
High 5 will accommodate 8 charter guests in 3 spacious queen cabins and 1 sprawling master cabin for those who desire more space. She is a 2023 sailing catamaran offering Starlink, 70 HP tender, a hard top, hydraulic lift, SeaDek, solar panels, air conditioning, water maker, ice maker, full sized refrigerator, a fully customizable menu, ecofriendly and reef safe toiletries, a bar stocked to guest preference, coffee/espresso machine, rendezvous scuba diving, snorkeling gear, underwater scooters, subwing, wakeboard, 2 stand up paddle boards, 10 ft. floating dock, pool noodles, fishing gear, board and card games, television in the salon, Fusion 3 Bluetooth enabled sound system and High 5 giveaways.
Everything you need to know about HIGH 5 — from build year to onboard specifications.
















8 guests in 6 guest cabins.


Captain Jordache brings a calm, capable, and guest-focused approach to life on the water, shaped by eight years in the maritime industry and extensive experience across both power and sailing vessels. His style is relaxed but highly attentive, combining strong seamanship, clear judgment, and an easygoing presence that helps guests feel safe, comfortable, and fully at ease from the moment they step aboard. Chef Kayla brings a calm, grounded approach to hospitality, shaped by her Alaskan roots and lifelong connection to the ocean. Her culinary style is defined by clean flavors, thoughtful sourci

Chef Kayla brings a calm, grounded approach to hospitality, shaped by her Alaskan roots and lifelong connection to the ocean. Her culinary style is defined by clean flavors, thoughtful sourcing, and a deep respect for high-quality ingredients, allowing each dish to feel fresh, balanced, and quietly elevated. With more than a decade of experience across restaurants, yachts, and luxury hospitality, Kayla's cooking is guided by curiosity, travel, and hands-on experience at sea. Her cuisine weaves together Asian, Mediterranean, North American, and Caribbean influences, creating meals that feel refined, nourishing, and approachable. Known for her warm presence and intuitive service style, Kayla creates highly personalized experiences tailored to each guest's preferences and lifestyle. Her philosophy centers around nourishment, ease, and intention, with meals that feel indulgent without being heavy. Kayla is also NASM-certified in Personal Training and Pilates, reflecting her passion for health, wellness, and active living. She enjoys incorporating wellness-focused elements into the charter experience through balanced cuisine, movement, and thoughtful hospitality that complements life on the water. With current STCW certification and a Level 2 Food Hygiene and Safety Certificate, Kayla brings polished professionalism, relaxed confidence, and genuine care to every charter.







