Our First Season Underway

Alisanne Steele | June 15, 2026 | Wonder Awaits. Seize It When Rabbit Hole Sailing launched earlier this year, we had a simple goal: Get people out on the water. Looking back over the past few months, it is hard not to smile. Since beginning charter operations in March, SV Rabbit Hole has welcomed sailors …

Take Your Sailing Journey Further

Alisanne Steele | June 15, 2026 | Wonder Awaits. Seize It. When Rabbit Hole Sailing began, our goal was simple: Help people get out on the water. Some sailors come aboard to spend a beautiful day on San Francisco Bay. Others are refreshing skills, preparing for a future charter, building confidence at the helm, or …

Sail Back Sunday: Rediscovering the Petaluma River

Alisanne Steele | March 2, 2026 | Wonder Awaits. Seize It | Sail Back Sunday What better way to look back that to reviist a previous story of a family sail on SV Rabbit Hole to to Down Town Petaluma form the cental Bay. This story is a beautiful reminder of how accessible and magical …

Rabbit Hole Sailing, LLC Announces Soft Opening

Alisanne Steele | February 20, 2026 | Wonder Awaits. Seize It Rabbit Hole Sailing, LLC Announces Soft Opening Rabbit Hole Sailing, LLC is officially entering its Invitation-Only Soft Launch Phase, marking the beginning of its direct bareboat charter program in the San Francisco Bay Area. Built on a foundation of safety, seamanship, and professionalism, this …

If You’ve Been Following Along…

Alisanne Steele | February 5, 2026 | Wonder Awaits. Seize It Down the Rabbit Hole: An Update From the Dock If you’ve been following along with Rabbit Hole Sailing, you may have noticed things went quiet after December 31. That wasn’t intentional, but it was necessary. On 12/31, Club Nautique, where we were students, members, …

A New Tack: Direct Charters with Rabbit Hole Sailing

Alisanne Steele | July 22, 2026 | Wonder Awaits. Seize It We’re excited to share an important update from Rabbit Hole Sailing as Rabbit Hole prepares for her next chapter on the San Francisco Bay. After four and a half years chartering through Club Nautique, we are charting a new course. Moving forward, all charter …

She Said Yes! 💍 An Engagement Aboard Rabbit Hole — July 4, 2025

On July 4, 2025, Rabbit Hole had the honor of playing host to a very special milestone as Dwayne Sullivan asked Johane Amirault an unforgettable question while sailing on San Francisco Bay. ✨ She said yes! ✨ Dwayne, a respected sailing instructor, and Johane, a longtime member of Club Nautique, met through the sailing community—proof …

A Tour of Rabbit Hole: A Jeanneau Sun Odyssey 410

A Tour of Rabbit Hole: A Jeanneau Sun Odyssey 410 Welcome aboard Rabbit Hole, our 2021 Jeanneau Sun Odyssey 410—a modern cruising sailboat designed to balance performance, comfort, and ease of handling. Based in Alameda at Safe Harbor Ballena Isle, Rabbit Hole has spent the last several years sailing the waters of the San Francisco …

Are you looking for the perfect Charter experience?

Look no further. Step aboard Rabbit Hole, a 2021 Jeanneau Sun Odyssey 410 based in Alameda, perfectly positioned for unforgettable sailing on San Francisco Bay. The Sun Odyssey 410 is a modern, high-performance cruising sailboat designed to improve efficiency, effectiveness, and safety under sail. Features such as recessed side decks, raised coamings, a lowered boom, …

2nd Place – Bay Buoy Boogie (August 20, 2021)

Rabbit Hole proudly took 2nd place in the Bay Buoy Boogie on August 20, 2021, racing on San Francisco Bay under the skilled leadership of skipper Doug Bateman. It was a great day on the water and a strong showing by Doug and the entire crew—excellent teamwork, smart sailing, and plenty of fun along the …