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Planning insights and trip guidance

Longer reads on the decisions cyclists face when planning a serious trip.

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Girona and Mallorca are both excellent cycling destinations, but they are not interchangeable. The right choice depends on what kind of trip you are building.

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A crash turns a cycling trip into a decision problem very quickly. This is what I did after coming off near Lake Como, what I got wrong, and the practical steps I would now treat as non-negotiable.

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Bike damage in transit is not just a packing problem. Once you land, it becomes a decision problem: work out what is wrong, find local support quickly, decide whether to repair or hire, and stop one bad start from derailing the whole trip.

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Heavy rain did not ruin my 2024 cycling trip through Andorra and the Pyrenees, but it changed every ride in some way. The answer was not forcing the original plan. It was being ready to pivot.

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The point of planning a cycling trip is not to lock yourself into one version of it. Sometimes the best move is to stop forcing the original plan and take the better option the trip is offering you instead.

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Solo travel gives you freedom. Travelling with others gives you company, a safety net, and shared memories. The better option depends less on personality and more on the kind of trip you actually want to have.

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I used to plan cycling trips almost entirely around the riding and the iconic climbs. I still care about that, but I now think a trip can have great riding and still feel flat if the off-bike side is poor.

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trip-planningfounder-perspectivecycling-traveldestination-choice

Andorra looks awkward on paper, but if you understand the transfer flow and stay in the right base, it can be one of the more straightforward self-planned climbing trips in Europe.

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Mallorca is excellent, but only if you plan it honestly. Staying first in Port de Pollença and then Port de Sóller worked well, yet it also made clear where the transfer burden sits, where the best route variety is, and why base choice matters so much.

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A multi-location cycling trip only works when each stop earns its place. This one was built around distinct riding blocks, manageable transfers, and being honest about what moving between regions would cost.

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The Pyrenees are a good test of what really changes when you move from a tour operator to self-planning: less support, more control, and a very different relationship with logistics, route choice and risk.

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A real Girona trip plan: how to get there, where to stay, where to get coffee, and how the riding options played out over two days.

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Each tool solves a fragment of the problem. None combines destination fit, logistics, fatigue, sequencing, and rider-specific judgement.

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The useful question is not which format is better in general, but which one fits this rider, this trip, and these constraints.

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On a five-day trip, every decision is amplified. The right structure helps you avoid wasting the limited time you have.

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Multi-location trips usually fail at the transitions. The key is planning rides, transfers, and effort as one joined-up system.

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multi-location-tripstrip-planninglogisticsitinerary-design

The information exists, but it is fragmented, opinion-driven, and poorly connected to the decisions riders actually need to make.

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trip-planningproblem-spacedecision-supportcycling-travel

Most trip-planning mistakes follow a pattern: too much ambition, poor sequencing, and a consistent underestimate of fatigue and logistics.

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trip-planningmistakesfatigue-managementdecision-making

The right trip length depends on transfer overhead, ride density, fatigue, and whether the location can sustain quality riding for the days you plan to stay.

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A good cycling base is not just famous. It needs to work for transfers, accommodation, amenities, and direct access to the rides and climbs that matter for your trip.

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destinationstrip-planningbasesdecision-making

The right answer depends on trip length, transfers, riding goals, and the real cost once everything is counted.

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Coming when they are ready — not before.

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Coming soon

My Very First Cycling Trip Was RAID Alpine. What Was I Thinking?

RAID Alpine looked incredible on paper: iconic Tour climbs, a week in the French Alps, and the kind of trip every cyclist imagines doing. As a first trip, it was completely the wrong call.

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Andalusia 2016: A Different Kind of Cycling Trip

After a brutal first experience in the Alps, Andalusia was a very different trip. One base, great riding, an excellent town, and the kind of daily structure that makes a cycling week far more enjoyable.

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How to Choose a Good Cycling Tour Operator

Tour operators vary far more than people think. The right operator can make a hard trip enjoyable and safe. The wrong one can leave you paying premium prices for a rigid, badly-supported week.

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How to Choose a Good Cycling Hotel

If you are planning a cycling trip yourself, the hotel can either reduce friction every day or quietly add to it. The best cycling hotels make the riding easier. The worst ones just use the label.

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