More in Trip planning & itineraries. Also fits: Road trips & car rental.
Plan a 'Goonies'-themed Pacific Northwest road trip with ChatGPT
Copy the prompt below and paste it into the AI tool named on this page.
Prompt Recreated prompt
The source didn't share its exact prompt, so we wrote this from what it describes.
Plan a trip from Portland, Oregon, to Seattle, stopping at Olympic National Park. My main goal is to see filming sites from 'The Goonies,' plus a sample of the natural wonders of Oregon and Washington.
Try this in:
Sends the Recreated prompt shown above. ChatGPT and Grok open with it filled in, and ChatGPT may send it straight away. Gemini opens empty, so we copy the prompt for you to paste. Every button also copies it.
Opens in a new tab. We don't see what you send.
These links are only a shortcut. We're not affiliated with OpenAI, Google or xAI, and your results may not match the source.
Optional stronger version
Our rewrite with extra checks. The poster didn't test it.
Before you start, ask me 1–3 short questions about the details below and wait for my answers. Once I've answered, confirm the plan in one line and run the whole task start to finish. Goal: Plan a realistic road trip around one must-see theme without overstuffing the days. Questions to ask me first: - What are your start and end points, dates and number of days? - What is the one theme or must-see that the trip is built around? - How many hours a day are you happy to drive, and how active are you? Inputs (fill in or confirm): - Route and dates: [START / END / DATES] - Main goal: [THEME OR MUST-SEES] - Where I'm staying each night: [LODGING] - Pace and limits (driving hours, allergies, mobility): [PACE] Rules: - Put the main theme first; add other stops only if they fit without rushing it. - Give each day drive times, a realistic stop count and time for things like picking up a rental car. - Push back when I add something that won't fit, and tell me what it would replace. - Flag places that need early arrival, timed entry or a full day. Checkpoint: Show me the day-by-day plan with drive times before adding any extras I ask for. If you get stuck: If you don't know current hours, entry rules or crowds, say so and tell me what to check. Verify before you finish: Check that no day has more driving and stops than fit in daylight, and that the main theme is covered. Output: A day-by-day itinerary with drive times, stop lists and a short list of things to confirm. Done when: Every day is doable and the trip's main goal is fully covered.
AI tool
Outcome
Boston Globe columnist Meredith Goldstein asked ChatGPT to plan a trip from Portland, Oregon, to Seattle with a stop at Olympic National Park, built around filming sites from 'The Goonies.' It produced an itinerary and a list of 'Goonies' sites, but it agreed with every request: Day 1 left little time to pick up a rental car, it added multiple waterfalls, then a Willamette Valley winery, then Thor's Well when Goldstein asked what else not to miss. It also scheduled five other things on the Hoh Rain Forest day. Goldstein stopped revising and turned to people instead: a coworker said to give the Hoh a whole day and pointed out that Sequim is the lavender capital of the country, and Reddit advice to arrive at the Hoh by 7 a.m. meant no wait in line.
Evidence: Article or interviewA newsletter, journalist or interview account of what happened.
Known limitations
PartialThe source says it only partly worked, or had a significant problem a person had to deal with.
What went wrong: ChatGPT gave the basics and a 'Goonies' site list but overpacked the days by agreeing with every request; people fixed the plan.
Source
- Posted
- by Meredith Goldstein (The Boston Globe)
- Last checked
- Method:
- How we verify
https://www.bostonglobe.com/2025/10/30/lifestyle/chatgpt-fumbled-pacific-northwest-trip/
Context: Goldstein used ChatGPT without an account. The useful fixes came from a coworker and Reddit, not from ChatGPT.
More in Trip planning & itineraries
Plan a week in Japan on 200,000 credit card points with ChatGPT and Gemini
Points traveler Jake Reeves gave ChatGPT, Gemini and Hilton's AI planner the same prompt: a one-week Tokyo and Kyoto trip for two in October 2026 using 200,000 Chase Ultimate Rewards points plus $2,000 in cash. All three produced a directionally correct itinerary, with the bullet train between cities and solid sights, and ChatGPT and Gemini both rightly suggested moving points to Hyatt for hotels. But ChatGPT said to transfer Chase points to ANA, which Chase doesn't partner with, and cited Hyatt Regency Kyoto at 15,000 points a night when the current rate is 17,000–23,000. Gemini pushed the Chase travel portal using an outdated rate, and none checked award seat availability or counted award taxes and fees. Reeves estimated AI can plan about 60 percent of a trip well.
TravelTrip planningChatGPTGeminiPartialImproved promptEvidence: Article or interviewView CaseCompare Disney World trip budgets from three AIs with ChatGPT, Gemini and Perplexity
Amanda Caswell gave ChatGPT, Gemini and Perplexity the same prompt: plan a five-day Walt Disney World trip for a family of five flying from Philadelphia, from March 30 to April 3, 2027. ChatGPT came in cheapest, suggesting about $8,500, but its hotel estimate was far too optimistic for those dates. Gemini estimated $10,050 to $13,350 after noticing the dates fall just before Easter Sunday 2027, in a busy spring-break period, and that kids 10 and older pay adult ticket prices. Perplexity's full estimate reached $10,545 to $13,955, more than $5,000 above ChatGPT's figure, and Caswell liked its itinerary best. Caswell judged that Gemini wins on budgeting. When shown the other two estimates, ChatGPT revised its target to about $10,000, with $11,000 available.
