Hiking in Kauai takes you through lush tropical landscapes, where emerald cliffs rise above the deep blue Pacific and waterfalls spill into hidden valleys. Trails wind along the dramatic Nā Pali Coast, through dense rainforests, and into the vast Waimea Canyon, often called the “Grand Canyon of the Pacific.” With its vibrant greenery, warm ocean air, and striking coastal views, hiking in Kauai feels wild, immersive, and unforgettable.

Your adventure begins as you arrive in Hawaii, where transport will be arranged to collect you from the Kauai island’s Lihue Airport. It’s well connected to the US and Europe, making your journey smooth and hassle-free.
To make the most of your trip, we recommend arriving in the morning or afternoon, giving you time to settle in and it’s a great opportunity to meet your fellow adventurers. If you’re arriving a day early, we can suggest excellent accommodation options to ensure a relaxed start to your journey.
For the duration of the trip, you’ll be based in Kapaa, right on the beach. This means you won’t have to carry all your belongings from place to place, and after each day of hiking, you’ll return to the comfort of a warm shower and a cosy bed. Get ready for an unforgettable week exploring one of US’ most spectacular mountain landscapes.

Click for Route Map : 10 km 4–5 h ~500 m ●●●○○ — Moderate
Beginning from a quiet trailhead high above Waimea Canyon, the Awa‘awapuhi Trail winds through lush native forest filled with birdsong and filtered sunlight. The first stretch is cool and shaded, descending gradually along a well-maintained path lined with ferns and wild ginger. As you near the end, the trees open to reveal a breathtaking panorama of the Na Pali Coast — vast cliffs dropping straight into the turquoise Pacific, ridges layered in deep green and gold light.
The return is a steady uphill climb, but the forest shade and gentle grades make it manageable. Along the way, the shifting light through the canopy gives the trail an almost meditative rhythm. Most hikers take a long break at the viewpoint to soak in the silence and the sheer scale of the landscape. It’s one of Kauai’s signature hikes — dramatic, peaceful, and a perfect balance of effort and reward.

Click for Route Map : 20 km 6–7 h ~650 m ●●●●○ — Challenging
The extended Jurassic Park Gate Trail offers a full-day adventure through some of Kauai’s most cinematic and remote landscapes. Beginning along the familiar red-dirt road through dense tropical forest, the route continues well beyond the original gate site, following a rugged path deeper into the valley and up toward the surrounding ridgelines.
As the trail climbs, the scenery unfolds in layers — steep green cliffs, waterfalls glinting in the distance, and wide vistas that feel straight out of a movie. The path alternates between open meadows and shaded forest, often muddy and uneven but rewarding at every turn. You’ll pass through areas where the sounds of birds and rushing streams replace all signs of civilization, offering a rare sense of isolation.
The return follows the same route, with long downhill sections and expansive views back toward the ocean. This longer version transforms a short photo stop into a true Kauai backcountry experience — remote, wild, and deeply atmospheric. Bring plenty of water, sturdy shoes, and expect to finish tired but exhilarated.

Click for Route Map : 13 km 5–6 h ~650 m ●●●●○ — Moderate-Challenging
One of Kauai’s most iconic hikes, the Hanakapi‘ai Falls Trail combines coastal drama with lush jungle and a towering waterfall finale. Starting at Ke‘e Beach, the route follows the first section of the Kalalau Trail along the rugged Na Pali Coast, where cliffs rise sharply above turquoise waves and seabirds circle high overhead. After about two miles, you reach Hanakapi‘ai Beach — a wild, beautiful spot perfect for a short rest, though swimming is unsafe due to strong currents.
From there, the trail turns inland and begins a steady climb through dense bamboo forest and river crossings toward the falls. The path can be muddy and slippery, but the reward is unforgettable — Hanakapi‘ai Falls plunging nearly 90 meters down a sheer cliff into a cool, clear pool. Mist fills the air, and the sound of the water echoes through the valley.
The return retraces your steps along the same route, with sweeping views back toward the ocean. This trail captures the essence of Kauai’s wild side — lush, demanding, and breathtaking from start to finish.

