Thank you for choosing Shearwater Sailing. Book with us online or call (650)743-1389 to design your fully customized on-the-water experience.

  • Monterey Day Sails

    • Sailing on Monterey Bay

      2 hours @ $660.00

      A unique experience: Your very own private sailing adventure with professional captain and crew on beautiful Monterey Bay. We will sail out on the Bay and along the shore toward Point Pinos and back: Two hour trip, maximum of 6 guests. ...

    • Sailing on Monterey Bay XL

      3 hours @ $825.00

      Sailing adventure from Monterey out into beautiful Monterey Bay. We’ll look for wildlife and have plenty of time to relax and the enjoy the surroundings. Maximum of 6 guests.

    • Half Day on Monterey Bay

      4 hours @ $990.00

      Enjoy cruising the Monterey Bay coastline or head out toward the depths of the Monterey Canyon where we'll have a good chance of seeing wildlife. Best time for sailing is 10am-2pm, but mornings and evenings are also beautiful. Maximum o ...

    • Full Day Monterey Bay Tour

      8 hours @ $1,650.00

      Spend a full day (8 hours) enjoying the wonder of Monterey Bay. Trips could take us to Santa Cruz and back, or down to Stillwater Cove for lunch and back. Look forward to seeing plenty of abundant wildlife in and outside of Monterey Bay ...

    • Wildlife Viewing Excursion

      4 hours @ $990.00

      Half day on Monterey Bay in search of the magnificent animals that inhabit these waters. Whales, dolphins, sea otters, pelagic sea birds, sea lions, sunfish, and other creatures await. $990 for up to 6 people.

    • Sunset Cruise 2 hours

      2 hours @ $660.00

      A perfect way to unwind here on the coast: with a drink and a beautiful sunset! We will sail in the evening, adjusting our times based on the time the sun goes down. Maximum of 6 guests.

    • Sunset Cruise 3 hours

      3 hours @ $825.00

      A perfect way to unwind here on the coast: with a drink and a beautiful sunset! We will sail in the evening, adjusting our times based on the time the sun goes down. Maximum of 6 guests.

    Offshore/Coastal

    • Monterey to San Francisco and Return

      17 hours @ $975.00

      Sail up Saturday, stay overnight on board, and sail back down on Sunday. Great coastal adventure!

    • Monterey to San Francisco and Return 2

      34 hours @ $975.00

      Sail up Saturday, stay overnight on board, and sail back down on Sunday. Great coastal adventure!