EXPLORE DESTINATIONS
Discover 100+ sailing destinations worldwide thanks to our global partner. From Europe to the Americas, Asia, and beyond—there’s something for every crew and every kind of trip. Just tell us where you’d like to go, and we’ll share options and recommendations. Got questions? WhatsApp or call us.
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 unforgettable days sailing on your own private boat, exploring hidden coves, quiet islands, and beautiful coastlines with your favorite people.
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
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
A few examples of boats to match your style, destination, and sailing experience—whether you need a skipper or want to sail yourself. Think private yachts are out of reach? They’re not. Chartering can cost the same as a typical holiday—sometimes 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.
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
TESTIMONIALS
& CUSTOMER CONTENT
They said it and experienced 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
SWIPE
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Is The Sailing Odyssey a reputable yacht charter company?Yes. Although we're a new agency, The Sailing Odyssey partners with one of the leading companies in the market — trusted by thousands of travellers worldwide. We offer fully vetted fleets, unbiased advice, and tailored quotes backed by real-time availability. Our 5-star reviews reflect our unwavering commitment to transparency and exceptional service.
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How do I book a sailing trip?Simply get in touch via WhatsApp, schedule a call below or fill out our guided inquiry form. Destination, boat, and dates will be chosen together to create the perfect experience. WhatsApp us at +33 6 51 70 37 23.
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How much does a sailing trip cost?Prices vary by destination, boat type, and season — from €3,000/week in the off-season to €15,000+ in peak months, with options like skipper, chef, and more.
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How early should I book?Booking 3–6 months in advance is recommended, especially for peak travel periods.
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What are the check-in and check-out times?Check-in is typically at 5:00 PM on the first Saturday, and check-out is by 9:00 AM on the final Saturday. This allows time to prepare the yacht for the next guests. Early check-in may be available for an additional fee.
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Is travel insurance necessary?Travel insurance is strongly recommended. It should cover trip cancellation, medical emergencies, and personal belongings to protect against unforeseen changes or events.
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What destinations do you offer?We offer breathtaking sailing trips in the Mediterranean Sea, Caribbeans, and Pacific. Examples of destinations include: Martinique, Bahamas, Grenada, St Vincent, Guadeloupe, British Virgin Islands, Thailand, Malaysia, French Polynesia, New Caledonia, Seychelles, Australia, Greece, Corsica, Italy, Turkey, Spain, France.
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Can I customize my itinerary?Absolutely! We offer fully customizable itineraries to suit your interests and preferences. Whether you want to explore hidden coves, visit historical sites, or dine at local restaurants, we’ll work with you to create the perfect journey.
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What is the typical daily itinerary on a sailing trip?A typical day on board includes a morning sail to a new destination, swimming and snorkeling in secluded bays, followed by lunch either on board or at a local restaurant. Afternoons can be spent exploring coastal towns, relaxing on the yacht, or engaging in water sports. Evenings usually involve dining at a local taverna or enjoying a meal on board while watching the sunset.
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What if the weather is bad?Safety is our top priority. If the weather conditions are unfavorable for sailing, our skipper may adjust the itinerary to ensure a safe and enjoyable experience. In rare cases where sailing is not possible, we will discuss alternative arrangements with you.
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Is a skipper included in the trip?Yes, a professional skipper is included to ensure a smooth and enjoyable sailing experience. You can sit back and relax, or join in and learn how to sail alongside them!
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What language does the skipper speak?Our skipper, Jonas, is fluent in English and French. If you require a skipper who speaks another language, please let us know in advance, and we’ll do our best to accommodate your request.
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Can I choose the boat for my trip?Absolutely. A variety of boats are available to match different preferences and group sizes — from elegant catamarans to classic monohulls, accommodating 2 to 10 guests in 2 to 5 cabins. Options for larger groups are also available in gullets or luxury yachts.
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What does the charter fee usually include?Charter quotes typically include the yacht and basic amenities like linen. Extras such as fuel, marina fees, a skipper, a chef, and other services can be arranged depending on your preferences.
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What are the accommodation options on the yacht?Most yachts offer double cabin configurations, with occasional single or bunk beds, each with comfortable bedding and storage space. Some also feature en-suite bathrooms and air conditioning. The best-fit yacht can be selected based on group needs. Let us know!
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What safety measures are in place on the yacht?All yachts are equipped with standard safety equipment, including life jackets, first aid kits, fire extinguishers, and navigation tools. Skippers provided with the charter are experienced and trained in handling emergency situations. If you're renting a bareboat and acting as skipper, a thorough safety walkthrough will be conducted during check-in.
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Is there Wi-Fi on board?Many yachts are equipped with Wi-Fi, though connectivity can be limited in remote areas. Availability varies by yacht. If important, Wi-Fi can be requested in advance — though it's also a great opportunity to disconnect and fully enjoy the surroundings.
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Can we fish during the trip?Yes, fishing is allowed and some yachts come with basic fishing gear. If fishing is a priority, be sure to mention it to us when booking so that suitable equipment or excursions can be arranged.
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What if I get seasick?Motion sickness medication or patches are recommended for those prone to seasickness. Skippers can plan routes that minimize rough seas. Spending time on deck and focusing on the horizon often helps as well.
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What should I pack for the trip?Comfortable clothing, swimwear, sunscreen, and light layers are ideal. A packing list can be provided ahead of your trip.
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Are meals included in the trip?Meals are not typically included, offering flexibility to dine at local restaurants or cook on board. A hostess or chef can be arranged for onboard meals at an extra cost. Provisioning services are also available to stock the yacht with preferred groceries and beverages before departure.
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Can I bring children on the trip?Yes, children are welcome. Sailing can be a wonderful family experience. It's recommended to share specific needs in advance to select the most suitable yacht and itinerary.
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Who can join?These sailing holidays are open to everyone — families, friends, solo travelers, corporate groups, and retreat participants. Private boats are available for groups, or guests can join a mixed trip for solo travel experiences.
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Can beginners join the sailing trips?Absolutely. These trips are beginner-friendly, with skippers available to guide and teach along the way.
QUESTIONS?
If you can't find your answer here, contact us! We typically answer in less then an hour
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.
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Brand identity by Ondana Studio
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.