A free day on Kauai without hiking opens up endless ways to slow down and explore the island’s more relaxed side. Start the morning with a drive along the south shore to Poipu Beach, where you can snorkel with sea turtles or simply enjoy the calm water and golden sand. Nearby, the Spouting Horn blowhole offers a dramatic display as waves surge through a lava tube and spray high into the air. For a more cultural start, visit the Kauai Coffee Estate for a tasting and a self-guided stroll among the trees — the views over the plantation and ocean are beautiful, and the samples are generous.
In the afternoon, take a scenic drive up Waimea Canyon Road for lookouts that require no hiking yet deliver incredible views across the “Grand Canyon of the Pacific.” On the return, stop in the small town of Hanapepe, known for its local art galleries, slow pace, and weekly Friday night art walk if you happen to be there. Alternatively, head north to Hanalei Bay for a relaxed lunch and a few hours on the beach. Rent a paddleboard, take a surf lesson, or just watch the changing light on the mountains. As evening falls, find a quiet spot on the west coast for sunset — Salt Pond Beach Park and Polihale State Park are both unforgettable places to end the day, with wide horizons, soft light, and the deep calm that makes Kauai so special.

Click for Route Map : 18 km 6–7 h ~750 m ●●●●○ — Challenging
The long version of the Waimea Canyon Trail showcases the full scale and beauty of Kauai’s “Grand Canyon of the Pacific.” Beginning near the Kukui Trailhead, the route descends through forested slopes alive with birdsong before opening to sweeping views of red and green canyon walls carved deep by the Waimea River. As you follow the rim and interior paths, the landscape shifts constantly — rugged cliffs, narrow ridgelines, and pockets of lush vegetation glowing in the sun.
Midway through, the trail dips toward the canyon floor, where the temperature rises and the air feels still and wild. Crossing streams and open sections, you’re surrounded by towering walls streaked with color — ochre, rust, and emerald — a reminder of how ancient and alive this landscape is. The return climb is demanding but deeply rewarding, each bend revealing another glimpse of the vast canyon and the ocean beyond. This full-day route captures the essence of Kauai’s backcountry: raw, remote, and unforgettable.

Click for Route Map : 11 km 4–5 h ~300 m ●●●○○ — Moderate
The Alaka‘i Swamp Trail offers a completely different side of Kauai — high, misty, and otherworldly. Starting from the Pu‘u O Kila Lookout at the end of the road in Koke‘e State Park, the trail crosses boardwalks and muddy forest paths through one of the wettest places on Earth. Instead of beaches or ridgelines, you’ll find cloud forest filled with native ferns, moss-covered trees, and the songs of rare Hawaiian birds echoing through the mist.
On clear days, the payoff is extraordinary: a sweeping view of the Wainiha and Hanalei valleys from Kilohana Lookout, with the ocean shimmering far below. More often, though, the landscape reveals itself in glimpses — clouds drifting through the trees, sudden patches of sunlight, and the quiet sense of being far above the rest of the island. The trail can be slippery and slow-going, but it’s well worth it for those who love Kauai’s wild and mysterious side. Bring sturdy shoes, layers, and be ready for weather that can change in minutes.

