My original itinerary for the Amalfi Coast called for four nights split equally between Sorrento and Praiano. Once Julie and Jen decided to join, I juggled things around and added an extra night in Positano. I normally wouldn’t have asked my friends to stay in three different hotels over five nights, but our options for late June on the Amalfi Coast were limited, and I figured a night in the heart of Positano wouldn’t hurt.

Getting to Positano

While researching transportation options on the Amalfi Coast, we quickly ascertained that hiring a driver was the way to go. I would not advise trying to do anything else (taking the ferry, taking a bus, renting your own car… just no). It’s pricey, but Amalfi is not cheap, and if you’re looking for a cost-efficient vacation, you should go somewhere else (sorry, just being honest). From Sorrento we were able to book a taxi to Positano through our lovely boutique hotel, and it arrived in less than 15 minutes. Our driver expertly navigated the winding streets and we were able to enjoy the breathtaking views from the car.

Day/Night One in Positano

I booked us a room at the Eden Roc for our night in Positano. It wasn’t my first choice, but a lot of places were fully booked by the time I started looking, and I was trying to keep things relatively affordable (like $600/night, not $2,000/night!). Eden Roc felt dated, but the location and views were hard to beat. We could survive a night there.

Entrance to Eden Roc

Our room wasn’t ready upon arrival, but no big deal. We decided to have lunch (and spritzes, of course) onsite. We had the restaurant terrace nearly to ourselves and the view was to die for.

The quintessential Italian scene: an Aperol Spritz in Positano
It may have been overcast but we didn’t care

Next we decided to walk through town to get our bearings and work off lunch. It was busy in town (especially in some places), but generally didn’t feel as busy as somewhere like Oia, Santorini in Greece. The town was spread out, and we were able to find some calm spots that weren’t inundated with tourists.

Getting lost in the winding streets

We did a little shopping, then decided it was time for another spritz.

The lovely bougainvillea-draped Hotel Poseidon was the perfect spot for a breather and a spritz amidst iconic Positano views
I would have liked to spend our one night in Positano at Hotel Poseidon, but it was fully booked 🙁
The biggest lemons any of us had ever seen
The clouds were starting to clear, yay! View to Praiano
The sun was coming out, we all had our luggage, and we were in Positano!
After nearly three weeks in Italy, I was ready to buy a Vespa and immigrate
Back at Eden Roc. Couldn’t argue with the view from our private terrace

The lovely concierge at Maison la Minervetta back in Sorrento had set us up with dinner reservations for our first night in Positano. How nice is that?! We weren’t even staying at her hotel for the night, and she still took care of us.

La Tagliata was a family-owned restaurant high up on a hill with three terraces overlooking Positano and the Tyrrhenian Sea.

Entrance to La Tagliata

While they didn’t offer an a la carte menu, their “house menu” provided us with multiple courses of fresh food, and included unlimited house wine (for just €40 per person, which was by far our cheapest dinner in Positano). Between the bustling scene, gregarious service and copious amounts of food and drink, we left full and happy.

All of the dishes at La Tagliata were served on hand-painted ceramics
Antipasto

It was great to have a day to explore Positano, and I was happy that we stayed in town for at least one night. We’d be back (it was a ten minute drive from our Praiano hotel to Positano), but I looked forward to staying farther away from all the action.

Back at Eden Roc for the night – next up, Praiano!

Morning in Positano

Oh, wait. We still had the morning before we needed to check out of Eden Roc. Jen and I both wanted to work out at the hotel gym, but she beat me, and the room (more like a closet) was not going to fit both of us. No big deal, I knew I could walk outside, find some hills and create my own Italian stairmaster.

Didn’t take long to find some stairs

I fortuitously found the end of the famous Amalfi Coast “Path of the Gods” trail. Most people start from the other end, near Praiano, and walk downhill toward Positano, but I decided to go as far uphill as I had time, and then turn around to enjoy the views.

Path of the Gods – way better than running on a treadmill in a closet
I earned these views – and we were headed this way next!
Cooling down, back at the hotel. It was a beautiful day and we couldn’t wait to make the most of it.

Spa Time at Monastero Santa Rosa

Props to Julie for getting us appointments at the highest rated spa in the region, which also happened to be located in one of the nicest hotels in the area – funny how that works. While the Monastero Santa Rosa hotel was a bit out of the way (about 45 minutes from Positano), we had a few hours to kill before check-in time at our Praiano accommodations, and what better way to spend our free time than at a stunning spa in a luxurious hotel?! We arranged for a taxi, loaded up our bags, and were on our way.

View of the Monastero Santa Rosa infinity pool

The Monastero Santa Rosa was drop-dead gorgeous. Walking in, I felt an immediate sense of luxurious calm. It wasn’t the right place for us girls to stay and chain-drink spritzes, but I would wholeheartedly recommend it for a romantic trip.

We had to wait a while for a taxi post-massages, so we of course indulged in some cocktails
Cin cin!

