Travelling together is the ultimate test for any connection - and at the same time the chance to take it to a new level. If both parties know what to expect, a weekend in Mallorca or a week on the Côte d'Azur can be an experience that strengthens the relationship in the long term. But a trip requires preparation, trust and clear agreements - far more than a dinner in your home town. At sugardaddyGermany, we regularly see that the best trips are not the most spontaneous, but the best planned. Whether you're a young companion from Berlin travelling with your partner for the first time or a businessman from Munich planning a short trip together: This guide will show you how to prepare a trip that will be unforgettable for both of you.
Build trust
Why travelling only makes sense after a solid foundation.
Pack wisely
What belongs in your suitcase - and what is better left at home.
Travelling safely
Discretion, security and the right balance when travelling.
Build trust before travelling
Travelling together is a big step - for both sides. Before you take this step, the connection should be on a solid footing. If your previous meetings have only lasted a few hours, it may make sense to spend a whole day or a weekend in the neighbourhood before booking a flight. For example, an experienced partner from Hamburg who knows a companion from Cologne could start with a day together in Düsseldorf - close enough for both of you to feel comfortable, far enough for it to feel like a little adventure. Also remember: most relationships are put to the test when travelling because you are suddenly together around the clock. What works for a three-hour dinner doesn't necessarily work just as well on a four-day trip. The important thing is that trust is not built through speed, but through shared experiences. Who thinks long-term, invests in this foundation before packing a suitcase.
Clarify expectations and agreement in advance
Before you set off, both sides should talk openly about the details - and in good time, not at the airport. What activities are planned? How much time is planned together and how much space does everyone need for themselves? Will the experienced partner cover all costs, or will there be additional support for personal expenses? Clarifying these questions in advance is not a sign of mistrust, but of maturity and respect. A sugar daddy from Stuttgart who is planning a week on the Amalfi Coast knows that the clearer the expectations, the more relaxed the trip. And a young companion from Frankfurt who knows what to expect can enjoy the trip carefree instead of worrying about unspoken questions.
Also think about practical things: If you have obligations at home while travelling - rent, current bills, tuition fees - discuss this beforehand. If you have your finances in order before you leave, you will travel much more relaxed. You can find useful strategies for this in our guide on how to organise your finances better as a companion.
Preparation and luggage
The best preparation begins days before departure. Get plenty of rest - if you get on the plane overtired, you won't be able to enjoy the first few days. A rested mind and a fresh appearance are more valuable than any expensive outfit. Pack versatile but light: a mix of casual and formal outfits that can be combined is smarter than an overloaded suitcase. Think about occasions your partner may be planning - a dinner at an upscale restaurant requires different attire than a day at the beach. You can always find something new locally - and a shopping trip together can even be a highlight. Don't forget to check your passport (valid for at least six months), pack important medication and save a digital copy of all documents. A gentleman from Düsseldorf who travels regularly knows that good preparation is the difference between a stress-free experience and a disaster.
If the trip takes longer, plan some free time for yourself. An afternoon at the spa, a walk alone through the old town, a visit to a local boutique - these moments recharge your batteries and give you something of your own to share at the next dinner. If you look at the itinerary beforehand, you can plan these free hours in a targeted way without disrupting the shared rhythm.
Security and discretion on the move
Safety should be a priority when travelling - regardless of how well you know your partner. Share your travel plans with someone you trust: flight details, hotel name, planned route. This way, someone at home will know where you are at all times. Always carry your own cash and credit card for emergencies - this gives you independence if something unexpected happens. At certain destinations, it is also advisable to wear jewellery and valuables discreetly and always keep your bag closed and in view. A sugar baby from Vienna travelling to Marrakech or Rio with a partner for the first time should find out about local customs and safety advice in advance. And in general: Discretion is also a sign of mutual respect when travelling.
On the road: finding the right balance
Travelling is not a performance test - neither for the companion nor for the experienced partner. The best experiences are created when both parties feel comfortable, remain authentic and enjoy their time together. Show genuine interest in the activities your partner suggests - whether it's a visit to a local museum, dinner at a Michelin-starred restaurant or a walk along the beach. At the same time, don't hold back your own wishes: If you want to see a certain place, say so. With sugar dating there are Many different relationship models, but when travelling, one thing counts above all: real company.
Focus on experiences instead of shopping. A sunset on Santorini, an espresso in a hidden piazza in Rome, an unexpected visit to the market in Lisbon - these are the moments that make a trip unforgettable and that both parties will look back on fondly. When differences of opinion arise - and this happens on every holiday - calmness is the best companion. Holidays are not a time for fundamental debates; postpone serious discussions until a quieter moment. Who learns, Dealing with a busy partner, will also find the right balance when travelling. And who knows that neither beauty nor money are everything, recognises that the most valuable trips are the ones where both parties create real memories - not the most expensive ones, but the most authentic ones. And if the first trip is a success, there is a good chance that more will follow - to even more interesting destinations.
Frequently asked questions
If you feel comfortable around him and have already spent a whole day or weekend together in a relaxed atmosphere, you have a good basis. Start with a short trip to a nearby city before planning longer trips.
Discuss which costs will be covered before departure: Flight, hotel, activities, personal expenses and any ongoing obligations at home. Clear agreements avoid misunderstandings and ensure that both parties can relax and enjoy the trip.
Share your travel plans with someone you trust, carry your own cash and credit card and find out about your destination in advance. Carry valuables discreetly and always keep your passport up to date.
When travelling for longer periods of time, consciously plan some free time: an afternoon at the spa, a walk on your own or a visit to a local boutique. These breaks will recharge your batteries and give you something of your own to share the next evening together.
