That was how I felt about my little Hobie 14, but once I upgraded it made it all better. I worried that I would miss my little baby, being able to set her up in 10 minutes, and being able to drag her around with one hand.
Now that I have upgraded and have had the new to me Nacra 5.2 on the water I am glad I did it.
You will make new memories with the new boat, plus the old ones will always be there!