Engagement Trips: Create the Perfect Setting for Your "Yes"

A proposal is one of life's most cherished moments, and the setting should be just as unforgettable.

Start Planning Your Proposal Trip

A Once-in-a-Lifetime Moment, Flawlessly Executed

A proposal is one of life's most cherished moments, and the setting should be just as unforgettable. Planning a surprise engagement trip, however, adds a layer of complexity and pressure. At Awaken Travels, we specialize in designing discreet and breathtaking engagement getaways. We handle every intricate detail with concierge-level care, allowing you to focus on the moment, confident that the perfect backdrop for your love story has been flawlessly arranged.

Why Entrust Us with Your Proposal Trip?

Our approach is built on a foundation of discretion, personalization, and a commitment to creating pure magic.

Discreet & Surprise Planning

We are experts in the art of the surprise. We communicate with you discreetly and manage all bookings and confirmations to ensure your secret is safe until the perfect moment.

Bespoke Romance & Special Touches

We listen to your story and help you design a trip that is a true reflection of you as a couple. We leverage our partnerships to arrange for special touches, from a private dinner on the beach to champagne on arrival.

Seamless, Stress-Free Logistics

We manage all the complex details, from flights and private transfers to coordinating with on-site photographers or staff, providing you with a flawless and worry-free experience.

Inspiration for Your Unforgettable Proposal

We design a wide range of bespoke engagement journeys. Our specialties include:

Romantic Cityscapes

A classic proposal on a Parisian balcony, a private gondola in Venice, or overlooking the lights of New York City.

Secluded Beach Paradises

An intimate moment in a private overwater bungalow in the Maldives or on a secluded beach in St. Lucia.

Unique Adventures

A breathtaking proposal during a hot air balloon ride over Cappadocia or on a private safari in the Serengeti.

Our Preferred Partners in Romance

Our strong relationships with the world's leading luxury resort brands ensure our clients receive unparalleled service and a truly romantic experience.

Four Seasons Hotels and Resorts
Rosewood Hotels & Resorts
Belmond
Sandals Resorts

What Our Clients Are Saying

"Cindi was great to work with. She planned our 10 year anniversary trip to St Lucia... Cindi wrote a personal letter to the GM of the hotel... When we arrived we learned that we were upgraded to one of their expansive pool suites, basically a $1000 upgrade. Thank you Cindi for all the help!"

— Gabriel Trevizo

"We had the pleasure of working with Cindi from Awaken Travels on our recent Bora Bora adventure. Cindi was incredible. From start to finish her dedication to her job is obvious... We really didn't have to worry about a thing knowing Cindi had taken care of everything for us."

— Nicki R.

"My fiance' and I planned a destination wedding/honeymoon in Ocho Rios, Jamaica with Cindi. We could not have planned a better location without her, her knowledge of the locations was invaluable... Cindi was highly professional at all times and answered any questions quickly and promptly easing any of those pre-wedding jitters :-)"

— Michele E.

Ready to Plan the Perfect Proposal?

Your unforgettable engagement trip awaits. Take the first step by scheduling your complimentary consultation, and let's start designing the moment of a lifetime.

Start Planning Your Proposal Trip