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    5. /Monterey 34' Sailboat Rental
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    Monterey 34' Sailboat Rental

    Sail a spacious 34-foot Hunter with room to relax with family and friends

    4.9 stars• 239 reviews
    From$466/ boatincl. taxes and fees

    Includes

    Furling jib, autopilot, stereo

    Highlights

    Sail a 34-foot Hunter 340 designed for a shared day on the water. Enjoy room to lounge alongside sailing gear that supports an independent rental.
    • Explore aboard a spacious 34-foot monohull
    • Relax in ample lounging space
    • Navigate with an autopilot
    • Handle sails with a furling jib
    • Listen through the Bluetooth stereo

    Know before you go

    • ASA 103 certification is required to rent this boat
    • Rentals have a two-hour minimum and must return before sunset
    • First-time renters require a rental checkout and sailing resume before departure
    • An additional first-time rental checkout fee applies and is not included in the listed price
    • You may be charged for lost or damaged equipment; repair or replacement costs are not included in the listed price

    Cancellation Policy

    Cancel at least 48 hours before departure for a full refund. No refund for late arrivals or no-shows. Full refund if the captain cancels due to weather or other unforeseen circumstances.

    FAQs

    ASA 103 certification is the minimum requirement to rent the boat.

    First-time renters need a rental checkout and must provide a sailing resume showing relevant experience and certifications before departure. The checkout fee is not included in the listed price.

    Wear flat, non-marking, closed-toe shoes. Bring a photo ID.

    Meeting details

    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 1-877-GREET-WELL

    Report an issue

    Reference #6WP3SZ

    Rental

    $466.40

    Rentals are 2 hours minimum

    0

    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
    239 reviews•Google Maps
    218
    7
    1
    0
    3

    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.

    What people are saying

    Review 1 of 4
    5/5

    I took ASA 101 and 103 on back to back weekends. Not only did I have a great time and learn a ton, I tapped into an amazing sailing community. I went from no experience to feeling very comfortable with basic maneuvers in light winds, and gained experience and confidence in spicier conditions under the calm guidance of Captains Tanya and Tiki. And now I can tie six kinds of knots! Highly recommended them as a sailing school, and the catamaran cruises are a lovely and relaxing way to see Monterey from the water.

    Photo of Liz MacDonald

    Liz MacDonald

    June 29, 2026

    Review 1 of 1
    5/5

    I took ASA 101 and 103 on back to back weekends. Not only did I have a great time and learn a ton, I tapped into an amazing sailing community. I went from no experience to feeling very comfortable with basic maneuvers in light winds, and gained experience and confidence in spicier conditions under the calm guidance of Captains Tanya and Tiki. And now I can tie six kinds of knots! Highly recommended them as a sailing school, and the catamaran cruises are a lovely and relaxing way to see Monterey from the water.

    Photo of Liz MacDonald

    Liz MacDonald

    June 29, 2026

    Great for groups

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