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Your Dream Sailing Vacation

Set Sail for the Adventure of a Lifetime.
Tailored Just for You.

Exclusive Privat Or Community Sailing Vacation?

catamaran sailing vacations in the caribbean and snorkeling in the crystal clear sea with turtles
Exclusive Private
Sailing Vacations

100% Tailored
ALL DATES POSSIBLE
  1. Choose Your Cruise

  2. Select Your Dream Destination

  3. Pick Your Perfect Yacht / Catamaran

  4. Plan Your Activities

  5. Customize Your Crew & Services

  6. Set Your Departure Date

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Private Sailing Vacations
Open Dates
SPECIAL OFFERS
  1. Choose Your Cruise

  2. Personalize Your Activities

  3. Customize Your Crew & Services

catamaran sailing vacation jumping in the sea with friends join the crew and sail with us
Community
Sailing Vacations

CABIN CHARTER

Choose from our selection of curated Community Sailing Adventures that match your preferences!

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  • Solo Travellers

  • Couples

  • Small Groups

catamaran sailing vacations in the caribbean and snorkeling in the crystal clear sea with turtles
Exclusive Private Sailing Vacations

Everything is your choice, and anything is possible! We are here to guide you in creating your personalized dream sailing adventure anywhere in the world.

You decide which destinations

you want to explore, choose your dream yacht or catamaran, and customize the size of your crew

and the services you wish to

include.

woman swimming underwater in the turquoise sea on a sailing vacation
Private Sailing Vacations

Discover the perfect balance of convenience and personalization with our Partially Tailored Sailing Adventure.

We've taken care of the essentials to craft an incredible foundation for your trip, while leaving plenty of room for you to customize the details that matter most to you.

catamaran sailing vacation jumping in the sea with friends join the crew and sail with us
Community
Sailing Vacations

Whether you're traveling solo, with a partner, or in a small group, our Community Sailing Adventures offer the perfect blend of adventure, relaxation, and connection.

Meet like-minded travelers, have fun, and build friendships that last a lifetime. Let yourself be inspired by the unique atmosphere of our Community Sailing Cruises and enjoy an unforgettable time on the water!

We are creating memories for a lifetime!

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"Best week ever! We are already planning the next trip with windlovers :)"

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Crafting Your Tailored Sailing Adventure

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1. Find Your

Perfect Cruise

Discover 10 uniquely crafted cruise experiences, each designed to match your passions — whether it's adventure, relaxation, kitesurfing & wingfoiling or the ultimate sailing escape.

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2. Select Your

Dream Destination

Set sail to your dream destination! Explore our 8 stunning regions and over 30 breathtaking locations worldwide — each carefully selected to offer the perfect sailing experience in every season.

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3. Choose Your

Yacht / Catamaran

Choose between a sleek sailing yacht or a spacious catamaran, with access to a global network of over 200 vessels — ensuring the ideal match for your personal needs and preferences.

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4. Plan Your

Dream Activities

Create unforgettable moments at sea! From savoring local flavors and exploring hidden gems to thrilling watersports and breathtaking hikes — design your sailing adventure just the way you want it.

windlovers founder Lucas Kiesling with his passion: creating unforgettable sailing vacations

About

Lucas Kiesling - Founder of WINDLOVERS

Sailing is my passion, and creating unforgettable experiences at sea is my mission. With a lifetime of sailing experience, from professional regattas to over a decade as a skipper worldwide, I ensure safety, adventure, and unforgettable moments for every guest. Whether you're looking for relaxation, watersports, or sailing training, I’m here to make your trip truly special. Let’s create "Memories for a Lifetime" together! Growing up on sailboats, I spent countless hours at sea and competed as a professional sailor in my youth in the 29er skiff class. Since childhood, I have participated in sailing regattas and most recently became the 2024 German Vice Champion in the Korsar class. For over 10 years, I have worked as a skipper on various sailing yachts and catamarans all over the world—from the Baltic Sea and Scandinavia to the Mediterranean and the Caribbean. Safety is always my top priority: whether it's a 3-year-old child or a grandparent over 80, I make sure everyone on board feels secure and comfortable. But beyond safety, my true mission is to create unforgettable moments for my guests. My goal is to give you "Memories for a Lifetime"—experiences that you will look back on fondly for decades to come. Vacations are the most special time of the year—a chance to escape the routine, collect new impressions, and recharge. I take this responsibility seriously and ensure that every trip is truly unique. As a passionate watersports enthusiast, I am not only a skipper but also an avid kitesurfer and wingfoiler. During our Kite & Wing Cruises, I love to share my knowledge and give useful tips as a VDWS-certified kite instructor. And for those who appreciate good food, you’ll love my second passion: fishing. Nothing beats catching a fresh tuna while sailing, preparing it right on board, and enjoying the freshest Tuna Sashimi with my guests. Whether you're a group of friends, a family with kids and grandparents, a corporate team, or passionate sailors, I look forward to welcoming you on board. And for those looking to improve their sailing skills or become a skipper themselves, I also offer sailing training and skipper coaching to share my knowledge. I can't wait to set sail with you! Your Lucas Founder of WINDLOVERS

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