31 days in Italy Itinerary

31 days in Italy Itinerary

Created using Inspirock Italy vacation planner

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

Route & dates

31 days in Italy Itinerary

Start: Dammam
Fly + Drive:  14​h 15​min
1
Positano
— 5 nights
Bus:  1​h 30​min
2
Naples
— 5 nights
Fly:  3​h 45​min
3
Venice
— 5 nights
Train:  2​h 30​min
4
Milan
— 4 nights
Train:  1​h 45​min
5
Florence
— 5 nights
Train:  1​h 45​min
6
Rome
— 6 nights
Fly:  12​h
End: Dammam

5
nights
Positano

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Bring the kids along to Fornillo and Lido di Ravello. Venture out of the city with trips to Sentiero dei Limoni (in Maiori), Ravello (Duomo di Ravello, Ceramiche Cosmolena di Margherita di Palma, & more) and Amalfi (Wine Tours & Tastings & Duomo di Sant'Andrea). There's still lots to do: enjoy some diversion at Tennis Al Settimo Piano, get outside with I Suoni degli Dei - Pelagos, take in panoramic vistas at Torre di Grado, and make a trip to Parocchia di San Luca Evangelista.

To find traveler tips, more things to do, reviews, and other tourist information, go to the Positano road trip app .

Dammam, Saudi Arabia to Positano is an approximately 14.5-hour combination of flight and car. Traveling from Dammam to Positano, you'll gain 2 hours due to the time zone difference. When traveling from Dammam in January, plan for slightly colder days in Positano, with highs around 15°C, while nights are about the same with lows around 10°C. Cap off your sightseeing on the 6th (Mon) early enough to catcht the bus to Naples.

Things to do in Positano

Outdoors Parks Historic Sites

Side Trips

Ravello, Praiano, Amalfi, Sentiero dei Limoni
Find places to stay Jan 1 — 6:
Highlights from your plan
Fornillo ©
Fornillo
Lido di Ravello ©
Lido di Ravello
Fishing Charters & Tours

5
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Bring the kids along to Pompeii Archaeological Park and Ospedale delle Bambole. You'll find plenty of places to visit near Naples: Odeon - Teatro Piccolo (in Pompeii) and Salerno (I Due Fratelli, Via dei Mercanti, & more). There's much more to do: get curious at Museo delle Arti Sanitarie, don't miss a visit to Piazza del Plebiscito, take in the architecture and atmosphere at Basilica Santa Restituta, and examine the collection at MUSA - Museo Universitario delle Scienze e delle Arti.

For maps, other places to visit, reviews, and other tourist information, read our Naples trip itinerary builder tool .

Traveling by bus from Positano to Naples takes 1.5 hours. Alternatively, you can drive; or do a combination of bus and subway. Traveling from Positano in January, you can expect nighttime temperatures to be slightly colder in Naples, with lows of 6°C. Wrap up your sightseeing on the 11th (Sat) early enough to travel to Venice.

Things to do in Naples

Historic Sites Museums Fun & Games

Side Trips

Salerno, Pompeii
Find places to stay Jan 6 — 11:
Highlights from your plan

5
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'll visit kid-friendly attractions like Canal Grande and Piazza San Marco. Explore the numerous day-trip ideas around Venice: Verona (Room Escape Games, Arena di Verona, & more) and Padua (MUSME - Museum of the History of Medicine of Padova & Scrovegni Chapel). Next up on the itinerary: see the interesting displays at Doge's Palace, take in the views from Ponte dei Sospiri, steep yourself in history at St Mark's Campanile, and appreciate the history behind Punta della Dogana.

To see more things to do, traveler tips, other places to visit, and other tourist information, use the Venice vacation planner.

You can fly from Naples to Venice in 4 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from Naples in January, expect Venice to be little chillier, temps between 9°C and 0°C. Finish your sightseeing early on the 16th (Thu) to allow enough time to take a train to Milan.

