Rent the 30' Hunter Willow and sail Monterey Bay your way
2 Hours
Hunter 30T sailboat rental
Take the helm of Willow, a 1991 Hunter 30T, and spend your time on the bay at your own pace. Depart from 78 Old Fisherman's Wharf with wheel steering, a furling jib, and an inboard diesel engine onboard.
If this is your first rental with Sail Monterey, you must submit a sailing resume showing relevant experience and certifications. If your resume is not received or approved by departure day, your reservation may be postponed or canceled.
Cancel at least 48 hours before departure for a full refund. No refund for late or no-show renters. Full refund if the captain cancels due to weather or other unforeseen circumstances.
Yes. Before you rent Willow, submit a sailing resume that shows your relevant experience and certifications. If your resume is not received or approved by departure day, your reservation may be postponed or canceled.
Yes. If this is your first time renting, you must complete a rental checkout, which costs an additional $50.
Check in at the office no later than 30 minutes before your departure time.
78 Old Fisherman's Wharf
Old Fisherman's Wharf sits at the heart of Monterey's working waterfront, a salt-sprayed stretch of weathered pilings, seafood shacks, and bobbing fishing boats that has welcomed mariners since the 1840s. Setting sail aboard the Willow Hunter 30T from this historic harbor means slipping past the same docks where Monterey's sardine fleets once unloaded their catch, with sea lions barking from the rocks below and the scent of clam chowder drifting from the wharf's restaurants. The contrast is immediate and unforgettable: within minutes of leaving Old Fisherman's Wharf behind, you trade the bustle of the boardwalk for the open swell of Monterey Bay.
The journey out from Old Fisherman's Wharf reveals the bay from a perspective most visitors never see. As the sails of the Willow Hunter 30T fill with the steady afternoon breeze, the wharf shrinks into a colorful ribbon of red rooftops and white-trimmed storefronts, framed by the green hills of the Monterey Peninsula. Keep watch for harbor seals lounging on buoys, sea otters cracking shells in the kelp beds, and pods of dolphins that often shadow boats just beyond the breakwater. On clear days, the views stretch from Pacific Grove to the curve of the bay toward Santa Cruz, with Old Fisherman's Wharf serving as your familiar landmark on the return leg.
This sail is perfect for couples celebrating something special, small groups of friends looking for an alternative to the crowded wharf restaurants, and travelers who want to experience Monterey's maritime soul rather than just snap photos of it. Families with older kids who love marine wildlife will find plenty to point at, and seasoned sailors will appreciate the Willow Hunter 30T's classic lines and responsive handling. Whether you book a sunset cruise or a midday outing, returning to Old Fisherman's Wharf with the wind still in your hair is the kind of memory that turns a Monterey trip into a story worth retelling.
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.