Epic Small‑Group Overland Adventures

in Mexico, Guatemala and Belize

Authentic experiences, transparent pricing & hidden‑gem routes

Epic Adventures

10+ years exploring jungles, ruins & hidden gems 🚐🌿

90% Included

More fun, less stress (save your pesos for tacos & mezcal) 🌮🥂

Local Vibes

Community impact, real culture, zero tourist traps 🤝🌿
Lupita Overland at Tulum, the Only Mayan Archaeological Site by the Sea

Yucatan Peninsula & The Maya World

Flor de Piña Dance in Oaxaca City

Oaxaca, Chiapas & The Deep South

Lupita Overland: Tamul Waterfall at Huasteca Potosina

Mexico City & The Central Highlands

Lupita Overland: Volcanoes view, Atitlán Lake

Guatemala & The Mayan Highlands

Lupita Overland: Turtle, Belize Coral Reefs

Belize & The Caribbean Coast

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Jay Kidd profile picture
Jay Kidd
26 May 2026
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We had a wonderful 10-day family trip through Chiapas with Jaime from Lupita Overland, travelling from Oaxaca City through Tehuantepec, Juchitán, Tuxtla, San Cristóbal, Palenque and back, with plenty of stops along the way. Jaime was considerate, flexible and very helpful from the start. It was clear how much he loves Chiapas, and he was genuinely excited to show us around, which made the trip feel much more personal. We visited caves, gorges, waterfalls, ruins, local food places and cultural spots, and felt we were able to see a lot without the days becoming too much. We travelled as a family with our 5-year-old son, which was a new type of trip for Jaime, but it worked really well. The itinerary was full, but not over-packed. There was still time for our son to rest, play and swim in the hotel pools, and the longer driving days were broken up with good stops, so the travel never felt too hard. The van, Lupita, was spacious, comfortable and well-equipped, and the hotels Jaime arranged were lovely throughout the trip. We always felt safe and well looked after, while still feeling like we were having a proper adventure through a really beautiful part of Mexico. Overall, we thoroughly enjoyed the trip and are very grateful to Jaime for making it such a memorable experience. We’d happily recommend Lupita Overland to anyone wanting to explore Chiapas or other parts of Mexico in a comfortable, flexible and personal way.😎
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Chi Le profile picture
Chi Le
26 May 2026
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Our family of three, including our 5 year old son, has just returned from an epic 10 day road trip with Jaime in his awesome Lupita van. A round trip from Oaxaca to Chiapas and back to Oaxaca, with so many beautiful, interesting, and memorable stops along the way. This was a fantastic family friendly tour of Chiapas region. Jaime created a journey that gave us a wonderful mix of nature, culture, history, food, and local experiences. We visited dramatic canyons, caves, waterfalls, community villages, local markets, colonial cities, archaeological ruins, cultural festivals, traditional handicraft workshops, and places to try delicious regional food and drinks. It was exactly the kind of trip we hoped for: full of adventure and variety, but still paced well enough for travelling with a young child. Jaime was excellent from the very beginning. He was organised, communicative, flexible, and thoughtful throughout both the planning and the trip itself. He is especially good at setting and managing expectations, which made the whole experience feel smooth and relaxed. We always knew what to expect, but the trip still felt personal and full of discovery. What made the experience really special was Jaime himself. He is calm, kind, and great with families. He works respectfully with local communities and clearly has a deep love for Chiapas and the people, landscapes, traditions, and culture of the region. It was a joy to have him share his knowledge, experience, and passion with us. We also now know that Jaime covers trips through many other regions of Mexico, as well as some parts of Central America, which makes Lupita Overland a great option not only for Chiapas, but for anyone looking for a private, flexible, and meaningful overland travel experience more broadly. We highly recommend Jaime and Lupita Overland to anyone looking for a private or small group tour operator, family road trip, overland tour. We would absolutely travel with Jaime again and hope to do more trips with him when we return to Mexico.
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Stacey Barrett profile picture
Stacey Barrett
6 March 2026
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+3
Traveling with Lupita Overland was amazing!! The group I travelled with was a great mix of people, and everyone was participating to achieve a fun and memorable experience. We saw so much of Mexican culture, and we experienced so much of the rich culture as well. I had never been on a tour like this before, and I was a bit nervous for it, but within two days on tour, I felt comfortable with Jamie and Cass, I was on the Mayan Tour Mexico Cass Edition. I would do this tour again in a heartbeat. We saw Spider Monkeys drinking from a Cenote, listened to Howler Monkeys at Calakmul while we explored and climbed...I attempted to climb....at the Maya Archeological Site in the middle of the jungle, and met amazing people who shared their cultural traditions with us. I think I'll be on another Lupita Adventure in no time. Thank you Jamie and Cass for an amazing and memorable experience!
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Mexico Cassie profile picture
Mexico Cassie
5 March 2026
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I was fortunate to collaborate with Lupita to run a tour through Chiapas, Quintana Roo, Campeche and Yucatán. What I saw from Jaime on throughout this trip was a perfect blend of professionalism, enthusiasm for Mexico, and respect for everyone. He knows Mexico extremely well and safety is always his number one priority. Highly recommended.
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Katie Jane Saunders
3 March 2026
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I just finished a 12 day trip with Lupita from Chiapas to Quintana Roo, Mexico. Jaime's experience and professionalism as a trip organizer is obvious in his planning, attention to the needs of his guests and his relationships with local guides. We visited a wonderful range of natural, archaeological and cultural sites and learned so much about the areas we traveled through. We had deep conversations and lots of laughs. It was an amazing trip.
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Katie Saunders
3 March 2026
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+7
