Stay with Lola when the hotel, the table, and the activity should be booked in the chat, and you can live with the 12-month line if you upgrade. The November 9 homepage says membership is free, that you need an account, and that live prices come from Lola or its partners. VIP is $25 per month with a 12-month commitment. The current VIP extras are a hotel discount of up to 15% on 4- and 5-star stays, and a free first BLADE helicopter transfer to or from New York City. Four more perks are labeled Coming Fall of 2026. The FAQ says flights are not covered yet. The company on the footer is Lola Agent, Inc., part of Booking Holdings.
Open TripAgent when you want the plan costed and you will book it. The pricing page says there is no free plan. Wanderer is $24 a month billed annually ($288 a year) or $49 month to month, for trips up to 10 days. The demo is one-time and needs no card. The page says a cost is an estimate and that TripAgent does not sell the ticket.
Open Wanderboat when the trip is a night in a city the store listing names. The US App Store page says the download is free, does not list in-app purchases, and requires iOS 16.4 or later. It describes a dinner-plus-activity plan and names New York, Los Angeles, San Francisco, Chicago, and Boston. Stays and meals are handed to the partners on that page. wanderboat.ai did not load past Cloudflare, so this row does not quote a website.
Open Mindtrip when you already liked the November 1 description and you will accept a missing price. That homepage says the assistant helps choose flights, stays, and restaurants, and that you can book on Mindtrip or have it handle the details. It also describes price-drop and flight-change alerts. It does not publish a subscription price. That page was not reopened on November 9.
Lola is the one with the free booking membership and the written VIP year. TripAgent is the one that refuses the booking and prints the planning fee. Wanderboat is the free iPhone download for the cities on its store page. Mindtrip is the earlier listing that also says it can book, and still says See site.