Sicily 1
27.06.
– 04.07.2026
Vulcano Route
- Sold out
Vulcano Route
Feel the Sand Beneath Your Feet.
Barefoot on the beach. Gentle waves lap at the shore. Birds of every kind sing all around you. You smell the Mediterranean flowers and grasses. A soft breeze brushes your skin, and suddenly there’s a faint sulfur scent in the air.
Open your eyes. Ahead of you rises Stromboli, its volcanic crater smoking. The sand beneath your feet is pitch black. You turn around. Behind you, our sailboat bobs gently in the bay. On the horizon, countless tiny islands await. Welcome to our Sicily trip to the Aeolian Islands.
We sail between volcanic islands, anchoring each day in a secluded, idyllic cove. We cool off in the crystal-clear Mediterranean, sway in the hammock on deck, and sleep under the stars, letting the Italian vibe guide our days. We wander through small harbor villages, hike up Stromboli, take a road trip on Vulcano, and live fully in the moment.
Come aboard, have a seat and join the adventure!
1.280€ Original price was: 1.280€.1.120€Current price is: 1.120€.
Highlights
Visiting active volcanoes
Volcanoes? Didn't they only exist in the age of the dinosaurs? Wrong! We'll show you an active volcanic crater.Scooter & buggy road trip
We're going on a road trip on one of the islands. Are you coming with us?Island Hopping & Black Sand Beaches
We sail from island to island. One highlight is the black beaches of Stromboli.
Route details
Sea State
Every Trip has some swell, but it is always bearable. The scale indicates whether the trip is rather calm or you have to expect a bit more swell.
Nature
The nature on our trips is always stunning, but some trips offer more focus on nature than others.
Adventure
Incredible experiences never come amiss with us. Some trips are more relaxed, while others provide a lot of action, e.g. in nature.
Sailing Time
The scale shows whether these Trips include more or less time for just sailing at sea.
What you need to know
Start
- Tonnarella, Sicily, Italy *
- Check-in: 17:00
- Airports: Palermo Falcone Borsellino Airport (PMO), Catania–Fontanarossa Airport (CTA)
Finish
- Tonnarella, Sicily, Italy
- Check-out: 09:00
- Airports: Palermo Falcone Borsellino Airport (PMO), Catania–Fontanarossa Airport (CTA)
* The exact meeting point and location of the boats will be communicated on Saturday.
Included
- All boat costs covered (deposit, fuel, captain, ports, etc.)
- All meals on board (Plant-based)
- All listed highlights and activities
- Bedding and towel
- Ocean-friendly shampoo, toothpaste, soap and sunscreen
- Guaranteed female cabin pairing
- Complete period supplies
- Our team does the weekly grocery shopping
- Pizza night with the whole crew
Excluded
- Your journey to the starting port
- Restaurant visits & alcoholic drinks
- Tips for the crew
- Sold out
1.280€ Original price was: 1.280€.1.120€Current price is: 1.120€.
Not taxable according to § 3b para. 1
Out of stock
Your cabin
5.0Top Rated Tripsverified by TrustindexTrustindex verifies that the company has a review score above 4.5, based on reviews collected on Google over the past 12 months, qualifying it to receive the Top Rated Certificate.
Sailing Boat
Your cozy home on the water
- Cozy and homely design
- Plenty of space on board
- Fully equipped kitchen with dishwasher on board
- Comfortable furnishing
- Premium equipment
- Internationals welcome! Boardlanguage: English
- High-Speed Wi-Fi
- Unlimited drinking and shower water, provided by the solar desalination system
- Enhanced safety
- Efficient sailing performance
- Air-conditioned and heated by solar energy
- Non-smoking boat, fresh sea air only
Philosophy
This is what Pirates stands for
Individual travel
Those who know us know that we focus on quality instead of quantity. For us, it's the person behind every booking that counts! With us, small group sizes instead of mass tourism are the order of the day.
Group feeling
As a small organizer, this is our hobbyhorse. Pizza nights, road trips, night hikes, funny stories. Be prepared for teamwork on board and shared experiences that you won't soon forget!
Safer space
It is important to us that every guest feels comfortable on board, regardless of their origin or sexual orientation. Therefore, for us it is quite clear: There is no place for racism, sexism, homophobia or discrimination of any kind! Solo female travelers can also count on a guaranteed female cabin pairing, so you always feel at ease on board.
Sustainability
We care about nature! We design our trips to be as environmentally friendly as possible. Our focus is on protecting the sea - we let ourselves drift with the wind, rely on environmentally friendly soaps and avoid unnecessary waste. Our merch is fair trade - even our web host is green!
