Private trip
Wohin geht’s?
Alle Segeltörns • Alle Reviere • Wann
Find sailing type
Choose a destination
Book a vacation
Private Yacht with Skipper – Sail Privately with sailwithus
Grab your friends and cast off!
Fancy a private sailing adventure? Under white sails, you and your best friends or family will reach the most beautiful destinations on a private trip—whether in the Mediterranean, the Caribbean, or anywhere else in the world of your choice. Looking for a specific yacht? Here you’ll find a selection of the yachts we offer!
What our customers say
Mögliche Privattörn Länder
Croatia
Nature
Culture
Harbour/Bay
If you’re looking for “fun and relaxation,” a sailing holiday in Croatia is the perfect choice. Along the islands of Central Dalmatia, you’ll experience an unbeatable mix of idyllic nature, dreamy bays, and vibrant party and harbour life.
Italy
Nature
Culture
Harbour/Bay
While sailing in Italy, explore the stunning coastlines of Sardinia, Elba, and the Amalfi Coast! Discover emerald-green bays, charming villages, and Mediterranean joie de vivre. Whether it’s the colourful Porto Cervo, the steep cliffs of Positano, or the hidden beaches of Elba.
Greece
Nature
Culture
Harbour/Bay
Swim in deep blue waters. Visit ancient temples. Relax in secluded bays around the Peloponnese and its islands, and discover fishing villages with authentic tavernas: YAMAS – cheers! The Greece sailing route is a fantastic all-rounder.
Spain
Nature
Culture
Harbour/Bay
Explore Spain’s sailing paradises – from Mallorca’s hidden bays to the volcanic landscapes of the Canary Islands! Discover turquoise waters, golden beaches, and Mediterranean flair.
France
Nature
Culture
Harbour/Bay
On a sailing trip in France, you’ll sail between Marseille and Nice – in the southeastern Provence, where it’s absolutely beautiful. Check! Then enjoy the French way of life and the diverse range of culture, sports, and nature along the Mediterranean!
Turkey
Nature
Culture
Harbour/Bay
In the mood for a touch of the Orient? Your sailing trip will show you the authentic side of Turkey, with long stretches of unspoiled nature to explore from our yacht. Many small towns and few larger harbours are typical of the Turkish Riviera.
Germany
Nature
Culture
Harbour/Bay
The dream holiday at home comes true as you explore the beautiful area around Lolland. You’ll visit stunning fjords in the Danish South Sea and go on cycling trips. Just your taste?
Thailand
Nature
Culture
Harbour/Bay
Discover the Land of Smiles on a sailing holiday in Thailand! From Phuket, we set off to the islands of the Andaman Sea, drop anchor in bays, go snorkelling, enjoy delicious food, trek through the jungle on shore excursions, and swim under waterfalls.
Caribbean
Nature
Culture
Harbour/Bay
Looking for a dream holiday with white sand, palm trees, and turquoise waters? Welcome to the Caribbean sailing paradise! Go snorkelling in warm waters and take in exotic sights as turtles and colourful fish gather around our yacht.
Seychelles
Nature
Culture
Harbour/Bay
White palm-fringed beaches, sunshine, turquoise seas – the Seychelles archipelago is one of the most exotic sailing areas in the Indian Ocean. When is the best time to visit the Seychelles? Always! With temperatures ranging from 27 to 30 degrees on land and in the sea, you can explore the Seychelles islands year-round.
Private Sailing – What You Can Look Forward To:
A quick note upfront, because it’s important to us: On a private charter, you get the entire yacht with a skipper. This makes the sailing holiday perfect for small groups. So gather your friends and let them know—no prior experience or sailing certificates are needed to join! With our experienced skippers, you can enjoy an unforgettable sailing adventure anywhere in the world—and even learn to sail yourself along the way. Cast off and set sail!
Sail with your friends and family!
The perfect opportunity for group sailing. You know each other, share the same interests, love adventures together, and can enjoy every second on the yacht – far away from everyday life and work. Whether friends or family, beginner sailors or seasoned sailors, on our sailing trip you can experience azure waters, white sandy beaches, and your very own unforgettable summer.
Packt Eure Sachen und los geht’s! Wir erledigen den Rest!
Enjoy all the perks of your very own private yacht. With yachts featuring three to six cabins (double or bunk beds), you and up to 12 people can experience your dream vacation your way! Prefer to sleep on deck under the clear starry sky or unwind with a sundowner before nightfall? No problem! The deck of your yacht offers plenty of space for relaxing hours on the water.
