Exclusive MexicoCassie CDMX to Oaxaca adventure

That’s right! The Mexico Dream Team (aka Jaime and Cass) is back together to host you on another incredible adventure in Mexico!

After the joy and success of our 2026 Mayan Trail collaboration, we are excited to share a new route with you in 2027.

🇲🇽🎉 Join us for:

🚌 11 adventure filled days between Mexico City and Huatulco on the Oaxaca coast

🗓️ 1st May – 11 May 2027

Jaime and Cass drinking beers together in a bar

⭐️ If you don’t already know us, I’m Cass, founder of MexicoCassie, and Jaime is the founder of Lupita Overland

We are both passionate about Mexico, its magnificently varied cultures & people, and we both love to help others fall in love with this country.

Jaime has been running overland tours along this route for years, he knows the region like the back of his hand, and is loves to share the best spots, and the best experiences with his clients

Cass has been travelling around these areas since 2009, has a deep passion for Mexican culture, nature, history and, well everything Mexican. She, too, loves to enthuse others with her passion for this region

See what others have said about our tours:

“I just returned from a two week trip in southern Mexico [with Cass and Jaime], it was an amazing adventure that took us to cultural, natural, and archaeological sites through several states. In this world of AI generated content and people who pretend to be something they’re not, I can say that Cass is the real deal; an experienced traveler, wonderful communicator who has a wealth of information and insight to share, and an all round excellent person” (Katie)

“This tour was the most incredible experience! Jaime, is the dream tour guide. Super organized, a really well paced tour…He has an incredible ability to connect with everyone. You couldn’t be in better hands. We were fortunate to also have another amazing tour guide, named Cassie. She is also super knowledgeable about the areas we visited, she is full of great recommendations and lots of common sense advice. Because of our guides’ area knowledge and great planning, we got to places before the crowds, had fabulous informative guides for ruins tours, & enjoyed great local cuisine. (Beth)

lupita overland group tours, discount for with MexicoCassie code MexicoCassie50

The details

🗺 Route: Overland from Mexico City to Huatulco, Oaxaca

🗓 Dates: 1st May – 11th May 2027

🚐 Passenger numbers: 6 – 15 (the tour will only run once we have six adventurers guaranteed)

💰 Price: $2,710 USD p/p (don’t forget to use my promo code to get a $50 USD discount – mexicocassie50)

⭐️ The full breakdown is here

🗺 Get ready for your epic journey from CDMX to Huatulco!

looking down over palacio de bellas artes and the lawns in front

beach scene, brightly coloured wooden chairs under a thatched shade, hammock strung between 2 palm trees

Days 1 – 4: CDMX

Day 5: travel to Oaxaca via theTehuacán-Cuicatlán Biosphere Reserve

Days 6 – 7: Oaxaca City

Days 8 – 11: Oaxaca coast

calm river/canal with a few trajinera long boats on it, trees and blue cloudy sky

This 11 day tour kicks off in the best city in the world (in MexicoCassie’s strongly held opinion), CDMX. Here, we’ll enjoy mariachi, museums, visit the ancient floating gardens of Xochimilco, and the awe inspiring pyramids at Teotihuacán, Frida Kahlo’s world famous house, and of course, enjoy the historical city

🇲🇽 If you’ve ever wondered about visiting Mexico City but have felt daunted by its sheer size, then there is no better pairing than Jaime and Cass to help you get to know this magnificent place. We both LOVE this city. Jaime lives here and Cass fell in love on her first visit in 2009.

As we drive to Oaxaca, we’ll stop for a guided tour of the UNESCO World Heritage Tehuacán-Cuicatlán Biosphere Reserve, the world’s densest forest of giant cacti. We’ll arrive in Oaxaca just in time for a twilight stroll.

view over the hierve el agua petrified waterfall and water pools with mountains in background

In Oaxaca we’ll explore the city, visit the incredible, Monte Albán archaeological site, the petrified waterfalls (pictured) at Hierve el Agua (don’t forget your bathing suit), learn about pulque, and, of course, enjoy the vibrant city markets and incredible cuisine.

→ Oh my goodness, this sounds amazing, please, take me to Lupita’s website so I can reserve my space!

The next section of the trip is more relaxing, as we head to the gorgeous Oaxaca coast to relax on the beach, spot wildlife, cruise the bays, and of course, swim before saying goodbye!