From the team behind Vibeapple · Chicago

Group trips to the places worth flying for.

Come solo, with your partner, or with your whole crew. Leave with a group chat that won’t shut up. Tulum for Halloween, Cape Town for New Year’s, Coachella in the spring.

  • 4 trips coming up
  • Solo-friendly · couples · groups
  • Pay monthly from a small deposit

The honest part

What You’re Probably Wondering

Who’s actually going?

People in their 20s, 30s, and the odd cool 40-something who still goes out. Most book solo. It’s co-ed, and every trip caps small so it stays a crew, not a tour bus.

Do I have to room with a stranger?

You’re paired with a same-gender roommate matched on a few quick questions, or you grab a private room. Either way, you know who and what before you fly.

What does the price cover?

The house, airport transfers, the parties we throw, and Vibe Odyssey hosts on the ground. You handle flights, insurance, and your spending money.

Can I do my own thing?

Some days the whole group rolls together. Other days you choose: beach club, a hike, a day party, or a slow morning in town with coffee and no plans.

Your trip, your way

Some Days Are Group Days.
The Rest Are Yours.

The big nights, we do together. But a vacation where everyone is forced to do the same thing all week isn’t a vacation. On open days you pick what your day looks like, and your roommate can pick something else entirely.

How a Trip Runs
Beach clubSunrise hikeDay partyCenote swimWine countrySpa resetSlow morning in townPool day

How it works

From “I’m In” to Wheels Up

  1. 1

    Pick your trip

    Browse what’s coming up, find the dates that work, and see exactly what’s included before you commit.

  2. 2

    Lock your spot

    A small deposit holds your place. Split the rest into monthly payments so it’s paid off by the time you pack.

  3. 3

    Tell us your vibe

    A quick questionnaire matches your room. Then you meet everyone in the group chat weeks before you fly.

  4. 4

    Show up

    We’ve got the villa, the transfers, and the parties. You bring a bag and the energy.

Where this comes from

Vibeapple throws the kind of nights people plan their weekends around in Chicago. Vibe Odyssey takes that same crew, that same eye for a good party, and puts it on a beach.

See what Vibeapple does →

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Get on the List

New trips drop here first, and the small rooms go fast. Drop your email and we’ll let you know the second dates open.

No spam. We email when dates drop and spots open.