Your Crew
CAPTAIN Captain & CHEF Tilly Painter Jones
Kyle and Tilly have been running luxury charters for the last 4 years and bring a wealth of experience, energy and fun onboard. With over 60 charters around the Virgin Islands and time chartering in the Windward Isles, Scotland and even Tonga together, Kyle and Tilly know how to make your vacation truly unforgettable.
Kyle was brought up on the wild west coast of Scotland and spent every moment on the sea, whether that be teaching sailing at his local club, catching the ferry to school every day or kayaking round the coast line he calls home. After a summer spent teaching sailing in France he came back and met Tilly, they quickly realized they shared the same passion for adventure and the ocean and spent two years working and exploring the Highlands and Islands. After an especially cold and wet winter they jumped on a boat and sailed across the Atlantic towards the sunshine.
Tilly was always drawn to fresh food, finding joy in growing produce and creating dishes that champion local and seasonal flavours. Most of her professional life has been spent in the hospitality industry, both front and back of house, cooking in cafes, restaurants and for one summer a tent in the English countryside! After graduating university she moved to a remote Scottish island where she met Kyle. Although Tilly had plenty of experience driving power boats, sailing was a different story, and her first sailing trip was crossing the Atlantic ocean with Kyle in 2021. Completely hooked, they started chartering on a 50ft catamaran, before moving onto a larger vessel and then taking on a brand new 51ft lagoon which they delivered from Annapolis to the Virgin Islands together. After a break back home in Scotland they set out on another adventure, running vacations in the Pacific nation of Tonga on a catamaran and eco island retreat.
As a captain in the Virgin Islands, Scotland and Tonga, Kyle is known for his level headed attitude, commitment for creating the best vacation ever and his slight Scottish cheekiness! Charters with Kyle never have a dull moment whether that be non stop activities or finding the calmest bay with no other boats around to simply float and be. Tilly prides herself on making real connections with everyone that steps onboard through good food, special moments and her infectious laughter. Often found up early making homemade sourdough or sneaking in an early morning snorkel, she is our onboard marine biologist after all! Kyle and Tilly are delighted to now be chartering in the Virgin Islands where their career began and can't wait to welcome you aboard.
Captain Kyle Mealand Qualifications:
RYA Yachtmaster Offshore(Power/Sail)
PADI divemaster
AEC 1&2
STCW 95
Powerboat lvl 2
SRC VHF
RYA Dingy Instructor
Food Safety lvl 2
IOSH Managing safely
Chef Tilly Painter Jones Qualifications:
Ashburton Chef's Academy- Yacht Chef Course
PADI Divemaster
STCW Basic Safety Training
Food Safety & Hygiene level 2
RYA Day Skipper (power) commercial endorsement
April 2026 BVI Charter
Kyle & Tilly,<br />
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You are amazing hosts, thank you for a wonderful vacation. You made everything special. I couldn't have been more relaxed. I loved every minute of our stay and am so thankful for the family memories that we created. <br />
<br />
Thank you again, we hope to see you soon, please let us know if you ever come out to Colorado, we will take you skiing/hiking! <br />
<br />
Many thanks,<br />
C Richman<br />
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Tilly & Kyle <br />
Thank you for the amazing memories... Salt on the breeze and sun on our skin, we danced with waves, let laughter begin. From snorkeling reefs where bright fish gleam, to sailing horizons straight out of a dream. <br />
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We dove down deep where the quiet lies, then surfaced to stories and card games (monopoly deal!!) with splashes and swims in the turquoise sea, each moment felt peaceful and free. <br />
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At sunset we feasted, plates piled high, with flavours as bold as the painted sky. Full hearts full sails & joy that won't slip, forever we'll cherish our catamaran trip.<br />
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Thank you thank you!<br />
T Richman<br />
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Thank you for the amazing week! You guys matched our families energy so we'll and made this experience the best. So many amazing memories were made and new games added to our inventory. Thank you for the amazing food and scuba intro. You guys are the best! <br />
S Richman <br />
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Kyle &Tilly<br />
<br />
Thank you so so much for such an amazing week, I never want to leave. So many memories were made this week that will stay with us for the rest of our lives. The sailing was amazing, food delicious & best of all the games were never ending! Special shout out to Kyle form looking for my bracelet underwater. <br />
Thank you guys sooo much!<br />
A Richman<br />
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Kyle & Tilly,<br />
<br />
Thank you guys for such an awesome week! From tubing to snorkeling, monopoly deal and Tilly's first aid for all my cuts, everything was amazing. Thank you guys for being so helpful, warm and fun! I have already told my family so many stories from this trip and can't wait to share more when I'm home. Tilly, your food is the best, the salmon, the steak, and poke bowls were my favourite and I will miss your cooking. Thank you again for the kind graduation cake and celebrations. Kyle, thank you for helping me find a turtle to swim with, Terry was the best. Also, I loved the morning briefs and tracking our journey everyday on the map! I hope you guys have a great rest of season and and I hope to sail with you again some day! <br />
<br />
Thank you! <br />
N Richman<br />
April 2026 BVI Charter
Dear Kyle and Tilly<br />
<br />
Thank you for the most incredible week and an absolute dream come true to share this once-in-a-lifetime adventure with our children and parents. Your kindness, playful nature, thirst for exploration, creative spirit and absolute generosity have enabled the most memorable BVI experience we could have ever asked for. Delicious food and drinks throughout the days, learning to play monopoly deal, numerous dives and snorkeling adventures, while exploring the most beautiful bays and sailing the open seas are just some of the best highlights you have provided us and will etched in our memories to make this the best trip ever! Please stay in touch as we would love to meet again for more fun - maybe in the Grenadines next time. We are so lucky to have had you as our amazing crew and will forever remember your kindness and guidance through the most memorable trip!<br />
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Thank you for everything!<br />
The Gleimer family<br />
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Dear Kyle & Tilly<br />
It's not just the adventures in life, it's the people you meet in this beautiful world. You two are the most amazing couple we have ever met. Thank you for all of it - too much to name - the food, your ability to play with the kids was unbelievable, your patience with them is something we'll always remember!! Thank you for that - from my heart - thank you. A week of splendid adventures, especially with the two of you, was priceless in so many ways. I wish you both all this world has to offer & more. And pray that we meet again in the future. These islands are so special because you showed them to us - through your eyes. <br />
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Thank you for everything, <br />
love A & H Gleimer