Home - Rabbit Hole Sailing, LLC

Boutique Charters • Bareboat Sailing • Professional Instruction

Sail the San Francisco Bay & Beyond aboard SV Rabbit Hole

SV Rabbit Hole is a 2021 Jeanneau Sun Odyssey 410 based in Alameda at Safe Harbor Ballena Isle and sailing primarily on San Francisco Bay.

3 Cabins • 2 Heads • Adventure-Ready Comfort
Hailing Port: Wonderland, ME

After four and a half years used in US Sailing Instruction and chartering through Club Nautique, SV Rabbit Hole has begun a new chapter.

As of 2026, she now sails independently through Rabbit Hole Sailing, LLC, offering direct charters and sailing instruction designed to be more personal, flexible, and intentional than traditional charter bookings. We offer a boutique experience where our goal is to build a community of sailors who care for and about SV Rabbit Hole as much as we do.

Ownership has not changed, we have just removed the middle man and are chartering direct to the sailing community.

We are currently in our Soft Open phase, with Spring Season bookings opening on March 21, 2026 for April & May 2026 charters.

Charters & Sailing Instruction

Through Rabbit Hole Sailing, LLC, guests and sailors can experience the San Francisco Bay aboard SV Rabbit Hole in several ways.

Charter Options

Bareboat Charters (for qualified sailors)

Skippered Charters

Sailing Instruction

Private Sailing Lessons

Semi-Private Lessons

Skill-building and confidence-focused instruction

All instruction is conducted by US Coast Guard–licensed captains and/or US Sailing certified instructors, with an emphasis on thoughtful learning, seamanship, and time well spent on the water.

Summer 2026 Season

The 2026 Summer sailing season runs through August 31, 2026 and bookings open on May 5, 2026.

If you’re interested in sailing aboard SV Rabbit Hole, we’d love to hear from you.

👉 Contact us to inquire about charters or sailing lessons

Our Community

SV Rabbit Hole embodies more than just being a boat you can charter and Rabbit hole Sailing , LLC has more to offer than just a ride.

It’s about curiosity, confidence, and the people you share the journey with.

Through Rabbit Hole Sailing, LLC, we’re building a community of licensed captains, certified instructors, and adventure-minded sailors who want to explore the Bay, improve their skills, and share meaningful time on the water.

Whether you come to learn, explore, or simply enjoy a day sailing San Francisco Bay, we’re glad you’ve found your way here.