Travel With Us

Ready to take off on your next adventure? Come fly (and laugh) with Two Guys on a Plane as we jet-set to epic destinations with a crew of fun-loving travelers just like you! Our group trips are the perfect mix of wanderlust, friendship, and a sprinkle of fabulous chaos—curated by two flight attendants who know how to turn any journey into an unforgettable experience. Whether you’re a solo adventurer or rolling with friends, our group getaways are all about connection, good vibes, and making memories that last way longer than your vacation tan. So buckle up, check your bags, and join us for the trip of a lifetime. You in?
Check out our upcoming trips below! Space is limited, so sign up ASAP if you’re interested!
Current Trips
CROATIA | JULY 29-AUGUST 4, 2025
Explore the Dalmatian Coast with us in Croatia! We are going to spend 7 days together relaxing on beautiful beaches, tasting the local cuisine, and learning about medieval history!
Trip Highlights:
- Visit Split, Hvar, and Dubrovnik
- Croatian Cooking Class
- Boat Trips Between Cities
- Guided Walking Tours with a Local Guide
- Coastline Cycling Tour
ONLY 5 SPOTS REMAINING!
EGYPT | SEPTEMBER 28-OCTOBER 4, 2025
Join us for a once-in-a-lifetime adventure in Egypt where we will venture back in time. We are going to explore ancient wonders, see infinite deserts, and sail down the Nile River at sunset!
Trip Highlights:
- Visit Cairo and Luxor
- Pyramids of Giza Tour
- Visit the Sphinx
- Pyramid Camel Ride
- Sunset Cruise on the Nile
ONLY 2 SPOTS REMAINING!
THAILAND | JANUARY 28-FEBRUARY 3, 2026
Immerse yourself in Thailand as we visit iconic cultural landmarks, local villages, and stunning island landscapes. With a mix of culture and relaxation, this is a trip you won’t forget!
Trip Highlights:
- Phi Phi Island Hopping Tour
- Artist Village Visit
- Mae Kong Railway Market
- Longtail Boat Ride
- Drag Show at House of Heals
BOOKING BEGINS MARCH 30TH!
Past Trips
BALI | SEPTEMBER 24-30, 2024
Our first-ever group trip! Join Two Guys on a Plane in Bali for a 7-day experience as we visit water temples, enchanting waterfalls, relaxing beaches, and a local farming village.
Trip Highlights:
- Tirta Empul Water Temple
- Sacred Monkey Forest
- Rumah Desa Village Experience
- Kanto Lampo Waterfall
- Go-Jek Scooter Food Tour
THIS TRIP HAS CLOSED!
Why Travel With us?
1. No Thinking Required!
We take care of all the logistics so you don’t have to. With our trusted partners at TrovaTrip, we plan everything from hotel accomodations to activities and transportation for you… so all you have to do is show up!
2. New Friends! (No, Seriously!)
The people that follow Two Guys on a Plane are typically very fun to be around. Since the two of us are sarcastic, witty, open-minded, and love to travel – our groups tend to be the same. This makes for a very fun trip!
3. The *Best* Itineraries
When we travel, we like our trips to have a little bit of everything. We want to immerse ourselves in local culture but we also want to have downtime to unwind, too! Our trip itineraries have got you covered. It’ll be jam-packed with a wide variety of things to do, but also include some downtime if you want to explore on your own. You get the best of both worlds!
4. Flight Crew-Friendly Trip Dates
While you don’t have to be in aviation to travel with us, we have a lot of flight attendants that join, which is why we typically choose trip dates that extend over two months. This way you don’t have to stress about getting an entire week in one bid month off for the trip, just a few days in one month and a few days in the other!
5. We’ll Be There!
Not only do we facilitate the planning process, but we are also travelers on each trip with you! We will make sure to bring our humor with us, and if you need anything, we’re there for you every step of the way.
Questions?
Do you have questions about one of our upcoming trips? Or an idea for where we should go on our next trip? We’d love to hear from you! Send us an email at hello@twoguysonaplane.com.