Big Brothers Big Sisters of Santa Cruz County

28th annual Day on the Monterey Bay Regatta

Race: September 6th, 2020

On Sunday, September 6th, the Santa Cruz Yacht Club will host its 28th annual Day on the Monterey Bay Regatta to benefit Big Brothers Big Sisters of Santa Cruz County. Fun, sailing, food, and music —— it's all on deck at the Regatta!

The event will be held at the Santa Cruz Yacht Club's, dry dock area on the west side of the lower harbor in Santa Cruz (near Aldo's). Sailing takes place from 1-3:30pm, followed by a gourmet take away meal and music.  There will be two great raffles and a silent auction. So much fun in one day!

Don't want to sail? Then please join us for gourmet take away meal and share in the fun of the music, Silent Auction, and raffles. Call Melissa at 831-464-8691 if you have questions.

Corporate Sponsorship Packages are available whether you register a boat or not. This year we are not able to provide boats for Sponsors that do not have their own due to COVID-19. However, we are providing an award winning wine for all Corporate Sponsor levels above $500.00.


Choose how you would like to participate and then register. Two ways to register and/or order tickets:

Choose how to submit your completed form & payment:

The Day on the Monterey Bay Regatta is a fundraiser for Big Brothers Big Sisters of Santa Cruz County who have served the children in our community for 38 years! 100% of all proceeds stay local and go to Big Brothers Big Sisters mentoring services.

Looking for a way to get involved with the community?  This is a great opportunity to volunteer for a great cause.  If you would like to spend your day down by the bay, please contact us at 831-464-8691 and signup; we can always use your help. 

Questions? Call Big Brothers Big Sisters at 831-464-8691.

Regatta Major Sponsors

Event Info

What: Regatta Race

When: Sunday, September 6th, 2020

Time: 1:00—6:00pm

Where: Santa Cruz Yacht Club dry dock area, west side lower harbor.

Gourmet Take Away Meal: 3:30—4:30pm

Online registration & tickets

Individual registrations and all raffle and dinner tickets are available for purchase online by clicking here:  Day on the Monterey Bay Regatta ticket website.

Please check back for details about the Chardonnay Sailing Charter.


Sail the Chardonnay II

Due to COVID-19, we will not be able to provide rides on the Chardonnay this year. The health of everyone involved is a top priority for all organizations involved. Please check back in 2021 to ride with us. 

Corporate Sponsors

Maria & Stanley Bispo; Castro Construction; CrossFit Inc; David Lyng Real Estate; Devcon Construction; Good Times; Hogan Land Services; Lighthouse Bank; Marianne's Ice Cream; Pacific Leather Group; productsOps; System Studies Inc; Team Duet; Team Gandalf; Barry Whittall

Raffles & Silent Auction!

$100 raffle. Only 200 tickets are sold, so your chance of winning is great!  This year we will pick 2 winners. Each winner will receive $1,500 cash plus a one week stay in a 2 bedroom condo at the Orange Tree Resort in Scottsdale AZ or trade for any of the other 24 Shell Vacations Resort locations.

You do not have to be present to win the raffle.

Silent Auction.  Another chance to go home with fabulous prizes. Come and bid on spectacular prizes available only at the event.

Event Info

RSVP Required.