Custom Self-Driving Tours of Italy

start planning your trip with a local travel specialist

Travelers love kimkim

- ., traveled to in

Italy Travel Insights

Old city of Castelsardo
Map of Authentic Sardinia Drive & Hike - 12 days
Authentic Sardinia Drive & Hike - 12 days

Sardinians greet each other by saying, “A kent’annos” — “May you live to be a hundred.” Discover the landscapes that inspire these words on this incredible 12-day itinerary. Eat and drink your way through Sardinia's incredible food and heart-healthy red wine, walk alongside shepherds on rocky hillsides, and haggle for your lunch in bustling marketplaces. From stunning beaches to quiet towns this trip has it all.

Temple of Juno, an ancient Greek landmark in the Valley of the Temples outside Agrigento.
Map of 1 Week in Sicily - 3 Unique Road Trip Itineraries
1 Week in Sicily - 3 Unique Road Trip Itineraries

If you have a week in Sicily, it’s best to focus on one or two regions as opposed to trying to see everything. There's the wine country of the west, the medieval villages of the southeast and the giant Etna volcano in between. The following 7-day itineraries offer some of these attractions, plus incredible food, dramatic coastal views and a history and culture that stretches to time immemorial.

Cefalú at sunset
Map of Spectacular Self-Drive Tour Around Sicily - 14 Days
Spectacular Self-Drive Tour Around Sicily - 14 Days

Experience Sicily in all its glory by driving around the island in 2 weeks. Highlights of this tour include Palermo, a cultural melting pot with stunning monuments and vibrant local markets and Taormina, the elegant village famous for its Greek theater and the postcard views. You'll also visit Syracuse and Agrigento, with their archaeological masterpieces, and hike Mt. Etna—Europe's most active volcano.

Exploring Cinque Terre
Map of Family Road Trip: Northern Lakes, Tuscany & Italian Riviera - 14 Days
Family Road Trip: Northern Lakes, Tuscany & Italian Riviera - 14 Days

Spend two weeks exploring northern Italy at your own speed with this self-drive itinerary that allows you to choose the stops. You'll start off in the northern lakes, with Lake Como and Lake Garda offering boat tours past villas and amusement parks alike. Then make your way into Tuscany, where you'll ride a horse-drawn wagon through the countryside and explore the medieval walled city of Siena and famous art of Florence. Finish your trip in the Italian Riviera and colorful five villages of Cinque Terre.

Spend eight days exploring the vineyards and hill towns of Tuscany
Map of Tuscany Road Trip: Florence, Siena & Montepulciano - 8 Days
Tuscany Road Trip: Florence, Siena & Montepulciano - 8 Days

Combine historic hill towns, fine wines, and the Tuscan countryside for an Italian eight-day road trip to remember. Get your bearings amid the Renaissance splendor of Florence, then set out into the surrounding landscapes—basing yourself first in Siena and then in Montepulciano. Along the way, you'll experience wine tastings and workshops focused on local Chianti vintages and set off on day trips to hilltop villages like San Gimignano, Monteriggioni, and Cortona.

Florence from San Miniato al Monte Church
Map of Northern Italy Family Road Trip: Florence, Chianti, Italian Riviera, Lake Como & Lake Garda - 10 Days
Northern Italy Family Road Trip: Florence, Chianti, Italian Riviera, Lake Como & Lake Garda - 10 Days

Wheel your way through northern Italy on this road trip with stops that school-aged children and parents can enjoy, with timing adjustable to your own preferences. You'll start amid the Renaissance influences of Florence, then set out into the Tuscan countryside and Chianti Valley on winding olive- and vineyard-lined roads. From there, head to the coast to wander the beaches of the Italian Riviera and then up to Lake Como to explore its luxurious shores. Wrap up your Italian sojourn on the playful shores of Lake Garda before you return to Florence.

How it works
Chat with specialist icon Step 1
Tell us what kind of trip you want
Complete our quick travel quiz
Chat icons Step 2
Chat with a local travel specialist
Work out the details together
Credit card icon Step 3
Securely book your trip
100% satisfaction guaranteed

Meet our Local Travel Specialists

Experienced travel agents with a passion for Italy
Travel specialist Elisa Sciabica
active 16 hours ago

Elisa Sciabica

I'm Elisa, and I come from Palermo, Sicily. I'm a lover of travels in every aspects. I consider myself a citizen of the world, but I have a deep love for my land and everything it has to offer. I...

read more...
Travel specialist Eirini Daouka
active 7 hours ago

Eirini Daouka

I was born in Thessaloniki, Greece's second largest and —to my belief— most vibrant city, and a gastronomic paradise. I always loved being a traveler of my own birthplace, collecting all the city...

read more...
Travel specialist Chris Gravas
active 10 hours ago

Chris Gravas

My name is Chris and I have a passion for authentic experiences, cultural awakenings, and nature explorations. As a partner of a local boutique travel agency, I take every chance to explore Greece...

read more...
Travel specialist Melanie Rapuano
active 12 hours ago

Melanie Rapuano

My name is Melanie and I'm a Travel Specialist based here in Italy! I'm half Italian and half British and I come from a city just off the Amalfi Coast! I've always loved creating travel plans for...

read more...

Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

What an amazing trip! Martina worked closely ...
Italy | Jun 14 - Jul 1, 2025

Susan
Susan B.
Houston, TX | Reviewed on Jul 03, 2025
What an amazing trip! Martina worked closely with me to plan our trip to Italy, from Rome to Santa Margherita, to Cinque Terre, to our villa, and ending in Florence. She gave great ideas and scheduled wonderful drivers like Ileana and Simone to get us from the train station to our hotels. When our train cancelled in Pisa, Lorenzo at KimKim made sure we got picked up and got us to our hotel in Santa Margherita. We had the most amazing tour guide, Elisabetta, in Santa Margherita take us on a... Read more

What an amazing trip! Martina worked closely with me to plan our trip to Italy, from Rome to Santa Margherita, to Cinque Terre, to our villa, and ending in Florence. She gave great ideas and scheduled wonderful drivers like Ileana and Simone to get us from the train station to our hotels. When our train cancelled in Pisa, Lorenzo at KimKim made sure we got picked up and got us to our hotel in Santa Margherita. We had the most amazing tour guide, Elisabetta, in Santa Margherita take us on a beautiful walk to Portofino. And Martina's suggestion of an evening trip to Camogli was spot on. We loved watching the sunset there. Our boat tour in Cinque Terre was fabulous with Fish and Chill and the list goes on and on. Everything was thoughtfully planned and well executed. I will use KimKim again for sure.

Local specialist: Martina Venturi

Summer fun in Italy was fantastic
Italy | Jun 22 - Jul 2, 2025

M
Michael E.
Ashburn, VA | Reviewed on Jul 03, 2025
We had a wonderful experience with Kimkim and Travel12. Tasos was exceptional and insured all details for the trip were meticulously planned. Everything was run professionally and couldn’t have been smoother. Valentina was the best way to start on the golf cart tour of Rome. She is terrific. The colosseum and forum tour with Giuseppe was great with a ton of information. Every driver we had took great care of us all around Italy. The highlight of the trip was a tour of Cinque Terre with... Read more

We had a wonderful experience with Kimkim and Travel12. Tasos was exceptional and insured all details for the trip were meticulously planned. Everything was run professionally and couldn’t have been smoother. Valentina was the best way to start on the golf cart tour of Rome. She is terrific. The colosseum and forum tour with Giuseppe was great with a ton of information. Every driver we had took great care of us all around Italy. The highlight of the trip was a tour of Cinque Terre with Elisabetta, the best guide we’ve experienced! It was entertaining watching the glass blowing in Murano and the tour of Venice and St. Marks with Nico was a perfect ending to our trip. Would certainly recommend each of these excursions and the overall experience. Thanks

Hotel Reviews
Hotel Olimpia
Venice
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Hotel Palazzo Vannoni
Levanto
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Hotel Palazzo Guadagni
Florence
Authenticity & Character
Busy terrace lounge at night
Location
Noisy square. Close walk to the ponto vecchio though
Staff
Friendly staff
Cleanliness & Comfort
Hotel Capo d'Africa—Colosseo
Rome
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Local specialist: Tasos Mylonas

Amazing experience in Italy!
Italy | Jun 18 - Jun 29, 2025

Mary
Mary N.
Atlanta, GA | Reviewed on Jun 30, 2025
We had the most amazing trip to Italy! Sonia was such a gift in the planning process. She tailored the trip to our preferences and we felt like we experienced so much of the wonderful Italian culture and sites in 12 days! Sonia was very responsive and set us up with amazing tour guides (Samantha at the Vatican, Ricardo on the golf cart tour and Gabriel in Tuscany) who brought the regions to life for us. Whenever we had questions, before or during the trip, Sonia and her team were quick to... Read more

We had the most amazing trip to Italy! Sonia was such a gift in the planning process. She tailored the trip to our preferences and we felt like we experienced so much of the wonderful Italian culture and sites in 12 days!

Sonia was very responsive and set us up with amazing tour guides (Samantha at the Vatican, Ricardo on the golf cart tour and Gabriel in Tuscany) who brought the regions to life for us. Whenever we had questions, before or during the trip, Sonia and her team were quick to respond and problem-solve. We plan to use Kim Kim again in the future for our travel plans!

Hotel Review
Hotel Corallo
Sorrento

The views at this hotel were absolutely breathtaking! The staff was so warm and hospitable! They went out of their way to ensure we had a great experience. The lobby, rooms and breakfast were all wonderful and we hope to visit again if we are ever in Sorrento in the future!

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Local specialist: Sonia Vanzin
Sonia
Sonia Vanzin
Local specialist in Venice | Replied on Jul 01, 2025

Thank you so much! I’m so happy to hear you had an amazing time in Italy. It was a pleasure helping you plan your trip, and I’m thrilled you enjoyed the guides and experiences. Can’t wait to help you with your next adventure to Italy, which is always waiting!

Why travelers love kimkim

Custom trips for independent travelers who are too busy to plan
Customize your trip with the help of a local travel specialist

Kimkim has handpicked the world’s top local travel specialists so you will have peace of mind and an unforgettable trip that meets your exact requirements.

Authentic travel experiences

Kimkim’s local specialists ensure that you will have the best experience based on up-to-date local insights. On top of that, the vast majority of your money will go straight to support and grow local economies.

Secure & easy booking

Once you are happy with the trip, you can easily book via kimkim’s secure payment platform.

Local support during your trip

You can always reach your local specialist with a quick message or call in case you hit a snag during your trip, or simply want some great local recommendations.