Our Praiano Accommodations: Casa Angelina

I had selected Casa Angelina for a couple reasons. First, I loved the clean, modern design. The white blocks of the hotel were built into a steep, rocky hill, with expansive views of Positano and the sea. It reminded me of Greece, but a contemporary, Amalfi-style version of Santorini. Second, I liked that the location was close to the action in Positano (a ten minute drive), but still felt secluded and peaceful. Casa Angelina offered complementary shuttle rides to Positano on an hourly basis and my booking of an “Eaudesea” room garnered us a roundtrip water taxi as well.

The entrance to Casa Angelina
Looking back at Casa Angelina
View from Julie and Jen’s classic room
Rooftop at Casa Angelina

I originally booked one Classic room (the entry-level option) at Casa Angelina, but once Jen and Julie both signed on for the trip, we needed a second room. At that point, the only option available was an “Eaudesea Experience” room, so I figured I’d check it out.

My Eaudesea room was 200 steps down from the main property. Not a problem for me – I wanted all the extra exercise I could get in between spritzes and pasta meals.
This section of the hotel had only a handful of rooms, and we had our own shared terrace for breakfast and cocktails.
My room. It was neat how it was built into the rock cliff, but otherwise didn’t feel all that special or private compared to the Classic room.
View of the Eaudesea rooms – they used to be fishermen’s houses
The Eaudesea rooms were just a short walk down some more steps to the La Gavitella Beach Club. The music was bumping during the day, so the location could be a pro or a con, depending on your priorities.

Le Sirenuse & Franco’s Bar

We settled into our rooms at Casa Angelina, showered and geared up for a big night out back in Positano. The plan? Take advantage of the complimentary water taxi and walk up to Le Sirenuse Champagne Bar, where we had dinner reservations. Then, a nightcap at Franco’s Bar.

Motoring away from Casa Angelina in our private water taxi
View as we neared Positano – not bad, huh?
And that’s us!
The iconic Le Sirenuse
A glass of champagne (or two, or three, or…) was in order
We’re at a champagne bar. What else are you supposed to do here?
Le Sirenuse also featured an incredible raw bar. I was rather disturbed watching the still-live shellfish. They seemed intent on escaping, but this human was having none of it.
Overlooking Positano from Le Sirenuse
We finally decided to stop pretending to be cool and snuggled up to the railing for an unobstructed photo opp
One last night view

I believe we spent three hours at Le Sirenuse. The entire time, they were playing Madonna. At first, we thought it was a fun playlist. Who doesn’t like Madonna?! In fact, Julie and I had spent a fabulous Seattle boat day choreographing our own dance to Vogue in the not so distant past.

But then it started to get old. I kept waiting for a new artist to come on, but then I realized that Madonna has a repertoire spanning decades – we could probably drink champagne and eat lobster for days and still be listening to Madonna. Then there were the people next to us droning on and on about the yacht they were staying on. It was time for a change of scenery.

Sadly, I don’t have any pictures from Franco’s Bar. The scene was rocking (no Madonna, thank god) and we were lucky to get a table. We had a couple rounds of drinks and definitely could have stayed for more, but didn’t want to be hungover for our last day in Italy, so we did the mature thing. We ordered one last drink, paid the tab and ventured back down the hill to catch a water taxi. Positano, we’d be back (tomorrow).

Last Day 🙁

We had a pretty chill final day planned for ourselves. Breakfast, work out, shop in Praiano, hang out by the pool, check out the beach club, dinner back in Positano.

My breakfast with a view
The various roofs of Praiano
In case we got lost
The girls convinced me to forego the hotel gym for the stairs of Praiano
Then we stumbled upon this charming bar, with a very cute bartender and a stunning view
Gym or cocktail???
Still contemplating the next step
Duh, we chose cocktails!
If you’re ever in Praiano, you must go to Cafe Mirante. It was one of our favorite spots – we even went back later for sunset.
Next up – pool time!
Julie living her best life. I really don’t think it can get better than this
We then had to hit the La Gavitella Beach Club (also known as One Fire Beach)
No caption needed
For our last night we had dinner reservations at Zass, a Michelin-starred restaurant at the gorgeous Il San Pietro di Positano hotel
I was going to miss these girls
How was the trip already over?!

We had a lovely dinner at Zass, and then it was all over. Julie and Jen had to get up at an ungodly hour to catch their car to the Naples airport, and I didn’t have much of a respite either. I had booked a car to Napoli Centrale, then would train to Roma Termini, then take the Leonardo Express to Fiumicino, then board a flight to JFK. Literally, planes, trains and automobiles (although not quite in that order).

I’d miss the 200 step trek up to the main building of Casa Angelina

When I was first planning this trip to Italy, I thought that 23 days would be plenty of time. Ha! Yes, it was beyond luxurious to have over three weeks to explore the country after a lifetime of squeezing as much vacation into one week (plus two weekends) as possible. But there was so much more I wanted to see! The Dolomites, Portofino, Modena, Ischia, Puglia, and Sicily are some of the destinations on the top of the list for my next visit. For now, it’d have to wait. I needed to get back to New York for the wedding of my dear friends Lindsay and Katz (remember that bachelorette party in Andalusia, Spain?) Then I’d enjoy the 4th of July in the good old US of A before returning to Europe for an extended visit to France!