This Greece trip with SideQuests Travel was genuinely one of those rare experiences that is hard to summarize without sounding overly dramatic, but honestly, it deserves the drama. This was my third trip with SideQuests, and from the very beginning, Matthew created an environment that felt welcoming, intentional, and easy to settle into. I do not say that lightly. I spend a lot of my professional life reading between the lines, recognizing when intent, care, or emotion is genuine versus when it is simply being performed, and I can say with confidence that there is true care, true passion, and true intent behind what Matthew has built with SideQuests. Traveling with a group can sometimes feel intimidating, especially when you are someone who has long thrived on solo travel, but I had reached a point where I knew a change was needed. Socializing and connecting with like-minded people who share a passion for travel became a key part of what I was looking for. Matthew seems to have a natural insight into that desire, and he has a way of making everything feel approachable, organized, and genuinely fun. What stood out most was that this never felt like a generic group trip. It felt like a curated experience built around connection, shared adventure, and creating space for people to be themselves. Greece was already beautiful on its own, but the people, the laughter, the conversations, and the care put into the trip are what made it unforgettable. I am very slow, intentional, and fiercely protective with my levels of “opening up.” I came into this trip already knowing it would be an excellent vacation based on my prior two experiences, but I left with memories I will carry for the rest of my life, more open than I may have been in a very long time, new people I genuinely hope to stay connected with, and a very real appreciation for what Matthew and SideQuests have created for queer travelers. If you are considering booking a trip with SideQuests, do it. Come open, come ready to connect, and be prepared to leave emotionally attached in ways you did not authorize. ~ Caleb F. Denver, CO

This was an absolutely incredible experience with plenty of fun events and a wonderful group of people. I loved every minute of the trip and am eagerly excited to do another. Sidequests has done a great job of fostering an open and accepting community that has helped me become comfortable within the queer community and make new lifelong friendships.

This was absolutely one of the best experiences of my life. Matt is an amazing host and generally just an amazing person. The group that came together was fun, welcoming, supportive, and overall just wonderful people. I can’t wait until the next trip I can do with Matt and SideQuests!!

This was my first trip with side quest. I have never felt more like family. The restaurants were phenomenal. All the activities were amazing. I will definitely be traveling again with Sidequest

Wonderful and caring host, comfortable accommodations, fun-filled activities