2026 Christmas: Flat rate of $37,400 for 2-8 guests and a 7-night minimum. Must end no later than Dec 26th. 2026 NEW YEARS: Flat rate of $47,000 for 2-8 guests and a 7-night minimum. Must begin no sooner than Dec 28th. ● HALF-BOARD OPTION: $100 discount per person Includes 7 breakfasts, 4 lunches, & 3 dinners, all other meals to be eaten ashore at the client’s expense. Relocation fees apply
"We recently returned from an unforgettable one-week trip aboard the High 5 catamaran in the British Virgin Islands with Captain Westley and First Mate/Chef Leandri. From start to finish, both the food and service were excellent. Our group ranged in age from 23 to 83, and the crew went above and beyond to ensure everyone felt comfortable and catered to throughout the journey. We had the pleasure of celebrating our daughter’s 25th birthday during the trip, and Leandri made it extra special with a delicious breakfast and a homemade birthday cake. To top it off, the crew surprised us with a fun karaoke and dance party that evening, creating memories we’ll treasure forever. Westley and Leandri thoughtfully planned an itinerary that allowed us to visit all the top attractions and fun spots on the different islands, ensuring we never missed a highlight. They balanced adventure with relaxation, taking us to beautiful beaches, lively local hangouts, and scenic viewpoints that showcased the breathtaking beauty of the British Virgin Islands. Captain Westley and Leandri truly exceeded our expectations, making this experience both relaxing and exciting. We highly recommend the High 5 catamaran for anyone seeking a remarkable vacation on the water in the British Virgin Islands!"
"We couldn't have asked for a better vacation! Leandri and Wes were amazing hosts on the High 5. The boat was spacious and beautifully decorated. The food Lea made was so delicious and fresh. It was the best food we ate throughout the BVI's!"
"We were on High 5 with Wesley and Leann for a week in the BVI's and it could not have been any better. They immediately make you feel like family and made the entire trip awesome! The food was amazing and everything about it was 5 stars! I've done a trip before but Leandri and Wesley brought this up to even higher standards! Wouldn't go with anyone else!! They were the best!"
"We recently returned from an unforgettable one-week trip aboard the High 5 catamaran in the British Virgin Islands with Captain Westley and First Mate/Chef Leandri. From start to finish, both the food and service were excellent. Our group ranged in age from 23 to 83, and the crew went above and beyond to ensure everyone felt comfortable and catered to throughout the journey. We had the pleasure of celebrating our daughter’s 25th birthday during the trip, and Leandri made it extra special with a delicious breakfast and a homemade birthday cake. To top it off, the crew surprised us with a fun karaoke and dance party that evening, creating memories we’ll treasure forever. Westley and Leandri thoughtfully planned an itinerary that allowed us to visit all the top attractions and fun spots on the different islands, ensuring we never missed a highlight. They balanced adventure with relaxation, taking us to beautiful beaches, lively local hangouts, and scenic viewpoints that showcased the breathtaking beauty of the British Virgin Islands. Captain Westley and Leandri truly exceeded our expectations, making this experience both relaxing and exciting. We highly recommend the High 5 catamaran for anyone seeking a remarkable vacation on the water in the British Virgin Islands!"
"We couldn't have asked for a better vacation! Leandri and Wes were amazing hosts on the High 5. The boat was spacious and beautifully decorated. The food Lea made was so delicious and fresh. It was the best food we ate throughout the BVI's!"
"We couldn’t have asked for a better vacation! Leandri and Wes were amazing hosts on the High 5. The boat was spacious and beautifully decorated. The food Lea made was so delicious and fresh. It was the best food we ate throughout the BVI’s! We can’t wait to do it again next year:)"
"This was a wonderful trip. Thanks for the memories! Our crew was so professional and the most fun."
"Our week on the High 5 was amazing with great friends! Leandri and Wesley made it extra special, everything from the food, drinks and islands were awesome! I would definitely sail with Leandri and Wesley again"
"Had a great time in the High 5 catamaran. Had great food and saw some amazing places in the BVI."
"Wesley was a great Captain and Liandre was the best Chef and 1st mate. I highly recommend this crew and Catamaran High 5. You won't regret it"
"We had such a great time, the crew. Lee and Wesley were amazing very knowledgeable about BVI and took us to all the great places. Lee made some amazing food. Each meal was a masterpiece. There was not one thing we didn’t like. The boat was so well laid out there was room for eight of us to hang out and never got in each other’s way It was a very windy week that we went, and Westley took the time to make sure that the weather would not get in our way. He had to do some planning, but kept us safe and brought us to the right place on the right days. Couldn’t ask for a better crew and boat for us to have such a wonderful vacation. When we were leaving, we were trying to plan when we could do the same vacation again!!!"
"This was an amazing trip! Al catamaran was high 5. The crew Lee and Wesley was the best. They took very good care of us. The food was amazing. I highly recommend the high 5 They took us to a different island. Every day was not disappointed in anything we had so much fun a lot of laughs, especially with Lee and Wesley."
"Sailing to the BVI on the High Five catamaran was an amazing experience. The boat was beautiful, the trip was smooth, and the scenery was unforgettable. What really made it special was the incredible crew—Wes and Lea. Wes was a confident, skilled captain, and Lea was attentive, friendly, and made everyone feel at home. Her meals were not only beautiful but were delicious ! Together they created such a fun, relaxed atmosphere. Highly recommend High Five with Wes and Lea—truly a five-star trip! ⭐⭐⭐⭐⭐"
"Wesley was a knowledgeable skipper. The High Five (our chartered catamaran) was clean and well-maintained. Lee prepared world class food. (Fresh, ample and varied dining options for all of our family members, especially those with food allergies). We’ll be back!"
