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
LEI delivers consistently exceptional charter experiences, with reviewers praising everything from their well-maintained catamarans to their attentive crews. Nicole handles bookings with clear communication and helpful recommendations (including private chef referrals that guests rave about), while captains like Alex, Trevor, Guy, and Ross earn repeated mentions for being professional, personable, and great at making everyone feel comfortable. Multiple guests have returned for their third or fourth charters, which speaks volumes about the quality. The boats themselves impress, with several reviewers noting the Lagoon 42 and Bali 4.6 catamarans look even bigger and more beautiful in person. Crews provide snacks, drinks, and essentials while allowing you to bring your own food and wine for easy celebrations. There was one isolated timing hiccup where a dock mix-up delayed departure by 20 minutes without compensation, but this appears to be an outlier in an otherwise seamless operation. Perfect for bachelorette parties, birthdays, family gatherings, or just a luxurious day on the water with friends.