I just finished a 12 day trip with Lupita from Chiapas to Quintana Roo, Mexico. Jaime's experience and professionalism as a trip organizer is obvious in his planning, attention to the needs of his guests and his relationships with local guides. We visited a wonderful range of natural, archaeological and cultural sites and learned so much about the areas we traveled through. We had deep conversations and lots of laughs. It was an amazing trip.
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Mike Hammond profile picture
Mike Hammond
5 December 2025
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An incredible trip. Thanks to Lupita for a truly amazing journey through Belize and Guatemala. Thanks to Jamie we were able to sample theit unique history, culture landscapes and people. Lupita organised amazing activities, snorkeling with sharks, hiking Mayan trails and unforgettable accommodation ranging from posh Beach Huts, Jungle Lodges, Colonial Hotels and stays on archaeological sites.
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Louise Hammond profile picture
Louise Hammond
5 December 2025
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We have just returned from a group holiday with friends exploring Belize and Guatemala Jaimie led the tour and travelled with us . I cannot thank him enough . An amazing tour leader and thoroughly lovely human . He planned us a wonderful trip working with Helen from Firecrest Travel . Jaimie was attentive to everyone’s needs and passionate about the places we visited He went out of his way to ensure that everything went smoothly and that we experienced the local culture using excellent local guides and supporting local charities . We could not have asked for more and will definitely travel with him again . In fact we would travel the world with him !
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sherry m profile picture
sherry m
4 March 2025
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Jaime is the best guide for Mexico, Guatemala and Belize Jaime worked with us for Chichen Itza and touring from Tulum to Merida. We visited 2 very different cenotes that were incredible. We snorkeled. I can’t tell you enough about how wonderful Jaime is to work with. He is a passionate traveler.
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DeeDub002 profile picture
DeeDub002
5 December 2024
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What a Trip! We had always wanted to visit Mexico and particularly for the period around Day of The Dead. Lupita Overland built an entire 3 week trip around these dates, which was amazing, and we joined a group of 7 others and off we went.Starting in Mexico City we travelled overland visiting Oaxaca, San Cristobal, a number of Mayan sites, Lagos and open cenotes. This trip had everything we could have wished for.Jaimie is professional, efficient, friendly and nothing is too much trouble. He went above and beyond to ensure everyone in the group was happy. We can't recommend Lupita Overland strongly enough and hope to go on another adventure with them in the very near future.
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Road540543
4 December 2024
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Last Spring I travelled on Lupita Overland’s "Wonders of Mexico" Trip Last year my husband and I spent 21 days traveling from Mexico City to Yucatán with Lupita. Lupita specializes in small group travel and they delivered an outstanding product. We swam in cenotes and beneath waterfalls, sailed on the Lagoon in Balacar. Most importantly we visited the most difficult to reach Mayan ruins, where Jaime had arranged for an English speaking guide who specialized in that particular ruin and region. There was something for everyone on the trip. Jaime was willing to accommodate all tastes. My husband and I opted out of the camping option entirely and took advantage of the reasonably priced hotel upgrades.Jaime González is a fabulous leader. His enthusiam was infectious. He was like the energizer bunny and attended to every detail of our trip. I had studied Spanish as a child, but I was completely unprepared for how important it would be to have a Spanish speaking guide outside of the tourist centers, We traveled well off the tourist trail and few people we encountered spoke English. Jaime always made himself available to translate.We swam in cenotes and beneath waterfalls, sailed on the Lagoon in Balacar. Most importantly we visited the most difficult to reach Mayan ruins. At each stop, Jaime had arranged for an outstanding English speaking guide who specialized in that particular ruin and region. The custom designed van carried a full library of speciality guidebooks and Jaime was extremely knowledgeable and articulate. I appreciated the spaciousness of the van and the ability to have purified water 24 hours a day.There was something for everyone on the trip. Jaime was willing to accommodate all tastes. My husband and I opted out of the camping option entirely and took advantage of the reasonably priced hotel upgrades.I cannot say enough about the Lupita and Jaime. I am a veteran of many overseas adventure travel trips across Africa and Asia. I am a graduate of the International Tour Management Training Institute in California where I obtained my Tour Director Certification. I know an outstanding Leader when I see one.Jaime is the best of the best. He is top notch. His attention to detail was outstanding. He brought his professionalism to every aspect of the trip. From start to finish, the trip was outstanding.
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Salomé C profile picture
Salomé C
9 November 2024
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A wonderful trip with Lupita Overland Great stay with Lupita Overland! Wonderful discoveries of the Oaxaca region, facilitated by a high-quality organisation. 100% recommended
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Amanda Schafer profile picture
Amanda Schafer
15 October 2024
positiverecommendsTrustindex verifies that the original source of the review is Facebook.
Jamie is a true legend. His van, Lupita is rocking!!! It’s comfy, unique, plus - water and cooler are provided. Jamie was on time, communicative throughout and made sure we were always comfortable. Jamie and Lupita took great care of our group of 7. I left with a friend in Jamie and an unforgettable experience with my friends thanks to Lupita. I’d recommend his services to anyone.
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Paloma González Chasco profile picture
Paloma González Chasco
27 July 2024
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The personal and attentive service of the tour leader. The unique places we visited. With Lupita, you get a very original and thoughtful experience.

