Private Events | Modern Sailing

Private Events

What can I do on a Skippered Sail?

A Skippered Sail lets you experience the best of San Francisco Bay by sailboat. With the help of one of our experienced US Coast Guard Licensed Captains you will choose an itinerary to fit your goals for the day. Each Skippered Charter is a minimum of four hours long and customized for private events of one to six people.


Birthday Parties and Family Gatherings

Celebrating a loved one or friend’s birthday? A skippered cruise is a unique experience that will make lifelong memories. Gather your closest crew and head out to the San Francisco Bay. Bring a picnic lunch or plan to BBQ on the boat. We will help you plan accordingly.

Anniversaries and Engagements Aboard a Sailboat

Nothing says romance like sunset sailing on the San Francisco Bay. Celebrate a special moment in a special place. We’re experts on the bay and will help you plan your marriage proposal under the Golden Gate Bridge or in front of AT&T park.

Popular Sailing Destinations

There are many sights to see on San Francisco Bay. We’ll help you plan an appropriate course for the length of your sail and your goals for the day. Popular destinations include sailing past the city front of San Francisco, Sausalito, Tiburon, or Belvedere, under the Golden Gate Bridge or Bay Bridge, and anchoring at Angel Island for lunch or at AT&T Park for a baseball game.


Dock and Dine

The Bay has many options for docking and dining. Book your Skippered Sail and go to Pier 1.5 on the San Francisco Embarcadero, Jack London Square in Oakland, or at the guest dock in Tiburon to have lunch or dinner. You will sail to and from your destination enjoying breathtaking views of the bay along the way.

Private Sailing Lessons

Is there a specific sailing skill you'd like to refresh, practice, or hone with professional guidance? Most of our captains are also ASA-certified instructors. 

Corporate Events and Team Building

Charter our entire fleet and several coaches to host a Corporate Regatta for your company. Each boat will have a seasoned and licensed Captain who will coach each team across the finish line. Learn more about the Corporate Regatta Challenge here.

Ready to book a Skippered Sail?

Email us at office@modernsailing.com or give us a call at (415) 331-8250.

Share This Page

  • Trudy Flores

    Captain Jeff Cathers is really cool. I had such a great time on the Farallones Day Trip. It was actually my very best day of 2020. Thank you so much for coordinating the trip.

  • Steve Hood, Basic Coastal Cruising

    I would definitely recommend Modern Sailing to anyone who is interested in learning to sail the right way.

  • Salesforce (Ashley H.)

    Our team at Salesforce did the Corporate Regatta Team Buidling activity (August 2026). What a blast!! HIghly recommend for your next team activity. It's fun to be out on the water, but the skippers also did a great job of teaching us all the sailing basics. The race is set up well so that we all had a chance to try out different roles. We did it with 11 people across two boats but having more boats is also doable and would lead to even more competition.

  • Lisa Butzer Wilde

    Thumbs up to (Club Skipper) Geoff (Love) and his wife Laura. I went on my first Club Sail on Sunday, January 18, 2026. They were terrific!

  • John Boynton

    The class was terrific. I know you must get many compliments about your sailing instructors...But I must tell you that Robert is outstanding. Having taught SCUBA, I really appreciate the way he is so sensitive to all on board, dealing with each so well, knowing quickly their strengths and weaknesses making each feel special and cared for.

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