Sicily 2
04.07.
– 11.07.2026
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
4.9Top 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![]()
TrustindexExcellent4.9140 reviews4.9Excellent140 reviews
Excellent4.9139 reviews4.9Excellent139 reviews
Excellent5.01 reviews5.0Excellent1 reviewsTrustindex verifies that the original source of the review is Google.Posted on Google
Alina HJanuary 25, 2022Trustindex verifies that the original source of the review is Google.Posted on Google
CharlySeptember 17, 2018Thanks to Pirates of Paradise for this incredibly great week and a vacation that I would consider to be one of the most beautiful I have had the pleasure of experiencing so far. From days where you simply spend the whole day in the sea and on deck in the sun, to unforgettable nights on board or on land with a crew that grows from a bunch of strangers to a small family within 7 days, it was all there ! I already miss the morning swim in the turquoise blue water, the breakfast and dinner together on board, the overnight stays in the most beautiful bays under the most amazing starry sky I have ever seen and all the conversations late into the night with a good glass of wine. With Pirates of Paradise you don't just book any summer vacation, you book memories that last :)
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Annabel SMay 15, 2024My best sailing trip so far! Super friendly team, pleasant atmosphere on board. You just feel totally at home. It won't be my last trip.
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MichelleJuly 5, 2026I can‘t put it in words how grateful I am for this experience! But I‘ll give it a try: The crew and everyone, who were with me on this boat, are so lovely, warm-hearted and kind people, which made me feel very seen and understood since the first second. I learned a lot in this week about myself, about sailing, about loving and appreciating nature and especially about delicious vegan food and its advantages - never eat vegan before and I was so excited to try it out! Big shoutout to every single person, who made the trip unforgettable. We swam every day in the ocean, enjoyed every meal as a community and even connected the two boats together, when it was possible, so we were a bunch of people who jammed with the guitar or just chatting and stargazed. I can tell, this vacation has a special place in my heart and it was one of a kind. Highly recommend it!+0Trustindex verifies that the original source of the review is Google.Posted on Google
Milena LAugust 26, 2018Incredibly lovely holiday, I can only recommend it! From secluded bays to deserted islands, we have seen and experienced so much together. Sometimes there were quiet moments in which you could simply enjoy the sun and landscape and sometimes there were party evenings and funny conversations.
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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
Eva BJanuary 28, 2022What an adventure! I was on board on the Croatia trip and I have to say it was just a great experience. 1 week on the sailboat felt like never ending & so decelerating. It was just a great combination of the right people, a lot of fun, a little storm, a little learning to sail. I'm taking some new, great friendships with me from this week and my renewed enthusiasm for sailing. Wasn't the last time :)
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Julius WJanuary 4, 2018The two years (2014 & 2015) that I went on a sailing vacation with Pirates of Paradise were the most exciting, fun and literally paradisiacal vacations I have had so far. The freedom and adventure you feel when cruising the Mediterranean was indescribable. You have to experience it yourself! I would go on vacation with Pirates of Paradise again in a heartbeat, only time constraints prevented me from doing so the last few times.
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Philipp FDecember 11, 2019It's a completely different holiday experience when you're at sea most of the time. You get a completely different view of the country and the landscape. I booked into Pirates of Paradise with 5 of my best friends and we had an amazing time together. The Pirates boys are all in a good mood and have a very family atmosphere. The skippers are great and make everyone have fun. (Thanks to Marius & Johanna <3) It definitely wasn't the last time I booked myself there!
