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5 Adventures AI Couldn’t Plan

Original post: Another World Adventures

04/07/2025
6mins read

It’s fair to say that AI is a controversial topic, seemingly loved and loathed in equal measure. This year, the conversation has shifted to its growing influence on the travel industry. According to the world’s travel firms, technology is set to play an even bigger role in trip planning, whether through self-created itineraries using programs like ChatGPT or through advanced booking systems developed by travel agencies. But the question remains: are these tools truly up to the task? While they may be useful for planning a simple long-weekend getaway, can they really handle the complexities of crafting an adventure-filled itinerary?

Asking AI to plan an adventure

Recently, we tasked a well known AI Chatbot with planning a simple multi-day hiking route along the Sorrentine Peninsula in Italy. “Please write me an itinerary for hiking the Alta Via dei Monti Lattari solo,” we requested. Within seconds, we had a 7-day hiking itinerary complete with distances, accommodation suggestions, and highlights.

Intrigued, we decided to put its recommendations to the test by mapping the route out. It quickly became apparent that the AI-generated plan had some major flaws. While the AI did provide useful suggestions for a city break in Sorrento and nearby areas, when it came to route planning and logistics for adventure travel, there were significant issues.

First, the route proposed by AI wasn’t actually the Alta Via dei Monti Lattari – it was a jumbled combination of several different trails in the region.

Secondly, the itinerary had the route doubling back on itself, retracing several steps instead of continuing along the spine of the peninsula as intended.

Lastly, the distances provided were inaccurate and inconsistent. The longest day was 20 km, but most days were around 10 km, and the shortest day was a confusing 2 km. It was clear that this AI bot hadn’t experienced much hiking! These distances definitely didn’t align with what you’d expect from a well-planned trekking route.

The future of AI in adventure travel 

Even if AI evolves to provide better thought out hiking itineraries, there are still certain elements of adventure travel that it simply can’t replicate. These are the journeys that require human intuition, expert knowledge, on-the-spot decision-making, and a deep connection to the environment – such as remote sailing expeditions, polar explorations, conservation programmes and cultural experiences driven by spontaneity and authentic human interactions.

Our mission isn’t to help you book the trips that can be arranged with a simple Google search. Instead, we’re here to connect you with life-changing adventures and bucket-list experiences that can’t be found anywhere else and are often difficult to create independently.

It’s what we’ve always done. 

And so with that…Here are 5 adventures we offer that AI couldn’t plan – and we’ve got plenty more where these came from!

5 adventures that AI couldn’t plan

From sailing polar bear-inhabited shores to assisting with shark research in the Indian Ocean, these adventures are only possible thanks to the expertise of local guides, skilled sailors, and dedicated conservationists.

Sail Svalbard’s West Coast 

This once-in-a-lifetime sailing adventure takes you deep into sub-polar waters, where you’ll glide past towering icebergs and majestic glaciers in one of the world’s most breathtaking sailing regions – right at the height of the polar summer.

While adventurers of all experience levels are welcome, there’s no substitute for the expertise of the boat’s captain. With deep knowledge of the region and an eye on ever-changing weather conditions, the captain can make real-time decisions to ensure both safety and the best possible experience.

As you explore, you’ll have the chance to learn the ropes of sailing with guidance tailored to your skill level. Alongside that, you’ll gain fascinating insights into the region’s wildlife – including the elusive polar bear – shared by people who know these remote waters inside and out.

Learn more: Sailing Svalbard’s West Coast | July 2025

Great Exped Company Greenland iceland svalbard (2) – Copy

Sail across the Atlantic 

For the ultimate ocean adventure, join a boat and sail thousands of miles as part of the famous ARC rally. Departing from either France or Las Palmas in the Canaries it takes approximately 20 days of offshore sailing to cross the Atlantic.

Offshore sailing of this nature requires vigilance, excellent knowledge of ocean conditions and the ability to change routes and make quick decisions depending on wind, weather, currents and unforeseen challenges that may appear. Only thousands of hours of sailing experience can equip captains with the knowledge to guarantee a safe and enjoyable experience.

This sailing adventure is part of the Atlantic Rally for Cruisers, an ocean race, where the captain’s expert knowledge will also stand the crew with a chance of being competitive.

Learn more: Sail ARC Transatlantic 2025 | November 2025

Challenge Ocean 67 Sailing Adventures ARC Transatlantic Crew Voyage (4)

Join a tall ship expedition to Antarctica 

Explore one of the world’s last true wildernesses as hands-on crew on a 19-day sailing expedition to Antarctica. Depart from Argentina, crossing the Drake Passage and the Antarctic Convergence Zone, experiencing more and more wildlife the further south you go. Spot seals, whales, seabirds, and more as you anchor in remote bays few have even heard of.

These waters are wild, stunning, and at times unforgiving – demanding expert navigation and meteorological insight. Unstable conditions and last-minute route changes call for the seasoned judgement of the captain and professional crew.

Their knowledge also enables you to sail these waters with respect and care, minimising impact to preserve the precious Antarctic environment, while delivering a unique adventure that is nothing short of unforgettable.

Learn more: Sail Antarctic Tall Ship Expedition | December 2025

Bark Europa – Antarctica – Arnoud Apituley

Discover Comoros Wildlife Expedition

A small archipelagic nation off Africa’s east coast, Comoros is home to the Mwali UNESCO Biosphere Reserve – boasting the second-highest marine biodiversity in the world. Explore this extraordinary ecosystem alongside local guides and national park eco-guards, who offer first hand insight into ongoing conservation efforts and the vital role island communities and visitors play in protecting these fragile environments.

They’ll share knowledge passed down through generations as they lead you through tropical rainforests, vibrant coral reefs, and one of the world’s largest Green turtle nesting sites. Along the way, you’ll meet local villagers and experience daily island life, gaining a deeper appreciation for Comorian culture.

Learn more: Comoros Wildlife Expedition | August, September and October 2025

Comoros: Wildlife Expedition

Join a sailing safari tour in the Maldives 

Access remote Maldivian islands aboard the sailing vessel MV Felicity, where you’ll join scientists and NGOs working on the frontlines of marine conservation. This is not a trip an algorithm could replicate – real impact here depends on local knowledge, shifting conditions, and human connection. 

Equipped with the tools and understanding to engage responsibly, you’ll snorkel coral reefs while learning about the unique environmental challenges they face. You’ll also head out on a whale shark safari, contributing real-time data to the Whale Shark Research Program. Between conservation efforts, you’ll immerse yourself in island life, sharing stories with locals and experiencing traditional Bodu Beru music.

Join: Maldives Sailing Safari Tour | December 2025

Maldives Sailing Safari

We understand that true adventure can’t be replicated – each experience is different depending on the people you meet and the natural phenomena that occur along the way. Visit Another World Adventures to discover your next adventure, or get in touch to speak with the people who can make it possible.

Another World Adventures logo Larissa-Clark-sailing-across-the-Atlantic-Ocean

Hi I’m Larissa, Founder of Another World Adventures. Welcome! If you’re planning an adventure you’re in the right place. Get ready to discover epic travel inspo and a collection of hand-picked trips from my trusted network of experienced adventure experts. Think unusual destinations, expeditions, slow, solo and sustainable travel and epic journeys on land and at sea! Ever got a question? Just get in touch, I answer every enquiry myself. Enjoy!

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