Rent a classic 24-foot wooden sloop from Old Fisherman’s Wharf
2 hours minimum
Up to 5 people
24ft sailboat rental
Take the helm of Jeannette, a 24-foot all-wood Carol 24 sloop with simple controls and a comfortable cockpit for small groups and family outings. Depart from Old Fisherman’s Wharf and enjoy a hands-on sailing rental.
If this is your first rental with Sail Monterey, you must submit a sailing resume for approval before departure day. If it isn’t received or approved, your reservation may be postponed or canceled.
This booking is for the whole experience, which fits up to 5 guests.
Cancel at least 48 hours before departure for a full refund. No refunds for late or no-show renters. Full refund if the captain cancels due to weather or other unforeseen circumstances.
Submit a sailing resume showing your relevant experience and certifications for approval before departure day. If it is not received or approved by departure day, your reservation may be postponed or canceled.
Check in at the office no later than 30 minutes before your departure time.
No. You cannot drive to the office at the end of the pier.
78 Old Fisherman's Wharf
Monterey Bay sailing doesn't get much better than this. Paul and his team of captains, including Tiki, Kiwi, Tanya, and Vince, have built something genuinely special here. Families, couples, and first-timers all seem to walk away raving, and the enthusiasm these captains bring is clearly contagious. Wildlife sightings, including whales, sea lions, and otters, add an extra layer of magic to what's already a beautiful setting. For those curious about learning to sail, the intro and ASA certification courses earn particularly high praise. Captain Kiwi has a real gift for teaching, breaking down technical concepts in ways that actually stick, while Tanya brings impressive organization and warmth to the longer courses. Even on breezy or less-than-ideal days, the team communicates proactively and makes the most of conditions. The one hiccup worth noting is a cancellation that happened with short notice, so if your schedule is tight, it's worth confirming closer to your departure time.
Great sail and great captain!
C Rosare
May 5, 2026
Great sail and great captain!
C Rosare
May 5, 2026