Sail & Learn 4

Name: Sail & Learn 4
Brand: Pirates of Paradise
SKU: 2026_TF04_STS
Price: 1120 EUR
Availability: SoldOut
Rating: 4.9 (125 reviews)

Sardinia
Sicily

20.06. – 27.06.2026

Transitalia Route

Sold out

Transitalia Route

Due to high demand, we’ve launched a new kind of trip last year: the Sail & Learns.

These journeys are perfect for those who love to sail or want to learn the ropes.

There’s only one thing set in stone: the starting and ending port. How we get there? That’s up to the wind and weather. Unlike our regular trips, Transfers focus more on the sailing itself and less on a fixed itinerary or lazy bay-hopping. From night passages to quiet anchor stops, anything can happen.

It’s the real vagabond life at sea, just like those who live aboard their sailboats year-round. And since we cover more miles on these trips, they’re also ideal for collecting the mandatory miles for your sailing license. Sounds interesting?

Where learning to sail feels like an adventure.

Sail & Learn puts you in the cockpit, not in the audience. You become part of the crew, take on real responsibilities and build hands-on sailing experience mile by mile, with the sea setting the pace.

Is this sailing Trip right for me?

Sail & Learn is for people who want more than a holiday. It is for beginners with zero sailing experience and for those who have been on the water before and want to build real confidence, collect sea miles and spend more time actually sailing.

You do not need any prior experience. What you need is curiosity, a sense of adventure and the willingness to be part of a crew.

What will I learn on a Sail & Learn trip?

You will build real, hands-on sailing experience as part of the journey itself. There is no classroom, no fixed curriculum. What you learn depends on the conditions and the route, and that is what makes it real.
Skills you may pick up along the way:

Steering and basic manoeuvres
Sail handling and trimming
Knots and rope work
Reading wind and weather
Watch systems and night sailing
Teamwork and communication on board
The rhythm and responsibilities of daily boat life

You learn one mile at a time, naturally, as the trip unfolds.

How is Sail & Learn different from other Sailing Trips?

Most sailing vacations put you on a boat as a passenger. Sail & Learn puts you on a boat as crew.

There is no floating hotel, no fixed sightseeing schedule and no itinerary that has to be followed no matter what. Wind and weather shape the route. The crew works together. You are not just watching the journey happen. You are part of what makes it happen.

That is what makes Sail & Learn more raw, more real and often far more rewarding than an ordinary Sailing Trip.

What is life on board actually like?

It’s close, simple and genuine. You share a space with your crew, cooking and eating together, taking turns on watch and enjoying the sunset from the same deck.

Some moments are active and demanding. Others are slow and quiet. Morning coffee in the cockpit, long passages under sail, night watches under open sky, shared meals below deck. It is this mix of intensity and stillness that makes life at sea something you do not forget.

What should I expect from a Sailing Trip like this?

Flexibility is part of the deal. Routes shift with the wind. Plans change. Comfort on board is real but simple, not luxurious. Days can be long, salty and physically tiring.

If you are looking for a polished resort experience, this is not your trip. If you are looking for a genuine sailing vacation where you actually learn, contribute and feel the sea, you are exactly where you need to be.

What do I take home from a Sail & Learn Trip?

More than photos. You leave with new sailing skills, real sea miles under your belt, and a confidence on the water that only comes from having actually done it.

Most people also take home something harder to name: the feeling of having been fully present. Close to nature, shaped by wind and water, part of something that moved. You step out of your usual routine, focus on what actually matters and grow alongside people who were strangers at the start.

That tends to stay with you.

20.06.

– 27.06.2026

Original price was: 1.280€.Current price is: 1.120€.

Highlights

Set sail with a small crew
For anyone who wants to sail or learn how, with no more than 8 people on board.
Night sails guaranteed
Learn the art of sailing, day and night.
Log your miles — Get your sea miles confirmation
Thinking about getting your sailing license? Awesome! Earn your required miles with us.

Activities

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.

Sea State

Nature

Adventure

Sailing Time

More Sail & Learn Trips

28.03.

