Italy 7-Day Trips & Itineraries

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With a week to spare you can really immerse yourself in Italy’s famous locales. You could opt to spend these days traveling the coast of Sicily and visit the ancient archeological sites of the Ionian Coast, or embark on a bicycle tour of the Mt. Etna region of the island. The north of Italy is perfect for a weeklong getaway too. You could cycle amid the vineyards of Tuscany, spend a few days hiking among the peaks of the Dolomites, or make a combined trip to discover three of the most romantic cities anywhere in the world: Venice, Florence, and Rome.

Italy Travel Insights

Sunset view from the island of Alba
Map of Adventures in Southern Italy - 7 Days
Adventures in Southern Italy - 7 Days

Visit the island of Capri, the remains of Pompeii, and charming Naples on this active and culinary trip. Experience a landscape that varies from Mediterranean macchia (shrub) to cultivated terraces of citrus and olives, sampling fresh seafood, mozzarella, and pasta along the way.

An aerial view of a harbor in the Trapani province of Sicily
Map of Sicily's West Coast in 7 Days: Fishing Villages, Wineries & Archaeology
Sicily's West Coast in 7 Days: Fishing Villages, Wineries & Archaeology

This tour of Sicily starts in the island's largest city, colorful and vibrant Palermo, before continuing to the country for scenic drives and island hopping. Boat rides, visits to wineries, walks along cobblestone streets and exploration of archaeological sites are just a few of the bucket list items you can tick off on this Sicilian adventure.

Friends cycling along the famous L'Eroica
Map of Cycle the Eroica Among Tuscany's Famous Vineyards - 7 Days
Cycle the Eroica Among Tuscany's Famous Vineyards - 7 Days

Get ready, cyclists: this one's for you! The Eroica is a world-renowned vintage bike race, held annually in the hilly, vineyard-dotted region of Chianti in Tuscany. With a week to spare, you can follow the route of this legendary race, experiencing the "strade bianche" (unpaved white roads) that take you through the heart of this magnificent countryside. Between epic rides, you'll spend your free time strolling through hilltop medieval villages, sampling the local wines, and relaxing at peaceful agriturismos.

Views of Syracuse
Map of Sicilian Bike Tour - 7 Days
Sicilian Bike Tour - 7 Days

Sicily is a captivating destination, with scenic beauty, historic sites, and culinary delights. This 7-day itinerary is for the active traveler looking to experience the best of the island while cycling and walking.

Agrigento
Map of Sicily Highlights Tour - 7 Days
Sicily Highlights Tour - 7 Days

Explore the highlights of Sicily beginning in its capital of Palermo. In this cultural melting pot, the aromas of exotic spices carry from backstreet markets to cobbled throughways lined with Arab-Norman buildings. Then it's off to the Baroque gem of Catania, where en route you'll stop at Greco-Roman ruins and medieval fortress towns guarding long stretches of postcard beaches.

Mt. Etna overlooking Taormina
Map of 1 Week in Sicily: Mount Etna, the Ionian Coast & Cefalú
1 Week in Sicily: Mount Etna, the Ionian Coast & Cefalú

This region of Sicily is perhaps the most popular part of the Mediterranean's most iconic island—for good reason. Europe's largest volcano, ancient archaeological sites, shimmering turquoise waters, and easy-to-navigate resort towns are all reasons travelers flock to this region of the island in droves each year. Step slightly off the beaten path, however, and it's still possible to glimpse the Ionian coast's beauty, history, and culture.

Take in the views of the Tre Cime di Lavaredo peaks on your multiday hikes through the Dolomites
Map of Dolomites High Traverse: Hut-to-Hut Hiking in Italy - 7 Days
Dolomites High Traverse: Hut-to-Hut Hiking in Italy - 7 Days

On this seven-day trek, you'll encounter some of the world's most beautiful Alpine scenery, including Tre Cime di Lavaredo, a mountain group that includes three of the most famous peaks in Italy's Dolomites. It's a rugged adventure where you'll hike between mountain huts, traverse sheer rock walls on the famous via ferrata routes, and enjoy authentic Italian cuisine in cozy "refuge" lodges along the route.

Wine tasting in Chianti? Yes please
Map of Food & Wine in Italy: Bologna, Florence & Rome - 7 Days
Food & Wine in Italy: Bologna, Florence & Rome - 7 Days

Embark on a week-long culinary journey through Bologna, Tuscany, and Rome, savoring the best in Italy's regional produce and wine. Treat your taste buds to Parmigiano Reggiano and prosciutto in Parma, then head to Florence for, culture, Chianti, and Bistecca alla Fiorentina. A masterclass in the perfect Pizza Romana and aperitivo in the shadow of the Pantheon completes your small but perfectly formed trip.

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Meet our Local Travel Specialists

Experienced travel agents with a passion for Italy
Travel specialist Leslie Tranchina
active 1 min ago

Leslie Tranchina

Born and raised in the heart of Italy, in Bologna—a city perfectly nestled between the Dolomites and Rome—I have always been passionate about nature, hiking, culture, and savoring incredible food....

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Travel specialist Giorgia Torre
active 22 hours ago

Giorgia Torre

Born and raised in the heart of Puglia (the Boot Heel of Italy), surrounded by its rich history, breathtaking landscapes, and delicious cuisine, I started developing a burning passion for...

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Travel specialist Rita Pagano
active 22 hours ago

Rita Pagano

"Travel as much as you can, as far as you can, for as long as you can. Life is not meant to be lived in one place." This is my motto. I’m from Italy, specifically Naples (yes, the birthplace of...

