Tradewinds Sailing

More Experience. More Time on the Water. More Fun.

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What a stunning sight! 🌈

The final Bareboat Class was made even more special by our wonderful Virginia, who captured these lovely moments.

Thank you for the beautiful photos! ⛵ 💖

[Tradewinds Sailing @TWSailing]

💖 We absolutely love that Tradewinds offers women-only classes!

It’s a fantastic space for empowerment, learning, and connecting with each other.

Here’s to strong women supporting strong women! 🌟

[Tradewinds Sailing @TWSailing]

Sometimes boats go where they shouldn't. Sometimes instructors (and one of their son's) have to go get them. Sometimes the night time is the only way...

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And another Bareboat Cruising Class -- all smiles -- taking their way out of the Oakland Estuary!

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Bareboat Charter -- American Sailing #104!

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Explore Sailing! One of our favorite offerings! Get as involved as you want, or just sit back and enjoy the experience. 4 hours on The Bay for only $150!

#SailingAdventure #BayCruise #WaterSports #OutdoorExperience #LeisureTime #AffordableFun #ExploreTheBay

[Tradewinds Sailing @TWSailing]

It truly doesn't get any better than this. The sunsets at Tradewinds are simply breathtaking.

#SunsetLovers #BreathtakingViews #TradewindsExperience #NatureBeauty #EveningBliss #SereneMoments

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Now THAT'S how you learn to sail!

#SailingJourney #LearnToSail #SailingSkills #AdventureOnWater #NauticalLife #BasicKeelboat #TradewindsSailing

[Tradewinds Sailing @TWSailing]

A fearless group of Tradewinds members and their boat owner made the journey to Half Moon Bay and back!

The return trip had a touch more sunshine, but everyone looks thrilled in every shot.

Huge thanks for sharing these moments, Peter! 🌊🚤

[Tradewinds Sailing @TWSailing]

S/V Odyssey spotted on a webcam at Port San Luis! You might have to squint your eyes, but behold the double masts!

[Tradewinds Sailing @TWSailing]

Did you know this heart was hiding on the chart at the gate? ❤️ I had no idea until Instructor Bob revealed it!

Wishing you all a fabulous Valentine's Day from Tradewinds! 🎉

[Tradewinds Sailing @TWSailing]

Some sailors watch the Superbowl; some sailors sail! Enjoy the crew of Child's Play from this last Sunday!

[Tradewinds Sailing @TWSailing]

ONE OPEN SLOT -- $100 OFF! This Saturday, Sunday, and the following Saturday (the 14th, 15th, and 21st). Grab it!

[Tradewinds Sailing @TWSailing]

ONE OPEN SLOT -- $100's OFF! This Saturday, Sunday, and the following Saturday (the 14th, 15th, and 21st). Grab it!

[Tradewinds Sailing @TWSailing]

Another young drawing inspired by the previous! Cuteness overload!

[Tradewinds Sailing @TWSailing]

The future of sailing is bright! Smiles all around! ⛵ 🌞 😊

[Tradewinds Sailing @TWSailing]

Yes, sailing IS this cool!!

[Tradewinds Sailing @TWSailing]

So grateful when members send us pictures of their excursions! Thanks, Josh!

[Tradewinds Sailing @TWSailing]

The famous high tide, low tide, photos!

[Tradewinds Sailing @TWSailing]

From Instructor, Colin: While in Sevilla, we visited "the archive of the Indies." This is a letter the surviving captain of Magellan's fleet. At the end, he points out they are the first to sail around the world... and, can we have a 1/4 share in the booty we brought back!?!?