TravelTrip planningChatGPTGeminiPerplexityWorkedEvidence: Article or interviewBeginner-friendlyView CasePlan three family days in Paris, with ticket links, using Copilot
Paolo Asnaghi planned three August days in Paris for two adults and an 11-year-old, using only Copilot (with GPT-5). Asnaghi asked what to see from the hotel's area, excluding Disneyland, then asked for links to buy tickets in advance next to each description. Copilot grouped sights to avoid crossing the city, showed approximate prices and suggested a 3-day transit pass instead of single tickets. In about half an hour Asnaghi had a customized guide. The PDF it made wasn't user-friendly, though. During the trip, Copilot helped find places to eat, explained sights from photos and checked the weather for the next day's plans.
TravelTrip planningCopilotWorkedImproved promptEvidence: Described by posterBeginner-friendlyView CasePlan a five-country family trip with Gemini, despite some wrong tips (partial)
Manish Kurse planned a family trip through France, Germany, Luxembourg, Belgium and the Netherlands with little kids and several families, testing Gemini and ChatGPT along the way. A detailed prompt in Gemini Canvas, covering needs like vegetarian food and kids in strollers, produced a day-by-day itinerary that saved hours and was updated as plans changed. On the road, the AI helped with a lost parking ticket at an Amsterdam P+R, Brussels metro tickets and questions at the Louvre. But a highly recommended Paris creperie was closed, a pizza tip 'didn't sell pizza', and a chairlift in Cochem was shut. Google Maps mostly had it right; 'even Gemini gave the wrong answers.'
TravelTrip planningGeminiChatGPTPartialRecreated promptEvidence: Described by posterView CaseBook a trip, flight, hotel and shuttle with ChatGPT Dots, and keep confirming the same booking (partial)
neom spent two hours trying ChatGPT's Dots agent and grades it B-. Asked to figure out a trip, it did; neom booked the flight and hotel, and Dots noticed the shuttle hadn't been booked and offered to book it with the details they'd discussed. But after neom said yes, it went back to the site, re-checked the details, asked for confirmation, filled in the booking form and then asked again whether to book. It can sign in with passwords, but wouldn't fetch two-factor codes from email even with email access, and its permissions checker rejected broad rules neom wrote, such as proceeding with routine, reversible actions without asking. neom finds it faster to use regular chat.
TravelTrip planningChatGPT DotsPartialRecreated promptEvidence: Described by posterView CaseGet real flight and hotel prices from a Claude Code travel skill, which only guessed price ranges until it was given a browser (partial)
Christopher Johnson built a Claude Code skill in about twenty minutes to act as a travel agent, sorting flights and places to stay for a business trip. Asked for real prices, it gave ranges, such as 'Flights typically run $280 to $420', and none of them was a price they could actually pay. Claude explained that the booking sites load prices with JavaScript after the page renders, which its tools couldn't see, so it had been estimating. With the Claude in Chrome extension installed and the same skill and request, it opened the sites and returned three specific places to stay with current prices and direct links. It was slower and used more of the plan's usage limits. They kept 'Act without asking' off, and Claude never bought anything.
TravelTrip planningClaude CodeClaude in ChromePartialRecreated promptEvidence: Described by posterView Case
Related cases
Plan a week in Japan on 200,000 credit card points with ChatGPT and Gemini
Points traveler Jake Reeves gave ChatGPT, Gemini and Hilton's AI planner the same prompt: a one-week Tokyo and Kyoto trip for two in October 2026 using 200,000 Chase Ultimate Rewards points plus $2,000 in cash. All three produced a directionally correct itinerary, with the bullet train between cities and solid sights, and ChatGPT and Gemini both rightly suggested moving points to Hyatt for hotels. But ChatGPT said to transfer Chase points to ANA, which Chase doesn't partner with, and cited Hyatt Regency Kyoto at 15,000 points a night when the current rate is 17,000–23,000. Gemini pushed the Chase travel portal using an outdated rate, and none checked award seat availability or counted award taxes and fees. Reeves estimated AI can plan about 60 percent of a trip well.
TravelTrip planningChatGPTGeminiPartialImproved promptEvidence: Article or interviewView CaseCompare Disney World trip budgets from three AIs with ChatGPT, Gemini and Perplexity
Amanda Caswell gave ChatGPT, Gemini and Perplexity the same prompt: plan a five-day Walt Disney World trip for a family of five flying from Philadelphia, from March 30 to April 3, 2027. ChatGPT came in cheapest, suggesting about $8,500, but its hotel estimate was far too optimistic for those dates. Gemini estimated $10,050 to $13,350 after noticing the dates fall just before Easter Sunday 2027, in a busy spring-break period, and that kids 10 and older pay adult ticket prices. Perplexity's full estimate reached $10,545 to $13,955, more than $5,000 above ChatGPT's figure, and Caswell liked its itinerary best. Caswell judged that Gemini wins on budgeting. When shown the other two estimates, ChatGPT revised its target to about $10,000, with $11,000 available.
TravelTrip planningChatGPTGeminiPerplexityWorkedEvidence: Article or interviewBeginner-friendlyView CaseCheck visa rules for a trip to Puerto Rico with ChatGPT and miss the flight
Spanish influencer Mery Caldass asked ChatGPT whether a visa was needed to fly to Puerto Rico and says the answer was no. That was true as far as it went, since EU citizens staying fewer than 90 days don't need a visa, but travelers still must complete the Electronic System for Travel Authorization (ESTA) to enter the United States. Without the travel authorization, Caldass missed the flight and posted a tearful TikTok video saying, 'That's what I get for not getting more information.' The trip wasn't ruined for long: the next day Caldass shared videos from a Bad Bunny concert in Puerto Rico.
TravelVisas & passportsChatGPTFailureRecreated promptEvidence: Shown on videoView Case