Plant-based
Vegan lifestyle and a memorable vacation? With us, nothing stands in the way. We cook vegan food on our yachts. During our joint restaurant visits ashore, you’ll have the chance to enjoy local dishes. So if you eat milk products, eggs or meat, you won’t miss out on land either.
Creativity and freedom
We are hungry for adventure and want to experience something. Freedom and creativity have been driving Pirates of Paradise since day 1. With us you can live your life to the fullest!
Reviews
What our guests say
All reviews![]()
TrustindexExcellent5.0141 reviews5.0Excellent141 reviews
Excellent5.0140 reviews5.0Excellent140 reviews
Excellent5.01 reviews5.0Excellent1 reviewsTrustindex verifies that the original source of the review is Google.Posted on Google
Maria RSeptember 27, 2025Traveling with Pirates of Paradise was an unforgettable experience. For a whole week, I felt like I was in another world, completely present in the moment. Sicily’s nature is breathtaking, and the balance between adventure and relaxation made this trip truly special. The food was prepared with so much love and care, and the crew made the journey even more memorable – a huge thank you to all of you!!! I’m already excited for my next trip with PoP 🫶🏼Trustindex verifies that the original source of the review is Google.Posted on Google
L. UAugust 7, 2024It was one of the best holidays I've ever had!! 🫶 The team and the people are all very friendly! You feel like you've arrived and are warmly welcomed from day one. If you need help or aren't feeling well, you'll be helped or offered help straight away. A solution is found for every problem. I'll definitely go on another tour next year.🫶 Thank you for the lovely holiday!
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Monique BJanuary 24, 2022Montenegro Tour: Simply an amazing trip that you won't soon forget in your life. Great people, relaxed sailing and a great organization. Want to book the next trip straight away ☺️😍
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Timo WMay 31, 2026The absolute best sailing crew I have ever seen! The team is incredibly friendly and experienced in sailing and the boats are better equipped then any other boat I have seen – fresh filtered water, dishwashers, starlink WIFI and so on. I had such a nice week sailing with them around Sardinia and will for sure come back! And not to forget: the food on board is delicious! THANK YOU CREW <3+1Trustindex verifies that the original source of the review is Google.Posted on Google
Joel ROctober 4, 2018I, the guy in the picture looking at the camera with such a big grin, would like to thank you! There's just so much - so much that hits you on a Pirates of Paradise tour and it's so amazing to be able to say that everything you take away with you is positive. I'm sure I can only speak for myself here, but at the same time I hope that many others feel and will feel the same way. Thank you for the many new impressions that I would never have been able to take with me on my other trips. I carry you in my heart and look forward to the next time.+0
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J SJanuary 24, 2022I've been to Pirates of Paradise several times now and I have to say the time on the sea is unforgettable every time 😍 ⛵️ The groups harmonize wonderfully, there are great stops and excursions. Sail out and go!⭐️⭐️⭐️⭐️⭐️
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Jonah BSeptember 14, 2024I loved this week of sailing with Pirates of Paradise. Yenzi is great and made everyone feel welcome. I had such an adventure and also felt taken care of a lot.Trustindex verifies that the original source of the review is Google.Posted on Google
JogoNovember 5, 2024An unforgettable experience, both the people you get to know, the nature and landscapes and just the general vibe on the boat❤️
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T HJanuary 25, 2022Absolutely great organizer with a super cool team, a week of paradisiacal sailing in Croatia with very good food and great people, what more could you want...😍
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Moritz WJanuary 7, 2018I've already been on three tours. It was always fun and I experienced a lot. What I like best is the combination of adventure trip and party. Between steep cliffs and beautiful, secluded bays there is often a party metropolis.
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Christina TSeptember 27, 2025Sicily Trip I had a wonderful time with Pirates of Paradise in Sicily. The crew was such a great match, was very friendly and everyone took great care of us. It was a good mix of activities on land and relaxing time on the boat. Everything was organized in such a way that it was easy to just enjoy and go with the flow. The boat is very comfortable furnished, so you immediately feel at home and can quickly settle into the group and get to know new people. Sicily is definitely worth a visit. This was my first solo trip and I am very happy I did it with Pirates. I would definitely do it again!Trustindex verifies that the original source of the review is Google.Posted on Google
Tiffany KOctober 27, 2025I had the best time sailing with pirates! It was truly a magical experience 🫶🏻 I met the most wholesome people on this trip. The crew was so so sweet and took such good care of us. Can’t wait to join another trip💗Trustindex verifies that the original source of the review is Google.Posted on Google
Jonas EJanuary 4, 2018Pirates of paradise, thought it was just brilliant. Just the thing for people who like adventure.
