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15 day honeymoon in Italy (May) - itinerary recommendations

My husband and I are going to Italy mid to end of May - flying in and out from Milan with 15 full days. We were originally going to Dolomites but due to poor planning we did not know it's not best to go end of May. I originally wanted to spend 5-6 days in Sicily to enjoy the beach and sun but I think that is not enough and should just focus on Northern Italy for this trip. We plan return maybe next year or 2028 to hit Rome, Amalfi, Capri, and Sicily.

With that said, need your help on how feasible this itinerary is, open to any feedback and changes!

Day 1 - En Route - Fly to Milan

Day 2 - Milan to Lake Como (land Milan at 6:30pm)

Day 3 - Lake Como

Day 4 - Lake Como

Day 5 - Verona

Day 6 - Venice

Day 7 - Murano and Burano

Day 8 - Florence

Day 9 - Florence

Day 10 - Florence to Tuscany Vineyard (pick up rental car)

Day 11 - Tuscany (just enjoying the rolling hills, Agriturismo, and more vineyards?)

Day 12 - Tuscany ^

Day 13 - Island of Elba (drive to Piombino and take ferry)

Day 14 - Island of Elba

Day 15 - Cinque Terre

Day 16 - Cinque Terre

Day 17 - Milan

Day 18 - Milan (fly out at noon)

Posted by
2955 posts

hey hey lilypeng1
happy honeymoon travels. you have a lot planned with short stays. check-ins 3-4pm check-outs 10-11am. do you have all your accomodations booked? you are traveling during high high season and places you're going will be very crowded, it will probably take longer traveling/driving than you think it will.
are you just spending night in verona, train to venice (?) for late afternoon, day trip to burano/murano then train to florence. spending more time traveling instead of relaxing and seeing/enjoying the city, it's your trip just be prepared for crowds, restaurants packed and will need reservations.
make sure you obtain an IDP aaa.com/IDP before leaving USA, it's mandatory for all drivers. if not a big $$$ fine. read all about laws, rules, ZTL's, is there parking, street parking is slim to none, cost of gas, using the hiway machines to receive the "voucher" and use for next stop (cash or card). where will you return car and if picking up one place and returning to another is there a drop off fee?
good luck and have a great time
aloha

Posted by
1955 posts

Hello lilypeng1, and welcome to the forum,

I have to agree that you are moving around way too much to enjoy your trip. Keep in mind that two nights in one location is only one full day sandwiched by two days of packing checking out travel checking in and unpacking. And staying one night somewhere does not even give you one full uninterrupted day.

For that reason most people here on the forum count nights and not days somewhere, it also allows you to track where and when you need to book accommodations. Then note what the travel logistics are between those locations so you have a realistic idea of how long you’re going to spend an actual transit.

For two weeks, I would recommend four or five locations tops. Maybe look for locations where you can stay put but do short day trips to experience other areas or nearby small towns.

It’s hard when there are so many things you want to do, but it is important, especially on a honeymoon to have time to relax and enjoy what you came to see. If you try to do too much you’re more likely to remember the ins and outs of Italian, trains and transit rather than The charming towns and cities.

Have a great trip,
Tod