Your Next Vacation Could be on a Sailing Yacht
Discover places no road can take you.
Your sailing vacation starts here.
Popular Sailing Vacation Destinations - For Inspiration
Great Barrier Reef, Australia
Seychelles
Amalfi Coast, Italy
Thailand
Caribbean
French Polynesia
Croatia
Sardinia, Italy
Tailored Sailing Vacations
Looking for something truly unique? Let us design a bespoke sailing experience tailored to your preferences:
Themed Adventures
From wild bachelorettes to peaceful honeymoons, birthday blowouts to family reunions — we plan trips that actually fit the moment.
Whether you’re rallying your crew for spring break, celebrating love under the stars, or making memories with three generations on board, we’ll tailor the vibe to your people.
We bring the destinations and the unforgettable stories.
Personalised Itineraries
Whether you’re dreaming of skiing, diving coral reefs, spotting whales, or partying under the stars — we’ll help you build a trip that matches your vibe.
Combine sailing with epic experiences: from wine tasting in coastal vineyards to nightclubs, from wildlife watching to snow-capped adventures.
Whatever your idea of unforgettable looks like, we’ll make it happen — sea legs and all.
Learn to Sail — Your Way
Whether you're starting from zero, brushing up on rusty skills, or just want to build confidence on the water — we’ve got you.
Sail with certified instructors onboard, learn hands-on while on holiday, and skip the pressure of tests or certifications (unless you want them).
It’s real learning, real sailing, at your pace.
Create memories that last a lifetime with a custom sailing adventure.
We Can Help You With More Than Epic Vacations
Delivery Captain Services
Relocating your yacht has never been easier. Our professional delivery captains ensure:
Safe Transfers: Your vessel arrives at its destination in top condition.
Efficient Routes: We plan the safest and most time-efficient course for the voyage.
Expert Oversight: Our captains handle everything, from navigation to weather monitoring.
Whether you need your yacht delivered locally or across oceans, we’ve got you covered, with follow-up live tracking.
Sailing Preparation and Consultancy
Embarking on a voyage? We provide expert guidance to:
Plan Your Route: Optimize your course for safety and efficiency.
Analyze Weather Patterns: Stay ahead of changing conditions with customized forecasts.
Ensure Vessel Readiness: Conduct pre-departure inspections to ensure your yacht is seaworthy.
From seasoned sailors to first-time adventurers, we’re here to help you set sail with confidence.
Yacht Design Consulting
Are you thinking about upgrading your yacht? We can help, from full refits to minor modifications.
Technical: Structural, electrical, plumbing, systems, weight distribution, and much more.
Ergonomics: Adapting the boat to you can make the biggest difference.
Rigging: If you want to win regattas or be able to single-hand, there are strategic changes to be made.
Digital designs and plans: Professional and clear designs.
Let’s design your yacht together.
Why Should You Choose Us? - See What Clients have to say!
I first got in touch with SailWindSea to charter a boat. Together with my wife and daughter we had the opportunity to sail for a week on an Excess 11 catamaran in the Mediterranean Sea, captained by Ana, and it was an unforgettable experience. The enormous appeal of sailing and the wonderful landscapes we visited were enriched by the perfect company of Ana, who at all times showed exceptional mastery of her profession, together with full dedication to ensure that we were perfectly looked after and happy enjoying our holidays at all times. The feeling of security that Ana shows in her actions steering the boat transmits tranquillity and confidence to those of us who are not accustomed to the marine environment. For all this and with enormous gratitude we congratulate our captain Ana.” - Gonzalo, Inma & Angela
I first got in touch with SailWindSea to charter a boat. Together with my wife and daughter we had the opportunity to sail for a week on an Excess 11 catamaran in the Mediterranean Sea, captained by Ana, and it was an unforgettable experience. The enormous appeal of sailing and the wonderful landscapes we visited were enriched by the perfect company of Ana, who at all times showed exceptional mastery of her profession, together with full dedication to ensure that we were perfectly looked after and happy enjoying our holidays at all times. The feeling of security that Ana shows in her actions steering the boat transmits tranquillity and confidence to those of us who are not accustomed to the marine environment. For all this and with enormous gratitude we congratulate our captain Ana.” - Gonzalo, Inma & Angela
⭐⭐⭐⭐⭐
