Rupert Wakeley, Charter Broker | TJB Super Yachts

Rupert Wakeley

Charter Broker

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Rupert Wakely, TJB Super Yachts Team

Rupert is part of the Charter Broker team and brings with him years of industry experience. He began working as a Yacht Broker whilst still at University, then moved to London where he started his career in Shipbroking. His passion and love for yachting led him to return to pursue his career in the brokerage world, where he now has over 7 years of expertise.  

As an avid sailor, Rupert has skippered in various destinations, including the Mediterranean and the Caribbean. His personal experience cruising these destinations allows him to provide in-depth knowledge and understanding to give first-hand advice to his clients. Rupert understands that chartering a yacht is about creating a remarkable experience as well as having a nice time. He views yachts as an incredible way to travel the globe and visit destinations that are only accessible by sea. It is this understanding, passion, and experience that enables him to provide successful and memorable charters for his clients. 

My Contact

Telephone: +44 7511 176836

Languages: English

Location: London

Positano, Amalfi Coast at sunset with TJB Yachting


Rupert was absolutely amazing to work with. His feedback, follow-through, itinerary ideas and organization were an absolute 10. And, he is one of the nicest guys I’ve ever worked with on any project! The loveliest! My Yacht charter arranged with Rupert was absolute perfection. The boat, the Captain and crew, and the food were absolutely impeccable. On the boat, we felt completely cared for and were also able to have our privacy when we needed it. We loved that we could alter our itinerary at any point and visit coves and ports that our Captain recommended once on the boat. Behind the scenes, Rupert was in touch to make sure everything was going perfectly. He was an absolute pleasure to work with and we will definitively be working with Rupert again.


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We are an independent boutique brokerage, with a team of yacht specialists. We utilise our strengths, ensuring our clients receive professional and bespoke service from start to finish. There is an understanding of what is required to create a memorable charter, and our motivated and dedicated team is fuelled with passion and knowledge.

Every charter is different, each client will have a 100% custom experience, unique to them. I enjoy being able to play a part in creating memorable holidays and experiences that my clients will remember.   

The chance to visit off-the-beaten-path places and having the opportunity to assist create these experiences for my clients is one of the most exciting aspects of working as a yacht broker.

Contributing, sharing knowledge, and playing a part in an upbeat, and dedicated team, whose sole focus is on creating memorable charters for clients.  For me, it’s the overall ability to be part of such a forward-thinking team in a cutting-edge industry.  

The three important parts to a successful charter, in my opinion, are the location, who will join you, and communication. 

Choosing where to cruise, whether you are after secluded bays, island hopping, or visit busy towns and ports with nightlife and boasting activities, is crucial in ensuring your needs are met. Secondly, your guests: holidays are about making memories and having fun, in my eyes, so, who will be onboard is key. Lastly, communication is everything. The more information you can provide about your preferences, however small, the more of a bespoke experience your broker and crew can create for you and your guests.

I don’t think I could choose just one! I absolutely love the charm of the Croatian coastline; I’ve sailed there a lot. I have recently fallen back in love with the Ionian and Saronic Gulf in Greece. I also love the Caribbean for its white sandy beaches, turquoise water, and winter sun: you really can’t beat it. 

I don’t have a firm favorite. Innovation wise, I absolutely love what Sunreef Yachts have done with their new design of catamarans. 

I believe every great yacht needs to come with a great tender. In order to be able to explore all those hard-to-reach deserted coves in comfort or enjoy water-sports and have as much fun as possible. 

Charter, Charter, Charter.  Try out as many types of yachts as you can, as you will only discover what you really like and need by spending time onboard. It’s so important to work out what suits you and what doesn’t. The only real way to do this is to spend time onboard, experiencing the yacht for yourself.

I used to compete at waterskiing. In my spare time, I can be found at the waterski lake practicing slalom.

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