Sail a spacious Hunter monohull with room to lounge
2 hrs
Furling sails, autopilot, stereo
Explore Monterey aboard Calypso, the fleet’s largest monohull. Set out with family and friends on a sailboat equipped for comfortable time on the water.
Cancel at least 48 hours before departure for a full refund. Late arrivals and no-shows are not refunded. Receive a full refund if the captain cancels due to weather or other unforeseen circumstances.
Product ID: 9HYKAB
Wear flat, non-marking, closed-toe shoes.
Bring a valid photo ID; identification may be checked.
78 Old Fisherman's Wharf
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.
We loved the sunset cruise we recently took with Captain Vince. The weather was perfect, the scenery amazing and we were taken care of with blankets (if needed), drinks and snacks. This was a birthday gift to my husband, and he had a great time. We also thoroughly enjoyed the music selection on board. We will be back.
Melody (Melodyeco)
August 4, 2026
We loved the sunset cruise we recently took with Captain Vince. The weather was perfect, the scenery amazing and we were taken care of with blankets (if needed), drinks and snacks. This was a birthday gift to my husband, and he had a great time. We also thoroughly enjoyed the music selection on board. We will be back.
Melody (Melodyeco)
August 4, 2026
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