Sail a classic wooden sloop with simple controls, perfect for relaxed family outings
2 hours minimum
Sail Jeannette, a 24-foot wooden sloop designed by Chuck Paine. Enjoy simple controls and a comfortable cockpit suited for small groups and family outings.
First-time renters must provide a sailing resume for approval before departure. Rentals are 2 hours minimum. Reservations may be postponed or canceled if requirements are not met.
Cancel at least 48 hours before departure for a full refund. No refunds for late arrivals or no-shows. If the captain cancels due to weather or unforeseen circumstances, you will receive a full refund.
78 Old Fisherman's Wharf
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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.