Italy: From Rome - The Amalfi Coast
1. Rome: Been there, done that. Twice. And I would go back again in a heartbeat. They do say if you throw a coin in the Trevi Fountain, you'll return to Rome someday.
I highly recommend staying in an airbnb to get the true Roman experience. It's just one of those places where you want to feel like you live there because the locals are so dang cool - passionate and beautiful and full of life! My biggest conflict with Rome is not wanting to be a sightseer there. The first time I went to Rome was back in 2011 and we did Rome in a day - the Vatican, St. Peter's Basilica, Trevi Fountain, Sistine Chapel, The Roman Forum...the list goes on! It was just an okay experience. I mean, most people go to Rome for all of those things so yes, go see them. But don't lose sight of the fact that the streets alone are culturally rich - with beautiful spots to hang out, people-watch and read a book. Which is why I was so glad I returned...so I could just sit back and soak it all in.
And oh! Wear your walking shoes, look out for pesky vendors on the streets & if you go in June/July be ready for some serious heat.
2. Sorrento: From Roma Termini, there are trains that go every which way. To get from Rome to Sorrento, you first need to connect in Naples. Warning: the train from Naples to Sorrento is kinda miserable. It's jam packed and there are lots of stops; HOWEVER, it's worth every minute. (If you're traveling with a big group, it might be worth it to share a private car for like $120, which we did on the way back to the airport). We are so glad we stayed in Sorrento instead of one of the smaller coastal towns because there was much more to do and great public transportation options to explore the coastline near and far.
3. Capri: One day we took a ferry to Capri (my second time there as well and even better Round 2). This was one of the highlights of my trip because we did it right. We split the cost of $120 to charter a private boat with Alfonso* and got to spend 2.5 hours on the water, going around the entire island, stopping wherever we wanted to jump out and swim around. Can't beat that!
*Alfonso Tizzano: firstname.lastname@example.org
4. Positano: As magical as you'd imagine. From Sorrento, take one of the many busses that run daily along the windy cliffside (cough,cough,carsick). It is between 1.5-2 hours but that leaves you more than enough time to see the small town of Positano, have a romantic dinner on the Tyrrhenian Sea, and take a late bus back to Sorrento. There's not much that can go wrong in Positano, except maybe miss the bus back home because you're so enchanted by its charm. However, on Via Marina Grande, there's a tourist office next-door to Capricci restaurant. There, you can find an updated bus schedule.
5. Furore > Amalfi: A friend recommended I stop by the Fiordo di Furore on my way to Amalfi. Honestly, I wish we stayed there all day and never went to Amalfi. On this secluded beach situated beneath the world's smallest bridge (not by Guinness standards necessarily), the views are quaint, the water's warm & the swim out to sea is adventurous. Amalfi is really just a more crowded and arid Positano with a less accommodating beach. I say skip it.