In our opinion the Wildwood is a nice introductory tandem for casual rides (including Acadia Nat'l Park).
Having said that, would not sink $$$ into it except for necessities (tires/tubes and the like).
Save the bucks and buy a better tandem rather than upgrading, expecially if you want to do longer rides. After 2 years of tandeming you are a bit more knowledgeable now about tandems and know what you like/don'tlike.
Selling the Wildwood you could recoup probably 60 - 75% of your investment.
Enjoy the ride TWOgether!
RUdy and Kay/zonatandem