ISLAND HOPPIN' 55

Bryan Keoskie

Captain

Born and raised in Jupiter, Florida, Bryan's love for the ocean runs deep. As a teenager, he spent countless hours diving, exploring the underwater world. After a few years in the hospitality industry, he yearned for something more. At 21, he took a leap of faith, joining a charter boat crew in St. Croix, USVI.

Over the past 3+ years, Bryan has honed his skills as a captain, navigating the Caribbean seas with ease. His laid-back demeanor and infectious enthusiasm create a relaxed and enjoyable atmosphere on board. Whether it's shark diving, sailing, or simply soaking up the sun, Bryan's adventurous spirit ensures that every charter is a unique experience. His commitment to providing exceptional service is evident in the countless positive reviews from satisfied guests.

Patti Burns

Chef/First Mate

Patti grew up in Jupiter, Florida where she worked in the hospitality industry for several years at numerous restaurants in the south Florida area. In 2016 she met Bryan at a beach party and they immediately hit it off, spending the next several years traveling all throughout the states and even lived on St.Croix in the USVI for a year. They eventually were offered a dream job in 2020 on a charter catamaran in the USVI, and have worked in tandem since then. Patti enjoys cooking all kinds of cuisines and can easily work around any dietary restrictions one might have. On her off time she enjoys going to the beach to read a book or paddle board and also finds happiness in finding new recipes to try out for future guests.

Bryan Keoskie

Captain

Qualifications

USCG 100 ton

PADI Dive Instructor

Qualifications

Kyle Mealand

2026-27 Season Captain

2026-2027 Season Crew 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 Painter Jones

2026-27 Chef

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.

Kyle Mealand

2026-27 Season Captain

RYA Yachtmaster Offshore(Power/Sail) PADI divemaster Powerboat lvl 2

RYA Dingy Instructor

Food Safety lvl 2 IOSH Managing safely

Tilly Painter Jones

2026-27 Chef

Ashburton Chef's Academy- Yacht Chef Course

PADI Divemaster

STCW Basic Safety Training

Food Safety & Hygiene level 2 RYA Day Skipper (power) commercial endorsement