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 partner with Tryps and host an sailing trip along the spectacular Amalfi Coast. In this post I’ll share the details of this Amalfi Coast sailing group trip for solo travelers in their 30’s and 40’s I’m hosting June 14 – 21 so you can join me. 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.
Are you looking for help with planning your trip? Check out these helpful resources:
- Flights
- Accommodation for all budgets
- Rental cars
- Activities, tours, and day trips
- Europe train tickets
- Europe bus tickets
- eSIM for international data
Why a sailing trip?
I’m really excited to explore Italy’s Amalfi Coast! And I’m even more excited because we’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 you arrive in Salerno the skipper and I will greet you and you will meet the rest of your crew. This first day will be dedicated to settling into our yacht charter, gathering groceries with the group, and preparing for our sailing adventure along the Amalfi Coast.
Day 2: Exploring Positano
Day two starts with a delicious breakfast on the yacht. Then we will undergo a brief orientation led by your Skipper where we’ll learn some basic sailing etiquette.
Then we start the adventure and we set sail to the amazing Positano, a hidden gem on the Amalfi Coast. For dinner, we will go 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’ll have to climb a lot of stairs to get to the restaurant, so we’ll work up an appetite by the time we get there.
Positano is a city full of narrow streets, boutiques, shops, cafes and bars. The beautiful views from the yacht over the city at night will live rent free in your head for a long time.
Day 3: Exploring the island of Capri
The island of Capri has been a resort destination since the Roman times. There we will enjoy gorgeous beaches and charming villas. And maybe we’ll run into some famous people, who knows?
This is the place to treat yourself to a glass of local wine amidst the gorgeous coast of the Tyrrhenian Sea. After spending the day on the island, we will sail to the small island of Procida to watch the sunset.
At night, we drop our anchors and host our own raft party in the water!
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.
You can rent a scooter or a car and make a mini road trip around the island to explore and enjoy the amazing views of Naples, Pompei, and Mount Vesuvius.
You will have free time today to explore. There are plenty of sites to visit like the historic Ischia Castle, the luscious Mortella Gardens, and the Negombo thermal baths.
Day 5: Exploring the town of Sorrento
The elegant city of Sorrento is the perfect summer destination known for its amazing hotels, cafes, and overall romantic vibe. You will not find any beaches here as the entire city is perched atop a cliff with sweeping sea views.
What you will find is a bustling shopping district, excellent restaurants and a thriving nightlife to explore with the group!
Day 6: Exploring Amalfi
Amalfi is a charming town nestled among breathtaking cliffs. It is hard to believe that it was once a maritime commercial superpower.
Italian natives refer to the hillside city as the “pearl of the Mediterranean”.
We’ll visit an authentic lemon farm to learn about the lemon industry in Italy and taste every imaginable lemon-inspired treat – including the infamous limoncello which is native to Amalfi.
Besides getting a peek into the region’s lemon cultivation, you will explore iconic narrow alleyways carved into steep rock, tranquil beaches, and a plethora of authentic restaurants. What a dream day!
Day 7: Exploring Ravello
Today we start going back to our starting point of Salerno. But we will first stop in the small town of Ravello.
Here you can take a walk through the city into Terraza Del Infinito, a beautiful middle age village with luscious gardens and vistas. Get one last dose of the country’s coastline.
Along the way back, we’ll find the perfect spot to take a break, jump in the water and celebrate an incredible week at sea with great company.
Day 8: Return to Salerno and head home
All things come to an end, including this amazing trip along the Amalfi Coast. Today we pack our bags and start heading home with amazing memories and a plenty of new friends.
FAQs about the Amalfi Coast sailing trip
Who organizes the Amalfi Coast sailing trip?
This trip is organizing by Tryps and is hosted by me. 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.
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.
But feel free to come solo. You’ll meet incredible like-minded people on the trip and you’ll leave with new friends from all around the world.
What are the dates for this trip?
This trip will take place June 14-21 2025.
How much is the trip?
The trip costs 2,225 euros.
Are 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 Salerno or Naples Airport. Naples is the larger international airport out of the two.
Is food included in the price?
No, food is not included in the price. On the first day of the trip we will go grocery shopping as a group to buy food for breakfast and snacks. We’ll eat breakfast on the boat. And we’ll eat lunch and dinner at restaurants in the cities we’ll visit.
Is there any additional cost?
There are a few optional activities. The cost of participation is around $150 – 225.
What is the sleeping arrangement?
Our 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 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.
Will we sleep in open waters?
No, every night we dock in a marina or just drop anchor off the shore. Each day, you’ll have plenty of time to go on land and check out the different islands and cities we visit.
Do I need to know how to sail to join?
No. We will have a local skipper with us who will do all the sailing.
Will I get free time to explore on my own?
This trip has a relaxed pace giving you heaps of free time to explore on your own. We will have optional activities planned for every city we visit which you can opt in to or choose to explore at your own pace.
Is there power on the boat?
While docked at marinas we have full power. While sailing, you’ll have access to USB ports to charge smaller items (e.g., cellphones).
Can I access the boat during the day?
Yes, the boat is always accessible throughout the day if you want to change, relax, or need something from the cabin.
Is sea sickness common on a boat trip?
Sea sickness is not very common since the Amalfi Coast has relatively calm waters. If it happens to a guest, the skipper will review what to do in case you feel sick. Usually if people experience sea sickness it’s on the first day. Then the body acclimatizes to being on the water.
Do I need travel insurance?
Travel insurance is optional though we highly recommend getting coverage. There are many options and we can certainly point you to our recommended source.
What is Tryps’ cancellation policy?
In the event you’d like to cancel your trip, please notify the Tryps team via email at hello at tryps dot ca. All payments are non-refundable and non-transferable.
If the trip is canceled due to low participation, payments are refundable or transferable depending on your preference. For uncontrollable circumstances (e.g. border closures or another crazy pandemic), payments are non-refundable but transferable for up to 12 months.
Need inspiration for your next trip? Check out some of my other articles.
Paris solo travel: everything you need to know
Is Romania safe for solo female travelers in 2025?
Andorra itinerary: everything you need to visit
Romania in 5 days: a native’s ultimate itinerary
3 Day Milan itinerary: everything you need to see
Kenya itinerary: the best things to do when you visit
Is Gdansk worth visiting while on a Poland trip?
Warsaw itinerary: ultimate guide for your first visit
Barcelona 3 day itinerary: the best things to do
Doha itinerary: the best guide for your first visit
Tallinn in 2 days: everything you need to know
The best guide for solo travel to Amsterdam
Solo female travel to London: the ultimate guide
The best Oradea 3 day itinerary: a native’s top picks
Istanbul solo travel guide: is Istanbul safe for women?
Helsinki in 2 days: everything you need to visit
Solo travel in Vienna: how to have the best trip
Florence 4 day itinerary: the best guide for solo travelers
4 Day Dublin itinerary: everything you need to know
Solo travel in Milan: the best things to do
Solo travel to Toronto: the ultimate 2 day itinerary
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 75K+ people on Instagram. She loves to share travel recommendations and tips.