Private Charters

Experience a truly personalized escape on the water. Whether you are looking for a solo journey of reflection, a bonding trip for a group of friends, or a romantic getaway for a couple, we offer high-end, flexible charters tailored to your specific intentions.

We aren’t tethered to one port. We can book and captain your charter nearly anywhere you dream of sailing, including:

The United States: From the Pacific Coast or Chesapeake Bay to the Florida Keys.

The Bahamas: Crystal clear shallows, remote islands, and numerous cays of the Exumas.

The Caribbean: Tropical winds, romantic hidden beaches, and vibrant island culture.

Beyond the sailing, your only job is to enjoy the moment. From expertly prepared meals tailored to your palate to the quiet management of the vessel's systems and cleaning, We provide a high-touch environment where you can fully disconnect from chores and logistics.

Pure Relaxation

Custom Curation

We can set the agenda together. We can build a specialty package based on your desires, needs, and the hidden gems you want to explore—or you can provide a fixed itinerary and we will make it happen.

Logistical Flexibility

Because we operate as both your captain and chef on a private vessel, we aren't bound by commercial cruise tracks or rigid resort schedules. This allows us to pivot our destination based on a sudden desire to see a specific sunset, follow local wildlife sightings, or extend our stay in a secluded cove that captures your heart.

Hands-On Learning

Gain real-world experience under expert supervision, whether you are a complete novice or an aspiring sailor looking to log more hours in diverse conditions across the US, Bahamas, or Caribbean. We can provide a patient, no-pressure environment where you can learn at your own pace while enjoying the journey.

Sober Sails provides all inclusive sailing charters

Your only responsibility is to arrive and unwind. As your dedicated captain and chef, we handle every aspect of the journey—from custom menu planning and gourmet meal preparation to the technical management of the vessel and cleaning. This is a high-touch, all-inclusive environment designed to let you disconnect from daily chores and logistics, leaving you free to immerse yourself in the beauty of the sea.

Sober Sails provides Private Sailing Charters

Whether you seek an educational adventure or a quiet escape, We can adapt our presence to match the energy of your journey. We can serve as an active guide and instructor—sharing local knowledge of the waters and wildlife or providing hands-on sailing lessons—or we can remain "invisible," providing a discreet, professional service that allows you and your guests total privacy. While we collaborate on the agenda to ensure your vision comes to life, I maintain final authority on all navigational and safety decisions to ensure a secure and seamless experience on the water.

Your Safety is My Mandate: A truly relaxing escape is only possible when you feel completely secure. To ensure a seamless journey, the captain has final discretion over all safety and technical operations. Whether it's adjusting a route due to shifting winds or selecting a more protected cove for the night, these decisions are for the captain to make. By trusting our professional judgment on the 'how' and 'where' of our navigation, you are free to enjoy the 'why' of your journey without a second thought.

Meet Your Captain

Book Your Private Escape Today