1.5–2 hour Monterey Bay sailing adventures—whale watching, wine, beer, pizza and seasonal specialty charters.
Curated coastal sails, family adventures, culinary cruises and adult-only tasting sails.
aerial-adventures · Santa Cruz
Set sail on a private 1.5-hour cruise off Santa Cruz, spotting whales and marine life aboard a sleek sailboat. Perfect for families and nature lovers seeking a serene ocean adventure.
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Diverse coastal and culinary sails
Short, scenic adventures
Whale watching and relaxed sails
Special charters and neighborhood nights
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Chardonnay Sailing Charters listing.
Chardonnay Sailing Charters offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Reserve a spot on a 1.5–2 hour Santa Cruz charter for whale watching, coastal views, and seasonal culinary experiences.
boat-charters · Santa Cruz
Set sail on a private 2-hour boat tour in Santa Cruz with Chardonnay Sailing Charters. Enjoy breathtaking coastal views and two complimentary drinks while cruising the Pacific.
boat-charters · Santa Cruz
Experience Santa Cruz from the water on the Brewmaster Sail—a unique 2-hour sailing trip featuring local craft beers and fresh pizza, set against breathtaking Pacific Ocean views. Perfect for anyone seeking relaxation and flavor on the coast.
water-activities · Santa Cruz
Experience the thrill of a 2-hour regatta sailing charter off Santa Cruz’s coast while enjoying local wine, beer, and pizza. Perfect for adventure-seeking adults ready to race and savor the ocean breeze.
boat-charters · Santa Cruz
Race along Santa Cruz’s stunning coastline in the Wednesday Night Race Sail, a thrilling 2-hour regatta complete with on-deck beers, wine, and pizza. Perfect for sailors and newcomers eager to experience the rush of ocean racing and seaside camaraderie.
boat-charters · Santa Cruz
Set sail along Santa Cruz’s coast on the Chardonnay II for a two-hour sunset cruise that highlights vivid ocean views and serene twilight moments. Perfect for a romantic evening or a peaceful escape, this adventure offers a unique way to connect with the sea as daylight fades.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.