Split up, then meet up
If one group wants to explore the Navy Islands and another wants to cruise to Boldt Castle, if you're on a couple of boats, you can choose from a couple of different day outings and meet back for dinner to compare notes and share stories and pictures.
Where to group anchor in the Thousand Islands
There are some great spots to anchor throughout the islands. Most of the time, the wind comes from the west so you'll want to pick eastern and southern bays for easy and secure anchoring. The east side of Grindstone Island offshore from either Canoe Point State Park or Picnic Point State Park are favoured spots. Further north in the Navy Islands on the south side of Downie island is another ideal spot. It is not uncommon to find several sailboats anchored there. Going further east, the northeast side of Hill island is good as is almost anywhere in the Lake of the Isles.
There are many spots that can accommodate a small fleet of boats. And they're just waiting for you and your group to head out.