The development of mass tourism has influenced the economic development of regions and countries and represents an important source of income for individuals, local communities, and countries. In order to protect travellers, an obligation has been introduced for travel organisers to provide a travel guarantee in the event of insolvency and for compensation of damage. The paper examines certain issues of importance for securing a travel guarantee against insolvency by means of an insurance contract under Serbian law, with reference to comparative law. The state of the market regarding the provision of travel guarantee insurance is presented, with particular reference to developments before the crisis caused by the COVID-19 pandemic, during its duration, and today. In this paper, the author points to observed irregularities in the content of insurance terms, especially with regard to exclusions from coverage. Furthermore, the sufficiency of the insured sum of the travel guarantee and issues of importance for claims settlement are considered. The final part of the paper discusses travel cancellation insurance and its prevalence. The author provides proposals for amendments to certain practices and rules currently in application. https://erevija.org/wp-content/uploads/2026/09/K.-Ivancevic_Obezbedjenje-garancije-putovanja.pdf