What if for under $250,000, you could own a sailboat capable of crossing oceans? In a world of flashy catamarans, the classic monohull remains the heart and soul of cruising—offering seaworthiness, simplicity, and a true connection to the water. In this 2025 buyer's guide, we're exploring five of the best monohull sailing yachts that deliver an incredible blend of comfort, capability, and value. These aren't just affordable boats; they are proven, trusted, and ready for your next big adventure. Join us as we dive into the strengths of these incredible vessels: 00:00 - Intro 00:33 - Beneteau Oceanis 38 02:37 - Jeanneau Sun Odyssey 389 04:48 - Catalina 355 06:31 - Hallberg Rassy 34 08:19 - Pacific Seacraft 34 10:18 - Ending Whether you're dreaming of coastal cruising or preparing for bluewater passages, this list is your perfect starting point. What's your top pick for a monohull cruiser in this price range? Share your thoughts in the comments below! some fotage from: @ivtyachtsales @ishkeeshmarineservices8042 @jachtmakelaardijschepenkri3975 @NybswanseaCoUk @BeneteauYachtChannel