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    5. Sail a 24' Sloop Rental at Old Fisherman's Wharf
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    Sail a 24' Sloop Rental at Old Fisherman's Wharf

    Rent a classic 24-foot wooden sloop from Old Fisherman’s Wharf

    4.9 stars• 228 reviews
    From$312/ boatincl. taxes and fees

    Duration

    2 hours minimum

    Ideal For

    Up to 5 people

    Includes

    24ft sailboat rental

    Highlights

    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.

    • Rent a 1989 Carol 24 designed by Chuck Paine
    • Steer a full-keel wooden sloop with simple controls
    • Relax in a medium-sized cockpit for small groups
    • Choose a 2-hour minimum rental or an all-day upgrade
    • Depart from 78 Old Fisherman’s Wharf

    Things to know

    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.

    Split the cost with your group

    This booking is for the whole experience, which fits up to 5 guests.

    From$62per person
    Split with

    Cancellation Policy

    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.

    FAQs

    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.

    Meeting details

    78 Old Fisherman's Wharf

    Experience provided by Sail Monterey
    Experience provided by Sail Monterey

    Related locations

    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

    Report an issue

    Reference #6UNEBZ

    Rental

    $312.70

    This boat fits up to 5 guests · 2 hours minimum

    Need more than one? Contact us.

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    228 reviews

    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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