Sail Santa Cruz: Scenic Coastal Charters & Culinary Cruises
1.5–2 hour Monterey Bay sailing adventures—whale watching, wine, beer, pizza and seasonal specialty charters.
Featured Charters
Curated coastal sails, family adventures, culinary cruises and adult-only tasting sails.
About Chardonnay Sailing Charters
Chardonnay Sailing Charters is a Santa Cruz–based sailing operator offering short, memorable cruises on Monterey Bay. Operating a top-of-the-line sailboat (including the Chardonnay II for select sails), the company runs themed 1.5- and 2-hour charters that highlight wildlife viewing, coastal scenery, craft beer and wine pairings, and local cuisine.
Trips include family-friendly morning Eco-Adventure sails ideal for whale watching, two-hour coastal charters with complimentary drink tickets, adult-focused Brewmaster and Winemaker sails with local beers and wines, and special culinary charters featuring pizza, Champagne brunch, or pupus from Pono Hawaiian Kitchen. Seasonal programming includes neighborhood BYO evenings and The Taste of Santa Cruz culinary tours.
Safety and guest experience are prioritized: licensed crew, life jackets, clear boarding instructions, and small-group departures ensure comfortable outings. Several charters are 21+ when alcohol is provided; family-friendly options are available for all ages. Bookings accommodate private events and group celebrations with flexible scheduling during peak months.
Chardonnay Sailing Charters is trusted locally for transparent pricing, consistent seasonal schedules (March–October for specialty runs), and curated partnerships with local restaurants and breweries. The operator’s combination of coastal expertise, hospitality, and themed culinary experiences makes these short Monterey Bay sails a reliable choice for visitors and residents seeking a distinctive ocean outing.
Book a Sail — Seats Fill Fast
Reserve a spot on a 1.5–2 hour Santa Cruz charter for whale watching, coastal views, and seasonal culinary experiences.