My partner and I will be traveling with another couple to Naples, Amalfi Coast and Capri the beginning of June 2025. Our tentative plan is to spend 2 nights in Naples, 4 nights in Amalfi (most likely based in Positano), and two nights in Capri.

We are all in our 40s and early 50s. We have no desire to rush around to see all the things. The vibe of our trip is pretty chill. We’re more into leisurely exploring the towns, soaking up the scenery, and seeing the important sights. And, of course, the food, wine and limoncello.

When we travel with our friends we usually rent a villa/ apartment together and planned to do this during our time in Amalfi. Does anyone have a recommended website to find rentals? I really only have experience with Airbnb and wasn’t sure if there is a better choice for this area.

Would Positano be the best place to base ourselves for our time in Amalfi?

What’s the general opinion on rentals in Naples & Capri? Would it be better to stay in hotels or could we do a rental in these places too?

Are the ferries easy to navigate in Amalfi?

What are some recommendations for Beach Clubs in Amalfi and Capri? And how early do we need to make our reservations at them?

What’s the general rule of thumb for how early we need to make restaurant reservations?

What are some of the Not-To-Miss things to see or do in these cities/towns?

I’ve heard the bus system in Amalfi isn’t really great (hot, crowded, etc) and for some activities we’d thought to hire a car/ driver. Any recommendations on how to find a good one?

We also plan to hire a boat/ skipper for half a day to boat around Capri, does anyone have any recommendations for this or where to find a good charter?

Is there anything else we should know? Like what do you wish you would’ve known before going to these places?

Amalfi is the transportation hub.
We found the large air-conditioned SITA buses great, but we travel shoulder season and June may indeed be crowded. You can take the ferries between various towns -- Sorrento, Positano, Amalfi, Salerno, other towns -- and of course to Capri.

Positano Car Service has been great for us, often used Naples-AC and back. For two couples could be a good value in time and money. Taxis are plentiful at many stops and again likely good value if you are together.

Though we've stayed in Amalfi and Positano, we prefer staying in Ravello, a taxi or bus up in the hills with great views, gardens, and I'd say a more chill vibe. There's a wonderful Ravello music festival that will likely have concerts during your time. In Ravello we stay at La Casa di Vania, a small b&b (2 rooms, one substantially roomier, I think). Can't help with rentals.

We aren't beach people so can't help you there. There is something of a beach in Positano.

Recognize that travel to and from Capri is weather dependent. If the weather is such that the seas are unsafe, there is no transport, so do not have Capri travel be on a critical day (such as making it to the airport).

It worked well for me to take a ferry from Naples to Capri, then a second ferry from Capri to Amalfi. Definitely hire a driver to take you to Naples airport from Amalfi, or else put Naples last on your itinerary.

I don’t think you would need advance reservations for a beach club in early June.

Whales di Wendy were great for a boat tour around Capri. Ask them to take you to a different grotto than the Blue Grotto. Our rowboat captain there swore at us after we refused to tip him on top of his fee for the five minute tour.

This is really helpful. Thank you Ravello seems to be a favorite.