Travel Advisor

Caitlin Cywinski
Expertise
- Luxury,
- Couples Travel,
- St. Barths,
- Palm Beach,
- Caribbean
Based in
Just outside NYC
Minimum booking Budget
$300/night
Profile details
About
Born and raised in the Garden State, I have a 9–5 desk job, but my real passion is traveling and photography. I planned my first vacation itinerary as a seven-week journey around Europe, and I've been hooked ever since!
Travel style
As a current DINK (dual-income, no kids), I tend to choose travel destinations based on luxury, cuisine, and unique experiences. I enjoy immersing myself into each destination, researching and creating itineraries that compliment the must-sees, must-do’s and must-tries— while also leaving room for downtime to be present in the moment.
Favorite hotels
Caitlin's travel photos





Caitlin's reviews
What a refreshing change from the usual to work with someone who does more listening than talking. Caitlin patiently listened as my wife and I described what we wanted, where we wanted to be, and what our budget was for our trip. To say the results were tailor made would be a tremendous understatement. Each question we had was answered in detail and in plain English. We look forward to working with Caitlin for any/all future travel.
- Edward E.
Booked travel to Miami
- June 2025
Caitlin was an excellent communicator and on top of our booking. She's helpful without being pushy. I found her attention to detail and thoughtful recommendations really catered to our needs. I look forward to using Caitlin for ALL of our future travel!
- Zak K.
Booked travel to Philadelphia
- April 2025

Get in touch with Caitlin
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can expect a response from Caitlin within 1–2 business days. You’ll also be subscribed to our traveler newsletter (you can unsubscribe at any time).
