jeremy,
I'm a bit late getting into the discussion and I've only glanced over the previous replies, but have a few comments on your last post.
"Wondering if maybe our planned itinerary isn't optimal. We had an "expert" plan this out for us, so please let us know if we're doing anything that doesn't make sense."
Several parts of your proposed Itinerary don't make sense (at least not with the limited information posted so far). Some comments and questions.....
- Why have you chosen Belluno rather than other locations in the Dolomites?
- Are you planning to go to Belluno directly after landing in Venice, or spend a few days in Venice?
- Are you planning to rent a car for that portion of the trip? There are some "caveats" to be aware of.
- With the VERY short time frame you have, I'm not sure you'll have time for also touring Bassano del Grappa and Trento.
"Then we take go to Cinque Terre, staying in Portovenere for 3 nights"
- How are you planning to get from the Dolomites to the Cinque Terre?
- Porto Venere is not actually "in" the Cinque Terre and is not the most convenient location for touring that area, especially if you're using public transit. Staying in one of the five C.T. towns (or even in Levanto) would be a better choice.
- Having a car in the C.T. is of little value, as parking is limited and expensive. Using the frequent local trains would be a much better option.
"We were considering visiting the Swiss Alps as well, but perhaps too much?"
Actually, if you have the time available while in Stresa, a visit to Switzerland is possible. You might consider a day trip on the scenic Cento Valli Railway from Domodossola to Locarno, returning in the evening by boat. While in Locarno you can tour the scenic piazza (where the Locarno Film Festival is held (this year from Aug. 5 - 15), window shop in the posh stores, take the Funicular up the hill to the beautiful Madonna del Sasso Franciscan Monastery (it's worth seeing, even if a few minutes) or take the Cable Car up to Cardada for some hiking and incredible views. The *Albergo Ristorante Cardada is right beside the Cable Car station, and they have an outdoor patio with incredible views of the lake. You can stop for a "cool one" there and perhaps watch Paragliders sailing past the balcony. One tip though - as you'll be visiting a different country, it's probably a good idea to take your Passports.
"Next day doing Como(although sounds like maybe Orta is a better idea?) and Bellagio."
I'm really not sure you're going to have time for Como / Orta / Bellagio with the short time you have available. It's very important to allow for transportation time between locations, as some of the places you're visiting are not close to each other.
If you're planning to use any public transit in Italy (trains, bus, Metro), there are some potentially expensive "caveats" to be aware of with that as well. Post another note if you need further information.
Good luck with your planning!