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
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![]()
TrustindexExcellent4.9135 reviews4.9Excellent135 reviews
Excellent4.9134 reviews4.9Excellent134 reviews
Excellent5.01 reviews5.0Excellent1 reviewsTrustindex verifies that the original source of the review is Google.Posted on Google
Isabel JJanuary 24, 2022That was a really nice vacation in Greece with really uncomplicated, nice people ☀️ The food was really good every day. Jumping from the deck into the sea every morning and watching the sunsets from there in the evening, just really beautiful and always a pleasure.
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Lars SOctober 2, 2018Went on the Croatia trip this year – very cool! An excellent mix of relaxation, adventure, party and fun. Everyone gets their money’s worth here! And at the same time you get to know a lot of new, nice people with whom you experience unforgettable moments that make this vacation something very special.
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BiancaAugust 24, 2026Highly recommend to anyone. Great vibes ans great people. Will come back again!Trustindex verifies that the original source of the review is Google.Posted on Google
Marietta AJune 21, 2026It really was a perfect perfect perfect experience! The vegan food was completely new for me, and it was incredibly delicious and surprisingly diverse. Every meal was thoughtfully prepared and always something to look forward to. Help is always welcomed and it was always such a fun time. One thing I really appreciated was that we always tried to stay away from crowded places. We got to experience beautiful spots without feeling overwhelmed by tourism, which made the whole trip feel much more authentic and relaxing. I’ve never felt so welcome in a group before. It truly felt like a safe space where everyone was positive, open-minded, and supportive. I learned so much about myself and the people around me. I never thought it was possible to feel this loved, accepted, and free from judgment after only one week. The connections I made during this trip are something I’ll carry with me for a very long time. The crew was absolutely amazing!! So kind, approachable, and always there if you needed anything. No matter the question or concern, you could always come to them. The slow mornings were perfect. You could go swimming before breakfast, do a yoga session, read a book, enjoy the view, or simply sleep in. There was no pressure just time to enjoy yourself. And if you’re interested in sailing, there’s plenty of opportunity to learn and get involved. The crew is happy to teach, and you can actively help with sailing the boat. I would recommend this trip to anyone looking for adventure, relaxation, meaningful connections, and an unforgettable experience. 🤍 Thanks to every single guest and crew from 2026 4th week in sardinia!! 🫶🏼+4Trustindex verifies that the original source of the review is Google.Posted on Google
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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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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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
Viktoria KJune 15, 2024one of the greatest experiences I've had - will stay in my heart forever 🧡 Our group came together really quickly, the atmosphere was incredibly great and of course that's all thanks to this wonderful crew! I felt comfortable from the start and they did everything they could to ensure that we had a great time - I can't thank you enough for all these magical moments :)
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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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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
Christopher LMarch 22, 2019Yenzi knows great spots to anchor away from tourist spots and involves the crew in route/activity planning. Super equipped yacht, delicious food thanks to Marlen and the other nice sailors.
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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
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
Stancu ASeptember 30, 2025Sicily is one of the most loved routes of the Pirates for many good reasons. The nature is truly spectacular, grand volcanoes and crystal clear waters to start everyday with a swim, an absolute dream! The crew is very welcoming and they managed to turn Sailormoon into the safest place to form new connections. All the activities were such a nice addition to the sailing experience, it created a very good balance. I appreciate the efforts and the energy the crew puts into keeping Sailormoon in such a good condition, the food (everything is so fresh and it tastes amazing) and to be there for each and every trip.👏🏻 Didn’t know what to expect when I booked this sailing experience but it’s the best thing I did in a long time. See you next year! 🫶🏻Trustindex verifies that the original source of the review is Google.Posted on Google
Isabel KJanuary 24, 2022I had an incredibly nice sailing trip with the Pirates. With lots of good food, spontaneous adventures and great people! After a week it felt like a family. I can recommend it 1000%.
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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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Ewa WAugust 24, 2026An Unforgettable Week in Paradise 🌊☀️ I joined the Pirates of Paradise Albania–Montenegro trip as a solo traveler, and from the very first moments, I never once felt alone. The people are simply amazing. You arrive as strangers and somehow, within days, you create bonds that feel like lifelong friendships, with people you probably would never have met or connected with in everyday life. There is something truly special about that. The atmosphere is so welcoming, warm and homely. Yenzi and the entire team are absolutely incredible, and the whole experience genuinely feels like paradise. I came on this trip with very high expectations, but somehow the experience exceeded every single one of them. I loved it so much that after my August trip, I’m already hoping to come back again this season for the Sail & Learn trip in October/November! To sum it up: an unforgettable experience, unforgettable people, and an absolute dream for solo travelers. Thank you all for this incredible week. I will be forever grateful for the memories, the laughter, the adventures and, most of all, the wonderful people I met along the way. Love, Ewa ❤️Trustindex verifies that the original source of the review is Google.Posted on Google
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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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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Abraham RSeptember 25, 2023A really great team, beautiful route with perfect variety. Overall a perfect vacation. I can only recommend it - stick with it with so much passion. See you next time. :)+0
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Tim BApril 6, 2026A wonderful atmosphere, good food and an unforgettable experience.+2
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