We spent 19 days in Italy including stops in Venice, Bologna, Tuscany, Rome, Naples, Capri, the Amalfi Coast and Matera. With such high expectations for Italian perfection, we fought through the depressingly mediocre and came up with our ideal 2 week Italy itinerary. Our 2 week Italy itinerary with Amalfi Coast brings you through a broad swath of culture and culinary delights.
2 Weeks in Italy
Days 1-3: Venice - get lost in the narrow streets and enjoy aperitivos along the canal
Days 4-7: Tuscany - stay at an agriturismo overlooking the countryside, eat delicious Tuscan cuisine and drink Chianti Classico wine
Days 8: Naples - eat the best pizza in the world
Days 9: Capri - explore the glamourous island and unwind at the beach
Days 10-12: Amalfi Coast - escape the crowds in the beautiful village of Furore and take a boat trip along the coast to see Positano at golden hour
Days 13-14: Matera - explore the 9,000 year old city, named Europe's capital of culture
Ultimate 2 Week Italy Itinerary with Amalfi Coast
Days 1-3: Venice
Venice is a great way to start off your journey through Italy. The ancient city built on a lagoon has gorgeous views everywhere you walk. If you're an architecture lover you will be amazed by the palaces, churches and museums you come across. Although touristy, it's one of the most unique cities in the world and shouldn't be missed.
How to get to Venice from the airport
Getting to Venice from the Marco Polo airport is easy. All you have to do is take the 'B' line water taxi directly from the airport. The price is 15 Euros per person one way. If you're up for the splurge, there are also private water taxis you can take.
Best neighborhood to stay in Venice
It’s a known fact that Venice is full of tourists, so we were happy to stay in the quieter Cannaregio neighborhood at the Una Venezia hotel. Our hotel was close to all of the tourist sights, but offered the tranquility found in the less travelled streets. The service was excellent with free tea and coffee throughout the day and free aperitivos from 6-8pm. Cold Prosecco on ice and tea sandwiches became part of our daily route before going out for dinner.
Fun things to do in Venice
Get lost in the narrow streets and eat cicchetti along the way
The first recommendation you will usually see for Venice is to “get lost” in the streets, but it’s truly the best thing to do, especially on an empty stomach! There are many narrow streets and you are bound to find a hidden café with delicious cicchetti. Cicchetti are savoury small snacks usually served in bars or low key restaurants. My favourite was salami and artichoke on a slice of baguette and Ari’s was fig and prosciutto.
Bar hop and drink Aperol Spritzes
Aperol Spritzes are claimed to have been invented in Venice and consist of an orange herbal liquor, Prosecco, and soda water. We had lots of them during our three nights there and the prices ranged from 3 Euros all the way to 12 Euros! You probably guessed that the 12 Euro Aperol spritz’s were found in St. Mark's Square, the famous piazza created in the ninth century. The cheaper Aperol spritzes were found in the less touristy areas and in bars that serve cicchetti.
Go for a boat ride in a gondola
A gondola is a traditional Venetian row boat that was once the main mode of transportation in the city. It's very romantic and great way to explore the canals, however quite pricy at a rate of 80 euros for 25-3o minutes. We weren't sure if we would be underwhelmed for the price, but it was once of our favourite things we did! A classic.
Watch the sunset from Ponte dell'Accademiaa
The most gorgeous place we saw the sunset from was the Ponte dell'Accademiaa bridge. Oranges, purples, blues, yellows and pinks lit up the sky, the historic buildings and canal.
Best place to eat in Venice:
Our favourite restaurant of the three nights and in all of Italy was Enoteca Ai Artisi. The restaurant was welcoming and the wait staff was friendly and enthusiastic. Our top dishes were the scallops, seared to perfection, and the mussels, which came in a delicious broth. I never liked mussels before and thought I would try one of Ari’s. Game changer! I had four of them. The restaurant is small, so make sure you make a reservation in advance.
Days 4-7: Tuscany
We spent three nights in the Chianti region of Tuscany and almost immediately wished we had planned for more. It was easy to unwind in the rolling hills of the countryside and our days were spent eating delicious Tuscan cuisine and drinking Chianti Classico wine. What more can you ask for!
