Master sailing basics aboard a 30-foot keelboat in beautiful Monterey Bay. Join a small group for hands-on lessons and earn your ASA certification in just a few days.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
3–4 days
Fitness Level
Participants should be in good physical condition with agility for moving on deck and handling basic physical tasks.
Wildlife
History
Monterey Bay was historically a key hub for the California fishing and whaling industries, shaping local maritime culture.
Conservation
Sail Monterey actively promotes eco-friendly practices, including minimizing fuel use and adhering to wildlife protection regulations.
Sail Monterey
Master sailing basics aboard a 30-foot keelboat in beautiful Monterey Bay. Join a small group for hands-on lessons and earn your ASA certification in just a few days.
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 stay safe on wet, slippery decking.
Stay Hydrated
Bring plenty of water to stay hydrated during your sailing sessions.
Protect Against Sun Exposure
Sun protection is crucial – wear a hat, sunglasses, and waterproof sunscreen.
Listen Carefully to Instructions
Active listening during lessons ensures you pick up key sailing techniques safely.
Non-Slip Sailing Shoes
Provides secure footing on wet boat surfaces to prevent slipping.
Waterproof Jacket
Keeps you dry and warm during cooler or rainy days on the water.
fall
Wide-Brim Hat
Protects your face and neck from strong sun exposure while sailing.
summer
Sailing Gloves
Helps protect your hands when handling ropes and sails.