Crabby Captain & Sunny Sailor Season 1 Uncensored

Join the Crabby Captain and the Sunny Sailor as we take the leap from landlubbers to full-time sailors in our exciting journey! In this season, we start from the very beginning—buying our boat and preparing for the adventure of a lifetime. With no experience beyond a few lessons and a dream, we dive headfirst into the world of sailing, making the bold jump from the mainland to the Bahamas and beyond. From the excitement of choosing the perfect boat to the challenges of prepping for open waters, we share every step of this life-changing journey. Along the way, we face unforeseen hurdles, moments of doubt, and unforgettable triumphs as we sail through some of the most stunning waters in the world. It's a raw, real, and thrilling look at what it takes to make your sailing dreams a reality!

  • Crabby Captain & Sunny Sailor Season 1 Uncensored

    9 videos

    Join the Crabby Captain and the Sunny Sailor as we take the leap from landlubbers to full-time sailors in our exciting journey! In this season, we start from the very beginning—buying our boat and preparing for the adventure of a lifetime. With no experience beyond a few lessons and a dream, we d...

  • Crabby Captain & Sunny Sailor Season 2 Uncensored

    21 videos

    Join the Crabby Captain and the Sunny Sailor in Season 2 as we embark on our first-ever sailing adventure through the Windward Islands! This season is all about new beginnings, as we explore the breathtaking beauty and vibrant culture of islands like Saint Lucia, Saint Vincent, and Grenada. With...

  • Crabby Captain & Sunny Sailor Season 3 Uncensored

    13 videos

    Get ready for another wild ride with the Crabby Captain and the Sunny Sailor in Season 3 of our uncensored Caribbean sailing adventures! This season, we're taking you deeper into the unpredictable world of life on the water, where no moment is off-limits. From stunning island escapes to chaotic, ...