How to get from Venice to Tuscany
It’s a breeze transferring from city to city on the train. You will have to book your train ticket from Venice to Florence and then rent a car from there to drive into the Tuscan hills. The train takes around 2.5 hours and can be booked online through Italia Rail.
Is Business class or Premium economy worth the extra price? Read our guide on things to know when traveling to Italy to see our opinion.
From the Florence train station it takes about a 45 minute drive to get into the Tuscan hills where you'll find wineries and small villages.
Staying at an agriturismo in Tuscany
We booked our stay at an agriturismo with an Italian family near the town of Panzano in the Chianti region. An agriturismo is an authentic farmhouse that serves guests. It's a fantastic way to experience the countryside and escape the bustling cities.
We stayed at Podere Felceto, a tranquil organic olive oil farm that sits on the side of a hill overlooking a tree laden valley. We were delighted to see a small bottle of Chianti wine, olive oil products and a bag of fresh lavender awaiting us in our room. Our friendly host made restaurant suggestions for us in the town of Panzano and gladly called to book us in. We also pre-booked a homemade meal from our hosts at Podere Felceto for the third night of our stay. Their daughters who went to cooking school in Florence cooked for us and it was fantastic. It was a delight to stay in and not worry about having an extra glass of wine or shot of limoncello!
Staying in an agriturismo was one of our best “hotel/airbnb” experiences so far on our trip. It felt like staying in a gorgeous chateau, however it had a homey feel and the recommendations and history we received from the host family were stellar. It felt like we were living like locals!
Where to eat in Chianti
Ristorante Oltre Il Giardino
Our first night we dined at Ristorante Oltre Il Giardino. Absolutely delicious. We ordered papardelle pasta with a wild boar sauce, rooster, and pork ribs. We started with a glass of Prosecco and then ordered a glass of the 2013 Chianti Classico, which is known to be an extraordinary year for the region.
Officina Della Bistecca
The second night we dined at Dario Cecchini's steakhouse Officina Della Bistecca. He is considered one of the most famous butchers in the world and his family has been in the butchery business for eight generations. We arrived 15 minutes early to a butcher shop filled with cheering tourists. Dario was blasting AC/DC Highway to Hell and chopping up meat with a huge cleaver. We were then invited through the back up to the top dining floor to a communal table where they brought you slab after slab of steak that was cooked on charcoal right in the same room. There were five varieties of cuts. My favourite was the beef tartare and Ari's was the bistecca florentina. Warning: if you only like your steak well done, make sure to let them know when you get there!
There are many wineries in the Chianti region to discover. Unlike some wine regions around the world where you can show up for a wine tasting, you instead need to book your wine tour in advance.
We had a wine tour at Castello di Verrazzano, which was recommended by our host. The winery was formerly an estrucan and then roman settlement. Our tour guide was passionate and we learned a lot about the history of the region and Chianti wines. It was one of the best wine tours we've ever been on. You can easily book your tour online here.
We wished we had a couple extra nights in Tuscany to explore the surrounding area and visit more wineries. We highly recommend at least four nights in the area!
Day 8: Naples
We chose Naples as our stopover along the way to Capri and the Amalfi coast, as it's a great starting hub for the region. It's also known for having the best pizza in the world.
Naples was a far cry from anything we had previously seen in Italy as it's one of the poorest cities in Europe. The only thing we knew of the city was that it's where the Italian mafia is from. Once we exited from the train station we was astonished by the shabby look of the central city and felt unsafe with strangers coming up uncomfortably close to our backpacks as we walked to our airbnb. The streets were narrow and locals drove their motorbikes very fast through crowds. It took some getting used to but ended up being ok for us.
There is an interesting charm to the city and we had the BEST PIZZA OF OUR LIVES at Sorbillo Pizza. Don't try anywhere else, just go, maybe twice! The pizzeria and its pizza maker, Gino Sorbillo, is the most famous in Naples. It's in the Michelin guide for its outstanding and tasty pizza. Ari is a pizza fanatic and it topped his list by far. It's worth it to stay for a night just for this.
