Stock-based Compensation (Details) - Expense Category - USD ($) $ in Thousands	3 Months Ended	6 Months Ended
Jun. 30, 2026	Jun. 30, 2025	Jun. 30, 2026	Jun. 30, 2025
Share-based Payment Arrangement, Expensed and Capitalized, Amount [Line Items]
Share-based Payment Arrangement, Expense	$ 9,969	$ 9,456	$ 18,969	$ 19,286
Share-based Compensation Arrangement by Share-based Payment Award, Capitalized Cost	45	9	77	58
Share-based Payment Arrangement, Expensed and Capitalized, Amount	10,014	9,465	19,046	19,344
Income Statement Location [Axis]: trup:ClaimsExpense
Share-based Payment Arrangement, Expensed and Capitalized, Amount [Line Items]
Share-based Payment Arrangement, Expense	505	774	1,065	1,544
Income Statement Location [Axis]: trup:GeneralAndAdministrativeExpensesMember
Share-based Payment Arrangement, Expensed and Capitalized, Amount [Line Items]
Share-based Payment Arrangement, Expense	4,738	5,047	9,631	9,575
Income Statement Location [Axis]: trup:OtherExpensesMember
Share-based Payment Arrangement, Expensed and Capitalized, Amount [Line Items]
Share-based Payment Arrangement, Expense	620	605	1,189	1,094
Income Statement Location [Axis]: trup:SellingAndMarketingExpensesMember
Share-based Payment Arrangement, Expensed and Capitalized, Amount [Line Items]
Share-based Payment Arrangement, Expense	1,241	1,560	2,712	4,452
Income Statement Location [Axis]: trup:TechnologyservicescostsMember
Share-based Payment Arrangement, Expensed and Capitalized, Amount [Line Items]
Share-based Payment Arrangement, Expense	$ 2,865	$ 1,470	$ 4,372	$ 2,621

Amount of expense for award under share-based payment arrangement. Excludes amount capitalized.

Reference 1: http://www.xbrl.org/2003/role/disclosureRef
-Topic 718
-SubTopic 10
-Name Accounting Standards Codification
-Section S45
-Paragraph 1
-Publisher FASB
-URI https://asc.fasb.org/1943274/2147479983/718-10-S45-1

Reference 2: http://www.xbrl.org/2003/role/disclosureRef
-Topic 718
-SubTopic 10
-Name Accounting Standards Codification
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-Paragraph 1
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Amount of cost capitalized for award under share-based payment arrangement.

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Reference 1: http://www.xbrl.org/2003/role/disclosureRef
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-Name Accounting Standards Codification
-Section 50
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+ References

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