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    5. Jeannette Carol 24 Sailboat Rental
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    Jeannette Carol 24 Sailboat Rental

    Sail a classic wooden sloop with simple controls, perfect for relaxed family outings

    From$296

    Duration

    2 hours minimum

    Highlights

    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.

    • Admire classic wood construction and full keel
    • Enjoy a medium-sized cockpit for small groups
    • Experience smooth handling with simple controls
    • Sail a Chuck Paine-designed Carol 24
    • Appreciate a classic design ideal for leisurely outings

    Things to know

    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.

    Cancellation policy

    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.

    Meeting location

    78 Old Fisherman's Wharf

    Experience provided by Sail Monterey
    Experience provided by Sail Monterey

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #6UNEBZ

    Rental

    $296.80

    Rentals are 2 hours minimum

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    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

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    Review summary

    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.

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