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Proposal on the Bay!

Jan 10, 2021

We slowed Baywolf down in front of Angel Island and Vinay proposed—she said YES. The ring was beautiful, the location perfect and the couple is now off on their new adventure. 


We had sailed out under the Golden Gate Bridge and saw some sea lions and dolphins. We then back along the San Francisco waterfront, passing Crissy field, Aquatic park, Fisherman’s Wharf and Pier 39. We were able to motor into pier 39 and see the sea lions up close. It back over to Alcatraz where we got very close— from this vantage, we could see all the buildings, the best way to learn some Alcatraz Island history.


We are thrilled that we were able to be part of the planning for this big day. Contact us if you want to arrange a proposal on the boat.


-Captain Kirk

By Kirk Millar 18 Jul, 2023
It was a beautiful, Thursday evening in mid-July on the San Francisco Bay. Our guests who were visiting from Kansas City, along with their 2 grandchildren from Colorado, prepared for their summer evening sail, hoping to witness the breathtaking beauty of the Bay Area at sunset. Little did they know, they were about to be treated to a surprise that would make their experience all the more incredible—a rare, fog-free evening on the bay!
By Kirk Millar 10 Jul, 2023
Come sailing with us and part of your charter will be donated to Canine Companions!
27 Jun, 2023
Welcome to Angel Island. We had another wonderful trip from San Francisco for an Angel Island picnic and history walk. Two boats with 30 passengers.  We started from San Francisco at 10 am and motor-sailed out to the Golden Gate Bridge. Under the bridge we got to see the Marin headlands and the Point Bonita Lighthouse. We got to howl under the bride - and hear our echo. Everyone got a hand at steering the boat as we went over to the calmer area near Angel Island. We saw LOTS of harbor seal sleeping on the docks at the island - they did not seem to care that we were visiting. Great picnic lunch with more sandwiches, snacks, desserts and drinks than could be eaten. Some of the group decided to hike around the island on the fire road (2 1/2 hour hike). Others decided to go on the more leisurely Angel Island history walk with Captain Kirk. Great views of Tiburon, Belvedere, the entire San Francisco bay entrance and the Golden Gate Bridge. Discussion about the history of San Francisco Bay, the Gold Rush, Civil war, building of the bridges, the end of the ferry services up to modern maritime traffic. Sailing back to San Francisco at the end of the day it was windy along the "slot". A few brave souls got some salt water spray on the front of the boat. The sun was out with a few puffy clouds and just a hint of fog. A perfect day.
By Heather 23 Sep, 2021
Step it up a notch. Kick the sad 2020 work-from-home vibes to the curb. Put on your finest sailing garb and take a cruise in the bay! Our guests today looked pretty dapper, picnicking and watching the world go by under their jazzy straw hats. These hep-cats started the morning in Alameda, our newest home for Osprey. It was a calm, quiet morning, and as with fall sailing, the day turned out to be warm and pleasant. No more wild gusty winds like in the summer - September is the start of the best season to enjoy the SF Bay.
By Heather 09 Aug, 2021
Why not escape the cloudy, foggy summer in San Francisco? Osprey met our intrepid travelers at Pier40 in San Francisco and set out, using the chilly winds and favorable tides to carry us across the central bay. Breaking into the warm sunny skies over Sausalito, Tiburon, and Belvedere, we could just begin to see our final destination: lunch at the historic dock and restaurant, Sam’s Anchor Cafe. Our custom lunch trips bring lots of smiles and laughter - such fun to end the sailing adventure, glide into the dock, and enjoy delicious seafood & cocktails waiting for you. We store all your belongings so you can fully enjoy an escape from the average day and spoil you and your friends to a real icon of the bay sailing scene. This is a subtitle for youpost
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