We design unforgettable travel experiences. Custom. Curated. For You..
Create Once In a Lifetime Memories
Relax. We'll Handle Everything
Royal Treatment
See The Best of the World Stress Free
Good news... that just happens to be our specialty.
Hello, we are Kim and Sherry. The team at Windward and Crown.
At Windward + Crown we pair incredible accommodations with unique experiences to create your custom trip itinerary. Top it off with exclusive perks and peace of mind knowing you are working with trusted travel advisors. Stop stressing and start packing.
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Our Travel Services and Specialties
Professional Travel Planning
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Top Travel Styles
1
Dream Trip Planning
Together, we'll discuss your vision for this trip. Tell us everything you'd love to have happen.
2
Let's Make It Official!
Once you submit the client agreement and planning fee we can get to work on your incredible trip.
3
Personalized Itinerary
We will develop a customized, highly-detailed itinerary for every stage of your trip. Trust us, every detail will be thought through, with some of our signature perks sprinkled in along the way.
4
Seamless Booking and Logistics
Sit back and relax. Our global team and us will handle every detail of getting you where you need to go. You just need to figure out what to pack next (we can help with that too!)
5
Bon Voyage!
It's here. Enjoy the trip of a lifetime. You deserve it.
1
Pick a Date
We set time aside to have uninterrupted Discovery Calls. Find a date convenient for you.
2
Pick a Time
Do you prefer morning, afternoon, or evening? We have several options available.
3
We'll Chat!
Our discovery call is the first step to your luxury dream trip, we can't wait to explore your ideas with you!
We have relationships with top luxury travel brands worldwide to benefit you. If you need anything while traveling, our network and we are there 24/7 to make sure that your trip goes off without a hitch!
Why Travelers Choose Windward + Crown
Our family needed a getaway and Kim provided amazing options that checked every box on our wish list. She handled all bookings, excursions, insurance, Covid requirement info, and private transfers to and from the airport. She was accessible the entire time we were planning, and while we were away. When we hit some inevitable travel snags, she was quick to help out! We will definitely use her services again, and recommend her highly!
Maureen M.Family Caribbean Escape
Kim was absolutely fabulous. Going into the planning phase we had lots of special requests and she was able to capture everything! Our trip was effortless. Kim provided an app that had the agenda with all of the who, what, where, why, when and how to approach each day. Super easy!! We will be using Kim for our next trip!
Danielle T.Lifelong Friends on a Southwest Adventure
Traveling can be stressful and overwhelming. I’ve always booked my travel on my own, but a last minute trip prompted me to contact Kim. I’m not sure I will want to plan trips again. Kim was so helpful and provided an amazing service. Thank you Kim!!! You sure know how to make a trip more special!
Melinda S.Special Mother Daughter Getaway
Ready to sharpen your travel tastes and discover the world's best-kept secrets? This personalized travel guide will help you broaden your horizons and get inspired for the journey ahead. Plus sign up to our monthly newsletter for travel inspiration delivered right to your inbox!
Schedule your free initial Discovery Call or submit your trip inquiry form below to begin the trip of a lifetime today.
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