If you already have sailing experience, our SKS training trip is just the thing for you. Here, you’ll learn everything you need to know to confidently take the helm on your next vacation all by yourself.
What does a dream vacation feel like?
A dream vacation feels like a sail with sailwithus! Your group trip is planned and organized by sailwithus, but you can customize each day’s plan together with your skipper—depending on what you feel like doing (as long as wind and weather cooperate). Usually, you’ll sail three to six hours on the water before arriving at a harbor or dropping anchor in a beautiful bay. Simply breathtaking!
By the way: Group sailing is perfect even for little sailors. Warm waters, swimming fun, and exciting excursions make the ideal setting for a family sailing trip. Check out right away what your family can experience on vacation.
Culinary delights that impress
Do you want to cook in your fully equipped yacht kitchen in the evening, or would you rather visit a local Mediterranean restaurant? The choice is yours!
Our tip: Make sure to try the local specialties a few times each week. Breakfast and a light lunch are usually served on the yacht. Luckily, on the first day you stocked up on all groceries and drinks with your onboard fund, so you can enjoy the rest of the week completely worry-free. With a view of azure waters and stunning bays, every meal tastes even better!
Need more reasons to choose a sailing holiday? Then feel free to check out our sailwithus blog!
Private Charter Gallery
Sailing with sailwithus – this is included in your yacht charter:
You’re traveling with like-minded people because you all share one thing: the dream of a sailing holiday in the Mediterranean. Your crew is young and a lively mix of complete beginners and experienced sailors. What matters most to you is simple, stress-free planning and preparation.
On sailwithus sailing trips you are always traveling sustainably. We encourage our fellow sailors to do a beach clean up once on every trip so that we can do our bit to preserve the beautiful areas in which we sail. Join us and experience your dream vacation without a guilty conscience. If you want more information about sustainability with us, click here.
Sailing is comparable to camping on the water and therefore not a typical luxury holiday. From time to time, there may be minor inconveniences that are simply part of the adventure.
What is not included?
Example yachts
Learn more about private crewed sailing
Sailing with a skipper – an entire yacht with a skipper just for you.
Have you been dreaming of an exciting adventure holiday and are eager to learn something new? Then our crewed sailing holiday is perfect for you. Don’t worry – you don’t need any prior experience or sailing licenses to join us. Just come on board and enjoy your yacht charter sailing holiday – whether with family, friends, or a mixed group.
Decide for yourselves which region you want to sail in. We can arrange your private yacht anywhere in the world. You can find an overview of our standard sailing regions here.
Discover the benefits of a sailing holiday with a skipper!
Sailing with a skipper on a fully private yacht is the best way to enjoy an active, hands-on holiday. Everyone on board gets involved and learns to sail along the way.
And the best part: you as the crew decide how your days will unfold. Want a long day of sailing? Great! Prefer a land excursion or spending the whole day anchored in a bay, relaxing in the water? That’s great too!
On a sailing trip with a private yacht, you’ll discover the most beautiful places away from mass tourism—no chance of boring spots like on a package holiday.
Who knows the best islands and the most beautiful harbors? Your skipper!
Bei unserem Segeltörn bucht Ihr immer einen erfahrenen Skipper mit dazu, von dem Ihr profitiert: egal ob Segelanfänger oder erfahrener Segler – unser Skipper steht mit Tipps und Tricks zur Seite und ermöglicht Euch das Segeln hautnah zu erleben. Jeder darf an Bord die verschiedenen Aufgaben übernehmen und steuern, ankern oder Segel setzen. Das Mitsegeln ist ein echter Aktivurlaub! Wenn Euch tagsüber aber eher nach Abschalten und Relaxen ist, dann könnt Ihr das auch jederzeit machen. Euer Skipper hält solange die Stellung!
Übrigens: unsere Skipper sind auch besonders hilfreich bei der Planung eines Tages. Denn sie haben die besten Tipps für schöne Buchten, Ankerplätze oder Marinas. Wind und Wetter haben sie ebenfalls bestens im Blick und so besprecht Ihr gemeinsam täglich das Tagesprogramm. Es gibt so viel auf der Reise zu entdecken! Wann kann es endlich losgehen?
Private crewed sailing on catamarans and yacht rentals.
The good news is: you don’t need to be a celebrity or a millionaire to fulfill your dream of life on a yacht deck. Enjoy this luxury on our sailing trip and experience the most beautiful bays and destinations every day – all at affordable prices!
