There are many different types of breaks that people can choose to go on nowadays, ranging from those where all that is includes is your flight to those where everything is laid on for you. Which one is the best choice depends to a certain extent on the destination that you have in mind. For example, were you to travel to somewhere like Spain then the chances are that it will be very easy to arrange your own accommodation on arrival. Somewhere like Somaliland presents a different set of challenges completely.
Being a far less travelled to location it could be a much better idea to go for a trip where your hotel and flight are booked for you, as part of one of the all inclusive holidays where various guided excursions are laid on too. Visits to caves where you can see prehistoric art on the walls are fascinating, but much easier if someone is there to help you find the place and show you the most interesting parts. There are many resorts in all sorts of exotic locations that offer these types of holiday and they often include all meals and local drinks too. For honeymoons and other breaks where complete relaxation is the main priority, they can make a very good choice. In a country like Somaliland the presence of a guide also helps to overcome the language barrier as many of the locals are not able to speak English so you could have problems travelling alone.