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Newest Sailing Videos

Out With the Old in With the New WHS147

Wind Hippie Sailing

31:20

6M ago

33.9K views

3.0K likes

We Have A Major Problem With Our Mast & Main Sail

Sailing Ruby Rose

18:07

6M ago

29.3K views

3.8K likes

Leaving the Bahamas and the Boat, But is it Forever?

Sailing Doodles

17:01

6M ago

20.6K views

2.5K likes

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Most Viewed Sailing Videos

Nude Beach Costa Rica (2019) S8E15

Sailing Miss Lone Star

16:35

6y ago

28.7M views

57.0K likes

Exploring the NUDE BEACH of St. Barth's! (MJ Sailing - EP 68)

MJ Sailing

18:52

6y ago

28.4M views

38.0K likes

The Nude Latitude - Free Range Sailing Ep 31

Free Range Living

34:25

7y ago

18.1M views

39.0K likes

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Random Sailing Videos

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Sailing Foxy Lady

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3.6K views

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Sail Life - Building the box for the fridge, patching bulkheads and more DIY sailboat restoration

Sail Life

12:03

9y ago

38.4K views

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We're in a WASHING MACHINE! (Sailing SV Sarean) EP. 76

Sailing SV Sarean

11:54

5y ago

20.6K views

767 likes

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