Rabbit Hole Sailing

04/26/2026

Heading out to celebrate Opening Day on the Bay

03/31/2026

03/29/2026

Sending out the 2nd of 3 Charters in 7 Days... ...We have sent out at least one charter a week since we launched our soft opening the first of March and there are many more on the horizon.

Last week, we sent our frist group to go West of the Golden Gate Bridge on a trip out to the Farallon Islands and back.

Come Sail with us!

www.RabbitHoleSailing.com

03/05/2026

We sent out our first Direct Charter yesterday! It was a learning experience, and we are working on our Check-In/Check-out procedures, but the Wind came out, and we put three sailors out on the water!

We have a couple more charters in our first wave of our "Soft Opening" and we will be sending out invites for the last few-weeks of our second Soft Opening window in a couple of days.

Stay Tuned! If you have not completed our survey and want to be included in our invitation-only phase, please be sure to visit: https://rabbitholesailing.com/operations-overview/operations-survey/

Our Full Launch will be announced toward the end of March, so be sure to join our mailing list and stay informed!!! ⛵️⛵️⛵️⛵️

03/02/2026

Sail Back Sunday

What better way to look back than to revisit a previous story of a family sail aboard SV Rabbit Hole to Downtown Petaluma from the Central Bay. This story is a beautiful reminder of how accessible and magical Bay Area cruising can be when shared with the people you love.

Here’s KL’s story from September 21, 2023:

Most of you know me from the monthly Crew Connect member sails, but I actually spend most of my sailing time with my family. In June this year, we decided to try something new and journey up the Petaluma River. This was a gorgeous trip—passing vineyards and idyllic scenery all the way to the downtown guest docks. Petaluma is a family-friendly town, but what’s even better is that the docks abut the downtown core with cute cafes, restaurants, and shops.

There is even a playground within walking distance for the kids. The new Floathouse at the docks has kayaks and other water toys for rent. And the sunsets were gorgeous. For 17 years, the river silted and was as shallow as two feet in parts, but in 2021/2022, the Army Corps of Engineers commenced a project to bring economic vitality back to Petaluma, and the river was dredged all the way to downtown. It is now 8–12 feet at zero tide and navigable.

Keep a sharp eye on your depth finder and know your way around Navionics SonarCharts. Plan your cruise so you have at least 2.0’ of tide while on the river, reserve your bridge opening with the City of Petaluma ahead of time, and study your route. You will be rewarded with a unique sailing experience in the Bay Area that hasn’t been achievable in a long time.

⛵ ⛵ ⛵ ⛵ ⛵

We are grateful to KL and his family for sharing their time on SV Rabbit Hole.

Curiosity has a way of carrying us farther than planned. Whether you’re here to learn, explore, or simply enjoy time on the water, we’re glad you’ve found your way to Rabbit Hole.

If you’d like to sail with us on San Francisco Bay—through a charter, lesson, or shared journey—visit our Contact page and get in touch. We look forward to welcoming you aboard.

“The hurrier I go, the behinder I get.”
— Lewis Carroll

02/27/2026

🚨 We’re Officially Open — Soft Launch Phase Begins ⛵

Rabbit Hole Sailing, LLC has entered its Invitation-Only Soft Opening for our direct bareboat charter program in the San Francisco Bay Area.

This is a measured and intentional rollout focused on:
✔️ Safety
✔️ Seamanship
✔️ Professionalism
✔️ A structured, high-quality charter experience

Our first Full-Day Bareboat Charters are running February 26 – March 8, with limited availability as we refine our screening process, pre-sail briefings, and operational standards.

During this initial phase:
🌊 Sailing is limited to the San Francisco Bay
🚫 Out-the-Gate sailing will open after March 8 for fully qualified charterers

We’re starting small to ensure every charter reflects the standard SV Rabbit Hole represents.

If you’d like to be considered for an upcoming invitation wave, visit our website and complete the contact form and sailing experience survey.

🔗 Read the full announcement here:
https://rabbitholesailing.com/rabbit-hole-sailing-llc-announces-soft-opening/

We look forward to sailing with you.

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 me...

02/05/2026

If you’ve been following along, we shared an update from the dock.

The last few weeks have been about pausing, taking stock, and doing the work the right way. What began as an abrupt stop became a reset, and then a rebuild.

Now, chartering is just over the horizon.

We wrote a short blog post to share where we’ve been and where we’re headed next.
👉 https://rabbitholesailing.com/if-youve-been-following-along/

Thank you to everyone who’s been part of the journey so far. ⚓️🐇⛵️

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, and boat owners for many years...

02/01/2026

⚓ SailBack Sunday

Some moments are too special not to revisit.

On July 4, 2025, Rabbit Hole had the honor of hosting a very special milestone when Instructor Dwayne Sullivan asked Johane an unforgettable question while sailing on San Francisco Bay.

💍 She said yes!

They met through the Club Nautique community, and celebrating this moment aboard Rabbit Hole made it all the more meaningful.

We’re so grateful to have been part of their story. Congratulations to you both and cheers to many adventures ahead.

👉 Read the full story on our blog: https://rabbitholesailing.com/she-said-yes-%f0%9f%92%8d-an-engagement-aboard-rabbit-hole-july-4-2025/

02/01/2026

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 requests will be handled directly through us, allowing us to create a more personal, flexible, and intentional sailing experience.

Read More: https://bit.ly/ChartersByRHS

🌐 www.RabbitHoleSailing.com

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 requests will be handled directly throu...

01/21/2026

Big update from Rabbit Hole Sailing ⛵️
We are no longer chartering through Club Nautique. Moving forward, all charter requests will go directly through us at:
👉 www.RabbitHoleSailing.com
Details on availability, qualifications, and how the process works will be shared soon.
Thanks for being part of the journey — stay tuned! 🌊