– 04.04.

04.04.

Malaga
Ibiza

1.020€

Mallorca
Marseille

1.140€

Marseille
Elba

1.140€

Sicily
Albania

Great Jump Route

Original price was: 1.280€.Current price is: 1.120€.

31.10.

– 07.11.

07.11.

Corfu
Athens

Corinth Route

Original price was: 920€.Current price is: 820€.

What you need to know

Start

Finish

* 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

Sold out

Original price was: 1.280€.Current price is: 1.120€.

per Person

Not taxable according to § 3b para. 1

Extra 5% off

Sold out

This trip is fully booked. Ask us about the waitlist.

Out of stock

Your cabin

Guaranteed Departure

      
 4.9 
 Top Rated Trips
 verified by Trustindex 
 Trustindex 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.

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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

Pirates of Paradise - Volcano route -81 Isla Grossi

Pirates of Paradise - Volcano route -85 Isla Grossi

pop-linusroesler-sardinia-3-2024-13 Linus Roesler

pop-linusroesler-sardinia-3-2024-214 Linus Roesler

Pirates of Paradise - Volcano route -26 Isla Grossi

Pirates of Paradise - Volcano route -389 Isla Grossi

pop-linusroesler-sardinia-3-2024-3 Linus Roesler

Pirates of Paradise - Volcano route -28 Isla Grossi

Pirates of Paradise - Volcano route -35 Isla Grossi

Pirates of Paradise - Volcano route -40 Isla Grossi

pop-linusroesler-sardinia-3-2024-140 Linus Roesler

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
 
   Google
 
   Trustindex
 
 
  
 
 
 
  Excellent4.9140 reviews
 4.9
 Excellent140 reviews
 
    
 Excellent4.9139 reviews
 4.9
 Excellent139 reviews
 
    
 Excellent5.01 reviews
 5.0
 Excellent1 reviews
 
 
 
    
 
 
      Posted on Google  
  
 
   Aurelia W 
 September 15, 2025
 
 
 Trustindex verifies that the original source of the review is Google. +2
Sicily tour was the best decision ever. Had a blast. As a solo traveller I met many lovely people aboard. Nice balance between sailing time and activities. Nice spots for sleepovers. And the team really knows what they‘re doing, incredibly skilled skippers and chefs. A little helping e.g. for cooking is required. Also, the team works as volunteers and they take tips so there will be some extra costs. Hoping to book a trip again next year <3
  
 
     Posted on Google  
  
 
   Sarah S 
 April 26, 2026
 
 
 Trustindex verifies that the original source of the review is Google. +0
Sailermoon and Songoku in Sa Calobra Bay, Torrente de Pareis, near Sóller/Mallorca. ⛵️🌅 It was my first sailing trip and I'm absolutely thrilled. Great crew, delicious food, unique spots. I discovered Mallorca in a whole new way. Highly recommended. Thank you so much for this amazing experience! 💙🧡💚

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     Posted on Google  
  
 
   Friederike F 
 January 25, 2022
 
 
 Trustindex verifies that the original source of the review is Google. simply awesome, whether alone or with friends. A unique experience ✨

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     Posted on Google  
  
 
   Tim0 
 April 21, 2024
 
 
 Trustindex verifies that the original source of the review is Google. +0
I was on the tour around Mallorca and it was an amazing week! I can only recommend it to everyone! :D

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     Posted on Google  
  
 
   Simão V 
 June 24, 2024
 
 
 Trustindex verifies that the original source of the review is Google. Cool vibes, cool people and cool views!
We had an amazing week with Pirates of Paradise with lots of sailing.
The crew is very experienced, always with safety as a priority and very friendly.
We also met some incredible people there to share the boat with.
You’ll basically going to be part of the crew, help with cooking, doing the dishes and also help with sailing, if you want. That’s what makes the trip so authentic
  
 
     Posted on Google  
  
 
   Lobke T 
 August 24, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Pirates of paradise is a fantastic organisation to go for a nice, relaxing and fun sailing trip! We went to such beautiful places, I met the sweetest people and enjoyed the trip from the first to the last moment.
  
