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Captain Dick Stuart and Chef/Steward Kim Richards combine their love for each other, love of sailing, and commitment to exceptional hospitality to guarantee guests wonderful memories aboard DEEP BLUE. They are passionate about the experience they deliver, cultivating a feeling of adventure and joy, that is sure to last far beyond your time in their care.


Captain Dick Stuart

Captain Dick Stuart, a mechanical engineer by training, enjoyed a successful career in construction sales management. He started his sailing career at the early age of 10 in an El Toro on Lafayette Reservoir in Northern California. Growing up, much of his time was spent sailing on San Francisco Bay and extensively bareboat chartering throughout the Caribbean. Captain Dick, in preparation for what he thought was a “retirement dream plan” continued to hone his sailing skills over the years.

He holds a 100 TON MASTERS WITH SAILING ENDORSEMENT, an FCC Marine Radio Operators Certification and a Dive Instructor Certification. Captain Dick has an excellent reputation as “the troubleshooting ninja”, and uses his knowledge of mechanical systems to anticipate all the “what ifs.”

Safety is Captain Dick’s priority for his guests, but FUN is his second! An adventure seeker and water lover, he moved to the beautiful island of Puerto Rico in 2017 and loves sailing the beautiful aquamarine waters and island hopping.

Captain Dick welcomes all guests with his famous Captain’s Cocktails nightly! He is an avid Cribbage player and will challenge the best!




Chef/Stew Kim Richards

Kim’s love for sailing began in 2012,the first time she set foot on a catamaran in the BVI. She has been“hooked” ever since! After completed sailing classes in Colorado and California, Kim captained several catamarans in Mexico and the Caribbean. She delights in creating the ultimate pampering venue for guests and sharing the magical experience of sailing the beautiful Caribbean waters!

An accomplished business owner, motivational speaker and author, she understands the ultimate importance of customer service and has a keen eye for personal detail. Kim is extremely passionate about food and hospitality, ensuring every delicious meal is prepared according to guest preference. From her attention to detail to her carefully crafted meals and cocktails, Kim ensures your vacation experience far exceeds your expectations!

An avid traveler, Kim has a great sense of adventure. Her adventures have taken her bungee jumping in New Zealand, skiing in the European Alps, fly fishing in Montana and Utah, volunteering as a nurse (former ER and Trauma RN) in Ethiopia and Uganda, hiking in Patagonia and Class V white water rafting in Colorado. A fitness and yoga instructor for over 30 years, she lives an active lifestyle in whatever location she may be.

Kim exudes a tranquility to the guests that is based on her lifelong practice of yoga and meditation, allowing everyone the opportunity to absorb the soothing nature of the sea. Come along as she paddle boards to the shore for a yoga on the beach session!