Discover the beauty of Monterey's coast with a private keelboat cruise. Perfect for relaxing, learning, and wildlife watching, this experience offers a unique perspective on California’s stunning shoreline.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; minimal physical activity is required beyond boarding and disembarking
Wildlife
History
Monterey has a rich maritime history, once serving as a major hub for Spanish explorers and later known for its pivotal role in the California fishing industry.
Conservation
Sail Monterey is committed to environmentally sustainable practices, including minimal waste policies and marine life protection to preserve this pristine coastline.
Sail Monterey
Discover the beauty of Monterey's coast with a private keelboat cruise. Perfect for relaxing, learning, and wildlife watching, this experience offers a unique perspective on California’s stunning shoreline.
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.
Dress in layers and bring sun protection
Weather on the water can change quickly, so dressing in layers and packing sunscreen ensures comfort throughout the cruise.
Arrive early for check-in
Arriving 15 minutes before your scheduled departure helps ensure a smooth boarding process and time to familiarize yourself with safety procedures.
Bring a camera or smartphone with waterproof case
Capture stunning coastal views and wildlife sightings without worry about water damage to your gear.
Book in advance for peak seasons
Secure your spot early during the summer months or holiday seasons to avoid disappointment, as trips tend to fill quickly.
Sunscreen
Protects your skin from UV rays during daytime trips on the water.
summer
Hat or Cap
Provides shade and keeps you cool while exposed to the sun.
summer
Light Jacket or Sweater
Adds warmth during cooler months or in the evening, especially when the sea breeze picks up.
spring|fall|winter
Non-slip Shoes
Ensures safety on wet or moving surfaces aboard the boat.