The magnificent Amalfi Coast has been on my bucket list for so long. Narrow streets, panoramic views, steep cliffs, fresh seafood, crystal clear waters – such a dream! I decided to join Tryps for a sailing trip along the spectacular Amalfi Coast. In this post I’ll share my experience of this Amalfi Coast sailing group trip for solo travelers in their 30’s and 40’s so you can decide if this is the right fit for you. If you decide to join make sure to save $50 by using code IOANA. This post contains affiliate links. When you make a purchase I may get a small commission at no extra cost to you. Find out more here.
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Why a sailing trip?
Because you’ll be on a private boat!
In my opinion the best way to experience the Amalfi coastline is on a boat tour. That’s because of a few reasons.
First, you can visit multiple towns and their main attractions in a short amount of time. You don’t have to worry about train schedules, booking train tickets in advance, and sitting in crowded cars until you get to your next stop.
Second, you can admire the spectacular views of the picturesque villages from the water, something you can’t easily do if you just visit the towns by land.
Third, you can sleep outside on the yacht and enjoy the most charming views. How many people have that sleeping arrangement? It’s such a dream to see the flickering lights on the cliffs, to feel the gentle breeze on your skin, and to hear the sounds of the sea.
Let me tell you more about the itinerary. And then I’ll cover some FAQs.
Day 1: Arriving in Salerno
This idyllic sailing trip starts in Salerno, a city at the Tyrrhenian Sea that dates to prehistoric times (a little fun fact for the history buffs). This town marks the start of the Amalfi Coast and it’s a nice mix of medieval churches, local restaurants, and fashionable boutiques.
Once I arrived in Salerno and made my way to the marina I met with the skipper, the Tryps leader and the rest of our crew at 5pm.
This first day was dedicated to settling into our yacht charter, gathering groceries with the group, and preparing for our sailing adventure along the Amalfi Coast.
It was a chill afternoon where we got to know each other, had dinner together, and relaxed before the adventure began.
Day 2: Exploring Positano
Day two started with a delicious breakfast on the yacht. Then we had a brief orientation led by our skipper where we learned some basic sailing etiquette.
Then we started the adventure and we set sail to the amazing Positano, a hidden gem on the Amalfi Coast.
I spent the day with a few new friends exploring the town. We had drinks at a bar overseeing the sea and the town.
Then we did some shopping, mostly to take advantage of the air conditioning in the shops haha. We also stopped at some iconic spots for pictures along the way.
And of course, we got the famous lemon sorbet in a lemon from Collina.
For dinner, we went to the famous La Tagliata Restaurant to sample some delicious local cuisine. This restaurant is located on a steep mountainous slope, right above the sea.
We took a bus to get there, so you don’t have to worry about climbing thousands of steps.
The restaurant is family-owned and they grow their vegetables and herbs right there. It’s the definition of farm-to-table.
It was the best Italian food I’ve ever had and we did it family-style, so I could sample lots of different dishes. So good!
At night there were fireworks for the celebration of St Vitto, the Saint of Positano. We saw them from our boat and it was magical! What an incredible end to our first day of the trip!
Day 3: Exploring the island of Capri
The island of Capri has been a resort destination since the Roman times. And lots of famous people like to vacation here nowadays. I haven’t seen anybody famous though haha.
Capri doesn’t have a land marina, so we anchored in the sea and used a little dinghey boat to get to the shore. Our dinghey broke down close to the shore, so we had to row on the final stretch. It was an adventure.
But we all made it in one piece and we started exploring the island. My first stop was the Monte Solaro chair lift. It has been a bucket list item for me, so I was really happy to cross it off the list.
We then walked through town and had lunch at an incredible restaurant with a gorgeous view of Capri: Panorama Ristorante.
You can find my full Capri itinerary here.
After we spent the day on the island, we sailed to the small island of Procida to watch the sunset. We hiked to a sunset viewing spot and it was so amazing to see the colorful houses, the sea, and the sunset from up there. Moments like that make me very grateful for the life I have.
Day 4: Exploring the island of Ischia
Ischia is the largest and most developed island in the Bay of Naples. It is also home to a dormant volcano and is known for its mineral-rich thermal waters.
While everyone else on the trip went to the thermal spa, I decided to explore the island solo.
I first went to the Aragonese Castle, then I explored the Giardini la Mortella, I took some pics at Belvedere di Zaro, and then I came back to town to meet my crew for dinner.
I loved Ischia. There are so many things to do! You can find my full Ischia itinerary here.
Day 5: Exploring the town of Sorrento
Sorrento has a bustling shopping district, narrow cobblestone streets, excellent restaurants and a thriving nightlife.
Unfortunately we had to skip Sorrento because there was a storm. So we had to stay in Ischia one extra day for the storm to pass.
We had to prioritize our safety. But honestly, out of all the towns on the itinerary, I’m glad we skipped Sorrento and not another one.
I’m sure it would have been amazing, but at the end of the day all we skipped was shopping and some cute narrow streets.
Plus, I have an excuse to go back to the Amalfi Coast.
Day 6: Exploring Amalfi
Amalfi is a charming town nestled among breathtaking cliffs. And it is home to many lemon farms. When I think of Amalfi I always think of lemons.
We visited an authentic lemon farm where we learned about the lemon industry in Italy and tasted every imaginable lemon-inspired treat – including the infamous limoncello which is native to Amalfi. Everything was so good!
