona, Bellagio, Chiesa di San Giorgio, Valchiavenna
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Arena di Verona ©
Arena di Verona
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II

Similar Plans

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 31 days in Europe BY A USER FROM INDONESIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium 31 days in Italy BY A USER FROM AUSTRALIA July, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular & hidden gems Preferences: July, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 28 days in Europe BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems Preferences: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Fast-paced 59 days in Europe BY A USER FROM UNITED KINGDOM September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 31 days in Europe BY A USER FROM UNITED STATES July, culture, relaxing, romantic, historic sites, museums, popular & hidden gems Preferences: July, culture, relaxing, romantic, historic sites, museums Attraction style: Popular & hidden gems 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 60 days in Europe BY A USER FROM EGYPT March, teens, outdoors, relaxing, romantic, beaches, shopping, wildlife, fast-paced, popular sights Preferences: March, teens, outdoors, relaxing, romantic, beaches, shopping, wildlife Attraction style: Popular sights Pace: Fast-paced 34 days in Europe BY A USER FROM PARAGUAY June, teens, culture, outdoors, romantic, historic sites, museums, shopping, fast-paced, popular sights Preferences: June, teens, culture, outdoors, romantic, historic sites, museums, shopping Attraction style: Popular sights Pace: Fast-paced 42 days in Italy BY A USER FROM AUSTRALIA April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, popular & hidden gems Preferences: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums Attraction style: Popular & hidden gems Pace: Medium 23 days in Europe BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems Preferences: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Fast-paced 3 days in Rome BY A USER FROM TURKEY August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems Preferences: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Fast-paced
See more plans