Paradise is Calling

5 Tips for Planning the Perfect Destination Proposal

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Marry me written in the sky

Finding the person you want to spend the rest of your life with is something truly special. 5 tips for planning the perfect destination proposal. Proposing to the one you love should be a momentous occasion! After all, for the rest of their life they are going to be asked, “How did it happen? What was the proposal like? Tell us the story!”

What’s a sure-fire way to impress both your future spouse and all their friends? A destination proposal! Whisk your love away on the trip of their dreams. Make some beautiful memories together to pop the question. Spend the rest of the trip clinking glasses and celebrating!

Does it get any better than that? Don’t think so!

Here are five ways to plan the perfect destination proposal

perfect destination proposal
Champagne Toast

1. Choose a Special Destination Your Future Spouse Will Love

Has your partner been dying to see the Eiffel Tower? It seems like a perfect reason to go to the city of lights for your engagement! Perhaps your love is a daredevil and wants to spend the week surfing and snorkeling in South America?

Whatever destination you choose, make sure that you’ll both love it. You may even consider going somewhere you’ve both been together before. Your first getaway together was to Hawaii? Why not go again and get a chance to relive all those beautiful memories you made on that first trip?

Lei Greeting
Hawaiian lei greeting

2. Propose Early in the Trip

Proposing while you’re on vacation is so much fun, but whatever you do, don’t wait until your last day there. Propose early in the trip so that you can spend the rest of the trip celebrating your engagement. Show the ring off in your vacation photos! We recommend proposing pretty much as soon as you have had a day’s worth of rest.

If you’ve flown in on the red-eye, wait until everyone’s had a good night’s sleep. Relax a little… take a shower before you start asking any major life-changing questions, ok?

3. Keep That Ring Safe (and secret!)

Trust us; insure that engagement ring before you leave! Any number of freak accidents can happen while you’re traveling. You never know, the ring doesn’t fit snuggly enough. It slips off in the middle of the beach or flies off while they’re hailing a cab.

It’s also important to make sure that you keep the ring close when traveling… put it in your carry-on, never your checked luggage! Not only does check luggage get lost sometimes… but valuables can go missing. There may be dishonest inspection agents with sticky fingers. Hide it in your carry-on where you can always keep an eye on it.

Engagement Ring
Engagement Ring

4. Give Your Hotel a Heads Up!

Don’t forget to mention to your concierge that you’re planning on proposing! More often than not, they will go above and beyond to make your stay extra special. You may come back to the room after popping the question to find some champagne on ice and rose petals on the bed.

Those extra special touches can make the trip that much more memorable. Your hotel can’t do this for you unless you let them in on your plans!

5. Hire A Professional Photographer

Do some research or ask your concierge to find a local professional photographer in the area. to document your proposal! We promise your partner will want to have as much documentation as possible. Document your proposal for memories of one of the happiest moments of their lives!


Planning upfront will mean beautiful photos that capture the moment they said “Yes!” for years to come. And while we are on the subject – don’t forget to dress to impress! Make sure you plan a way for both of you to be able to look your best.

Planning on proposing in the middle of an excursion… we actually don’t recommend this. It’s very easy to lose that ring overboard while on a snorkeling trip!


Book a beautiful meal or tell your partner you’ll go out for a fancy cocktail later… then everyone is dressed up – you’ll be glad you did!

Proposal on the beach

Need help planning that perfect proposal? Contact us to start your happy-ever-after…

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Simply Dream Team

At Simply Dream Travel, our team loves planning dream vacations for you. We strive to make planning fun and stress free. You're dreaming of the perfect getaway! Ideal destinations for a personalized one-of-a-kind experience.

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