We then explored the town’s iconic narrow alleyways carved into steep rock and had dinner at a really amazing restaurant: Trattoria dei Cartari.
And we all had lemon pasta for dinner haha. When in Amalfi, you try lemon everything. Even though I thougth the lemon and pasta combination wouldn’t be a great one, the dish was really delicious. I am now a lemon pasta fan!
Day 7: Exploring Ravello
While we were still docked in the Amalfi marina, we had the first half of the day to explore on our own. Some folks stayed in Amalfi, and others went to the small town of Ravello.
I decided to explore Ravello because of its famous villas. I wanted to spend the entire day there, so I told the Tryps leader that myself and two other ladies who came to Ravello with me, would take the bus back to Salerno and meet them for dinner.
He was ok with the plan. I appreciated the flexibility we had on this trip to explore as we wanted. Some people prioritized relaxing on the beach, and other people (like me) prioritized exploring as much as possible in each town.
While we were in Ravello, the folks who didn’t join stopped for a swim in the middle of the sea.
In Ravello I visited both Villa Cimbrone and Villa Rufolo, and I also strolled through the town. You can find my full Ravello itinerary here. It was probably my favorite town on the coast.
In the afternoon we took the bus back to Salerno for a final dinner with everyone on the trip.
My travel adventure from Ravello to Salerno
A word of advice if you plan on taking the bus from Ravello to Salerno. Do not listen to Google maps and go down thousands of stairs just to catch a direct bus.
I made this mistake and my poor legs were killing me by the time I descended to the bus stop. It’s so much more convenient to take the bus to Amalfi and then switch to a bus to Salerno. Lesson learned!
On top of this unneccesary workout, the bus didn’t stop even though we were waving at the driver. So we had to take a cab to the next town (Maiori) and catch the bus from there.
We got to Maiori 30 seconds before the bus got there. Since we didn’t have tickets, our cab driver talked to the bus driver and we were able to board the bus. We ended up not having to pay anything and we made it to Salerno on time for dinner.
But what an adventure! At the time I was a little upset, but then it turned into a travel story I get to share not just with my friends and family, but with you all too haha. Now I think it was really funny.
Day 8: Return to Salerno and head home
All things come to an end, including this amazing trip along the Amalfi Coast. We packed our bags and headed home with amazing memories and plenty of new friends.
FAQs about the Amalfi Coast sailing trip
Who organized the Amalfi Coast sailing trip?
This trip was organized by Tryps. Tryps is a small travel company based in Canada and they organize epic trips for solo travelers in their 30’s and 40’s.
Tryps started through their personal experiences travelling solo around the world. And now they share some of the coolest destinations and activities with small groups of people.
They also offer sailing trips to Greece and St Maarten. And cultural trips to Egypt and Colombia.
Who is this trip for?
This trip is designed for solo travelers in their 30’s and 40’s. Of course, if your best friend, sister, brother, etc. wants to join they are more than welcome to.
We had 2 sisters on the trip, as well as a couple. Other than that everyone came solo.
What are the dates for this trip?
Tryps offers this trip every year, so check out their website to find out the upcoming dates.
How much was the trip?
The trip cost 2,225 euros.
Were flights included in the price?
No, flights are not included in the price since people join the trip from all over the world.
Where do I need to fly in and out of?
The trip begins and ends in Salerno. So you can fly in and out of Rome or Naples Airport. And then take the train to Salerno.
Was food included in the price?
No, food was not included in the price. On the first day of the trip you will get groceries delivered to the boat for breakfast and snacks. We ate breakfast and some lunches on the boat. We ate all other meals at restaurants in the towns we visited.
Was there any additional cost?
There were a few optional activities. The cost of participation is around $150 – 225.
What is the sleeping arrangement?
The private yacht has 4 cabins for 2 people each. Each cabin has a queen size bed, storage space, and a bathroom.
If you are travelling solo, you will share the cabin with one other person. You will be paired with another solo traveler of the same gender to share a cabin.
If you prefer to have your own cabin you can pay a single $2,095 supplement.
Did you sleep in open waters?
No, every night we docked in a marina or just dropped anchor off the shore. Each day, we had plenty of time to go on land and check out the different islands and cities.
Do I need to know how to sail to join?
No. We had a local skipper with us who did all the sailing.
Was there power on the boat?
While docked at marinas we had full power. While sailing, we only had access to USB ports to charge smaller items (e.g., cellphones).
Could you access the boat during the day?
Yes, the boat was always accessible throughout the day if I wanted to change, relax, or needed something from the cabin.
Did you get sea sick?
Yes, I did, but only during long sails. I didn’t throw up, but my stomach just didn’t feel good. My boatmates had sea sickness pills and ginger lozenges, so I took some. I felt fine after a few hours.
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Ioana was born and raised in Romania, lived in NYC for 14 years, and is now back in Romania. She fell in love with traveling when she was little and used to visit her aunt in Vienna. Then in high school she was able to visit Siberia, Turkmenistan, Istanbul, and Tokyo through chemistry competitions. As an adult she started to travel solo once she turned 30 and visited 20+ countries so far. Ioana is a full time travel blogger and content creator with an audience of 80K+ people on Instagram. She loves to share travel recommendations and tips.