CROATIA
GREECE
ITALY
TURKEY
CARIB.
& more!
SWIPE
1
Tell Us Your Wants
Choose your destination, group size, and special requests. It starts with a call or form.
2
Explore Options
Receive tailored yacht options, itineraries, and add-ons like a skipper or chef.
3
Book & Prep
Secure your yacht, get all the details, and get ready for your Odyssey.
SET SAIL FOR THE EXTRA-ORDINARY
Spend seven days on your private boat, discovering hidden coves, quiet islands, and stunning coastlines with your crew.
YOUR TYPICAL DAY
Start with a morning swim from the deck, spend the afternoon exploring villages or hidden coves, and end the day with dinner by the water or relaxing under the stars.
Why Choose Us
Because this isn’t just a charter: it’s a personal, human booking experience shaped around you.
1. One-on-one human interaction
2. Created from passion, not profit
3. Tailored and transparent offers
WELCOME
from Jonas
Fountaine Pajot 50
The Premium Cruiser | 6 + 1 or 2 crew | 14.98m
Bali 4.6
The Floating Villa | 5 + 1 or 2 crew cabins | 14.3m
Lagoon 42
The Charter Classic | 4 + 2 crew cabins | 12.8m
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EXPLORE BoatS
Boats for every style, skippered or self-sail. Private yachts can cost as little as a regular holiday, or less when shared.
Families
Enjoy a stress-free vacation with stable catamarans, plenty of space, and optional crew for extra comfort.
Friends & Groups
Split the cost of a spacious catamaran or monohull and explore together.
Retreats & Events
Charters for company seminars, client trips, incentive holidays, or wellbeing retreats for yoga teachers and more.
Solo Travelers
Book a by-the-cabin charter and share the experience with fellow travelers while enjoying the freedom of sailing.
SWIPE
TESTIMONIALS
They said it, not us!
Our week with The Sailing Odyssey felt like waking up from a dream you never want to end. The freedom, the vibe, the sense of discovery were all unforgettable!! Plus the booking was totally stress-free. We got guidance on route ideas and even tips for what to pack. Really, really recommend!
Sergi R.
From Barcelona | Sailed in Greece
Thanks again, Jonas! I'd never sailed before but the whole process was made so simple. Choosing the boat, planning the route, knowing what to expect—it was all taken care of. The trip was a perfect mix of fun and chill. Already told my friends about The Sailing Odyssey!
Ines N.
From London | Sailed in Croatia
Everything from booking to our final docking was smooth and stress-free. We added paddle boards, got help with groceries, and found the perfect boat for our group. The week on the water was incredible. Would 100% recommend!
Rafael C.
From Paris | Sailed in Croatia
Huge thanks to The Sailing Odyssey. They helped us find the right boat, plan our itinerary, and feel fully prepped before arriving. We discovered places we’d never have found without her advice. The trip was a total dream. Thanks Kate!
An Lyn C.
From Singapore | Sailed in Greece
Incredible sailing experience. Everything was organized with care, from the boat to the extras we added. We got packing tips, route ideas, and all the little things that made a big difference. So grateful for the support Jonas!
Sebastien L.
From Boston | Sailed in Greece
If you want to make real memories, this is it. Our week in Greece was magic. The skipper knew all the best spots and planning was easy. We asked a million questions and always got quick, honest answers. Felt like a VIP experience start to finish.
Vania Z.
From Munich | Sailed in Greece
CUSTOMER TESTIMONIALS & PICTURES
They said it, not us!
Sergi R.
Sailed in Greece | From Barcelona
Vania Z.
Sailed in Greece | From Munich
Sebastien L.
Sailed in Greece | From Boston
An Lyn C.
Sailed in Greece | From Singapore
Rafael C.
Sailed in Croatia | From Paris
Ines N.
Sailed in Greece | From London
SWIPE
TESTIMONIALS
& CUSTOMER CONTENT
They said it and experienced it, not us!
SWIPE
Sergi R.
Sailed in Greece | From Barcelona
Vania Z.
Sailed in Greece | From Munich
Sebastien L.
Sailed in Greece | From Boston
An Lyn C.
Sailed in Greece | From Singapore
Rafael C.
