Movies like When in Rome

How to Lose a Guy in 10 Days delivers a battle of wits between its two leads in their romantic escapades, resonating with the playful energy and love challenges present in When in Rome.

The Proposal offers a hilarious look at unexpected romance, similar to When in Rome. With its engaging plot that covers a faux engagement for visa purposes, it offers the same humorous and romantic tone with endearing characters.

Sweet Home Alabama presents a heartfelt story as the main character revisits her southern roots and rediscovers old flames. Like When in Rome, it combines humor, love, and the journey of self-discovery.

Leap Year, much like When in Rome, is a romantic comedy that presents a tale of love ignited during an unexpected journey. Set in the gorgeous landscapes of Ireland, it carries the same charm and whimsical twists as the protagonist chases love across the country.

27 Dresses captures the essence of romantic comedies where the leading lady navigates the complexities of love and relationships. If you enjoyed the comedic elements and romantic frustrations in When in Rome, this film's tale of perennial bridesmaid Jane finding her love is sure to delight.

Fans of When in Rome will appreciate the similar blend of romance and magical realism in Just My Luck. Starring Lindsay Lohan, this rom-com explores how luck can influence life and love, providing a lighthearted and enchanting experience.

Fool's Gold features treasure hunting and adventure alongside the romantic plot, providing a fun-filled ride for audiences similar to When in Rome's adventurous search for love and the comedic mishaps that come with it.

Letters to Juliet, with its picturesque setting in Verona, spins a tale of love stories from the past and present intertwining. It offers the same enchanting experience of finding love in unexpected places as When in Rome does.