Winemaker Sail: Thrilling Coastal Regatta Experience in Santa Cruz
Difficulty
moderate
Duration
2 hours
Fitness Level
Moderate fitness level recommended; standing and movement on a moving boat required but no prior sailing experience needed.
Overview
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.
Winemaker Sail
2 Hours • Wine lovers unite! • 21+
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Adventure Photos
About This Adventure
Join an exhilarating 2-hour coastal sailing charter, where you'll race against other sailboats in a thrilling regatta. Savor refreshing beer, wine, and delicious pizza as you embrace the excitement of the open water. This unique experience is exclusively for those 21 and over, making it a perfect adult adventure.
The Wine Marker Charter
Duration
2 hours
About
Experience the thrill of a 2-hour coastal sailing charter, racing alongside other sailboats in an exciting regatta, while enjoying refreshing beer, wine and delicious pizza. This is a 21+ sail.
Adventure Tips
Arrive Early to Learn Basics
Plan to arrive 15 minutes early for a quick safety briefing and basic sailing instructions to maximize your time on the water.
Wear Non-Slip Shoes
Choose footwear with good grip to stay steady on the boat’s wet surfaces during the race.
Bring a Light Jacket
Coastal winds can be cool even in summer; layering helps keep you comfortable throughout the sail.
Stay Hydrated
Drink plenty of water before and during the trip, especially if enjoying alcoholic beverages onboard.
Local Insights
Wildlife
- Sea otters often spotted near kelp forests
- Common sightings of brown pelicans gliding above the waves
History
Santa Cruz’s maritime culture dates back to the 1800s with a deep heritage in fishing and coastal trade, now transformed into recreational sailing hubs.
Conservation
The sailing operation follows eco-friendly practices to minimize impact on marine wildlife and promotes Leave No Trace principles along the coast.
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Adventure Hotspots in Santa Cruz
Frequently Asked Questions
Recommended Gear
Windbreaker Jacket
Protects against coastal winds and occasional spray during sailing.
summer specific
Non-Slip Footwear
Ensures safety when moving around the boat’s wet deck.
Sunglasses
Reduces glare from the water, improving visibility and comfort.
summer specific
Water Bottle
Maintains hydration throughout the sailing adventure.
all specific