"This trip was a Bucket List item that I’ve been wanting to do for years! Captain Westley and Chef Leandri helped make this a reality and a trip we will never forget! From the moment of waking up, they had a coffee or juice at the ready for us! Throughout the rest of the day, they made sure our needs were met. I had recently been diagnosed with a severe food allergy (that isn’t well known) and Leandri was able to shift gears and ensure that I didn’t have to worry about my allergy. This level of care allowed me to focus on the trip and the experience. This meant the world to me, and I’ll forever be grateful! The food was next level, varied, and delicious! While I’m not a big seafood person, she is the reason I now like Tuna! From the get go, I could tell right away that we were in safe hands with a knowledgeable captain who loves what he does. He was very patient and answered any questions that we had relating to the trip, the boat, the islands, etc. This type of vacation can make or break a trip, depending on the captain, I can say with confidence that we would feel safe and enjoy ourselves if we were to sail across the Pacific Ocean with this crew! We look forward to booking another trip with the Yacht Vacation Company and without a doubt request that our new friends, Westley and Leandri, be the crew that makes another trip memorable!"
"We had Captain Westley and Leandri who were the absolute best. Captain Westley was very knowledgeable and able to answer all of our questions. We had several allergies onboard and Leandri took all of them into account and still managed to make the BEST meals! We would absolutely recommend them and the company was great as well."
"Our family of five spent a week aboard the High 5 catamaran over Christmas. The kids are 22, 19 and 16. It was definitely one of our most memorable, and our most favorite vacations! Our hosts were absolutely superb! Leandri was an amazing chef who cooked and tailored all of her meals towards our wants and needs. Westley was a fantastic captain and really showed us a great time around the islands. We can’t wait to do it again!!!!!"
"16 of us, ages 86 to 11 rented two catamarans, High Five with Westley and Leandri and Whiskey Sunset with James and Phee. I was a passenger on High Five so this is a huge thank you to the crew for their expert knowledge, shipmanship, cooking, and care of their guests. We could not be more grateful!! It was my parents’ 60th wedding anniversary and my husband’s 60th birthday so celebrations were constant and they warmly accommodated all of the fun! These two South African crew members are delightful! My nephew and dad were under the weather and Leandri couldn’t have been more warm in her care of each of them—even providing vitamin C fizzy concoctions to help their recovery. My healthy parents are in their 80s and Leandri and Westley were so attentive to their comfort—especially their movements on the rocky boat or boarding the dingy. The ten year old is a bit fussy about her meals and Leandri befriended her on day one and accommodated her “no sauce” and other requests. Her dad said she’s never eaten so much on a trip. Truly all due to Leandri’s attentiveness and kindness. Westley captains a safe, clean and beautiful boat. He accommodates the guest requests in finding whatever you want—whether it’s quiet remote snorkeling spots or popular places like the Baths. He has you covered. I can’t say enough about the strength of these two as a pair. They often worked nearly invisibly and let family have uninterrupted time catching up yet they were always present to help us and answer questions."
"Thank you so much for your genuine hospitality. You have far exceeded our expectation of our trip. You made sure all of our needs were met and made sure we had a fun time. Our boys will always remember their time on High 5. Thank you for knowing what we needed before we even knew it. You were the perfect pair for our group."
"Omg! What an amazing trip! Umbi made everything go seamlessly. We asked, and it appeared. Even the wind. It’s not a vacation for me if I don’t get to sail. And Daryl took my gluten free & dairy free needs as an exciting challenge, and I ate like a Queen. I’m afraid to get on the scale when I get home. And the food was healthy, made from scratch. We all ate like Kings & Queens! None of us want to go home to the ice, snow & cold. We will be back, not soon enough. Thank you, Umbi & Daryl! It was just heaven right here on earth. Daryl and Umbi, I can’t thank you enough for taking me to heaven with your kindness and care. You gave us a week that we will remember forever."
"Umbi & Daryl, We had the most amazing week with you on High Five! Thank you for taking us to all of the great spots to snorkel, swim and have fun. The food was incredible, and it was a treat to be so cared for with your culinary creations. Brookie for the win! Most of all, thank you for your kindness and warmth. It’s a week to remember. Thank you! Xo"
"Mollie & Tom (AKA "Hot Tamale"!) Thank. you so much for an amazing and much needed vacation! Your hospitality, humor, planning and food were all 5 star! Loved every minute of this trip with you and am so incredibly grateful. I truly hope you will keep in touch and look forward to seeing you in the future!"
"Our trip on the High 5 with Mollie and Tom exceeded our highest dreams. Thanks for all you guys did t make this trip with our family so special! Thank you for such a wonderful trip on High 5. Everything has been first class - the food, the fun, and all the great company. Hot Tamale is the best captain/crew duo in the BVI! We will not forgot you guys. 5 stars for the High 5. Thanks for everything."
"Our family had a dreamy week. Tom and Mollie were the most wonderful hosts, catering to our every need in the most comfortable, gracious manner. The boat accommodated us all so comfortably and was perfectly appointed so that we could take full advantage of relaxing among the natural beauty around us. We were so well taken care of from start to finish, from our fabulous itinerary, our sails, our excursions, and the amazing food and drinks, it was a week we will never forget. We are already thinking of when we get back on board with Tom and Mollie!"
"Tom & Mollie, (Hot Tamale). You did an amazing job making our yacht an idyllic vacation destination. But the best part was you two - you welcoming spirit and enthusiasm for making our family vacation and Christmas so memorable! Tom, you are such a calm, confident skipper and we loved our sails this week. You take such meticulous care of the boat! Mollie, the food was absolutely amazing and every day blew us away! We come away with so many memories - barracuda, amazing latte, back flips, the caves, tubing, snorkeling everywhere, all of it! You guys are the best!"
"Thank you both so much! Teaching cocktails, baking cake, snorkeling and eating the best meals ever! Stay in touch!"
"You are so awesome! Thank you for being so welcoming and making this boat feel like home! You the best!"

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