(Translated by Google, see original)
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Heather Durie profile picture
Heather Durie
8 March 2024
positiverecommendsTrustindex verifies that the original source of the review is Facebook.
Re Genuine Mexico What a fabulous trip! Jaime is a fantastic leader and we all felt totally safe with Miguel as driver. The itinerary was so varied with highlights everyday. Thank you Jaime. Heather
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Tim Barlow profile picture
Tim Barlow
25 May 2023
positiverecommendsTrustindex verifies that the original source of the review is Facebook.
I was a passenger on the inaugural trip in March/April 2023 - South Mexico Wonders - for three weeks. It is an amazing itinerary with highlights every day. The trip is diverse; history. culture, Mayan sites, beautiful colonial cities, jungle, mountains, wildlife, beaches, lakes - the list goes on! The tour leader, Jaime, is exceptional - enthusiastic, inspirational and friendly to everyone he meets. Nothing is too much trouble and the trip was very well-organised. Add to this a great driver in Cesar, both safe and helpful, and the whole trip ran smoothly, was a wonderful experience and full of laughter I would highly recommend Lupita Overland to anyone interested in visiting Mexico and sharing a unique experience.
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Authentic small-group expeditions. Limited yearly departures.

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15 to 20% of every Lupita expedition goes directly into the hands of local communities. We bypass middleman agencies to invest directly in ejidal reserves, indigenous artisan collectives, family-run kitchens, and independent local guides.

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More than just a vehicle, she’s your cozy home on the road. Our custom Volkswagen Crafter is fully equipped for remote Mesoamerican adventures without sacrificing comfort—featuring USB chargers at every row, an electric water dispenser, a massive fridge for cold drinks, and a full expedition camp setup.

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