Day 9: Capri
From Naples it's only an hour ferry ride away to the glamorous island of Capri. Capri is known for its beautiful coastal scenery, luxury shopping and jet-setting celebs that visit on their mega-yachts. Spend a fabulous day on the island, exploring, shopping and unwinding at the beach with an Aperol spritz.
Must do activity in Capri
Take a scenic walk down Via Mulo to Marina Piccolo Beach
The pretty walkway takes you down to the crystal clear waters of Marina Piccolo, which has free beach access. It's great for spending the day swimming and basking in the sun. There are also paid areas on the other side of the beach that will give you access to beach chairs and umbrellas.
Best places to stay in Capri
- Best for luxury: J.K. Place Capri.
- Best boutique hotel that won't break the bank: Capri Wine Hotel
- Best budget hotel: San Nicola Guesthouse
For a detailed guide on how to get to Capri from Naples, see our Capri day trip guide here.
Days 10-12: Amalfi Coast
The Amalfi Coast is one of the most scenic areas in Italy. As you drive down the rugged coastline, you'll see picturesque villages scattered along the steep ridge. The region is known for its delicious cuisine and gorgeous beaches.
How to get to Amalfi Coast from Capri
From Capri it's only a 20-30 minute ferry ride to Sorrento to start your journey to the Amalfi Coast! Once you're in Sorrento, pick up your rental car and make your way towards Positano.
We recommend renting as small of a car as possible. Driving to the Amalfi Coast was not the peaceful scenic drive you see in magazines. The roads are small, windy, and filled with speedy locals and large tour busses trying to squeeze by! It's certainly manageable, but not the slow rubbernecking coastline drive we imagined.
Best town to stay in the Amalfi Coast to escape the crowds
We stayed 45 minutes away from the touristic Positano in the quiet village of Furore, where houses are scattered across the cliff. Furore is a hidden gem, known by locals as the "hidden beauty of Neverland". Perched on the ridge, our hotel Holidays Fico D'India was easy on the budget and the perfect simple escape with beautiful sea views. Just an 8-minute walk up the hill was our favourite restaurant on the Amalfi coast, Bianca Zita Ristorante Enoteca. It has no menu but the waiter will tell you what is available that day. The fish they served was delicate and well portioned!
Top things to do in the Amalfi Coast
Take a day trip to Positano
Relax beachside in the Amalfi Coast's most famous town, Positano. The lively is a fun place to explore, dine out at and admire the views. It can be reached easily for a day trip from Furore, either by car or bus. After a day of exploring, we were happy to escape the tourists and hideaway in our quiet nature escape in Furore.
Rent a boat and see the Amalfi Coast during golden hour
About 15 minutes away from Furore, you can rent a boat and captain in the town of Amalfi. We rented a private boat with some friends to see the coast and Positano from the water. We rented a 39 foot boat and captain for four hours with the company Amalfi Boats. They had great service and a reasonable cost considering the prices to rent boats from Positano. Our captain navigated down the coast where we saw beautiful hotels, beaches, caves and an entirely different perspective of the place. It was golden hour the whole afternoon and it was a delight to go for a quick swim. We played our music from the boat and brought aperitivos and Aperol Spritzes. Now that is relaxing!
Days 13-14: Matera
Explore one of the oldest continuously lived in cities in the world. The hidden gem of our trip to Italy was Matera. The 9,000 year old city went from an ancient civilization to a poverty-stricken area and now to Europe's capital of culture and setting for Hollywood movies. The drive from Amalfi to Matera was leisurely and took 3.5 hours.
See our 2-day Matera guide including the top things to do and where to stay.
Closet airport to Matera
From Matera, it's only a one hour drive to the Bari International airport where you can drop off your rental car and fly home or to your next destination!
Our tour through the middle and southern regions of Italy was a great adventure and full of discovery. Unfortunately, Rome and Bologna did not make the list. The combination of city life in Venice, wilderness in Tuscany and scenery on the Amalfi Coast make for a diverse itinerary that changes in pace allowing you to both recharge and also to fill your sense of adventure.
See what it was like in our Italy vlogs: