Soggy Dollar Barefoot Sailing

Soggy Dollar Barefoot Sailing S/V Soggy Dollar is a privately owned sailboat used for pleasure and entertainment. She has a Swing Keel, and 15 hp Honda motor on board.

The S/V Soggy Dollar is a 1987 MacGregor single mast vessel with a Main Sail and a Jib/Genoa Head Sail. She is equipped with a head, sink, and 2 burner stove. She has been completely rewired and upgraded to LED Lighting inside and out. Located below deck is a small galley - salon for dining, a couch, and private sleeping quarters. Soggy Dollar also has 2 marine ship to shore radios, and a sound

system composed of Bose Speakers and a Pioneer Amplifier that hooks to your iPod giving a variety of music. Her history started originally in LaPine, Oregon then spent some time in Idaho before being moved again to Olympia, Washington around June 2007 and was renamed "Sweet Ride". She sailed primarily in the Puget Sound area while in Washington before being relocated back to Oregon in March 2009 where she is now . Once relocated back in Oregon she was completely renovated inside and out. In June of 2009 she was put back in the water in Lake Tahoe, Nevada for her maiden voyage with her new name, the S/V Soggy Dollar. Her home port is now out of the Portland Yacht Club on the Columbia River.

Sit anywhere you want on the boat, just not there. Outta the chair😉🤦🤣
07/06/2026

Sit anywhere you want on the boat, just not there. Outta the chair😉🤦🤣

How did you spend July 4th? It was BBQ and fireworks on Lake Oswego for us.
07/05/2026

How did you spend July 4th? It was BBQ and fireworks on Lake Oswego for us.

We survived 250 years! It's July 5th time to get back on the water🎶🇺🇸😎🍷⛵
07/05/2026

We survived 250 years! It's July 5th time to get back on the water🎶🇺🇸😎🍷⛵

07/04/2026

Happy Birthday America.
🇺🇸🎇🎂🍾🥂

May1, 2027 Dan Holden and the Crew of Soggy Dollar Bareoot Sailing are teaming up with The Stockpot Broiler for Danny Bo...
07/01/2026

May1, 2027 Dan Holden and the Crew of Soggy Dollar Bareoot Sailing are teaming up with The Stockpot Broiler for Danny Boy's 2nd Kentucky Derby Party. Stockpot has been a favorite haunt of mine since the early 90's. Their summertime Wednesday night BBQ's are a great chance for you to check out their signature cocktails, wine, and foods and above all the incredible staff. Mark your calendars now for the 153rd Kentucky Derby Party May 1st, 2027 at the Stockpot 🏇

FOX 12’s Stephanie Kralevich visits The Stockpot Broiler restaurant in Beaverton, a longtime favorite that has been serving steakhouse classics for more than 50 years.

06/28/2026

Came across this video from our last charter in the British Virgin Islands. I was trying to turn this 50ft Cat around and back it in to the slip in a hard cross wind. Just because you have a $170K ski boat doesn't make you a Boat Captain. You're a "credit card captain" at best. This is where you rely on your crew and know they are the best. Watch as we spin the boat around to back it in with the wind wanting to push us into the other Cat in the slip. 😳😲👣🤷🤦⛵️⚓️🛟

A quick morning breakfast at Sabor del Río Café before raising the sails. We've got lots of dates booked for this summer...
06/28/2026

A quick morning breakfast at Sabor del Río Café before raising the sails. We've got lots of dates booked for this summer 🌞. Now all we need is for the weather to cooperate. 🤷🙄😎

Yum 😋 a lil wine, a lil cheese, some good summer tunes. How could life be any better 🍷🎶⛵🌞
06/16/2026

Yum 😋 a lil wine, a lil cheese, some good summer tunes. How could life be any better 🍷🎶⛵🌞

I don't think that's just "girlmath"🤷😉
06/02/2026

I don't think that's just "girlmath"🤷😉

05/28/2026

First sail of the season. 2026 is off to a rock'n summer 🌞⛵😎👙

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Newberg, OR

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