Travel Advisor

Alyssa Chitwood
Expertise
- Cruise,
- Honeymoon,
- Couples Travel,
- Weddings,
- Europe
Based in
Florida
Languages spoken
English
Profile details
About
A foodie, lover of travel and the planner of the group. With a background in hospitality, and an innate love for helping people, I've found myself here — helping couples discover romance, wherever their journey takes them!
Travel style
Whether I’m discovering a new place or revisiting somewhere near and dear to my heart, I’m traveling in search of mouthwatering cuisine, once-in-a-lifetime experiences, and to make memories with loved ones. Now, I share that love with all my clients, allowing them to travel to all the beautiful pockets of the world they desire, without the stress of planning. From a simple weekend staycation through an elaborate anniversary celebration, I’m stepping in to handle research, bookings, itinerary build-outs and everything in between. No trip is too big or small. Let’s write a love note to beautiful places together!
Alyssa's travel guides & trip reports
Favorite hotels
Alyssa's travel photos





Alyssa's reviews
I can’t say enough good things about my experience working with Alyssa! From the very beginning, she was attentive, responsive, and genuinely committed to making our trip unforgettable. She not only helped us book fantastic hotels in ideal locations but also arranged unique excursions that perfectly matched our interests. What truly set her apart was the level of care and detail she brought to every aspect of the planning. She thought of everything—from local tips and dining suggestions to seamless transfers and special touches that made our trip feel extra personal. Even when we had last-minute questions or changes, she handled everything quickly and professionally. Thanks to her expertise and dedication, we had a stress-free, amazing trip. I highly recommend Alyssa to anyone looking for a travel advisor who goes above and beyond. We will absolutely be using their services again for future adventures including booking the hotel block for our wedding, and planning our honeymoon!
- Stephanie M.
Booked travel to San Francisco
- May 2025
Alyssa exceed our expectations when it came to planning our trip. She listened to exactly what we were looking to do gave incredible food recommendations, things to do in Las Vegas and was very helpful every step of the way. We will definitely be using Alyssa to book our next trip!
- Holly M.
Booked travel to Las Vegas
- March 2025

Get in touch with Alyssa
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Alyssa within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).