Sailed in Croatia | From Paris
Ines N.
Sailed in Greece | From London
QUESTIONS?
If you can't find your answer here, contact us! We typically answer in less then an hour
Guided Inquiry Form
Ready to plan? Fill out our 2-min form for the best boat matches, or reach out by Email, WhatsApp, or a quick call. Let’s chat one-on-one!
Let's Sail
The Sailing Odyssey exists to share the magic of life at sea—making sailing more accessible, less intimidating, and far more affordable than most think. No experience? No problem. Just bring your crew—we’ll handle the rest.
Site Map
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© 2025 The Sailing Odyssey.
Trusted partners. Transparent pricing. Personalized service.
TESTIMONIALS
They said it, not us!
"My week with The Sailing Odyssey was like waking up from a dream you just don’t want to end…!! The vibe, the sailing, the sense of discovery, and the total freedom you feel is really something else—really really recommend!"
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Sergi R.
From Spain | Sailed in Greece
"My week with The Sailing Odyssey was like waking up from a dream you just don’t want to end…!! The vibe, the sailing, the sense of discovery, and the total freedom you feel is really something else—really really recommend!"
Sergi R.
From Spain | Sailed in Greece
"My week with The Sailing Odyssey was like waking up from a dream you just don’t want to end…!! The vibe, the sailing, the sense of discovery, and the total freedom you feel is really something else—really really recommend!"
Sergi R.
From Spain | Sailed in Greece
"My week with The Sailing Odyssey was like waking up from a dream you just don’t want to end…!! The vibe, the sailing, the sense of discovery, and the total freedom you feel is really something else—really really recommend!"
Sergi R.
From Spain | Sailed in Greece
"My week with The Sailing Odyssey was like waking up from a dream you just don’t want to end…!! The vibe, the sailing, the sense of discovery, and the total freedom you feel is really something else—really really recommend!"
Sergi R.
From Spain | Sailed in Greece
"My week with The Sailing Odyssey was like waking up from a dream you just don’t want to end…!! The vibe, the sailing, the sense of discovery, and the total freedom you feel is really something else—really really recommend!"
Sergi R.
From Spain | Sailed in Greece
"My week with The Sailing Odyssey was like waking up from a dream you just don’t want to end…!! The vibe, the sailing, the sense of discovery, and the total freedom you feel is really something else—really really recommend!"
Sergi R.
From Spain | Sailed in Greece
set Sail for the EXTRA-ordinary, MEMORABLE, SCENIC
Spend seven days aboard your private yacht, exploring hidden islands, pristine bays, and coastal gems. Wake up to a new horizon each day and make unforgettable memories with those who matter most.
Stay Active and Healthy
FEATURES
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Access nature
With TrailHive, you'll have access to a comprehensive database of trails, complete with detailed information on ratings, difficulty levels, and user reviews.
Access nature
With TrailHive, you'll have access to a comprehensive database of trails, complete with detailed information on ratings, difficulty levels, and user reviews.
Stay Active and Healthy
FEATURES
Live Aboard & Explore
Eat, sleep, and live aboard your own yacht for seven days in your dream destination, with your friends, family, or coworkers.
Sail to Hidden Gems
Explore exotic islands, charming coastal towns, delicious cuisine, and vibrant cultures.
Adventure & Relaxation
Enjoy the perfect mix of adventure and relaxation—swimming, hiking, water sports, or simply unwinding in a secluded bay.
Stay Active and Healthy
FEATURES
Access nature
With TrailHive, you'll have access to a comprehensive database of trails, complete with detailed information on ratings, difficulty levels, and user reviews.
Access nature
With TrailHive, you'll have access to a comprehensive database of trails, complete with detailed information on ratings, difficulty levels, and user reviews.
Stay Active and Healthy
FEATURES
Explore the Outdoors
GoHike grants you access to an extensive collection of trail records, featuring in-depth insights on trail ratings, levels of challenge, and feedback from users.
Explore the Outdoors
GoHike grants you access to an extensive collection of trail records, featuring in-depth insights on trail ratings, levels of challenge, and feedback from users.
Explore the Outdoors
GoHike grants you access to an extensive collection of trail records, featuring in-depth insights on trail ratings, levels of challenge, and feedback from users.