Planning a trip is already a lot. Planning one for a 50+ person team? That’s a whooleeeeee different game.
From Chief of staff to executive assistant, If you’ve ever tried to book travel for your team, coordinate a leadership offsite, or pull together an entire company retreat, you already know the drill… endless spreadsheets, fragmented emails, and decision fatigue from multiple leaders. Welp, that’s why we decided to build Vamos. A smarter way to make group travel not just logistically easier, but actually enjoyable for the entire team.
With that being said, welcome to our first blog on travel advice & guidance! In the coming weeks and months and until the internet ceases to exist, we will be sharing some travel trends, real-world tips, and a sneak peek at how Vamos is changing the way teams move. Enough of the intro, let’s dive in.
The Group Travel Glow-Up Is Here
Over the last few years, team travel has gone from a “nice to have” to “I’m not joining unless there’s a trip planned for sales & marketing”. Whether you’re remote first or just looking to shake up the usual office routine, getting the team together IRL builds momentum, clarity, and genuine connection. Unfortunately, it’s the year 2025 and most tools still treat it like it’s Y2K.
Concur Navan, Expedia? Built for individuals.
Retreat planning agencies? Built for large companies with large budgets.
Google docs and calendar polls? Built for… pain.
Modern teams need a modern tool that makes planning any size offsite feel less like a logistical headache and more like what it should be: exciting.
Trends Worth Paying Attention To
If you’re already gearing up to plan your next team trip, here are a few 2025 trends shaping how smart companies are traveling:
1. Small but Mighty Retreats
Smaller teams of 5-15 people are skipping massive all-hands and going hyper-focused. From strategy sessions in Lisbon, to wellness retreats in Tulum. They’re cheaper, easier to organize, and more impactful for real decision making.
2. Cost-Conscious Travel, Not Budget Travel
The economy’s at a weird spot. Teams want to be smart with spend, but not at the cost of immaculate vibes. Instead of cutting trips, they’re just making them more intentional and looking for tools (hello 👋) that help weight total costs of destinations quickly, from airfare to food to fun.
3. Sleep, Space, & Schedule
A good team trip now includes time to rest, play, and not be around people 24/7. The best planners are building in unscheduled time, offering activity opt-ins, and booking locations with chill zones (think: rooftop hammocks, not dry boardrooms)
Pro Tips for Smarter Planning
1. Choose your “Why” before your Where.”
Is this trip for vision setting? Bonding? Deep work? Your reason drives your destination.
2. Ditch the back-and-forth.
Polls, calendars, and email chains make planning painful. Collaborative tools (yup, we’re building those) let everyone weigh in without chaos.
3. Don’t overbook the agenda.
Leave room for unstructured moments. The best ideas usually come between meetings, not during them.
What Vamos is Building (And Why It Matters)
At Vamos, we’re not just building another dull tool. We’re reimagining what team travel could look like if it was designed with actual humans (and their calendars, group chats, and budgets) in mind.
Imagine this:
- Picking the perfect destination for your team based not just on vibes, but on total cost, travel time, and availability
- You could spin up a full offsite or retreat in a few clicks, with trusted recommendations for where to stay, what to do, and how to keep your team engaged.
- Planning a trip didn’t require 27 back-and-fourth email threads and spreadsheets named “Team Retreat Final v3”
That’s the future we’re building towards.
And we’re starting with one belief: team travel should be easier, faster, and way more fun
Whether you’re a startup planning your first offsite or a global team syncing across time zones, Vamos is here to help you get there. Literally and figuratively.
Let’s make team travel something people actually look forward to.
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