Have you ever thought of going on holiday together?
'Pensato' = pen-SA-to. 'Vacanza' = va-CAN-za.
Use this to float the idea of a shared holiday — one of the most significant friendship investments. Suggest it only with people you genuinely get on well with, as holiday compatibility requires considerable trust. The 'mai' (ever) softens it to a musing rather than a firm proposal.
'Hai mai pensato di + infinitive?' = 'Have you ever thought of doing something?' — 'mai' in positive questions means 'ever'. This structure is excellent for floating ambitious ideas. 'Andare in vacanza insieme' (going on holiday together) implies a multi-day commitment.
Che ne dici di un viaggio in Sicilia a settembre?
What do you say to a trip to Sicily in September?
Specific destination and timing — more concrete proposal
Andreste bene come compagni di viaggio?
Would you be good travel companions?
Reflexive self-assessment of travel compatibility
Sarebbe bello fare un Interrail insieme.
It would be lovely to do an Interrail together.
European rail travel — popular with young Italians
Sardinia is considered one of Italy's most beautiful holiday destinations — its coastline rivals the Caribbean for water clarity. The Costa Smeralda (Emerald Coast) attracts high-end tourism, while the Ogliastra and Sulcis regions offer authentic, less-touristed beauty. Sardinian cuisine (pane carasau, pecorino, culurgiones pasta) is a world of its own.