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Travel specialist Melanie Rapuano
active 14 mins 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...

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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

Great Communication!
Italy | Mar 22 - Mar 27, 2026

Krissy
Krissy C.
Chicago, IL | Reviewed on Mar 29, 2026
Our travel agent was Rita. She was fantastic! When we were getting ready to officially book the trip, my father passed away. I told her we needed to pause the planning while we were grieving and mourning him. She expressed her sympathies and said just to let her know when we were ready to move forward. When I reached out to her she was ready for us. I loved the communication. While leading up to the trip I would think of a question and she would answer it quickly. She sent us an itinerary... Read more

Our travel agent was Rita. She was fantastic! When we were getting ready to officially book the trip, my father passed away. I told her we needed to pause the planning while we were grieving and mourning him. She expressed her sympathies and said just to let her know when we were ready to move forward. When I reached out to her she was ready for us. I loved the communication. While leading up to the trip I would think of a question and she would answer it quickly. She sent us an itinerary and we wanted to scale it back a little and she did. The tours she set us up with were fantastic and small group size for the Colosseum and Vatican. That was a huge plus! Part of me was a little nervous to use a Travel Agency that was strictly online but my cousin recommended them and I have no regrets. Rita and the contacts we had while on our trip were close to local time and knew the areas so that was so helpful. I would definitely book a trip with them again!

Hotel Reviews
The Glam
Rome

Great location! Walking distance to Trevi Fountain and Colosseum. Near lots of shops too.

Authenticity & Character
Location
Staff
Friendly and helpful
Cleanliness & Comfort
Ca' Pozzo Inn
Venice

Loved how quaint and quiet it was! All of the staff was friendly and helpful.

Authenticity & Character
Location
Right near a water bus stop.
Staff
Cleanliness & Comfort
Activity Reviews
Discover the Vatican: From the Museums to the Sistine Chapel
Discover the Vatican: From the Museums to the Sistine Chapel
Italy

Lots to see and lots of walking. Very crowded but that’s why having a small group was so nice. We had 6 of us in our group.

Quality of Experience
Guides, Drivers and Staff
Transport
Discover the City by Gondola
Discover the City by Gondola
Venice

So cool! Definite must do when you are in Venice. Got to go down canals you can’t get to by foot.

Quality of Experience
Guides, Drivers and Staff
Transport
Get Inside the Colosseum with Arena Access
Get Inside the Colosseum with Arena Access
Italy

Loved that it was just a group of 6 of us. So much information and got to see so many different spots around the arena.

Quality of Experience
Guides, Drivers and Staff
So friendly and knowledgeable
Transport
We did all the walking. However where to meet was not correct I’m glad I reached out to be sure where to meet.
Local specialist: Rita Pagano
Rita
Rita Pagano
Local specialist in Naples & Madrid | Replied on Mar 30, 2026

Dear Krissy, thank you so much for your kind words! I’m glad to hear that your trip to Italy was such a memorable experience. I really appreciate you taking the time to share this feedback and will forward it to our local guides. It was a real pleasure to work with you, and I hope we will keep in touch for your future trips to Europe. All my best, Rita 🥰

A great Rome planning experience with Giorgia - would definitely recommend.
Italy | Mar 18 - Mar 25, 2026

Alice
Alice W.
the Netherlands | Reviewed on Mar 26, 2026
We had a wonderful planning experience with Giorgia. She had great recommendations for things to do, not only for planned activities but also for things to do in our free time. She also listened to our wishes for some free time and the kinds of tours we were interested in. All the arranged tours went smoothly - we had information on where to meet our guides and tickets for events were included in an app for our phone. We did two food tours which were both excellent. The guides for both... Read more

We had a wonderful planning experience with Giorgia. She had great recommendations for things to do, not only for planned activities but also for things to do in our free time. She also listened to our wishes for some free time and the kinds of tours we were interested in. All the arranged tours went smoothly - we had information on where to meet our guides and tickets for events were included in an app for our phone. We did two food tours which were both excellent. The guides for both were lovely, knowledgeable and passionate about their city. We were fortunate that for both tours we were the only two with our guide so we had a very personal experience. We also did a Catacombs tour with Marco that was equally wonderful. Our hotel was conveniently located near the Piazza Navona so we could walk most everywhere.
We would definitely recommend the Kimkim service.

Hotel Review
Hotel Navona Colors
Rome

Conveniently located near the Piazza Navona on a very quiet street. For a 3-star hotel it was lovely. Room are nice size, the staff is very nice and accommodating and go out of their way to make sure you are having a good stay. The breakfast was very good.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Local specialist: Giorgia Torre

What a great trip!
Italy | Mar 12 - Mar 20, 2026

D
David F.
Atlanta, GA | Reviewed on Mar 23, 2026

What a great trip! Everything went very smoothly and the level of detail and accommodation was truly fantastic. Rita did a great job setting everything up for us and our guides from Liv Tours (Big Mama - Colosseum, Lia - Pompei, Giulia - Florence) were all exceptional! We were very impressed with the level of service we received from everyone along the way. We will cherish our memories of this trip. Thank you.

Local specialist: Rita Pagano
Rita
Rita Pagano
Local specialist in Naples & Madrid | Replied on Mar 25, 2026

Dear David, thank you so much for your kind words! I’m delighted to hear that your trip went so smoothly and that you felt well taken care of throughout the journey. It was a pleasure planning everything for you, and I hope to assist you again in the future. All my best, Rita 🥰

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