HIGH 5

Sailing Catamaran

Caribbean / Virgin Islands

HIGH 5

BALI CATAMARANS

Priced from: $28,000 / week(all-inclusive)

2023

Year Built

55'

Length

4

Cabins

5

Heads

8

Guests

*Note: Cabins only reference guest cabins and does not reflect crew cabins. See cabin plan below for more detail.

Welcome to HIGH 5

HIGH 5, a 2023 sailing catamaran, accommodates eight guests across three spacious queen cabins and an expansive master suite. Its precise engineering integrates a robust hard top, hydraulic lift, and SeaDek, ensuring both sophisticated form and confident function. Advanced systems onboard include Starlink for constant connectivity, solar panels for efficient, quiet operation, and a comprehensive water maker. The bespoke experience extends to a fully customizable menu, a bar provisioned to exact preference, and a considered suite of aquatic amenities, from underwater scooters to paddleboards. Every detail is curated for an effortless charter.

Meet the crew

Jordache Kirsten

Jordache Kirsten

Captain

Kayla Moneypenny

Kayla Moneypenny

Chef

Jordache Kirsten

Jordache Kirsten

Captain

South African

English, Afrikaans RYA Yachtmaster Offshore Commercial 200GT, STCW, ENG1, Powerboat Level 2 Commercial, RYA Radar, VHF Operator’s License 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.

Jordache began his maritime career skippering a 55-foot power transfer vessel, building a strong foundation in vessel handling, situational awareness, and guest service. Over the past six years, he has focused primarily on sailing catamarans, including multiple charter seasons in the Caribbean and additional experience in Mozambique, Zanzibar, Australia, Fiji, and along the South African coastline. His recent experience includes BVI charter yachts such as Bali 4.8, Bali 5.4, and Lagoon catamarans.

One of Jordache's most memorable passages was a Cape Town to Sint Maarten delivery at the end of 2025, covering approximately 5,800 nautical miles via St. Helena, Brazil, Guadeloupe, and Sint Maarten. Across his career, he has logged more than 17,000 nautical miles, including deliveries between the BVI, Bahamas, Grenada, St. Vincent, Fiji, Mozambique, and South Africa.

Commercially endorsed to operate sailing yachts up to 24 meters / 200GT, Jordache places safety at the center of every trip while maintaining a relaxed and welcoming onboard atmosphere. He enjoys shaping each charter around the guests — whether that means active sailing, deep snorkeling, and lesser-known anchorages, or slower days built around long lunches, quiet bays, swimming, and time to simply enjoy the water.

Known for his steady leadership, warm personality, and intuitive understanding of guest preferences, Jordache creates charter experiences that feel personal, fun, and effortlessly well-run. His goal is for guests to remember the week not only for the professionalism behind it, but for the sense of freedom, ease, and enjoyment that defines a great time at sea.

Kayla Moneypenny

Kayla Moneypenny

Chef

STCW, ENG1, Food Safety at Sea Level 2 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.

Culinary & Dining

Cuisine 1
Cuisine 2
Cuisine 3
Cuisine 4
Cuisine 5
Cuisine 6
Cuisine 7
Cuisine 8

Chef Kayla's Sample Menu

Breakfast

Lobster Eggs Benedict — freshly caught local lobster butter-poached atop English muffin with tarragon hollandaise and roasted breakfast potatoes

Lemon Poppyseed Ricotta Pancakes — light citrus-tanged pancakes with crème fraîche and lemon syrup

Stuffed French Toast — mascarpone-stuffed pan-fried brioche topped with fresh berries and cream

Bagels and Lox — toasted bagels with cream cheese, smoked salmon and lox

Yogurt Parfait — yogurt and fruit layered with freshly homemade granola

Lunch

BBQ Ribs — slow-roasted baby back ribs served with macaroni and cheese and coleslaw

Shrimp / Mahi Tacos — Caribbean-seasoned seafood tacos with mango salsa, chipotle crema, slaw and a side of fresh guacamole and chips

Souvlaki — Greek-style skewers served mezze style with grilled seasonal vegetables and couscous

Grass-Fed Cheeseburgers — served with seasoned potato wedges and homestyle fry sauce

Fresh Tuna Poke Bowls — tuna seasoned in a wasabi ginger dressing, topped with sesame seeds, fresh avocado and crispy wonton chips

Appetizers

Baked Brie — baked with jam, topped with nuts and honey, served with bread and crackers

Stuffed Peppers — roasted blistered sweet peppers stuffed with ricotta, topped with crushed pistachio and hot honey

Roasted Tomatoes and Burrata — topped with fresh herbs and served with crusty bread

Crab Rangoon Dip — crab dip with toasted wonton chips and sweet chili sauce

Tuna Nachos — ahi tuna over toasted wonton chips with furikake, edamame, sesame seeds, wasabi-ginger dressing and spicy mayo

Beet Carpaccio — thinly sliced roasted beets topped with pistachio gremolata, balsamic reduction and feta

Dinner

Crab Ravioli — handmade ravioli filled with sweet crab in a delicate butter sauce

Seared Scallops — served over a cauliflower purée with roasted rainbow carrots and brown butter thyme sauce

Chimichurri Steak — marinated steak with herbaceous chimichurri, crispy potatoes and seasonal vegetables

Braised Short Ribs — in a rich and herby red wine sauce served over polenta or mashed potatoes

Shrimp and Grits — blackened shrimp with a creamy bacon leek sauce atop a bed of parmesan grits

Caribbean-Style Mahi — with roasted vegetables and coconut rice

Dessert

Cheesecake — with biscoff cookie crust and Nutella swirl

Brown Butter Bourbon Chocolate Chip Cookie Ice Cream Sandwich — with French vanilla ice cream

Chocolate Torte — rich, dark, flourless chocolate fudge-y cake

French Vanilla Crème Brûlée — French-style custard with classic burnt-sugar topping

Lemon Posset — citrus-infused custard presented in a natural lemon-peel shell

Snacks

Rosemary Popcorn - fresh popped corn with rosemary herbed butter and flaky sea salt

Charcuterie - assorted artisanal meats andd cheeses with nuts, jams, crackers and fresh fruit

Roasted Chickpeas

Hummus / Tzatziki and Pita

Salsa / Guacamole and Chips

Cabin plan

“Celebrate the Seas” 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.

Charter rates

Priced from: $28,000 / Week

Interactive Availability

Browse month-by-month. Select any open date to initiate an enquiry.

 
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Open Booking Windows

The following windows are currently available. You can request a charter of any length (5-night minimum) within these open windows.

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