How I'd Spend 3 Weeks in Southern Italy: My Recommended Itinerary
Three weeks in Southern Italy taught me one important lesson: you can't see everything, and you shouldn't try.
Rather than racing from city to city, we chose to spend longer in each destination. This was a great way to see everything we wanted to. Those slower days gave us time to discover neighborhood cafés, take evening walks, return to favorite restaurants, and experience each place beyond its major attractions.
Over the past few weeks, I've shared everything from how I planned this trip and packed for three weeks abroad to my reflections on what Italy reminded me about living well. Now that I've had time to look back on the journey, I wanted to share the itinerary I'd genuinely recommend to a friend.
If you're planning your own Southern Italy adventure, here's exactly how I'd spend three unforgettable weeks.
Stop 1: Sicily (7 Nights)
Why I Loved It
If I could only return to one place from this trip, it would probably be Sicily.
It felt completely different from the rest of Italy. The food, architecture, pace of life, and even the personalities of the people all felt wonderfully distinct. Everywhere we went, Sicilians were warm, passionate, funny, and incredibly proud of their island.
For me, Sicily captured everything I love about slow travel.
Favignana, Sicily.
If You Only Do One Thing...
Spend a few nights on Favignana.
Rent an e-bike, cycle between hidden beaches, swim in unbelievably clear water, and enjoy some of the best seafood you'll ever eat.
It's one of those places where life immediately slows down.
Where I'd Stay
Palermo
Stay in Centro Storico.
You'll be within walking distance of beautiful churches, markets, restaurants, and many of Palermo's main attractions.
Favignana
Stay close to the ferry port.
The island is small, but staying central makes exploring by bicycle incredibly easy.
I also highly recommend I Pretti Resort.
Taormina
Stay near Corso Umberto so you can walk everywhere.
Favorite Experience
A view of the vineyard near Mt. Etna.
Our wine tour in Sicily perfectly captured the spirit of the island. We visited two wineries near Mt. Etna and learned how the rich volcanic soil helps to grow delicious grapes to make wine.
Sitting among the vineyards with a glass of local wine, incredible food, and beautiful views reminded me why I love slowing down while traveling.
Read More
LINK: Palermo reel
LINK: Taormina reel
Stop 2: Amalfi Coast (7 Nights)
Why I Loved It
The Amalfi Coast somehow manages to live up to the hype.
The coastline is breathtaking, the seafood is incredibly fresh, and every little town feels like a postcard.
On our boat tour with Positano behind us.
If You Only Do One Thing...
Take a boat tour.
The Amalfi Coast was meant to be seen from the water.
Looking back toward the colorful villages built into the cliffs was one of the highlights of our entire trip.
Where I'd Stay
I highly recommend staying in Minori or Maiori.
While Positano and Amalfi receive most of the attention, I loved staying somewhere quieter.
Our hotel was less expensive, the atmosphere felt more local, and ferries made day trips incredibly easy. Amalfi Town was only a 5-minute ferry ride away, and Positano was about 40.
Each evening we could return to a peaceful town instead of battling the crowds.
Favorite Experience
Hiking the Path of the Lemons.
Walking the Path of the Lemons between Minori and Maiori.
It combines incredible coastal views, lemon groves, and small villages into one beautiful walk.
If you do it, stop at Golden Dream Lemon Farm along the way.
Explore More
LINK: Path of the Lemons reel
LINK: Golden Dream Lemon Farm reel
LINK: Amalfi Coast Hidden Gem reel
LINK: How I Spent a Day in Amalfi Town reel
LINK: Ravello reel
LINK: Positano reel
Stop 3: Sorrento (3 Nights)
Why I Loved It
Sorrento is elegant, lively, and filled with wonderful restaurants and shopping.
While many travelers use it as their Amalfi Coast base, I personally preferred staying in Minori and visiting Sorrento for a few days.
If You Only Do One Thing...
Have dinner at Addu Mamma.
There are only a handful of tables, it's family-run, and watching the owners cook while chatting with guests made the entire evening memorable. I’d recommend booking a table well in advance.
Where I'd Stay
Stay close to Piazza Tasso.
It's central, walkable, and makes exploring the city incredibly easy.
Favorite Experience
Walking down to Marina Grande at sunset.
Watching fishing boats come in while eating seafood by the water felt wonderfully authentic.
We loved dinner at La Finestrella.
Reserve ahead if you'd like a table overlooking the water.
Read More
LINK: Sorrento reel
Stop 4: Naples (4 Nights)
Why I Loved It
Naples completely exceeded my expectations.
Before visiting, I'd mostly heard stories about traffic, graffiti, pickpockets, and chaos.
While it's always important to stay aware in any major city, what I actually found was creativity, resilience, incredible food, fascinating history, and some of the warmest, funniest people we met during our trip.
Naples felt real.
If You Only Do One Thing...
Watch sunset from Castel Sant'Elmo.
The view across Naples toward Mount Vesuvius is unforgettable.
Afterward, head to Trattoria da Nennella for one of the liveliest restaurant experiences you'll ever have.
Naples street art.
Where I'd Stay
Centro Storico.
It's walkable, vibrant, and full of character.
Favorite Experience
Honestly?
Simply wandering.
Some of my favorite memories came from exploring narrow streets, browsing shops, discovering murals, stopping for a spritz in a piazza, and listening to someone singing from their apartment balcony.
Those weren't planned moments.
They're simply the memories that stayed with me.
Read More
LINK: Naples guide reel
LINK: Naples street art reel
Quick Planning Tips
Fly into Palermo and home from Naples (or vice versa) to avoid backtracking.
Book accommodation early, especially along the Amalfi Coast.
Reserve popular restaurants several weeks in advance during the summer.
Ferries are incredibly easy to book using the Ferry Hopper app.
Bring comfortable walking shoes, you'll use them constantly.
Don't try to squeeze too much into each day. Southern Italy is best enjoyed slowly.
At the Teatro Antico di Taormina.
If I Were Planning This Trip Again...
Bike riding in Favignana, Sicily.
I'd Skip...
Spending too much time in Taormina.
It's undeniably beautiful, but I personally found it much more polished and tourism-focused than the rest of Sicily.
If I returned, I'd probably spend only one or two nights there before exploring somewhere like Cefalù, Siracusa, or Catania instead.
I'd Budget...
The Amalfi Coast was easily the most expensive destination on our trip.
For three weeks, I'd estimate roughly $10,000–12,000 USD for two people, depending on your accommodation choices, dining preferences, and shopping.
My Biggest Surprise
Enjoying a pizza in Naples.
How much I loved Naples.
It challenged many of my assumptions and ended up becoming one of the most memorable cities we visited.
Sometimes the places we know the least about end up teaching us the most.
My Favorite Destination
Sicily.
Even after spending a week there, I left feeling like I'd barely scratched the surface.
There are still so many places I'd love to explore - Catania, Siracusa, Cefalù - and I already know I'll return someday.
Final Thoughts
Southern Italy reminded me why I love slow travel.
Rather than trying to check every destination off a list, spending several days in each place gave us time to discover neighborhood cafés, morning routines, evening walks, and those quiet moments that often become the memories we treasure most.
If I planned this trip again, I'd change surprisingly little, and I think that's the best compliment I could give it.
If you're planning a trip to Southern Italy, I hope this itinerary helps you create your own unforgettable memories.
If you'd like even more ideas, you can also read:
LINK: How I Prepare for Long-Term International Travel
LINK: What Italy Reminded Me About Living Well
Until next time - keep saying yes to the adventure.