Hi all
I've been following the reddit for a few months and have seen some great recommendations and suggestions for people's itinerary and I was hoping I could get some feedback for my own!

The way I have laid it out is via location that has Day1/Day 2 etc but that's just for me to see what to do in a single day, not necessarily in that specific order. I've grabbed a lot of this just from either googling things to do or yoinked from other itineraries.

Things get a bit difficult and I'd really appreciate some advice here on what to do, after Florence. I was thinking of heading to Cinque Terre to relax and not do too much for a day or two then I could either

• Head to Venice from Cinque Terre (5 hr train trip which would mean an extra day might be nice to stay and relax ( 3 days)
• Or go through Turin/Milan/Lake Garda to break up the travel and stay a night in each place while being able to see more of Italy (roughly 2 hrs travel a day - which does seem a little tiring)

Should I just expand my trip a little bit, say an extra 2-3 days, to be able to see Turin/Milan etc more comfortably?

Is it worth spending more time in Florence so I can go to both of the tours that I have linked in that section? And maybe spend an extra day in Rome or Sicily? Then just go straight to Venice?
Should Cinque Terre just be a day trip from Florence to save some extra travel time?

Any feedback or suggestions at all would be greatly appreciated!

Rome 4-5 days 1st-5th September

Day 1 - 6am arrival

Spanish Steps, Trevi fountain, pantheon, piazza navona, largo di torre argentina - (villa borghese)

Day 2 - Colosseum

Colloseum, roman forum, palatine hill, arch of constantine, via dei fori imperiali, monument to victor emmanuel (vittoriano) 

Day 3 - Vatican

Vatican museums, St Peter’s Basilica, Castel Sant’Angelo, sistine chapel

Day 4

Capitoline Museums

Galleria Colonna - open Saturdays?

Day 5

Open day

Travel in afternoon/evening to naples - Train

Naples - 3-4 days 6th-10th September

Day 1

Path of the Gods walk

Agerola (Bomerano) > Nocelle/Positano

Day 2

Pompeii/Herculaneum

Day 3

Museums/Galleries etc

Day 4

Free day/Fly to Catania (or is the ferry nice)

Sicily 6/7 days

Catania 3 days 11th-14th September

Day one

Train around Etna volcano

Winery?

Day two - beach day

Cable car from taormina to mazzaro

Isola bella beach

Day three

Noto/Syracuse?

Day four

Free day/Travel via train to Palermo 3 hrs

Optional

Messina Cathedral (probably trim this)

Palermo - 3 days 15th-17th September

Day one - Local sites (Potentially 2 days?) 15/9

Palermo cathedral, 

Church of St Mary of the Admiral/Chiesa di Santa Caterina

Piazza Pretoria/Quattro Canti

Church of the Gesu

Palatine Palace/Chapel

Day Two

Favingana bike rental

Day Three

Morning Activity/Afternoon travel (Fly to Florence)

Florence/Tuscany - 5 days?  18th-22nd/23rd September

Day one - Duomo/Uffizi

Brunelleschi’s Dome

Crypt of Santa Reparata, Museum & Baptistery of St. John, Giotto's bell tower

Uffizi gallery

Basilica Saina Croce

Day Two

Academia

Santa Maria Novella Church

Mercato San Lorenzo

Capelle Medici

Day Three

Santa maria del carmine

Boboli Gardens

Palazzo Pitti

Piazzale Michelangelo

Day Four

Pisa

Day Five and potential 6

2 potential guided tours

Monteriggioni/Montalcino/Pienza

San Gimignano/Siena

Potentially

Arnolfo Tower

Bologna?

Cinque Terre - 2/3? days 22nd(23rd)-24th(25th) September

Day one

Travel and arrive

Beach

Relax

Day two

Mainly relaxing/travel to Venice/Milan?

Venice 3 days

Day One

Piazza San Marco, Basilica, Companile

Palazzo Ducale

Museo Correr

Chiesa di San Giorgio dei Greci

Day two

Camp San Barnaba

Academia/Guggenheim

Basilica Santa Maria 

Rialto Bridge

Day three

Murano

Torcello

Burano

Day Four - Travel Home 29th September (possibly extension)