Makin' Memories
~MEMORIES THAT LAST A LIFETIME~
Private Luxury Caribbean Sailing Charters in the USVI & BVI
Experience unforgettable private luxury Caribbean sailing charters aboard our fully-crewed Lagoon catamaran in the U.S. & British Virgin Islands. At Sail Makin’ Memories, we create bespoke sailing vacations tailored to your desires — from gourmet island-inspired meals and pristine snorkeling bays to serene sunsets and hidden coves. Whether you’re planning a family getaway, a romantic escape, or a special celebration, our expert crew delivers seamless service, local knowledge, and once-in-a-lifetime adventures on the turquoise waters of the Caribbean.
Experience the Caribbean
Step aboard Makin’ Memories, our luxurious Lagoon sailing catamaran, and discover the ultimate private Caribbean yacht charter experience in the U.S. and British Virgin Islands. Designed for comfort, adventure, and effortless island living, your fully-crewed sailing vacation blends personalized service with unforgettable destinations.
Cruise through the turquoise waters of St. Thomas, St. John, and Virgin Gorda, where each island offers its own rhythm — secluded white-sand beaches, vibrant coral reefs, and lively beachside villages. Whether you’re enjoying peaceful mornings on deck, snorkeling crystal-clear bays, paddleboarding quiet coves, or exploring iconic Caribbean hotspots, every day is thoughtfully curated around your preferences.
With an experienced captain and chef handling navigation, safety, and gourmet island-inspired meals, your only responsibility is to relax. From sunset sails across the Virgin Islands to stargazing under Caribbean skies, your luxury sailing charter delivers the perfect balance of elegance, adventure, and laid-back tropical freedom.
Begin planning your private USVI & BVI yacht charter today and let Sail Makin’ Memories create an unforgettable Caribbean escape.
Meet Jim & Courtney
We met in our early 20’s and became roommates and best friends, bartending together at a local bar in Santa Cruz, CA. Our friendship was instant as we were both very young and a long way from home, but excited for the year-round warmth and endless opportunities to play outside, especially boating, sailing or surfing on the water. We loved working together bartending and providing exceptional service and memorable nights for our customers and friends at the bar. However, as with all things, life moved on and we lost touch over the years. It was over 20 years later when we finally reconnected. Once again, the connection was instant, and we were married 8 months later! Our shared love for food, warmth, sunshine, boats, entertaining and any and all things water-related was an easy and natural pathway to a shared dream, which is now our reality, buying the boat of our dreams and living full-time in the gorgeous Caribbean waters, hosting memorable vacations and sharing all of our favorite passions in life with others! We are excited to share this dream with you and your guests, to spoil your taste buds with our years of culinary experience, and to create memorable adventures sailing, swimming, snorkeling . . . and just allowing you to become fully immersed in the natural beauty and island-style pace of life! We look forward to meeting and serving you….and Makin’ Memories that will last a lifetime!
We cherish your vacation as a sacred time to create lasting memories with loved ones. We consider it an honor and a privilege to be given the opportunity to host this special time with you and your guests, and are grateful to be a part of your journey.
Jim & Courtney
GUEST COMMENTS
July 2025
"Thank you sooooooo much for giving us the trip of a lifetime! it was hands down the best time we've ever had altogether! it was the kind of experience that will stay with us forever! it was the perfect mix of adventure, luxury and friendship. Non-stop laughter and a lifetime of memories! The boat was perfectly equipped with everything we could possibly need - clear paddleboards, a floating dock, top notch snorkeling gear, water scooters - and an endless supply of cold cocktails! Every detail was thoughtful and high-end, yet the vibe was relaxed and welcoming. Waking up to a new stunning bay each day, snorkeling through vibrant coral reefs paddleboarding at sunset, and enjoying gourmet meals under the starts - it was like living inside a dream!
Whether we were enjoying cocktails at sunset from a quiet cove or exploring hidden beaches, we were constantly in awe of the experience! The whole trip was a blissful escape from reality and we cannot thank you two enough!!!!"
June 2025
"Dearest Courtney and Jim - You are memory makers and magic makers. Thank you for making our experience so beautiful! You are the hardest working, but smoothest working couple I've ever seen. Thank you for taking such good care of the girls. They fell in love with your kindness, wit, charm, energy and incredibly fantastic cooking. Thank you for the adventures, laughs, amazing stories, education, and The Circle (aka 360 dock 🙂). Much love to you both, with so much gratitude!"
April 2025
"We couldn't begin to thank you both for the experience you have provided to us all. We're blessed to have this experience! We will cherish every second we've gotten to spend with you both and all of our friends. This journey has truly been a once in a lifetime experience that we will remember and cherish for the rest of our lives! We not only got gourmet meals prepared from Captain Courtney, but we also got to experience a never-ending journey island to island. From snorkeling with small bus-sized sting rays to jumping off the deck of Willy T's in the middle of the night...we've made so many lifelong memories. Much like the pirate gold buried beneath the beach, the Virgin Islands have proven to be a treasure trove of new experiences found at every stop we made. Big thanks to the expert captains/tour guides Jim and Courtney for making it all possible!"
Can't wait to have you onboard
Sea you soon!