Why the Island Hopper?
From bonfires in Vermont to aperitivos in Italy, our journeys are designed to feel like your favorite memories—even before they happen. Each day unfolds with intention: choose stillness or adventure, solitude or community. Whether it’s a painting class in a villa or the glow of a late lunch that lingers too long, our itineraries leave space for the kind of beauty you remember for years. These are experiences that entice the senses—the yellow of a lemon in Tuscany, the sensation of the crisp air in a Swiss valley, the smell of dinner cooking in the bush. Through off-map moments and intimate details, we make the world feel small in the best way—like it was waiting for you.
The Island Hopper Motto
"Sit at the table of the dreamers, the go-getters, the star gazers, the warriors, and the change makers. The conversation hits different."
We would love to sit at the table with YOU!
The Island Hopper Community: Our Guest profile
The majority of our guests do not know each other before they arrive. Fifty percent of our Island Hopper guests are solo travelers. The other fifty percent of guests come with a friend or relative. Our average guests are between the ages of 40-80. All of our International traveling guests are active and able to participate in the physical needs of solo international adventures. The women who come on these trips love joyfully exploring new places and are thrilled to meet other women from around the world.
The Island Hopper’s focus on female-centric Travel: Intentional travel for women, by women
A great deal of thought has been put into building a brand which supports women. We are focused on communication with our guests, providing comfort while traveling alone, and building a community of creative women who like to adventure together. Every detail of our trips has been considered, from supporting airport transportation, meal planning, selecting our support staff, and considering the comforts of our accommodations. Our journeys attract thoughtful, independent women who want more than just a vacation. Whether traveling solo or with friends, our female-centric trips offer a rare blend of connection, freedom, and beautifully curated experiences. With intimate group sizes, elegant accommodations, and space for both solitude and sisterhood, each itinerary is designed to honor how women want to travel—confidently, comfortably, and completely themselves.
The Island Hopper Motto!
"Sit at the table of the dreamers, the go-getters, the star gazers, the warriors, and the change makers. The conversation hits different"
Where We Go: Intentional Travel Across Four Iconic Landscapes
From golden-hour game drives in Kenya to winding trails in the Swiss Alps, The Island Hopper curates small group travel experiences that make adventure feel effortless. Hike wildflower-strewn ridgelines in Gstaad, Switzerland, picnic in the meadows of Vermont’s Green Mountains, or explore historic hilltop towns across Tuscany. Our Kenyan safaris offer front-row seats to wildlife and story-rich landscapes, guided by local experts. Whether you’re seeking slow travel in Europe, a nature escape in New England, or a bucket-list journey in Africa, each destination is handpicked to inspire wonder, connection, and discovery.
