Chillaxin’ Charters

Welcome to Chillaxin’ Charters! We’re passionate about yachting, island hopping, and, of course, Chillaxin’! From touring mega-yachts, luxury catamarans, and sailboats to scouting out the most serene beaches and the most relaxed beach bars—we live for the experience and love sharing it with friends, family, and clients.

Unlike big-box charter brokers, we’re not here to “sell” you on a charter vacation—because, honestly, what’s there to sell? Imagine waking up on a luxury yacht, surrounded by crystal-clear waters, exploring a new island every day, with a dedicated crew catering to your every need. Whether you crave adventure or simply want to unwind with loved ones away from crowded resorts, a private charter vacation is the ultimate escape.

Whether you’re celebrating a milestone birthday, anniversary, or special occasion, or planning an executive retreat or incentive trip, we’ll help craft the perfect itinerary.

Ready to set sail? Whether it’s your first charter or you’ve chartered before, we’ll make the booking process seamless and fun. Life is short—if a private charter is on your bucket list, the time is now. The islands are waiting!

Book your dream Caribbean charter today!