 
     Posted on Google  
  
 
   Anika S 
 May 24, 2026
 
 
 Trustindex verifies that the original source of the review is Google. +0
Honestly, this trip changed something in me. Pirates of Paradies made it easy from the start, their website tells you everything you need to know upfront. The seamails were such a sweet touch that made me feel part of something special.

The team is genuinely warm and attentive. Managing 18 people with different wishes and moods, and actually pulling it off,  is no small thing. Even when the wind didn’t cooperate, they found the most stunning spots I never would have discovered on my own.

But what I’m taking home more than anything: the courage to step outside my comfort zone, and a bunch of wonderful people I wouldn’t have met otherwise. A thousand thanks for that.
  
 
     Posted on Google  
  
 
   Farina K 
 January 25, 2022
 
 
 Trustindex verifies that the original source of the review is Google. Do you want adventure? You get adventures! What do you want "sea"? If you want salt on your skin, wind in your hair and a boat under your back, Pirates is the right place for you. I particularly liked the hammock as a place to sleep: one eye clink at sunrise and the next clink you'd jump into the sea. Hoist the sails and send off the mail. See you again on deck.

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     Posted on Google  
  
 
   Bianca 
 August 24, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Highly recommend to anyone. Great vibes ans great people. Will come back again!
  
 
     Posted on Google  
  
 
   Moritz W 
 January 7, 2018
 
 
 Trustindex verifies that the original source of the review is Google. I'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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     Posted on Google  
  
 
   Benno P 
 August 6, 2021
 
 
 Trustindex verifies that the original source of the review is Google. Volcano Route Italy I came alone, didn't know anyone in the group beforehand and it still felt like a vacation with good friends. Everyone on the boat, whether guests or crew, was super nice and uncomplicated. When we sailed off into the sunset on the first evening with good music and good wine, we knew immediately that it would be an unforgettable week and why so many people rave about Pirates holidays. Mille grazie and gladly again!

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   Vivien L 
 August 5, 2020
 
 
 Trustindex verifies that the original source of the review is Google. I 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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   Jade V 
 October 7, 2025
 
 
 Trustindex verifies that the original source of the review is Google. +3
Would highly recommend this unique, unforgettable experience. The crew was amazing, the food on board was plentiful and delicious, and the friendships made are irreplaceable.
  
 
     Posted on Google  
  
 
   Amy A 
 August 9, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Best trip I've had!

I spent a week on the boat travelling around Sicily. The trip was well thought out, with the option to opt in or out of any hikes and activities.

The crew on board were super welcoming and made me feel very comfortable and extremely well taken care of throughout the trip.

The boat was also well equipped with anything you could ever need, and the food was amazing!

It was a beautiful experience full of amazing views, great connections and a perfect balance of relaxation and activity. Honestly I can’t recommend them enough.

Will definitely be booking another trip with pirates of paradise 🫶🏼
  
 
     Posted on Google  
  
 
   Philipp F 
 December 11, 2019
 
 
 Trustindex verifies that the original source of the review is Google. It'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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   Julius W 
 January 4, 2018
 
 
 Trustindex verifies that the original source of the review is Google. The 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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     Posted on Google  
  
 
   Christopher L 
 March 22, 2019
 
 
 Trustindex verifies that the original source of the review is Google. Yenzi 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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   Madline H 
 April 14, 2024
 
 
 Trustindex verifies that the original source of the review is Google. +2
It was a wonderful experience on the sailing boat. The crew is incredibly friendly and you feel totally at home. I can only recommend it to everyone 🌞

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   Timo W 
 May 31, 2026
 
 
 Trustindex verifies that the original source of the review is Google. +1
The 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
  
 
     Posted on Google  
  
 
   Charly 
 September 17, 2018
 
 
 Trustindex verifies that the original source of the review is Google. Thanks 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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     Posted on Trustindex  
  
 
   Christina T 
 September 27, 2025
 
 
 Trustindex verifies that the original source of the review is Trustindex. Sicily 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!