First stop on their Celebrity Cruise Line cruise through the Caribbean was a surprise proposal in Puerto Rico, and it is bound to be a memorable one for the rest of their life. Tim was able to keep this a secret, even though Chelsea peaked in the safe for that very special ring! She was so sure it wasn’t going to happen this vacation, that her reactions were completely priceless! We had a fun engagement session after their proposal at Escambron Beach in Old San Juan. For yet another awesome surprise, Tim also arranged for some of Chelsea’s family from the island to meet up for dinner after. I love the photos we got from their proposal and session! Here are some of the favorite photos taken. View the Engagement & Couples Portfolio and Rates.