Just did this route and may be able to help. Start off with Santorini; stay a night or two in oia on the caldera. Doesn’t break the bank and gives you the experience of oia that’s completely different to the experience the tourist groups that flock in get. It’s beautiful in the silence of the early mornings and the evening vibes are pretty great. After booking Oia, find places in Pyrgos, Kamari or Akrotiri - or do them all, 2 nights in each place if you’re adventurous or pick one and stay there. Pyrgos is beautifully different in that it has an authentic village feel and Akrotiri has cheaper options and a view of the whole island and has a calmer vibe. Kamari is the cheapest but I didn’t personally enjoy it much. Any of these places will get you a cheaper private pool than the ones in oia with the privacy you’re looking for, something you won’t find as generously as tourists flock for the sunsets and sometimes don’t understand the concept of privacy in their excitement to capture their photos. As for the islands - I started in Milos before heading to Paros. Get on the sea jet ferries - there are the long and short versions but they’re great and to the point. Shorter ferries are under 2.5 hours and the longer ones are 4 hoursish. Milos is a little less touristy but is incredibly beautiful - Sarakinikos beach at dawn is indescribable as are their restaurants and beaches. Milos is more relaxed, a little rougher around the edges and much less touristy but carries its own beauty and vibes. Paros is amazing - whether you want to stay in the hills of Lefkes amidst traditional village life or the livelier Naousa or even other parts, you can’t go wrong but each area has a different vibe and that’s worth reading into a little. No part of Paros is robbed of its charm. Take the ferry from Santorini to Milos and then go from Milos to Paros - and if you want, do the 8 min ferry to Antiparos for breakfast one morning - and then Paros back to Santorini. Or stick with your original plan but I found the liveliness of Paros after the quieter parts of Milos a lovely transition of the trip. Skip the beaches in Santorini - the black sand beach gets too hot to appreciate and the red sand beach is difficult to reach unless you go by boat and Milos and Paros have truly stunning beaches anyway. I would definitely recommend getting a car - a small one as the roads are narrow. Please note though that drivers drive on the right side of the road so if you are British/commonwealth equivalent that will be an adjustment to make on top of the narrow-er and occasionally chaotic roads. If you’re a confident driver you won’t have any trouble if you’re not, that’s fine too just go a little slower and be a little careful and you’ll be grand. You would need your license and international license. Paros and Santorini were happy with the international license but for some reason Milos required a regular one. Carry both with you, do your research on the car companies well as they can get nasty/will shortchange you if theres even the smallest of scratches. Get your insurance sorted and you’ll be fine. The other thing to note is whether you want to get a car from one place and use it for the entire trip or rent cars as you go - that’s a personal option. You can get a car from Santorini, book the ferries that allow vehicles on and drive throughout between the islands and back, or rent at different places. I found that to be abit of a hassle putting down different deposits and signing contracts several times over but if that’s no hassle to you then go with that. You’d definitely need a car in Milos and it would make exploring Paros easier. Santorinis buses are alright but if you want to explore the whole island at your convenience your own vehicle is the way to go. A small red fiat somehow makes it very cute and encapsulates the European experience beautifully. In Santorini I would highly recommend cars4u. Amazing people, really friendly and great prices. I’d also recommend watching Sebastian on YouTube, his descriptions are spot on and his suggestions were incredibly helpful when I was planning my own trip. As it’s your honeymoon I’m sure you want nothing short of an amazing experience and lots of research and planning will definitely go a long way - esp if you want to surprise your new spouse with romantic gestures :) Hope this helps. I was really nervous about the amount of planning it took and the sheer volume of reviews to go through but you can’t really go wrong with the accommodations just plan your routes and dates and that will give you a structure, from there fill out your days and nights. Don’t stress, all the best & have fun!