Key to the Perfect Surprise Proposal in the Florida Keys!

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Bailey Myers

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January 14, 2025

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How to Plan the Perfect Surprise Proposal in the Florida Keys: A Guide to an Unforgettable Moment!

If you’ve been dreaming of planning a surprise proposal in the Florida Keys then selecting the right location might be your best option!

A little Background:

When Jackson called to tell me he was planning a surprise proposal to his long-term girlfriend Arlynn I was immediately excited. He told me he was already planning to pop the question on Little Palm Island, a private, luxurious resort off Key West. All that he needed to do was determine the best time to do it and hire a photographer who was capable of capturing all the magic. That’s where I came in!

Why Choose Little Palm Island?

Little Palm Island is an exclusive, private resort only accessible by boat or seaplane, which makes it the perfect location for a romantic and unforgettable proposal. The island is known for its intimate atmosphere, pristine beaches, and top-notch service, ensuring your moment is nothing short of magical.

This paradise is the ideal backdrop for a proposal because it offers:

  • Seclusion: With limited access, it’s the perfect place for a private moment without interruptions.
  • Stunning Views: Surrounded by turquoise waters, lush landscapes, and clear skies, every corner of the island offers breathtaking photo opportunities.
  • Luxury Amenities: From elegant suites to a world-class spa and gourmet dining, every aspect of your experience will be extraordinary.

You could either book a weekend getaway at the exclusive resort or plan for an intimate dinner at sunset along the beaches and their private boat will escort you and your partner to the resort dinning location.

Planning the Perfect Moment

Now that you’ve decided on Little Palm Island, it’s time to plan the perfect proposal! Here are some ideas to inspire you:

A Sunset Proposal on the Beach

Picture this: You pull up for your dinner reservation and immediately disembark for a stroll along the beach before dinner. Just as you reach the white sand beaches you lean down to tie your shoes while your partner snaps a picture of the sunset and BAM, you are on one knee asking the love of your life to be with you for life!

Work with the Resort’s Concierge Team

The concierge team at Little Palm Island is there to help make your surprise proposal seamless. They can assist in coordinating all the details, from arranging flowers and photography to organizing a romantic meal. Let them know your vision, and they’ll work with you to bring it to life!

Personally, I’ve worked with Little Palm Island on several occasions and they do a wonderful job steering clients in the right direction, whether it’s with me as the photographer or someone else who best fits their clients needs and budget.

Top Tips: Hire Help Early!

The sooner you select your venue and hire a photographer the sooner I can help you plan your dream surprise proposal in the Florida Keys!

Photography or Videography: Arrange for me and my team to be there to capture it all– it’s a memory that will last a lifetime so plan ahead and you won’t regret it!

Romantic Extras: Consider adding a bottle of champagne, a personalized cake, or a relaxing spa treatment after the proposal to keep the magic going.

Custom Proposal Setup: Request a private setup with rose petals, candles, or an arch to make the moment even more special.

Timing is Key

Timing is everything when it comes to a surprise proposal. Be sure to plan your timing around your partner’s interests. If they love the sunset, a proposal during the golden hour will create the perfect romantic atmosphere. If you’re aiming for a more serene, intimate moment, early morning or even a moment mid-day might be the ideal situation.

A Private Dinner Under the Stars

Little Palm Island offers several romantic dining options, including private dinners on the beach or in secluded areas of the resort. If you prefer a more intimate setting, request a candlelit dinner under the stars on your private patio or in one of the island’s beautiful gardens. The island’s chefs can prepare a personalized menu to make your proposal even more memorable.

Post-Proposal Celebrations

After you’ve popped the question and received that magical “yes,” it’s time to celebrate! Little Palm Island offers a variety of ways to keep the romance going:

  • Champagne Toast: Raise a glass to your future together with a celebratory champagne toast.
  • Spa Day: Unwind after the excitement with a couples’ massage or a spa treatment. The island’s world-class spa offers everything from relaxation treatments to rejuvenating facials.
  • Stay Longer: Why not extend the celebration? Little Palm Island offers luxurious bungalows with oceanfront views, providing the perfect setting to relax and enjoy each other’s company.

Tips for a Seamless Surprise

  • Keep it a Secret: This may be the most important part! Make sure your partner has no idea what’s coming. Plan the day’s activities under the guise of a fun getaway or a romantic day.
  • Get Help from Friends or Family: If you’re planning to have a few close friends or family members there to share in the moment, coordinate with them in advance. They can help distract your partner while you set up for the proposal.
  • Consider a Keepsake: Order prints of your amazing surprise online and surprise your partner with them as a sweet momento. I personally love using ProdPi for all my printing needs because the quality is amazing and typically reflects a truer version of how I edited the images.

Final Thoughts

A surprise proposal on Little Palm Island is sure to be a once-in-a-lifetime experience that neither of you will ever forget. From the stunning location to the world-class service, this private resort is the perfect place to begin your journey together. Plan ahead, keep the surprise element intact, and let the island’s beauty and serenity set the stage for a truly magical proposal.

Ready to make your dream proposal a reality? Contact me to get this once in a lifetime moment captured on camera!

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