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Gondola

What Gondola is
Gondola is an AI-powered travel concierge for finding rates, rewards, and trips, then monitoring bookings for price drops. Its hotel search covers Marriott, Hilton, Hyatt, IHG, and Accor, with cash and points rates displayed side by side. Rate scores take a traveler’s loyalty status, credit cards, and travel preferences into account. Hotel bookings made through Gondola are processed directly with the hotel and can earn hotel points, status nights, credit card points, and 3–7% Gondola Cash according to status tier.
AutoSave can automatically rebook eligible refundable hotel stays when lower rates become available. It monitors Hilton stays and award stays, but does not automatically rebook those reservations. A points dashboard brings together loyalty balances, status progress, and upcoming stays. With permission, Gondola uses Gmail to read travel-related messages for a travel profile and says raw emails are not stored on its servers. It also uses MX for credit card rewards information and says it shares only credit card points balances with Gondola. Its MCP works with ChatGPT, Claude, Gemini, Perplexity, Cursor, Windsurf, and VS Code. Gondola says data is encrypted in transit and at rest, and that AI inference providers retain no data or train on prompts and responses. Travelers can delete their account and data.
Who it suits
Gondola is aimed at frequent travelers, including road warriors, consultants, sales representatives, and leisure travelers who want to make use of hotel rewards. Its hotel search, booking monitoring, and loyalty dashboard may suit travelers comparing cash and points rates across supported chains.
What it does well
- Shows hotel cash and points rates side by side
- Scores rates using status, cards, and preferences
- Eligible refundable stays can be rebooked at lower rates
- Combines loyalty balances, status progress, and upcoming stays
- MCP compatibility includes several AI and development tools
What to know first
- Flight discovery through MCP provides discovery only
- Hilton and award stays are monitored but not automatically rebooked
- Flight fare monitoring is limited to Silver and Gold members and eligible airlines
Limits
Gondola and Gondola MCP are listed as free. Occasional non-commissionable rates do not earn Gondola Cash; MCP use requires signing in to Gondola. Flight fare monitoring is available to Silver and Gold members for eligible airlines.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| Gondola | Free for travelers · no subscription, extra booking, or hidden fees · occasional non-commissionable rates do not earn Gondola Cash back | Free |
| Gondola MCP | Free MCP server · requires signing in to Gondola to use tools | Free |
As gondola.ai lists them, read 11 Oct 2026. The maker's own page has the final word.
Getting started
- Visit Gondola’s website.
- Create or sign in to a Gondola account to use its travel features.
- Connect Gmail with permission if you want travel-related emails used for a travel profile.
- Use the web, Android, or iOS app to search trips and view loyalty details.
- For MCP tools, sign in to Gondola and connect through a compatible client.
Verdict
Choose Gondola if you travel often and want hotel searches that account for loyalty status, reward points, and booking price changes. Look elsewhere if you need flight results through MCP to do more than discovery, or expect AutoSave to rebook Hilton or award stays automatically.
Questions
How much does Gondola cost?
Gondola is listed as free, with no subscription, extra booking, or hidden fees. Occasional non-commissionable rates do not earn Gondola Cash back.
Is Gondola available on mobile?
Listed platforms include Android, iOS, API, and web.
Does Gondola book hotels directly?
Bookings made through Gondola are processed directly with the hotel.
Which hotels can I search?
Hotel search includes Marriott, Hilton, Hyatt, IHG, and Accor.
What does the Gondola MCP work with?
It is compatible with ChatGPT, Claude, Gemini, Perplexity, Cursor, Windsurf, and VS Code. Using its tools requires signing in to Gondola.
Can Gondola automatically rebook every monitored hotel stay?
No. AutoSave can rebook eligible refundable stays, while Hilton stays and award stays are monitored without automatic rebooking.
Facts from Gondola's own pages
- AI data handling
- Gondola says its AI inference providers use zero data retention and do not train models on user prompts or responses. · gondola.ai, 11 Oct 2026
- AutoSave
- AutoSave can automatically rebook eligible refundable hotel stays at lower rates; Hilton stays and award stays are monitored but not automatically rebooked. · gondola.ai, 11 Oct 2026
- Company
- Gondola identifies Skyler Erickson and Xan Tanner as co-founders. · gondola.ai, 11 Oct 2026
- Direct booking rewards
- Bookings made through Gondola are processed directly with the hotel and can earn hotel points, status nights, credit card points, and 3–7% Gondola Cash based on status tier. · gondola.ai, 11 Oct 2026
- Email integration
- With permission, Gondola uses Gmail to read travel-related emails for a travel profile and says it does not store raw emails on its servers. · gondola.ai, 11 Oct 2026
- Flight limits
- Flight discovery is available through the MCP, but flight results are discovery-only there; flight fare monitoring is available to Silver and Gold members for eligible airlines. · gondola.ai, 11 Oct 2026
- Headquarters
- Dover, Delaware, United States · gondola.ai, 28 Sept 2026
- Hotel search
- It searches hotel chains including Marriott, Hilton, Hyatt, IHG, and Accor and shows cash and points rates side by side. · gondola.ai, 11 Oct 2026
- Intended users
- Gondola is built for frequent travelers, including road warriors, consultants, sales representatives, and leisure travelers maximizing trip value. · gondola.ai, 11 Oct 2026
- MCP compatibility
- The Gondola MCP works with ChatGPT, Claude, Gemini, Perplexity, Cursor, Windsurf, and VS Code. · gondola.ai, 11 Oct 2026
- Other integrations
- Gondola says it uses MX to connect credit card rewards information and shares only credit card points balances with Gondola. · gondola.ai, 11 Oct 2026
- Personalization
- Hotel rates are scored using a traveler's loyalty status, credit cards, and travel preferences. · gondola.ai, 11 Oct 2026
- Points dashboard
- Gondola consolidates loyalty balances, status progress, and upcoming stays into one dashboard. · gondola.ai, 11 Oct 2026
- Product
- Gondola is an AI-powered travel concierge that searches rates, rewards, and trips and monitors bookings for price drops. · gondola.ai, 11 Oct 2026
- Security
- Gondola says data is encrypted at rest and in transit using 256-bit encryption, and users can delete their account and data. · gondola.ai, 11 Oct 2026
- Support
- Gondola directs privacy and security questions to [email protected]. · gondola.ai, 11 Oct 2026
Where Gondola stands on Freedom251
- Travel Itinerary Apps#4 of 45