How to Plan a Multi-Destination Trip: Complete Guide [2026]

Maxim Saenko
Published: 18/09/2023
Updated: 22/10/2025 by Eugene Bulan
Updated: 22/10/2025
How to Plan a Multi-Destination Trip: Complete Guide [2026]

After coordinating over 500 group trips to multiple cities, we have already learned how to deliver excellent service. Planning a trip with several destinations in a row surely looks underwhelming at first but, when you have the right tools and strategy, it can easily become a fun and exciting adventure. Whether you're scheduling vacation time with your family, a student tour, or a corporate trip, this multi-destination trip planner breaks down the process into four steps, all of them backed by real data and our expertise.

Choose the Destinations with Strategy

You know that city everyone in the group wants to see? There's no need to overthink it; that's the city to start with! Once you pick that "anchor city", use Google Maps as a city-hopping guide to discover which cities are within a travel radius of 2-4 hours. This way, you'll be able to cover more cities without wasting too much time on transportation. Our guide brings an example of that.

Our insight: Trips that cover up to 4 cities within 7 days yield the highest satisfaction rates among our clients. Whenever a group tries to visit more cities within that time, it ends up feeling rushed.

Example Itinerary

  • Days 1 and 2: say you pick Paris your trip's anchor city.
  • Day 3: you can visit Brussels, which is 1.5 hour far by train.
  • Days 4 to 6: go to Amsterdam from Brussels in only 2 more hours.
Insider Tip: 68% of our most successful trips keep travel legs under 3 hours each.

It goes without saying that you should research the top attractions of each city and how to reach them. Google My Maps shows you how to plan multiple destination trip because it allows you to create your group's own routes and color-code all the stops you want to make.

Be Realistic When Setting a Budget

In a few words, we suggest a formula to get started:

[(daily rate per city × number of days) + transportation] + 20% buffer
Data insight: Our former clients have reported that adding that 20% buffer for contingencies results in 40% less trip stress.

Example Budget (Amsterdam)

  • Accommodation: 60 EUR per day
  • Food: 50 EUR per day
  • Attractions: 30 EUR per day
  • Transportation: 20 EUR per day
  • Total: Approximately 192 EUR per day per person
Technology insight: Based on our experience and client feedback, we highly recommend using Revolut for currency exchange and Splitwise to track group travel expenses. Do not forget to compare multiple providers before booking hotel rooms or transportation tickets.

Since we are talking about group transportation, you should always keep in mind that it pays off to travel with many people. If your group has over 8 travelers, charter buses typically cost at least 30% less per person than individual tickets.

Be Smart when Planning the Trip

There's another rule of thumb we wanted to share: plan 2-3 major activities at most per day. Google My Maps can help you here as well, allowing you to plot the locations of those activities on the map in order to check how far they are from one another. After all, you should consider travel time between activity locations, not only between cities.

Timing insight: One of the reasons why our trips are successful is that they allocate at least 4 hours for major attractions – in general, people assume that just 2-3 hours are enough. We consider that extra time because of traffic jams, bathroom breaks, and photo stops.

Smart Tips for Scheduling

  • Pre-book major attractions to avoid last-minute problems
  • Keep 30% of your travel time free for impromptu activities
  • For every 3 days away, schedule a "recovery morning". Groups that do so report 50% higher satisfaction
  • Research dining options near each stop so as to avoid wasting time

Keep Your Travel Group Coordinated

Communication is essential in a successful group trip with multiple destinations. Having that in mind, creating a WhatsApp group chat with all the travelers won't be enough. Google Maps can help by allowing you to create an itinerary and sharing it with the others, while Google Docs enables you to save important files online and sharing them with selected people.

Parallel to that, we recommend assigning roles to some people in the group:

  • Navigator: this person will plan routes and define the transportation strategy for the whole group.
  • Budget tracker: this person is supposed to only manage the group's expenditures. Having them pay for everything at first then get reimbursed by the rest of the group could be interesting, but it is not necessary.
  • Photographer: since some travelers love stopping to take photos and others hate it, you can easily coordinate that part of the trip. We assure you that everyone will be more satisfied that way.

Last, but not least, you can always rely on professional charter services like BCS Bus to spare you from coordination stress and ensure comfortable, safe, and easy transportation from one city to the next.

Essential Tools Checklist

  • Navigation: Google Maps and Google My Maps
  • Budget: Splitwise, Revolut, travel credit cards
  • Service booking: Booking.com, Airbnb, BCS Bus charter services
  • Communication: WhatsApp, Google Docs
  • Food & Breaks: Arrange rest stops with your driver
  • On-the-go issues: Offline maps, translation apps

Top Mistakes to Avoid

  • Over-scheduling: Leave around 30% of your trip time without plans to account for spontaneity and rest
  • Blindly trusting GPS: You should always consider buffer time, and stay watchful of the road ahead.
  • Underestimating border delays: Add up to 60 minutes for travel security and baggage checks
  • Choosing city-center hostels: Check how far you need to walk in order to access your taxi and/or charter bus.
  • Last-minute bus booking: While BCS will do its best to cater to you, high demand periods come with driver shortages.
  • Ignoring travel logistics: There is transportation time to reach the city, and again to reach the activity's exact location.
  • Poor group communication: Set up a group chat and have everyone see your plans before you actually book services.

Multi-city Trips Made Easy

Planning a group trip to many places doesn't have to be painful. Once you pick your anchor city, it's a matter of drawing a smart itinerary, setting a realistic budget, and coordinating communication with the rest of the group in order to minimize disagreements. BCS Bus can easily handle the logistics of your trip so you can focus on the experience and on building lasting memories with your group.

If You Found This Article Useful

If you found the information in this article useful, we invite you to share it with others who might benefit from it.

Also, if you're planning a trip and need transportation, feel free to request a quote from us.

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About the author

Maxim Saenko

Maxim Saenko - Chief Operating Officer, BCS Travel

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