Fill a rocks glass with a large ice cube (or a few small ones). Add bourbon, sweet vermouth, and bitters, and stir. Garnish with a maraschino cherry.
Combine bourbon, sweet vermouth, and campari in a tall glass or shaker with ice. Stir everything together until the mixture is chilled, then strain into a short glass or a cocktail glass. Rub an orange peel around the rim of the glass, then use the peel as garnish.
3. Mint Julep
To crush the mint, put it in a tall glass or shaker and gently “muddle” it with a muddler or long spoon by pressing it into the bottom of the glass but not breaking it up. Add bourbon and simple syrup, and stir. Strain into a julep cup or short glass filled with crushed ice. Garnish with a fresh mint sprig.
4. Old Fashioned
Spoon sugar into a rocks glass, then soak it with the bitters. Add a splash of water and stir. Add a large ice cube (or a few small ones), then pour the rye over the ice cube and stir. Garnish with a slice of orange and a maraschino cherry.