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How to plan a group trip in 2027 – without the chaos

The group trip is the best trip you'll take this year – and the hardest one to plan. This guide takes you from chaos in the group chat to a fully booked trip.

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Travel Outenza

26 October 20265 min read

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How to plan a group trip in 2027 – without the chaos
Photo: Helena Lopes / Pexels

In short: The easiest way to plan a group trip is to choose one trip leader, agree on the budget before the destination, lock in the dates with a reply deadline, vote on the destination, make a shared itinerary and agree in advance on how you'll split the costs.

Six steps to a group trip without the chaos

More people than ever are travelling in groups. According to Skyscanner's travel trends report for 2027, groups travel with an average of seven people. That means seven calendars, seven budgets and one group chat that explodes before anyone has booked a single flight.

The problem is rarely the destination, but everything that has to be sorted out before you get there. These six steps make sure you agree on budget and dates – and that no one person ends up doing all the work.

Seven colourful cocktails lined up by the pool at sunset
Photo: Helena Lopes / Pexels

1. Choose one trip leader – but share the work

A group trip needs one person who keeps the overview and makes the final decisions. But the trip leader shouldn't do everything. Split the responsibilities early: one person handles flights, one handles accommodation, one handles activities and restaurants. That way nobody is left carrying the whole load, and everyone gets a sense of ownership of the trip.

2. Talk about money before you talk about destinations

The most common source of conflict on group trips isn't where you're going, but what it will cost. Ask everyone to name a maximum amount for the whole trip – ideally anonymously – and plan around the lowest one. It's better that some people save money than that someone has to drop out.

3. Lock in the dates first

The more people travelling, the harder it is to find a weekend that suits everyone. Suggest two or three options and set a reply deadline. Anyone who doesn't reply by the deadline goes with what the majority chooses. Once the dates are set, everything else gets much easier.

4. Vote on the destination

Let everyone suggest one destination, then vote on the three most popular. Take practical things into account: flight time, the price of flights from where you live, and whether the place suits what you want to do – party, sun, food, nature or culture.

5. Make a shared itinerary – with breathing room

An itinerary everyone can see means nobody has to ask “what's happening tomorrow?” in the group chat. Plan one fixed activity per day and leave the rest free. Groups that fill every hour quickly get tired and grumpy.

A group of friends strolling through a sunny village street on holiday
Photo: Marina Gr / Pexels

6. Agree on how you'll split the costs

Decide in advance whether you'll split everything equally or whether everyone pays for themselves. Keep a shared overview of expenses, so nobody is left with a long list of who owes what when you get home.

Five fast-growing destinations for bachelor and bachelorette parties in 2027

Searches for flights for adult group trips have risen by 13 percent over the past year, according to Skyscanner. At the same time, a new kind of bachelor party is growing: the couple celebrates together with friends and family, instead of in two separate groups.

A group of friends raising a toast on a rooftop terrace at sunset during a bachelorette party
Photo: Kampus Production / Pexels

More than one in three travellers can imagine doing this, and one of the reasons is simple – there's only one trip to plan. These five cities have the biggest growth in searches for bachelor and bachelorette parties in 2027:

City

Growth in searches

Good for

Frankfurt

+95%

A short, affordable city weekend, apple wine and nightlife in Sachsenhausen

São Paulo

+93%

The big, long trip – food, partying and music

Amsterdam

+41%

The classic: canal boat, bike ride and bars within walking distance

Tokyo

+40%

Groups who want something completely different and have time for a longer trip

London

+38%

Theatre, a pub crawl and shopping in one weekend

The trend is also towards longer trips: in Tokyo, groups stay for almost five nights on average. One wild night is no longer enough for many – so you might as well turn it into a holiday.

Source: Skyscanner Travel Trends 2027, as reported by blue News

Travel Outenza

Plan your next adventure with Travel Outenza

Collect the places that inspire you, build a day-by-day itinerary and keep every ticket, booking and note in one place.

Download Travel Outenza on the App Store

Free to start. Save the places from this article to a trip, plan your days and share the trip with your travel companions.

Checklist before you go

Friends raising a toast with drinks by the pool on a group trip
Photo: Helena Lopes / Pexels

  • A trip leader has been chosen, and responsibilities are shared

  • Everyone has said the most they want to spend

  • The dates are locked in, with a reply deadline

  • The destination has been chosen by vote

  • Flights and accommodation are booked

  • The itinerary has been shared with everyone

  • You've agreed on how expenses will be split

Keep the whole trip in one place

The biggest time-waster on a group trip is hunting for information: Which flight was it again? Where's the hotel? What are we doing tonight? When everything is in the group chat, it disappears under hundreds of messages.

The Travel Outenza app showing a trip overview, travel companions and a map for a group trip to Japan
Plan the whole group trip in Travel Outenza – itinerary, travel companions and map in one place.



With Travel Outenza you can plan the trip together: add your destination, itinerary and places you want to visit, and invite your travel companions so everyone sees the same plan. Your first trip is free.

Have a great trip – and remember to take photos of the gang.

Frequently asked questions

How many people usually go on a group trip?

According to Skyscanner's travel trends report for 2027, groups travel with an average of seven people.

How do you agree on a budget for a group trip?

Ask everyone to name a maximum amount for the whole trip, ideally anonymously, and plan around the lowest one.

How do you find dates that suit everyone?

Suggest two or three options and set a reply deadline. Those who don't reply go with what the majority chooses.

Which destinations are popular for bachelor and bachelorette parties in 2027?

Frankfurt, São Paulo, Amsterdam, Tokyo and London have the biggest growth in searches for bachelor and bachelorette parties in 2027, according to Skyscanner.

How do you split costs on a group trip?

Agree in advance whether everything is split equally or everyone pays for themselves, and keep a shared overview of expenses.

Download Travel Outenza on the App Store →

Travel Outenza

Plan your next adventure with Travel Outenza

Collect the places that inspire you, build a day-by-day itinerary and keep every ticket, booking and note in one place.

Download Travel Outenza on the App Store

Free to start. Save the places from this article to a trip, plan your days and share the trip with your travel companions.

On the map

How to plan a group trip in 2027 – without the chaos

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