AZORES, PORTUGAL

This is Dan Perry, one of the proud new owners of this wonderful company – Toto Tours. I will be hosting, with my husband and co-owner Michael, the very first tour offered under our new management, and this one is personal to me. In 1897, a man named Antonio Jacinto Pereira sailed from the island of São Miguel, Azores to follow the American Dream. That man was my great-grandfather and, more than a century later, I’m making my first trek with Toto Tours back to my roots. Returning to these islands feels like walking back into a story my family started generations ago. For many travelers, the Azores are a dream destination, but for me, they’re home...

The Azores feel like a place the world hasn’t discovered yet. Each island has its own personality, from volcanic lakes and steaming springs to crater-rim villages and endless hydrangea fields. It’s a destination where you can hike in the morning, whale-watch in the afternoon, and unwind over fresh seafood and local wine at night. It’s peaceful, dramatic, and full of moments that stay with you long after you’re home. A trip to the Azores with Toto Tours gives you the chance to explore this lesser-known corner of the world without ever feeling like a tourist. You’ll travel in a small, welcoming group where everyone can relax, be themselves, and enjoy the islands’ natural beauty at an easy pace. Each day blends real cultural experiences with the kind of thoughtful hosting and attention to detail Toto is known for. You'll leave feeling connected, refreshed, and a little bit changed by the magic of these islands.

Best of all, this trip takes away every logistical headache. Your round-trip transatlantic flight, all internal island flights, and every transfer are included. Guests only need to get themselves to Boston, and from there, we travel together as a group across the Atlantic and through the islands.

Your full day-by-day experience, crafted to balance culture, nature, food, and the relaxed magic of island life is viewable by clicking the "READY, SET... TOTO!" button at the right of this page.