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Sample Itineraries

Tailor-Made Inspiration

Osprey Holidays tailor-make each and every city and short break itinerary to suit your requirements. When you enquire with us, our award-winning team will take the time to listen to your specific needs before making recommendations and putting together a package that fits around you.

Inspire Me

If you know you want to get away but aren't quite sure where to start, we've put together a range of suggested itineraries based on some of our most popular destinations and personal experiences.

Whether you are looking for a traditional short break to explore the culture of a European capital or you have time to take in two or more destinations in a multi-centre itinerary, read on for a taste of what Osprey Holidays can offer you.

Scotland's North Coast 500

Amsterdam and the Keukenhof bulb fields

The Italian Lakes - Como, Garda and Maggiore

Venice Simplon-Orient-Express

Reykjavik and the Northern Lights

Christmas Markets

UK Theatre Breaks


To request your tailor-made city break itinerary: