20-Year Anniversary Re-Proposal - Roman & Anna
Location: California (SoCal)
Package: Anniversary Package, Luxe VIP Proposal Package
This unforgettable 20-year anniversary re-proposal celebrated two decades of marriage with a once-in-a-lifetime experience. To mark the milestone, he surprised her with a breathtaking ring upgrade. He also planned an entire day centered around nostalgia, romance and meaningful moments with loved ones.
First, the celebration began at 7 Degrees Laguna Beach, where we designed an immersive, museum-style installation dedicated to their 20 years together. The space featured curated displays of their inside jokes, wedding day memories, milestones from raising their children and cherished family moments. Each vignette told a piece of their story. As a result, the experience felt deeply personal and emotional.
Next, the couple moved to the oceanfront lawns at Waldorf Astoria Monarch Beach for an intimate private dinner overlooking the Pacific. A fully custom menu highlighted all of their favorite dishes. Meanwhile, a live painter captured the romance of the evening as it unfolded.
Finally, on a custom-built dance floor, he dropped to one knee once again and re-proposed with her new ring. As they danced the night away, snow gently fell for the grand finale. In the end, this 20-year anniversary re-proposal was extraordinary, and a powerful reminder that love only deepens with time.
Planner: Riley Canty | @theyesgirls_riley
Design: Anniversary Package
Venue Name: 7 Degrees & Waldorf Astoria Monarch Beach
Ready to start planning your dream wedding? Start here: Anniversary Planning