Hawaii Big Island

Vibrant urban views and stunning rural scenery

Hawaiian Faces

There's a land beyond the crowds where the Honu swim undisturbed and simmering volcanoes still shape an arid landscape. An island with 18 different micro climates. Where macadamia grow, as well as pineapples and Hawaii's famous coffee! That's where we go, and more, on our Hawaii Big Island Walk.

We take a full week to explore the big island's rare natural wonders and ancient culture. Starting and ending in Kona, we circle the island; staying first in Kailua, then to Volcano Village and Hilo, and ending in beautiful Waimea. How is it that we can be in the US, and yet it is so different from any other place?


Hawaiian Coastal View Turtle on Hawaiian Beach


Cuba is beautiful, spirited, intriguing and quite unlike anywhere else in the world!

Cuban Street Scene

Charming colonial towns will delight history buffs who will feel as though time has stood still, where classic cars cruise the streets, passing a mix of meticulously restored buildings and crumbling colonial charm.

Nature lovers will enjoy hiking among the jungle covered mountains, the lush valleys, and the botanical gardens filled with exquisite blooms. There are options to swim or take out a kayak. The days will surely be full - but relaxed. The walking is easygoing, with some five to eight miles a day on the trail or the street.

This is a US approved people to people vacation, and much more. All your accommodations are full of character, and of high standard. We are guided by our friendly, expert US and local Walk Leaders and Managers.


Cuban Waterfront Cuban Jungle Path

Why Wayfarers

The Wayfarers Badge


'Wayfaring', the ultimate in slow travel, means absorbing each destination up close, on foot and with friends.

On a Wayfarers' walking vacation you travel with a small group of like-minded people under the guidance of our renowned Walk Leaders. After 30 years in the travel business we believe that no other tour operator big or small has guides like ours. 

We offer superb value for money, everything is included, from meals and drinks to accommodation and guides. Wayfarers Badge

Our wonderful itineraries are unique to The Wayfarers. We develop all of our own trips personally and update them afresh every year. Even in well-visited areas, we offer inspired routes and local contacts that you won't find with any other tour company.

Walking with The Wayfarers brings direct benefit to the people who welcome us so warmly to their region. As the ultimate 'slow travelers' we believe that meeting and spending time with those who care for their heritage is good for everyone. Our support nurtures local economies and we gain greater insight into local culture. 

Find a walk When will you join The Wayfarers' circle of friends on our great adventure wandering the world?