Boat rental in Syros · Jeantot Marine — Privilege 42 (1999)

If you’re looking for a one-of-a-kind bespoke sailing trip that takes you to secret spots without the masses, secluded coves and stunning views at all times - look no further than Captain Toby at "sail and explore". We booked a 4 night trip for a group of four and sailed to 4 islands in the Cyclades - Toby customised our schedule to maximise what we could do in the relatively short space of time and was super flexible with pick-up/drop-off and route along the way. In terms of unique experience and value for money - this can't be beaten. The trip: Toby is an incredible skipper who knows the Greek islands like his backyard and will help you plan the sailing trip to find a route that matches everything you’re looking for. What we loved most was that he avoided the crowds and showed us the most incredible spots - most of the time it felt like our own private island/bay. As we anchored he also took us on the little motor boat to explore caves, nearby beaches, and the coastline. Food: Our booking included 2 meals per day on board and a hostess. We were pleasantly surprised, the food was really good and Toby is not just a good skipper but also a great cook! 10/10 recommend having a hostess so need to bother with tidying up. We had dinner on a different island every day, which was a nice way to experience the islands and get off the boat once a day. Boat: The boat offered plenty of space on deck for our group and is nicer and more spacious than it seems in the photos. The cabins are compact, but you’re on a boat after all and you want to spend most of the time outside not in! There are also all the facilities you could need - SUPs, snorkelling gear, scuba gear, fishing gear and bluetooth speakers. Overall - it was a trip of a lifetime and we are already thinking about our next booking! Thank you again Captain Toby and Katerina x

Toby was a great skipper who really adapted to all our needs. He went above and beyond to make sure we had an amazing time on his boat. He had great advice on what to visit and for sure next time we visit Mykonos we will be in touch again !

Everything was just perfect!! Toby is a great host, he was very welllcoming and he treated us his boat was our home. We had really nice time sharing with him and he is a great storytelling. We left our sailing trip in his hands and each decission he made was the right one. He took us to the best places, he put us off the crowded places, and he made the trip in a way that couldnt be more enjoyable. The boat is wonderful its exactly what you see in the pictures. It is really beautiful and comfortable and is perfectly equipped so that you have the best time of your life. I 100% recommend it and will definetely will be back sailing with Toby.

Went end of May as a trip for our 5-year relationship anniversary. On the trip proposed (to what is now my fiancé 😁), at sunset on a perfect private beach Toby found on Polyaigos, near Milos. What to expect: Toby is very casual, straightforward and friendly. He has very varied and interesting past, and had tons of great stories that kept us captivated until late at night. He sometimes cooked (in addition to our hostess Katherina), which was always really good. Also he took a ton of nice pictures and videos of us which was cool. Katherina (our hostess) also made some great Greek food and was always fun to talk to, whether about Greece and Greek culture or just anything else. The catamaran is pretty, in good condition and has a lot of space outside. Interior was good, nothing too luxurious but perfectly adequate and spacious enough for a boat (though note we were only two + two crew). You do need to watch your water consumption a bit as it's from a single 1000L tank. In terms of plans it's best to go with the flow on the day because weather, waves and wind easily change. Toby knows a lot of spots and has a close pulse on how the waves and other conditions will be in different locations. Discuss with him what you're interested in doing, and he can give you recommendations of where to go (and where not to given weather/waves/etc). A nice thing is the range of other activities/gear at no extra charge. We did quite a lot of SUP which was really fun, and a little bit of snorkeling. If you're planning on scuba or kite surfing do check in advance how good your location is for it. We were planning to do some scuba or even try some kite surfing but didn't in the end as it turned out our area wasn't a great location for it. On the other hand, if you do have a nice spot for diving Toby does seem to have a ton of experience, incl. for cave and wreck diving. Overall it was an amazing and memorable trip for us we'll never forget! Some practicals: They bought basic groceries for us two + the two of them (our expense) which ended up around ~€80/d—I believe you can do the shopping yourself if you want more control or are picky. Fuel was something like 80–90L (@ ~€2/L) for 2 days (Ios pick-up, Milos drop-off) but obviously this will vary based on where you go and whether you can sail (we didn't have the right wind for that unfortunately). Also consider going in May or September if you can manage it—less hot, less crowded and less expensive!

We had a great 4-day trip with Toby on board Jumeaux. He is a very skilled and professional skipper, he knows his job and the Cyclades very well. You also feel he will do his best to make sure you enjoy your stay and make the most of it. We also had the chance of having Ilias on board as first mate. Many thanks to our crew members!