“Ana is the best! We have had several different captains with several different companies as we've been learning to sail and Ana is far and away the best. We are planning to adjust our plans to have her as our captain for as many future sailings as we can coordinate with her. She adjusted to dynamics in our group and made everyone feel safe, relaxed, and helped us maximize our fun and learning. She is an absolute expert at handling the boat, an excellent teacher, a knowledgeable guide, a genius innovative problem solver, and a fun person to hang out with! To get the most out of your booking with Ana, be flexible on what makes sense for the weather and conditions and absolutely invite her into your group!” - Kaitlin & Jeff
“Ana is the best! We have had several different captains with several different companies as we've been learning to sail and Ana is far and away the best. We are planning to adjust our plans to have her as our captain for as many future sailings as we can coordinate with her. She adjusted to dynamics in our group and made everyone feel safe, relaxed, and helped us maximize our fun and learning. She is an absolute expert at handling the boat, an excellent teacher, a knowledgeable guide, a genius innovative problem solver, and a fun person to hang out with! To get the most out of your booking with Ana, be flexible on what makes sense for the weather and conditions and absolutely invite her into your group!” - Kaitlin & Jeff
"Ana is incredibly experienced, trustworthy, insightful, and attentive. More than an adept captain, she is wonderful company. One of my favorite memories of my trip in the BVIs was snorkeling with her in the bay of Cooper Island, an adventure that left us with some very pruney fingers. Ana provides a secure sense of safety; she offers intellectually stimulating conversations; and she elicits hearty laughter. Meeting her and being in her company was one of the greatest highlights of my trip, truly a pleasure and a privilege." - Olivia
"Ana is incredibly experienced, trustworthy, insightful, and attentive. More than an adept captain, she is wonderful company. One of my favorite memories of my trip in the BVIs was snorkeling with her in the bay of Cooper Island, an adventure that left us with some very pruney fingers. Ana provides a secure sense of safety; she offers intellectually stimulating conversations; and she elicits hearty laughter. Meeting her and being in her company was one of the greatest highlights of my trip, truly a pleasure and a privilege." - Olivia
“14 days on a 51 ft monohull with Ana as captain was fantastic. We were parents, children and grand children incl 1 and 2 1/2 years old kids. Ana made everyone feel safe and we had a lot of fun and feel good because Ana was a full of energy and always smiling. We also hoisted the sails every day which she mastered well and she welcomed our participation which we appreciated a lot.” - Asger & Family
“14 days on a 51 ft monohull with Ana as captain was fantastic. We were parents, children and grand children incl 1 and 2 1/2 years old kids. Ana made everyone feel safe and we had a lot of fun and feel good because Ana was a full of energy and always smiling. We also hoisted the sails every day which she mastered well and she welcomed our participation which we appreciated a lot.” - Asger & Family
“Our captain, Ana, was remarkable. Super knowledgeable, able to solve issues calmly as they occurred and read our needs and wants well. Ana arranged our itinerary allowing us to hit stunning snorkel stops and to experience life with some of the locals.” - Will, Ginny, Michael & Jane
“Our captain, Ana, was remarkable. Super knowledgeable, able to solve issues calmly as they occurred and read our needs and wants well. Ana arranged our itinerary allowing us to hit stunning snorkel stops and to experience life with some of the locals.” - Will, Ginny, Michael & Jane
Ana is genuinely enthusiastic about work, is a perfectionist with high personal standards, she gives her best effort to everything she does. In the time I have worked with her she has been punctual, reliable, flexible when necessary, creative when solving problems and takes on areas of responsibility. Her background in engineering and product design have proven especially valuable as she nearly single handedly built a custom nav. sys. for my boat. She has also taken charge of research and logistical networking to facilitate a number of unique projects." - Tom
Ana is genuinely enthusiastic about work, is a perfectionist with high personal standards, she gives her best effort to everything she does. In the time I have worked with her she has been punctual, reliable, flexible when necessary, creative when solving problems and takes on areas of responsibility. Her background in engineering and product design have proven especially valuable as she nearly single handedly built a custom nav. sys. for my boat. She has also taken charge of research and logistical networking to facilitate a number of unique projects." - Tom
Got Questions? Or Just Crazy Sailing Ideas?
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