Ready to try sailing? Join this private 2-hour class in Monterey to learn all the basics, enjoy beautiful coastal views, and get hands-on practice with expert instructors guiding you every step.
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels, basic mobility is required to move around the boat safely.
Wildlife
History
Monterey Bay has a rich maritime history as a key port during the California Gold Rush and later as a fishing hub.
Conservation
Monterey Bay is part of a marine sanctuary focused on protecting ocean ecosystems and promoting sustainable boating practices.
Sail Monterey
Ready to try sailing? Join this private 2-hour class in Monterey to learn all the basics, enjoy beautiful coastal views, and get hands-on practice with expert instructors guiding you every step.
Sail Monterey is a Monterey Bay sailing company offering guided cruises, sailing lessons, and sailboat rentals.
With a fleet that includes a classic 24-foot wooden sloop (Jeannette), a Hunter 30 (Willow), a Hunter 34 (Euca) and a spacious catamaran for daytime and sunset cruises, Sail Monterey provides options for families, learners, and experienced sailors. The company runs wildlife-focused daytime catamaran cruises and romantic sunset sails that include complimentary drinks and snacks, making wildlife watching and scenic views accessible to all ages.
Sail Monterey teaches sailing with an ASA 101 Basic Keelboat Sailing Course and a 2-hour Introduction to Sailing. The ASA 101 course is a multi-day, hands-on program that covers sail handling, knots, navigation basics, and safety; students complete the course with a certification. The 2-hour class offers a practical, friendly introduction to steering, sail trim and onboard safety for newcomers.
Boat rentals include self-skippered options and checkout procedures for Jeannette, Euca, and Willow, all equipped for comfort and ease. For adventurous groups, Sail Monterey runs a voyage from Monterey to Santa Cruz with overnight opportunities, plus local sailing races for competitive sailors.
Safety, experienced instruction, and a focus on low-impact wildlife viewing guide every offering. Sail Monterey emphasizes small groups, hands-on learning, and clear rental checkouts so guests leave confident, informed, and inspired.
Certain charters, like Euca, host small groups of up to six and include beverages and snacks on daytime and sunset options. Booking is available online with clear pricing and rental checkout details. Accessible to all ages.
Fleet
24', 30', 34' & catamaran
Choose the right boat
Certification
ASA 101 Course
Basic keelboat certification available
Cruise Types
Daytime & Sunset
75–90 minute catamaran tours
Destinations
Monterey Bay & Santa Cruz
Bay cruises and overnight voyage
Reserve a daytime cruise, sunset sail, lesson, or private rental — spots fill quickly during peak season.
Wear Non-Slip Footwear
Choose shoes with good grip to maintain stability on the wet deck.
Stay Hydrated
Even on cooler days, bring water or drink provided beverages to stay hydrated on the water.
Apply Sunscreen
Protect your skin from sun exposure as the reflection off the water intensifies UV rays.
Listen Carefully to Instructions
Safety and learning depend on paying close attention to your instructor’s guidance.
Non-slip Sailing Shoes
Ensures secure footing on wet and slippery boat decks.
Windbreaker Jacket
Provides warmth and protection against wind and sea spray.
spring
Sunglasses with UV Protection
Protects eyes from glare and harmful UV rays reflecting off the water.
summer
Reusable Water Bottle
Helps keep you hydrated throughout the sailing session.