Roast the tomatoes. Line a baking sheet with aluminum foil. Place tomatoes on top in one layer. Drizzle with olive oil and salt. Place in the top rack of the oven. Set the oven to medium broil for 10-15 minutes, or until fragrant and browning. Remove from oven and let cool.
Make the Bloody Mary. Add the remaining bloody mary ingredients and blend. If too thick, add more water. The consistency should be runny, not soupy.
Assemble the garnish. Pierce a skewer or though some of the ingredients for decoration and eating. Utilize any tall pieces, such as carrot or bacon, as a stirrer.