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Jannik GOctober 8, 2024One of the best trips I have ever been on. The guests and crew on the boat were super relaxed and fun, it felt like we had known each other forever. The Croatia trip was really nice, we stayed in several beautiful bays and marinas. Yenzi is such a good person, if you have a problem he helps you straight away, if you want he explains a few things about sailing and you can help him. Looking forward to next timeTrustindex verifies that the original source of the review is Google.Posted on Google
Alexia MSeptember 20, 2025So happy to have done the Sicilian route. It was a dream trip. I loved learning the basics of sailing.Everything was stunning and the food was amazing! The best part of it all was the people. The crew (Yenzi, Julian, Marius, Alberto and Boggy) were absolutely amazing. So welcoming and always making sure that everyone was having a nice time. Everyday felt like a new adventure filled with connection, beautiful spots and laughs.It definitely has been one of my favourite vacations. I am looking forward to joining another one of their trips. I recommend this experience a 100%Trustindex verifies that the original source of the review is Google.Posted on Google
Friederike FJanuary 25, 2022simply awesome, whether alone or with friends. A unique experience ✨
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Vivien LAugust 5, 2020I went to Italy this year (Vulcano Route) and it was the best and most beautiful vacation of my life! ⛵️ I've never been sailing before and I didn't know anyone from vacation before. But the impressions on Instagram made me definitely want to be part of this journey. And it was really worth it! ☺️ After the week it felt like we had known everyone for a lot longer, even though they were all strangers a few days ago. 🥰 From a volcano hike at sunrise to swimming in the water at night and watching the starry sky, everything was there. 😊 So I can really recommend anyone who wants to go on a trip like this to have this experience with Pirates of Paradise! And feel free to do the trip alone 😊 Thanks to Yenzi and the whole Pirates of Paradise team for making these trips and incredible experiences possible 🧡
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Florian MSeptember 27, 2026Very inclusive, very environmentally conscious, only lovely people, incredibly delicious food. I felt comfortable from the very first minute. I had a fantastic time on board. So great, in fact, that I extended my stay by a week.
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Marie LJanuary 29, 2022I couldn't have imagined my first sailing experience better!! Immersed in another world where you can be rocked to sleep in the evening with a breeze on your face and woken up in the morning by the most beautiful sunrises. The rest of the time was filled with new encounters, exciting and beautiful places, funny activities, lively conversations, great musical accompaniment, inspiring kitchen sessions and even dreamy looks towards the horizon. Thank you very much! And I'm ready for round 2 😏😍
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Stella CAugust 3, 2026had a really beautiful time with pirates and will definitely be back! the crew is taking care of you super well, amazing vegan food and loads of snorkelling :)Trustindex verifies that the original source of the review is Google.Posted on Google
Marcel RJanuary 3, 2018I was on board every sailing trip from 2014-2016 and every boat tour and every moment on this “vacation” is worth more than just an experience. When it comes to sailing tours, you can always rely on a highly motivated, cheerful and well-organized organizer. Young people in particular should not be bored when it comes to travel destinations. So if you're not seasick and want to see more than just a beach on vacation, you're in the right place here and shouldn't miss out on the fun and, above all, the adventure.
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HannaJune 8, 2026Best experience I’ve ever had! Best team, best food, best atmosphere. Already did two trips and will definitely come back soon! HUGE recommendation🫶🏻🌞✨Trustindex verifies that the original source of the review is Google.Posted on Google
Niklas GJuly 5, 2025I had a very nice and relaxing week with the Pirates. Yenzi does a great job as skipper and, despite the sailing and organizational stress, always has an open ear and time for conversation. Along with Yenzi, other Pirates crew members were on board who made sure that cooking, washing up, and cleaning up went smoothly. I've never experienced anything like that before. Simply outstanding! The pre-planned meals were always delicious and imaginative and even catered to me, a non-vegan. The boat has several upgrades and offers so many amenities that charter boats can't offer! Because the crew lives on the boat permanently, it's much more homely and lovingly furnished. I find little mementos of past trips everywhere in the boat, which quickly makes you feel at home. Overall, Pirates of Paradise simply puts more attention to detail, and in this respect, Yenzi and his crew are way ahead of larger providers. Definitely a reason for me to come back.
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Andrew RAugust 24, 2025Sailing = epic Crew = very admirable and interesting people; new friends of mine Vibes = through the roof Food = so damn good This was not only an incredibly enjoyable week for me, but also a very important, introspective, truly life changing week. Starting out the week on a boat full of strangers, ending it with well bonded friendships and deep connections. Such an incredible atmosphere and vehicle to really bond with new people and learn about lots yourself. Yenzi is an awesome skipper, curator, and fella. There is no doubt in my mind I will be back many times overTrustindex verifies that the original source of the review is Google.Posted on Google
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.


































