Things to do in Venice

Historic Sites Museums Fun & Games

Side Trips

Verona, Padua
Find places to stay Jan 11 — 16:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

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.
Kids will enjoy Duomo di Milano and Galleria Vittorio Emanuele II. Venture out of the city with trips to Monte Legnoncino (in Introzzo), Aquarium of Genoa (in Genoa) and Langhe landscapes UNESCO (in Alba). Next up on the itinerary: test your team's savvy at La Casa Maledetta, explore the historical opulence of Castello Sforzesco, stroll the grounds of Monumental Cemetery, and explore the world behind art at Pinacoteca Ambrosiana.

To see where to stay, reviews, traveler tips, and other tourist information, go to the Milan trip planner .

Traveling by train from Venice to Milan takes 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. Expect a daytime high around 9°C in January, and nighttime lows around 0°C. Cap off your sightseeing on the 20th (Mon) early enough to catch the train to Florence.

Things to do in Milan

Parks Historic Sites Nature

Side Trips

Aquarium of Genoa, Monte Legnoncino, Langhe landscapes UNESCO
Find places to stay Jan 16 — 20:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Aquarium of Genoa ©
Aquarium of Genoa
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kids will enjoy Cathedral of Santa Maria del Fiore and The Boboli Gardens. Explore the numerous day-trip ideas around Florence: Leaning Tower of Pisa (in Pisa), Le Due Torri Torre degli Asinell (in Bologna) and Siena (Museo di Storia Naturale dell'Accademia dei Fisiocritici & Piazza del Campo). The adventure continues: explore the world behind art at Gallerie Degli Uffizi, see the interesting displays at Pitti Palace, take in the views from Ponte Vecchio, and appreciate the extensive heritage of Piazza del Duomo.

To find other places to visit, photos, traveler tips, and more tourist information, refer to the Florence trip planner .

Traveling by train from Milan to Florence takes 2 hours. Alternatively, you can drive; or fly. Plan for a bit warmer temperatures traveling from Milan in January, with highs in Florence at 13°C and lows at 3°C. Wrap up your sightseeing on the 25th (Sat) to allow time to take a train to Rome.

Things to do in Florence

Historic Sites Museums Childrens Museums

Side Trips

Siena, Leaning Tower of Pisa, Le Due Torri Torre degli Asinell
Find places to stay Jan 20 — 25:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Campanile di Giotto ©
Campanile di Giotto
The Boboli Gardens ©
The Boboli Gardens

6
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Family-friendly places like Colosseum and Catacombe di San Callisto will thrill your kids. There's still lots to do: admire the local landmark of Trevi Fountain, take in the spiritual surroundings of Vatican Museums, don't miss a visit to Piazza Navona, and admire the masterpieces at Galleria Borghese.

Planning Rome trip won't be overwheling when you use's Insprock itinerary maker.

You can take a train from Florence to Rome in 2 hours. Other options are to drive; or fly. In January, daytime highs in Rome are 15°C, while nighttime lows are 4°C. Finish up your sightseeing early on the 31st (Fri) so you can travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Jan 25 — 31:
Highlights from your plan
Colosseum ©
Colosseum
Trevi Fountain ©
Trevi Fountain
Palatine Hill ©
Palatine Hill

Similar Plans

34 days in Italy BY A USER FROM AUSTRALIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 29 days in Italy BY A USER FROM UNITED KINGDOM June, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, fast-paced, hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping ATTRACTION STYLE: Hidden gems PACE: Fast-paced 32 days in Europe BY A USER FROM BRAZIL March, culture, outdoors, relaxing, romantic, historic sites, museums, slow & easy, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 39 days in Italy BY A USER FROM AUSTRALIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, fast-paced, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 33 days in Italy BY A USER FROM AUSTRALIA April, culture, outdoors, romantic, historic sites, popular & hidden gems PREFERENCES: April, culture, outdoors, romantic, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 32 days in Italy BY A USER FROM CANADA September, culture, relaxing, historic sites, slow & easy, popular & hidden gems PREFERENCES: September, culture, relaxing, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 58 days in Italy BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 60 days in Italy BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 36 days in Italy BY A USER FROM AUSTRALIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Italy BY A USER FROM LEBANON September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Fast-paced 16 days in Italy BY A USER FROM UNITED STATES April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Italy BY A USER FROM POLAND September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy
View more plans