Offshore/Coastal
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Monterey to San Francisco
November 14, 2026
Sail Monterey to San Francisco: An Overnight Under Sail
Leave Monterey Bay behind and spend a full day on the Pacific aboard Atalanta, our 53-foot Farr, arriving in San Francisco Bay beneath the Golden Gate Bridge. Total trip takes 14-16 hours, including several hours after dark, and is a great introduction to the sailing we do on our longer voyages. Atalanta recently completed a round trip to Hawaii, and you'll be sailing with the same experienced captain and crew.
What to expect
A short safety and watch-schedule briefing before we leave
Hands-on time at the helm and with the sails, as much as you'd like
Stars, moon and sunrise at sea, with the chance to see wildlife along the coast
Arrival at Point Richmond late evening
Trip details
Departure: November 14, 7am, from Municipal Wharf 2, Monterey
Duration: about 14-16 hours
Group size: up to 6 guests
Price: $600 per person, food and drinks, fuel, harbor fees all included
Experience needed: some basic sailing experience is helpful
Getting home: rideshares often organized with other crew
Want more? Ask about our longer offshore voyages and training trips
Channel Islands Explorer Voyage
August 12-22, 2027
Join Shearwater Sailing for an offshore sailing adventure from Monterey to California's spectacular Channel Islands. Sail the Pacific coast, explore Catalina and the remote northern islands, snorkel in crystal-clear coves, hike rugged island trails, and experience one of the most unique cruising grounds on the West Coast.
Guests may join the coastal leg from Monterey to the Channel Islands, the return voyage to Monterey, or both at no additional charge. Whether you're looking to build offshore miles, gain passage-making experience, or simply spend more time at sea, these optional sailing legs are included in the trip price. August 12 - 22, 2027
$7,500 Includes one week in the Channel Islands and optional participation in the southbound and/or northbound offshore passages for a total of up to 11 days
2027 dates TBD
ASA 106, Advanced Coastal Cruising
Shearwater Sailing is pleased to partner with Sail Monterey to offer ASA 106, Advanced Coastal Cruising. Departing from Monterey, California, sail on board our beautiful custom Farr 53 Atalanta for 4 days and 3 nights, honing your skills and earning the coveted ASA 106 certificate, which is your key to bare boat chartering around the world.
Topics covered include route and weather planning, reefing and advanced sail trim, rules of the road, night sailing techniques, navigation including use of radar, spinnaker handling, anchoring, and meal preparation underway.
Upon boarding, students will work with instructors to analyze conditions to determine route. Advanced Cruising Seamanship textbook is included with this course.
Prerequisites: ASA 104, 105
Cost is $2,900 for 4 days including ASA examination and certification.
2027 dates TBD. Please contact us at 650-743-1389 for information
Offshore Passage Hawaii and back
June-July 2028
Is crossing the Pacific Ocean on your bucket list? Atalanta will return to Hawaii in 2028. The trip from CA to HI will depart in summer of 2028 and take about 12-14 days ($14,950 per person, all inclusive).
The return trip will depart two weeks after arrival and take about 15-18 days ($11,950 per person, all inclusive).
Interested? Call Captain Kevin now: 650-743-1389
Or send an email to set an appointment: info@shearwatersailing.net
Read about the 2026 trip in this blog post.
Cancellation Policy
50% NON-REFUNDABLE deposit due at booking to hold a place on board, with the balance due 60 days prior to departure (credit card will be automatically billed). If client provides written notice of cancellation more than 60 days prior to departure, client will not be billed for the final 50% balance. If, after client has paid the balance and still decides to cancel for whatever reason, and Shearwater Sailing, LLC is able to re-book the berth, client will receive a full refund, minus an administration fee. Otherwise, if Shearwater Sailing, LLC cannot rebook the passage, client understands that within 60 days of departure, no refund or credit can be made for any reason including illness. Client understands that there are no exceptions to this policy. Client understands the importance of obtaining trip cancellation insurance, which is each client’s own responsibility to obtain. We recommend DAN Boater Travel Insurance. By checking 'agree' below, client agrees to all of the above.
If Shearwater Sailing, LLC cancels a trip for circumstances beyond our control, such as weather or other conditions, client will be issued a refund or 100% credit for a future trip. If a trip is cancelled due to weather, we will do our best to reschedule as soon as possible, with clients from the cancelled trip receiving priority.
Under no circumstance will Shearwater Sailing, LLC be liable for travel or any other expenses resulting from any cancelled event.