2. Gondola Under the Bridge of Sighs, Venice
What could be more romantic than a proposal on a classic Venetian gondola ride, being serenaded as you drift under the famed Bridge of Sighs? Legend has it if you kiss under this bridge at sunset as the Bells of St. Mark chime, you will be granted everlasting amore. How could she say “no”? Well, you definitely get points for trying, but you’d better hope she doesn’t know her Italian Renaissance history. The beautiful Bridge of Sighs was actually built to connect the interrogation rooms in the Doge Palace to the new Prigioni prison and torture chambers across the canal. As the prisoners (including heartthrob Casanova) crossed over, their final glimpse through the small window on the bridge would be their last scenic view of the city and lagoon. It refers to a sigh of anguish and regret. Not so romantic now, is it?