Desiree Headley
Based in Naples, Florida
Desiree Headley
Ask me about
My Story
I love travel and have been fortunate to do a lot of it in my career. From corporate travel to family vacations across the world, I will put my research and organizational skills to work for you so you can Travel Happy!
Travel Style
As I've gotten older, I find myself leaning towards splurging on the finer things in travel life (nice hotels, spas, great golf courses), but I also massively appreciate the need to spend your money wisely and save whenever possible. I love relaxing on the beach or by the pool, but equally love challenging hikes, playing golf, and working out, and I want my travel experiences to be tailored to my desires. I want to do that for you, too!
Reviews (13)
James L.
travel to Edinburgh
27 days ago
Des was amazing! The last thing you want to imagine is problems you can have when traveling, until you have one. It is equally as hard to imagine how you can contact someone 7 hours away in the late hours of night, who will immediately respond to your needs. In a couple of hours Des came up with a plan (flights, transportation, wheelchair necessity, etc.) to get us home as soon as my wife could safely travel. She also handled cancelling further travel plans for us and notified the respective hotels and tour guide of our cancellation. She stayed in contact with Waterloo Place to ensure that everything would be in place when we were good to go. It wasn't the trip we dreamed off, but the end result couldn't have been any better. Thank you Des!
Monica G.
travel to Orlando
2 months ago
Desiree, once again, exceeded my expectations with my request for a hotel within walking distance of an event in Orlando!
Aimee E.
travel to Athens
2 months ago
Des took care of contacting hotel when trip got delayed by day. This was one less thing I had to stress about at the last minute.
Aimee E.
travel to Santorini
2 months ago
Aimee E.
travel to Athens
2 months ago
We ended up staying an extra night and Des was able to contact the hotel to ask for a room and then follow up when they were booked and was able to secure a room for us. This was very helpful and we truly appreciated it.
James L.
travel to Edinburgh
27 days ago
Des was amazing! The last thing you want to imagine is problems you can have when traveling, until you have one. It is equally as hard to imagine how you can contact someone 7 hours away in the late hours of night, who will immediately respond to your needs. In a couple of hours Des came up with a plan (flights, transportation, wheelchair necessity, etc.) to get us home as soon as my wife could safely travel. She also handled cancelling further travel plans for us and notified the respective hotels and tour guide of our cancellation. She stayed in contact with Waterloo Place to ensure that everything would be in place when we were good to go. It wasn't the trip we dreamed off, but the end result couldn't have been any better. Thank you Des!
Monica G.
travel to Orlando
2 months ago
Desiree, once again, exceeded my expectations with my request for a hotel within walking distance of an event in Orlando!
Aimee E.
travel to Athens
2 months ago
Des took care of contacting hotel when trip got delayed by day. This was one less thing I had to stress about at the last minute.
Aimee E.
travel to Santorini
2 months ago
Travel photos