We spent an amazing week on the boat with Toby. Wonderful and unique places (typical), very good tavernas.. It was our first time in Greece/Cyclades and we will be back next year for sure. Toby was a perfect host, very professional and a good cooker too ! Back to reality and normal life now :-(( Olivier and Nathalie (and girls)

I went on a very spontaneous trip with Toby - and i really have to say, it is an amazing experience! My expectations were far exceeded - in every single point!!! The catmaran is really well equiped, better than the most boats are - there is a lot of equipment for diving, snorkeling, fishing and also kitesurfing. Toby is a master dive instructor, so you can feel in very good hands going on a dive with him. We were sailing from crete to antiparos, which is a long distance on open sea - i enyoed it a lot and i felt very safe in every minute :-) Toby did everything to make my vacation perfect. I never had a skipper before that was so endeavored to ensure the wellbeing of his guests. Starting with the planning of the trip up to the really tasty food he prepared for me. He is the right guy to cruise through the cyclades - i definately will come back next season - i was a fantastic trip :-) It was a great pleasure to go with this boat and this skipper :-)

Great welcome from Toby and Andreas who took good care of us during our stay. Toby has good experience of the islands and knows all the good places plus he is a good cook 😁

We had a fantastic day with Toby and Sophia. They took us to beautiful beaches only accessible by boat. Service onbord was fabulous. Highly recommend to go on a boat day with them.

Amazing skipper! very professional sailor, very nice person, clean and well taken care of boat. we are 100% taking Toby back next year : )

Outstanding sailing experience with Toby for 4 couples on board Jumeaux, great communication and suggestions for our itinerary and we saw some wonderful secluded places we would not have found on our own! Highly recommended

We booked Tobby's boat 5 days as a family from Mykonos. We were 6 adults. The boat is very pleasant to live with and Tobby is a very reassuring skipper. A first for us which was extraordinary! Tobby concocted a program for us according to everyone's desires and took us to heavenly and authentic places. He knew how to remain discreet and at the same time adapted to our family way of life. Thank you Tobby, we left with lots of beautiful memories!

Just perfect ! We have with my husband and my family enjoyed 4 days on the catamaran ... a dream. Toby is a considerate, attentive and attentive host!! He is also an outstanding skipper and with the 6 Beauforts we had on the last day, it was just essential. I recommend ++++ Marie, Julien & Elinore from Belgium

What an incredible experience! We spent 7 days at sea with Toby aboard the Jumeaux, as a family. It was a first with 5 children from 4 to 16 years old. We had an unforgettable adventure thanks to Toby who was able to adapt to the needs of our family with particularly unpredictable weather conditions. We confirm everything that has been said in the previous comments but we can add that Toby, in addition to being very human, is a great sea professional, knowing every corner of the Cyclades and his ship, while rendering great services on board very appreciable. The boat is perfect for a large family and getting back into Toby's hands allows you to live these days in complete peace of mind. We highly recommend for a great experience of navigation and human adventure for young and old.

Excellent stay for 8 people (adults) from the Cyclades. Incredible and untouristy routes that allow you to immerse yourself in the extraordinary and exotic landscapes of the different Islands. Toby was great on the itinerary, the good mood, the advice. Someone warm who will not hesitate to cook when he has time and who will answer all your questions. The catamaran is not very recent but very well equipped. The only negative point would be the bathrooms / toilets, impractical and sometimes smelly but which is normal during stays on a catamaran and which does not change the wonderful trip in any way. We all highly recommend.

We are a family of nine. We have been on boat holidays before but this year's exceeded all our expectations. Toby was very kind, tireless and constantly suggesting new things to make our time better. He is an excellent captain and we feel safe all the time. He is very nice and discreet and we felt very comfortable. He knows incredible places and we saw great places. Both the older and the younger ones had a great time as we all felt that Toby was a friend and part of our company. .It is also certain that on our next trip he will be our captain.

We had an incredible cruise aboard Les Jumeaux, a very comfortable catamaran in which our two families immediately felt comfortable and safe thanks to Toby. Toby is very professional and knew how to make us discover the Cyclades of which we dreamed: magnificent deserted bays, picturesque villages, addresses of very friendly Taverns. We can't wait to discover more wonders with Toby!

We had an exceptional stay. Toby is very professional and very attentive to our desires, he knows the area to perfection and always makes us proposals that correspond to what we want. We had a great time of conviviality on board. I recommend with eyes closed.