Group Travel with Kendra:
Let's Explore Together
Traveling solo is amazing, but experiencing the world with a group adds something special. My hosted group trips are designed for travelers who want stress-free planning, curated experiences, and a built-in travel community. From Carnival celebrations to cultural deep dives and foodie adventures, every trip is crafted to be immersive, effortless, and unforgettable. Whether you’re traveling solo, with a friend, or bringing a whole crew, you’ll walk away with new connections, incredible memories, and a deeper appreciation for the world.
Upcoming Group Trips
A Taste of Barbados:
Food & Rum Festival
November 4th 2026 - November 9th 2026
Join us in Barbados for a flavorful island escape centered around great food, world-class rum, and unforgettable experiences during the Barbados Food & Rum Festival. While this trip is celebrating Jade's 40th birthday, the experience is open to all travelers who love culture, cuisine, and good vibes. Whether you’re coming to celebrate, explore, or simply enjoy Barbados at its best, this trip is designed for connection, celebration, and savoring the island together.
Past Group Experiences
Group Travel FAQ
Frequently Asked Questions
What exactly is a hosted group trip?
A hosted group trip is a curated travel experience led by me, meaning I’ll be traveling with the group to help guide, support, and create community along the way. You’ll enjoy a thoughtfully planned itinerary with a mix of group activities and free time, all with the peace of mind of having an experienced host by your side.
Do I have to know someone else in the group to join?
Not at all! Many of my travelers come solo or with just one friend or partner. These trips are designed to be welcoming and inclusive, so whether you come alone or with a travel buddy, you’ll feel right at home in a community of like-minded travelers.
What’s included in the price of a hosted group trip?
Each trip varies slightly, but hosted group trips typically include accommodations, select meals, curated excursions, and on-the-ground support. Airfare is usually separate unless otherwise noted. You’ll always receive a clear breakdown of what’s included before you book.