Beyond the Baltic Sea and the Mediterranean, we enable you to embark on a sailing trip anywhere in the world and experience paradise from the water. With sailwithus, you can explore white beaches and enchanting coves all over the globe. Our boats with skippers offer you the dream holiday you’ve always wanted. Whether on a catamaran or a sailing yacht, we have the perfect option with a skipper for your wishes. Just send us an email with your preferences, and together we’ll plan your dream holiday. What are you waiting for?
On the sailing boat with a skipper – now what?
When you book a sailing holiday with a skipper at sailwithus, you decide how much or how little you need the skipper. On a crewed sailing trip, our skippers are essentially a service for you, providing a sailing professional by your side at all times. But skippers aren’t just sailing experts. Sailwithus places great importance on ensuring that skippers also fit in well personally with the crew. Usually, the skipper shares a cabin with a crew member—unless you’ve booked a large yacht, in which case the skipper gets their own cabin on board. With their open and friendly nature, our skippers are always well-received by the crew—a sailing holiday among like-minded people. And often, during days at sea, long-lasting friendships are formed!
Yacht and destination: Browse. Choose. Book.
Every season, sailwithus organizes yachts for crewed sailing in our standard regions. As a private group, you can book a sailing holiday with a skipper for just a few hundred euros per person: for example, a week of yacht charter in Croatia from Trogir or Pula, or a Greece charter with a skipper on Corfu, or from Sardinia to Corsica. Would you like to sail with a skipper to Ibiza, Sicily, or Portugal? No problem! We’ll be happy to coordinate with you. In principle, anything is possible with a yacht charter and an experienced skipper. Skippers take responsibility for sailing, navigation, and all related tasks: they navigate, set the course, monitor the weather, and ensure the safety of all crew members on board. A sailing trip with a skipper lets you fully relax and enjoy your holiday. This starts with the skipper checking the yacht’s condition before departure and handling the check-out at the end of the trip, while you and your crew comfortably settle into your cabins.
Yacht charter with skipper – one of the most popular holiday types
When searching for the perfect holiday, especially young people and sailing beginners find sailing on a yacht with a skipper very appealing. No wonder! This holiday on the water offers a high degree of freedom and flexibility. Mediterranean countries like Greece and Croatia are particularly popular for yacht charters. The size of the sailing boats depends on the number of crew members. At sailwithus, these are yachts with three to six double cabins—so there’s space for six to twelve people. Whatever your group’s requirements, we can make them happen!
Book crewed sailing with a skipper at an affordable price.
You can search and compare as many offers as you like for your perfect holiday. In the end, one thing is clear: crewed sailing on a yacht is not only one of the most beautiful forms of holiday, but also one of the relatively most affordable. Boring package holidays are a thing of the past! At sailwithus, the formula for the ultimate adventure is: “Join. Participate. Sail.” And especially with crewed sailing with a skipper, you can fully enjoy an individual sailing trip on a yacht without needing a sailing license.
Still not convinced? The reviews from previous crew members speak for themselves.
sailwithus is the highest-rated sailing tour operator in Germany on Google. Over 1,700 past crew members are thrilled and give sailwithus 5 stars (as of February 2025). Get inspired by our online reviews and start your next sailing adventure now!
Your Most Frequently Asked Questions
No, you don’t need any prior experience. Our sailing trips are for everyone – whether you’re completely new to sailing or already have some experience. Throughout the week, our skippers will teach you everything you need to know and make sure you’re always safe and well taken care of.
That depends on the type of trip you book. On our Youngline trip, your fellow sailors will be between 18 and 39 years old. On our Forever Young trip, they are between 40 and 59 years old. For our themed and training trips (Green Ahoi, Yoga, SKS), there is no age limit.
All crew members meet on Saturday between 2 and 4 p.m. at the marina. Around 5 p.m., you’ll board the yacht, and after a detailed safety briefing the next morning, you’ll set sail. A later arrival on Saturday evening is theoretically possible, but we don’t recommend it – please coordinate with your fellow crew members via WhatsApp in advance!
Our fellow sailors and skippers come from the DACH region (Germany, Austria, and Switzerland), so the main language on board will be German. However, all skippers speak English, and international sailors are very welcome.
On the first day of the sailing trip, cabins will be assigned. The crew and skippers can choose their cabins based on their preferences and needs. Generally, cabins are assigned with gender separation. If you would like to stay with a specific person or prefer not to share a cabin with someone of a different gender, feel free to mention this during booking. We will take your preferences into account.
We sail on modern yachts of various sizes: 3-cabin, 4-cabin, 5-cabin, and 6-cabin yachts. Accordingly, there are between 5 and 12 fellow sailors on board.