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Alexander HSeptember 4, 2025I spent a week with Pirates of Paradise on a trip from Montenegro to Albania. I'd sailed a few times before with friends and family, so I knew roughly what to expect. However, I didn't expect that the excellent organization, the very cool skipper crew, and the generally relaxed atmosphere would make you feel so "at home" on the boat so quickly. I had a really good time, so I can definitely recommend it!
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Catharina BJune 29, 2024Thank you so much for an incredible week! I was on the Sardinia trip at the end of June and had a wonderful time. We started in Olbia and anchored in beautiful bays on our way to Bonifacio in Corsica 🌊. The week was the perfect mix of relaxed mornings in the sun, a bit of partying, good music, funny moments and in-depth conversations. The group grew together really quickly and I felt at home right from the start. The incredibly great and caring crew made the whole trip an unforgettable experience. 🥰 The food was super tasty, varied, vegan and freshly cooked with love every day of the trip. Thanks to the amazing crew, a completely gluten-free version of all dishes was also possible. The trip was an unforgettable time with so many great experiences, new impressions and incredibly great people, an adventure that I can recommend to everyone ☀️. Thank you so much for these wonderful moments! ♥️ ____________________________________________ Thank you for an incredible week! I was on the Sardinia trip at the end of June and had a wonderful time. We started in Olbia and anchored in beautiful bays on our way to Bonifacio on Corsica 🌊. The week was the perfect mix of relaxed mornings in the sun, a bit of Party, good music, funny moments and deep conversations. The group grew together really quickly and I felt comfortable from the beginning. The incredibly great and loving crew made the whole trip an unforgettable experience. 🥰 The food was on the The entire trip was super tasty, varied, vegan and cooked fresh every day with lots of love. Thanks to the great crew, a completely gluten-free version of all the dishes was also possible. The trip was an unforgettable time with so many great experiences, new impressions and incredibly great people. . An adventure that I can recommend to everyone☀️. Thank you for these wonderful moments! ♥️
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Jacob SAugust 30, 2024It was an exciting trip. We sailed, chilled within a storm without any inconvenience. Also if wanted we could join in more adventures hiking trips. In the night we could sleep on the deck right under the stars. The route was very beautiful and was easily adapted if the weather changed. We also had special showers initiated by the Skipper. He showed us how to reduce our water usage. Thus we also learned to appreciate water and in general the hole trip was very eco friendly. Also the Skipper is a very nice and comforting person. I loved it, the food was great and I would recommend it to anyone.Trustindex verifies that the original source of the review is Google.Posted on Google
Max BAugust 5, 2020Absolute recommendation. I booked the trip to Italy at very short notice because I had never sailed before and wanted to try it out. Another friend of mine spontaneously jumped on board, but I wouldn't have had any problems on the boats even without him. I think the nature of this trip attracts a very similar type of person and so, without exception, all the other travelers and the crew were very relaxed, sociable and in a good mood, so that within a very short time you had a very familiar feeling in the group. From minute one, this trip was generally like a trip you booked with good friends, which is something you have to like. So it's not an all-in sailing trip, but you have to lend a hand, be it with the sailing itself or with preparing food, which in my opinion strengthens the group feeling even further. By the way, the food was consistently outstanding! Otherwise, all you can say is that it's incredibly nice to wake up in the morning and jump into the deep blue water in a bay before having breakfast together and then in the evening on the boats tied together until late at night under the stars (which are good from the sea are visible) to chat and celebrate with the new acquaintances.
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Christina TSeptember 27, 2025I had a wonderful time with Pirates of Paradise in Sicily. The crew was such a great match, was very friendly and everyone took great care of us so that everyone felt comfortable. It was a good mix of activities on land and relaxing time on the boat. Everything was organized in such a way that it was easy to just enjoy and go with the flow. The boat is very comfortable and affectionately furnished , so you immediately feel at home and can quickly settle into the group and get to know new people. Sicily is definitely worth a visit. This was my first solo trip and I am very happy I did it with Pirates! I would definitely do it again!Trustindex verifies that the original source of the review is Google.Posted on Google
Maren LSeptember 16, 2026An amazing trip along the Montenegrin coast. The crew are brilliant and the food is excellent (vegan). You get to meet lots of lovely people and have loads of fun! Thank you, everyone! ❤️+0Trustindex verifies that the original source of the review is Google.Posted on Google
Vratko 0December 3, 2024One of the best experiences/holidays so far. I was traveling alone. The crew is super nice and you never feel left out. Big compliments to Yenzi who organized everything superbly
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Arne ZJuly 26, 2026Pleasant neighbors! We spent a night in the same bay. It's very harmonious on your boat. A nice contrast to the groups with loud music! Fair winds and following seas!+1
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