Ride the GAP trail for my first bike tour over 3 or 4 days. (150 miles)
Ride the Cape Cod Rail Trail end to end. (28 miles one way)
https://ridewithgps.com/routes/38499938
Plan and do a day ride on Nantucket (at least 40 miles)
Get under the 300 mark for the first time in at least 25 years.