After an incredible week exploring the wild beauty of Kauai, it’s time to pack your bags and begin your journey onwards. Transport will be arranged to take you to the airport.
If you’re extending your stay, there are plenty of incredible places to explore beyond the mountains. We’d be happy to share recommendations to help you make the most of your time.
As you leave Hawaii behind, you’ll take with you memories of emerald cliffs, turquoise waters, and unforgettable adventures in one of US’ most breathtaking landscapes. Until next time!
What's Included?
- Accommodation (Twin Room)
- Airport Transfers
- Expert Guided Hikes
- Park Entrance Fees
- Beach Club
- Transport to and from Hikes
- Hiking Friends
Important Info
Accommodation – Kauai Shores Hotel, Kapa’a
Meeting Point – Arrivals Hall at Lihue Airport, Kauai
Transfer Details – Individual transfers can be any time on the first and last day.
Max Group Size – 15
Difficulty – On all our Trailmates trips you should have a good level of fitness. You don’t need to be an expert hiker but walks can be long with elevation. When possible we try to offer alternative options for those who want an easier day.
Dates & prices
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Early Bird DiscountSaturdayJuly 17, 2027SaturdayJuly 24, 2027DKK15,520DKK13,96410% OffAvailable
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Early Bird DiscountSaturdaySeptember 25, 2027SaturdayOctober 2, 2027DKK15,520DKK13,96410% OffAvailable
EXCELLENT Based on 79 reviews Posted on Google TH WWTrustindex verifies that the original source of the review is Google. Well-designed and varied itinerary. We joined the first Sardinia tour with Garry, who accompanied the group throughout—clear attention to detail and strong collaboration with the local guide, Sergioooooooooooo. (Must pronounce his name in this way) The guide was knowledgeable and attentive, offering detailed insights during hikes while making sure everyone was comfortable. Accommodation was consistently good, and the traditional mountain shepherd dinner was a standout. I joined with a high school friend who flew across the Atlantic—worth it. The group bonded quickly despite different backgrounds. A strong choice if you want a hiking-focused trip with like-minded people.Posted on Google Chiao ChangTrustindex verifies that the original source of the review is Google. I joined a hiking trip with Trailmates Adventures for Sadinia trip and had a great experience. The trip was well-organized, and the guides were knowledgeable, friendly, and made everyone feel comfortable throughout the hike. The scenery was beautiful, and everything ran smoothly from start to finish. I’d definitely join another trip with them in the future and highly recommend them to anyone who enjoys outdoor adventures.Posted on Google Erika HoszuTrustindex verifies that the original source of the review is Google. I had such an amazing experience on this Sardinia trip with Trailmates Adventures. Everything was so well organized, from the activities to the overall vibe of the group—it really made the whole holiday feel effortless and enjoyable. Garry was a fantastic host throughout the trip. He created a really welcoming and relaxed atmosphere, making it easy for everyone to connect and feel included. You can tell he genuinely cares about giving people a great experience, and it shows in all the little details. Sardinia itself was absolutely beautiful, and the mix of adventure, social time, and exploring made it the perfect balance. I came back not only with great memories but also having met some wonderful people. I would definitely recommend this trip to anyone looking for a fun, well-organized group holiday—and I’d happily join another one in the future!Posted on Google Bel BerryTrustindex verifies that the original source of the review is Google. Absolutely loved my first trip to Morocco through Trailmates Adventures. I’ve looked into other solo traveller group tours before but none ever ticked all the boxes until now. The entire trip felt like a hiking holiday with like minded friends - fun and interesting. Some friendships will last a long time, and some just shared moments. Great itinerary, well planned out, and adaptable depending on fitness levels. Communication was really good and straightforward, from both the organisers and the trustworthy local guides. Overall it was an incredible experience that exceeded expectations, and I am looking forward to booking my next trip. If you feel hesitant of travelling/hiking solo then Trailmates is for you!Posted on Google Anastasiia VlasovaTrustindex verifies that the original source of the review is Google. Our trip to Madeira was amazing. Trailmates Group organized a wonderful hike. This was our first group tour and our first hike ever, and now we'll definitely be going on more with this company. Firstly, the price was reasonable and the quality matched our expectations. Secondly, the tour was the perfect difficulty level and suitable for travelers of all fitness levels. The idea of traveling just for the hike was the most important thing for us, as we wanted to fully enjoy the hiking and nature. I'd also like to point out that Harry was always available, which gave us a sense of security. A huge thank you to our guide, Paolo – he's very friendly, has a clear itinerary, and does his job 100%. The other members of our group are wonderful, engaging people. We're so glad we met them, and they'll remain etched in our memories. Thank you, Trailmates, for Madeira, and we'll see you soon!Posted on Google Agnieszka JaTrustindex verifies that the original source of the review is Google. I cannot recommend Trailmates Adventures enough! From my very first inquiry, Garry was professional, knowledgeable, and incredibly quick to respond to all my questions. It was truly a trip of a lifetime, and will definitely be booking my next holiday with themPosted on Google Orlagh WalkerTrustindex verifies that the original source of the review is Google. Ive just had the most amazing week with Trail mates adventures.Its my first time doing a solo trip and it was so smooth from start to finish. Garry was just amazing and answered all my questions promptly and with care. The hikes were first class and our hike leader Paolo was a gem. I loved the group and my roommate was so lovely. What an amazing experience. I will definitely go again with this company.Posted on Google SV3 LeerTrustindex verifies that the original source of the review is Google. My trip to Marokko was great. I liked the hikes in the Atlas Mountains and my fellow travellers in the group were great, too. I highly recommend it. :)Posted on Google Natasja HoexTrustindex verifies that the original source of the review is Google. Atlas hike Marokko Ik heb een hele leuke week in de Atlas in Marokko gehad met trailmates. Ik vond de hikes heel divers. Het hotel was fijn en de groep was echt super. Het is tof dat je in een internationale groep reist. Dat maakt de gesprekken extra interessant vind ik. Wat ik ook echt een plus vind, is dat je vertrekt vanuit dezelfde plek. Dus mocht je een keer niet mee willen/ kunnen dan is dat geen probleem. Plus je komt in een soort “thuis” terug. Ik ga zeker nog eens met deze organisatie op pad :-)Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
