Prep. Wash the outside of the squash, then slice it lengthwise and scrape out the seeds.
Cook. Next, place the squash face down in a 9x13 glass baking dish. Fill the dish with about an inch of water. Microwave the squash on HIGH for 15 minutes; check to see if the squash is soft enough. If not, microwave for 5 more minutes.
Preparing the Squash Boats
Sauté. Meanwhile, heat 1/2 tablespoon olive oil in a skillet; add garlic and cook for 20 seconds or until fragrant.
Add the tomatoes. Add the sun-dried tomatoes and cook for 30 seconds, stirring frequently.
Add the pesto. Stir in the basil pesto; cook for 1 minute and remove from the heat. Set aside.
Scrape out the "spaghetti". Carefully remove the squash from the microwave and let it rest for a few minutes or until cool enough to handle. Then, take a fork and peel the spaghetti strands over the prepared pesto; gently stir to combine.
Put it all together and broil. Transfer the squash pasta back into the squash "boats", top with cheese, and put it under the broiler for 4 to 5 minutes, or until the cheese begins to melt.
Serve! Remove from the broiler, drizzle with the remaining olive oil, and serve.