So, update:

Casa Particulars have been booked through Air B&B. Very easy and I got some great places.

I booked several hotels through this site. it was very helpful:

http://www.cubamapa.org/transport.php

Alaska airline: SEA-HAV Jan 26, 2017 one stop in LAX no change of planes
leaves SEA @ 5 am gets to Havana at 4:45 pm.
Return Feb 11 same itinerary back leaves Havana at 4:55pm gets to SEA @ 2:30 am +1

Car has been booked through Via car rental. All car agencies are controlled by the Govt. No competition means sky high prices. a little over $1100 for 15 days for a Peugeot 208 manual. By far the most expensive part of the trip.

The most challenging was the Cuban Tourist Visa Card. If you fly with a group charter or through Miami the airlines and charter companies have them for you to buy. We are flying on Alaska thru LAX. They have a company that they refer you to to get the cards. VERY expensive to do through them. I did some research and ended up contacting the Cuban Embassy in Washington DC. I got the info they needed and sent off money orders to them. I expect a two week turn around. Will keep you updated but as of now all the puzzle pieces are in place and I am very happy with the itinerary.