Airline tickets
Reservation information (hotel, rental car, etc)
Travel itinerary
Passports, visas and any other immigration related documents, if necessary
Always take a photocopy of your documents and leave in hotel safe in case of theft
Driver's license if planning to rent a car or scooter
Traveler's checks, cash and credit cards
Emergency phone numbers
The telephone number of your friend picking you up on your return, or the taxi service Carry-On Luggage Items:
Medication
One change of clothes (in case luggage is lost)
Wallet/purse
Keys for luggage, car and house
Sunglasses
Books/magazines
Camera
Snacks
Cell phone (if you have set up roaming or for when you get back)
Umbrella