Your Crew
Matthew Jacobs Head Captain
Crew Profile
Captain MatthewBorn and raised along the shores of Lake Michigan, Matt’s lifelong connection to the water began at an early age. His childhood summers were spent sailing and powerboating with family and friends across the Great Lakes and surrounding inland waters. A pivotal year spent sailing the East Coast and Bahamas with his family sparked a deeper love for the ocean—one that would go on to shape his life and career.
Since then, Matt has spent countless years boating and sailing the East Coast and Caribbean, with extensive time on the Chesapeake Bay, the Puget Sound, and the waters surrounding the Big Island of Hawai‘i. For the past five years, he has worked professionally as a boat captain in Hawai‘i, refining his skills and sharing his love for the ocean with others.
With a lifetime of experience on the water, Matt feels most at home at sea. His calm presence, adventurous spirit, and deep respect for the ocean shine through in every charter. He holds scuba certification and enjoys a wide range of outdoor activities, including freediving, spearfishing, biking, surfing, running, hiking, and yoga.
Always in search of the next adventure, Captain Matt is committed to creating a safe, fun, and unforgettable experience for every guest who steps aboard.
Chef Tiera
Chef Tiera brings a vibrant blend of Maui island roots, global inspiration, and heartfelt hospitality to the galley aboard Some Kind of Wonderful. Born and raised in Hawai‘i, she grew up surrounded by tropical abundance and developed a passion for cooking with fresh, organic produce and a true farm-to-table style.
Her menus are as colorful and diverse as her background. Guests can expect everything from creative vegan dishes bursting with flavor, to indulgent red meats marinated and cooked to perfection, to the freshest-caught seafood prepared with elegance. Tiera especially loves crafting bright ceviches, delicate sashimi, and tropical desserts that balance the natural sweetness of fruit with rich, indulgent touches.
Her flair extends beyond the plate—she’s known for mixing vibrant, island-inspired cocktails that pair perfectly with her meals and add a festive, refreshing note to every charter. With an eye for detail and a deep love for feeding people well, she curates every menu to reflect her guests’ preferences and to make each day onboard feel special.
Warm, creative, and always eager to share the aloha spirit, Tiera makes dining aboard Some Kind of Wonderful an experience that is both nourishing and indulgent—a true celebration of the sea and the islands.
